Design, synthesis, and characterization of novel pyrimidines bearing indole as antimicrobial agents

Mostafa Sayed1 | Adel M. Kamal El-Dean2 | Mostafa Ahmed1 | Reda Hassanien

1 | INTRODUCTION 

Indole and other heterocyclic compounds containing indole moiety have proven to be versatile intermediates for the syn- thesis of a wide range of bioactive drugs.[1–4] Furthermore, a literature survey demonstrates that a combination of two or more active structural moieties can possibly augment the bioactivity.  A  variety  of  N-based  heterocycles,  such  as
pyridine,[5] quinolone,[6] and quinazoline,[7] have been inte- grated with the indole nucleus to obtain potent molecules. Among these moieties, the pyrimidine ring system was cho- sen because it is considered a constituent of nucleic acids to their  present-day  use  in  chemotherapy. Over  the years, pyrimidine ring systems have been widely explored for their wide range of biological activities.[9–15] In addition, many pyrimidine analogues have been developed as chemothera- peutic agents[16] and antileukemic drugs.[17] According  to the previously mentioned benefits, the combination of indole
and pyrimidine moieties will greatly enhance the biological activity[18] of the compounds they present. As reviewed from earlier literature reports, such compounds containing indole and pyrimidine were found to be potent as antitumor,[19,20] antimicrobial[21,22], and antioxidant agents.[23] Based on  these previous facts and in continuation of our work in the field of synthesis of organic compounds with high biological activity,[24–27] here,  we described a  method  for introducing pyrimidine moiety in two positions of indole, hopefully improving the potency of the synthesized compounds. We aimed to synthesize molecules comprising these two phar- macophores in a single molecular framework. In view of
this, a new class of indole–pyrimidine hybrids was prepared by the reaction of indole-3-carbaldehyde with ethyl cyanoa- cetate and thiourea; then, this intermediate used for the fur- ther synthesis of other heterocyclic compounds with structures similar to the previously prepared antioxidant compounds showed in Figure 1.

2| RESULTS AND DISCUSSION 

2.1| Chemistry of the compounds
As previously mentioned, due to the great biological importance of compounds containing indole moiety, here, the precursor compound 4-(3-chloro-1H-indol-2-yl)-2-mer- capto-6-oxo-1,6-dihydropyrimidine-5-carbonitrile (2) was obtained by the reaction of compound 3-chloro-1H-indole- 2-carbaldehyde 1 with thiourea and ethyl cyanoacetate in the presence of anhydrous potassium carbonate. The structure of the obtained compound was elucidated by spectral analyses where IR spectrum showed the appearance of new bands at 1,224, 2,223, 1,687, and 3,273 cm−1 characteristics of the C=S, NH, C=O, and CN groups, and 1H NMR spectrum showed the appearance of new singlet signal at δ = 11.42 ppm characteristic of the NH group. The formation of thiazolopyrimidinyl indole derivatives 3–8 was achieved by the alkylation of precursor compound 2 with different α-halo- carbonyl compounds followed by cyclization through a nucleophilic attack of NH group in the pyrimidine ring. For example, when compound 2 was reacted with oxalyl chlo- ride in dioxane in the presence of TEA the reaction produced compound 7-(3-chloro-1H-indol-2-yl)-2,3,5-trioxo-2,3-dihy- dro-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 3 via two successive nucleophilic attacks on the carbonyl carbon atom of the oxalyl chloride. The structure of the obtained com- pound was elucidated by spectral analysis where the 1H NMR spectrum revealed the disappearance of two singlet signals characteristic of 2NH in the starting material, and the IR spectrum showed new absorption bands at 1,712 and 1,715 cm−1, which are characteristic of two thiazolidinone carbonyl groups. In addition, when compound 2 reacted with chloroacetonitrile, the alkylation of mercapto group occurs first, followed by the nucleophilic addition of NH group on the CN group to afford 3-amino-7-(3-chloro-1H-indol-2-yl)- 5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 4. The structure of compound 4 was elucidated by spectral analyses, and the IR spectrum displayed new bands characteristic of the amino group at 3,387 and 3,477 cm−1. In the same way, 5-(3-chloro-1H-indol-2-yl)-3,7-dioxo-2,3,7,8-tetrahydro-thia- zolo[3,2-a]pyrimidine-6-carbonitrile 5 was obtained by the reaction of compound 2 with chloro acetylchloride in dioxane in the presence of TEA, and the acylation of the NH group occurred, followed by a nucleophilic attack. The structure of compound 5 was elucidated by elemental and spectral ana- lyses where the IR spectrum showed absorption bands at 3,350 cm−1 in the NH group and 1,678, 1,643 cm−1, which are characteristic of two C=O groups; 1H NMR spectrum showed the appearance of singlet signal at δ = 4.13 ppm, characteristic of CH2. When compound 2 reacted with chlor- oacetic acid in ethanol in the presence of sodium acetate, this produced compound 7-(3-chloro-1H-indol-2-yl)-3,5-dioxo- 2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 6, which was obtained after the neutralization of the sodium salt with 35% HCl. The structure of compound 6 was elucidated by spectral analyses where the IR spectrum showed new absorption bands at 1,717 and 1,720 cm−1, also characteristic of two C=O groups, 1H NMR spectrum showed the appear- ance of a singlet signal at δ = 5.21 ppm, characteristic of CH2 group. Finally, the reaction of starting compound 2 with chloroacetone or phenacyl bromide in ethanol in the presence of fused sodium acetate gave compounds 7-(3-chloro-1H- indol-2-yl)-3-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6- carbonitrile 7 and 8 after the neutralization of their sodium salt using 35% HCl. The structures of the obtained com- pounds were confirmed by elemental and spectral analyses where IR spectrum of compound 7 revealed a new band at 1,639 cm−1, characteristic of C=O group; in  addition,  the 1H NMR of compound 7 showed the appearance of a singlet signal at δ = 5.97 ppm, characteristic of CH, and a singlet signal at δ = 2.30 ppm, characteristic of the CH3 group that accentuated the structure. The structure of compound 8 was confirmed in the same way, where the integration of the sig- nal of aromatic skeleton was increased to 9H in its 1H NMR spectrum (Scheme 1).

The formation of compound 4-(3-chloro-1H-indol-2-yl)- 2-hydrazinyl-6-oxo-1,6-dihydropyrimidine-5-carbonitrile 9 was adopted by refluxing the precursor compound 2 with hydrazine hydrate in ethanol by ceasing H2S gas. The syn- thesis of 8-(3-chloro-1H-indol-2-yl)-4,6-dioxo-1,3,4,6-tetra- hydro-2H-pyrimido[2,1-c][1,2,4]triazine-7-carbonitrile 10 and 8-(3-chloro-1H-indol-2-yl)-3,4,6-trioxo-1,3,4,6-tetrahy- dro-2H-pyrimido[2,1-c][1,2,4]triazine-7-carbonitrile 11 was adopted by the reaction of compound 9, with diethyl oxalate or ethyl chloroacetate,  respectively,  in  sodium  ethoxide  as a basic medium. The formation of compound 5-(3-chloro- 1H-indol-2-yl)-7-oxo-3,7-dihydro[1,2,4] triazolo[1,5-a] pyrimidine-6-carbonitrile 12 and 7-(3-chloro-1H-indol-2-yl)- 3-methyl-5-oxo-1,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine- 6-carbonitrile 13 was achieved by the reaction of the previ- ously prepared compound 9 with formic acid and acetic anhydride,  respectively.  The  structure  of  the  compound 9 was elucidated by spectral analyses, and the IR spectrum revealed the appearance of absorption bands at 3,368 and 3,417 cm−1, characteristics of NH and NH2 groups, respectively; 1H NMR spectrum revealed the disappearance of the singlet signal of NH that existed in the starting material and appearance of new singlet signals for the NH group at 2.85 ppm and the NH2 group at δ = 2.77 ppm. While the structure of compound 10 was elucidated by the appearance of another absorption band at 1,724 cm−1, characteristic of the C=O of triazine ring in its IR spectrum, and appearance of a singlet signal at  δ= 3.20 ppm, characteristic  of CH2 group in its 1H NMR spectrum, the structure of the obtained compound 11 was elucidated by spectral analyses, where IR spectrum showed the appearance of additional bands at 1,691 and 1,736 cm−1, characteristic of C=O of triazine ring. The structures of compounds 12 and 13 were elucidated by spec- tral analyses where IR spectra showed the complete disap- pearance of bands characteristic of amino group existing in the starting material; in addition, their 1H NMR spectra showed the appearance of a singlet signal at δ = 8.14 ppm, characteristic of N=CH in compound 12, and a singlet signal at δ = 2.58 ppm, characteristic of the CH3 group in com- pound 13 (Scheme 2).

2.2| Biological evaluation
2.2.1| Antibacterial evaluation
From the data in Table 1, it is obvious that all the investi- gated compounds showed remarkable antibacterial proper- ties against Gram-positive bacteria, and compounds 2 and 12 showed the highest antibacterial activity against all strains of bacteria, with values close to those of the corre- sponding reference antibiotics (Ciprofloxecin and streptomy- cin, respectively), while compound 1 showed the lowest antibacterial activity among all the tested compounds. Fur- thermore, compounds 5, 8, and 11 displayed excellent activ- ity against other bacteria strains such as Staphylococcus aureus, Streptococcus pneumonia, and Haemophilus influ- enza, and the inhibition of Bacillus subtilis and Pseudomo- nas aeruginosa was achieved by compounds 2 and 7. In conclusion, the data in Table 1 showed that the compound 4-(3-chloro-1H-indol-2-yl)-2-thioxo-6-oxo-1,6-dihydropyrimi- dine-5-carbonitrile 2 with the moiety of pyrimidine and indole and     3-amino-7-(3-chloro-1H-indol-2-yl)-5-oxo-5H-thiazolo [3,2-a]pyrimidine-6-carbonitrile 4, which has aminothiazolo- pyrimdine moiety, have the highest antibacterial activity com- pared with the previously reported compound 1. We could also see clearly that all the new synthesized compounds have antibacterial activity against all strains of bacteria higher than that of the starting compound 1, making our work useful for improving antibacterial activity.

2.2.2| Antifungal evaluation
The antifungal results for compounds against five fungal species are summarized in Table 2, where the table shows that all the investigated compounds presented remarkable antifungal activities against five types of fungi: Candida albicans, Aspergillus fumigatus, Penicillium sp., Geotrichum candidum, and Syncephalastrum racemosum, and where the data showed that the compound 5-(3-chloro-1H-indol-2-yl)- 7-oxo-3,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbon- itrile 12, which has a triazolopyrimidine nucleus, has the highest antifungal activity against all the strains of fungi. From the Tables 1 and 2, it could be stated that compound 12 has an antibacterial activity against all strains of Gram- positive and Gram-negative bacteria, with values close to those of the corresponding standers, and has high antifungal activity against different types of fungal species. On the other hand, compounds 9 and 10 have antifungal activity close to stander ketoconazole against fungal species, whereas the starting compound 1 has the lowest antifungal activity against the same fungal strains, leading to a conclusion that the new synthesized compounds improved the activity, On the other hand, compounds (3), (6), and 9 showed high antifungal activity against G. candidum and S. racemosum, while com- pound 11 showed the highest antifungal activity against C. albicans. However, compounds 2, 5, and 7 showed moderate activity.

3| EXPERIMENTAL 

3.1| Chemistry
All melting points are uncorrected and measured on a Fisher-John apparatus. Elemental analyses (C, H, N, and S) were determined using an Elementar Analyses system GmbH-VarioEL V2.3 microanalyzer in the central lab of Assiut University. Their results were found to be in good agreement (T0.2%) with the calculated values. IR spectra were recorded on a Pye-Unicam Sp-100 spectrophotometer using the KBr wafer technique, and values were represented in cm−1. 1H NMR and 13C NMR were carried out using the Varian Gemini 300 MHz spectrophotometer at the Microan- alytical Center, Cairo University, Cairo, Egypt, using tetra- methylsilane (TMS) as the internal standard in deuterated dimethyl sulphoxide (300 MHz-DMSO-d6) and deuterated chloroform (CDCl3), and the chemical shifts were recorded in ppm δ scale. The electron impact (EI) mass spectra were recorded on the JEOL JMS- 600 spectrometer at the Central Unit for Analysis And Scientific Service, National Research Center, Cairo, Egypt. Analytical thin-layer chromatography (TLC) was carried out on silica gel plates (Fluka 70,643-50EA. Sigma-Aldrich, Germany) using UV light. All reactions were carried out under an air atmosphere, and 3-chloro-1H-indole-2-carbaldehyde 1 was synthesized according  to  the  previously  mentioned  procedure,[24] with
m.p. of 175–176 ○C. 

3.2 | Antimicrobial activities and minimum inhibitory concentration (MIC)
All the new synthesized compounds listed in Table 1 were screened for their in vitro antimicrobial activity against model   Gram-positive   (S. aureus, S. pneumonia  and B. subtilis) and Gram-negative bacteria (Pseudomonas sp., H. influenza and P. aeruginosa). The antimicrobial activity and MIC were determined by the agar diffusion assay using the filter paper disc method (Baur et al.[28]). The MICs of  the synthesized compounds were determined against Gram- positive and Gram-negative bacteria and pathogenic fungi.  It was carried out by impregnation of different concentra- tions of synthesized compounds (50, 100, 150, 200 μg/mL) in DMSO as a  solvent  and  placed  on  filter  paper  discs (5 mm). Nutrient agar and Sabouraud's dextrose media were used for the inoculation of bacteria and fungi, respectively. Standard antibiotic discs (Ciprofloxecin 50 mg, streptomy- cin 50 mg, and ketoconazole 50 mg) and blank discs  (impregnated with DMSO) were used as a positive and  negative control. The plates were then incubated at 37 ○C for 24 hr for bacteria and at 25 ○C for 6 days for fungi. The zones of inhibition were measured in mm  and  recorded. The lowest concentration that inhibited the growth of the  test organisms was recorded as the MIC. The biological activity as expressed by the growth inhibition zone of the tested microorganism is listed in Tables 1 and 2. The MICs were recorded. 

4 | CONCLUSIONS

The present work is aimed to synthesize, characterize, and investigate antimicrobial activities of some new indole- bearing thiazolo[3,2-a] pyrimidine, trizolo[4,3-a]pyrimidine, and pyrimido[2,1-c]triazine derivatives. The starting com- pound 3-chloro-1H-indole-2-carbaldehyde was used to syn- thesize the target compounds. Compounds 2, 3, 4, 5, 6, 7, 10, 11, and 12 were found to be the most active compounds against all species of fungi and bacteria.

ACKNOWLEDGMENT 
The authors are grateful to their colleagues in the Depart- ment of Biology at the Faculty of Science, Assiut University, for their kind help in performing the pharmacological screening.
 

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3-[[[3-[(Dimethylamino)methyl]phenyl]amino]phenylmethylene]-2,3-dihydro-2-oxo-1H-indole-6-carboxamide Catalog No.:AA0039HE CAS No.:1094614-84-2 MDL No.:MFCD18157583 MF:C25H24N4O2 MW:412.4837	2-(4-Chlorophenyl)-2-methylmorpholine Catalog No.:AA003ESY CAS No.:109461-44-1 MDL No.:MFCD08061115 MF:C11H14ClNO MW:211.6880
3-Bromo-5-fluorobenzohydrazide Catalog No.:AA003J03 CAS No.:1094510-55-0 MDL No.:MFCD11619361 MF:C7H6BrFN2O MW:233.0377	(E)-Ethyl 4-styrylbenzoate Catalog No.:AA003QE6 CAS No.:109463-48-1 MDL No.:MFCD06204340 MF:C17H16O2 MW:252.3077
2-[4-(Ethoxycarbonyl)phenyl]-6-methyl-imidazo[1,2-a]pyridine Catalog No.:AA007ARX CAS No.:109461-69-0 MDL No.:MFCD16251373 MF:C17H16N2O2 MW:280.3211	(3-Bromo-5-fluorophenyl)methanamine Catalog No.:AA007ATN CAS No.:1094555-68-6 MDL No.:MFCD11619398 MF:C7H7BrFN MW:204.0396
N-Ethyl 4-bromo-3-methylbenzenesulfonamide Catalog No.:AA007SZ2 CAS No.:1094563-49-1 MDL No.:MFCD11618328 MF:C9H12BrNO2S MW:278.1661	N2-Benzoyl-2'-deoxy-5'-O-DMT-guanosine Catalog No.:AA0082CO CAS No.:109464-23-5 MDL No.:MFCD09750847 MF:C38H35N5O7 MW:673.7138
2-Chloro-3-(chloromethyl)thiophene Catalog No.:AA0082CQ CAS No.:109459-94-1 MDL No.:MFCD07787480 MF:C5H4Cl2S MW:167.0563	3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde Catalog No.:AA008UFN CAS No.:1094484-55-5 MDL No.:MFCD09991529 MF:C6H6F2N2O MW:160.1214
4-((4-Ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl)sulfonyl)-1-methylpiperazine 1-oxide Catalog No.:AA008UH6 CAS No.:1094598-75-0 MDL No.:MFCD22683784 MF:C22H30N6O5S MW:490.5758	Venlafaxine N-Oxide Catalog No.:AA008W6Q CAS No.:1094598-37-4 MDL No.:MFCD29924062 MF:C17H27NO3 MW:293.4012
(E/Z)-BIX02189 Catalog No.:AA008W7T CAS No.:1094614-85-3 MDL No.:MFCD18074528 MF:C27H28N4O2 MW:440.5368	2-Methyl-2-phenylmorpholine Catalog No.:AA00907I CAS No.:109461-41-8 MDL No.:MFCD09901613 MF:C11H15NO MW:177.2429
1-Cyclopropyl-2-methyl-1,3-benzodiazole-5-carboxylic acid Catalog No.:AA009449 CAS No.:1094428-46-2 MDL No.:MFCD11179682 MF:C12H12N2O2 MW:216.2359	Cefoperazone sodium Catalog No.:AA00947U CAS No.:1094606-34-4 MDL No.:MFCD07793331 MF:C25H26N9NaO8S2 MW:667.6492
1-Methoxyisoquinoline-3-carboxylic acid Catalog No.:AA0094K6 CAS No.:1094553-95-3 MDL No.:MFCD11214764 MF:C11H9NO3 MW:203.1941	Methyl 1-amino-4-ethylcyclohexane-1-carboxylate Catalog No.:AA0095R5 CAS No.:1094555-70-0 MDL No.:MFCD11212028 MF:C10H19NO2 MW:185.2634
9-Bromo-2,3,4,5-tetrahydro-1-benzoxepin-5-one Catalog No.:AA00968U CAS No.:1094432-96-8 MDL No.:MFCD01317930 MF:C10H9BrO2 MW:241.0813	2-(3-Bromo-5-fluorophenyl)pyrrolidine Catalog No.:AA00966X CAS No.:1094510-56-1 MDL No.:MFCD11619365 MF:C10H11BrFN MW:244.1034
2-Amino-2-(o-tolyl)ethanol Catalog No.:AA009674 CAS No.:1094627-41-4 MDL No.:MFCD11213642 MF:C9H13NO MW:151.2056	UCM05 Catalog No.:AA00977K CAS No.:1094451-90-7 MDL No.:MFCD29081181 MF:C24H16O10 MW:464.3778
4-Amino-2-chloro-N-(2-hydroxyethyl)benzamide Catalog No.:AA00HBF7 CAS No.:1094559-63-3 MDL No.:MFCD11642869 MF:C9H11ClN2O2 MW:214.6488	3-(Chloromethyl)-N-ethylbenzamide Catalog No.:AA00HBF3 CAS No.:1094431-64-7 MDL No.:MFCD11208367 MF:C10H12ClNO MW:197.6614
methyl 5-(chlorosulfonyl)-2-fluorobenzoate Catalog No.:AA00HBF5 CAS No.:1094460-86-2 MDL No.:MFCD11650665 MF:C8H6ClFO4S MW:252.6472	[2-(2-Bromophenyl)-1,3-thiazol-4-yl]acetic acid Catalog No.:AA00HBF4 CAS No.:1094456-17-3 MDL No.:MFCD11179465 MF:C11H8BrNO2S MW:298.1557
N-Cyclohexylpiperazine-1-carboxamide hydrochloride Catalog No.:AA00HBFC CAS No.:1094600-70-0 MDL No.:MFCD09863347 MF:C11H22ClN3O MW:247.7649	3-Methyl-1-[(3-methylphenyl)methyl]-2-piperazinone Catalog No.:AA00J17V CAS No.:1094601-63-4 MDL No.:MFCD16249533 MF:C13H18N2O MW:218.2948
3-Methyl-1-(4-methylbenzyl)piperazin-2-one Catalog No.:AA00J18C CAS No.:1094601-66-7 MDL No.:MFCD06804003 MF:C13H18N2O MW:218.2948	Methyl 2-((5-(aminomethyl)-1,3,4-oxadiazol-2-yl)thio)acetate hydrochloride Catalog No.:AA00J3WR CAS No.:1094417-24-9 MDL No.:MFCD09028493 MF:C6H10ClN3O3S MW:239.6799
5-(4-Methylbenzyl)-1,3,4-oxadiazol-2-amine Catalog No.:AA018GFW CAS No.:1094423-79-6 MDL No.:MFCD11205996 MF:C10H11N3O MW:189.2138	2-amino-N-(2,5-dichlorophenyl)acetamide hydrochloride Catalog No.:AA019IUR CAS No.:1094600-72-2 MDL No.:MFCD08447120 MF:C8H9Cl3N2O MW:255.5289
4-(isopropylamino)butanoic acid hydrochloride Catalog No.:AA019KJ6 CAS No.:1094598-19-2 MDL No.:MFCD09373417 MF:C7H16ClNO2 MW:181.6604	1-Cyclopropyl-N-methylethanamine hydrochloride Catalog No.:AA019KMI CAS No.:1094614-73-9 MDL No.:MFCD09396671 MF:C6H14ClN MW:135.6351
2-chloro-N-[(3,4-dimethoxyphenyl)methyl]-N-methylpropanamide Catalog No.:AA019KP7 CAS No.:1094533-48-8 MDL No.:MFCD11547004 MF:C13H18ClNO3 MW:271.7399	2-Bromo-n-(3-acetylphenyl)-3-methylbutanamide Catalog No.:AA019KW7 CAS No.:1094533-53-5 MDL No.:MFCD11643988 MF:C13H16BrNO2 MW:298.1756
1-(2,4-dimethylphenyl)imidazolidine-2,4,5-trione Catalog No.:AA019KXF CAS No.:1094424-62-0 MDL No.:MFCD11205061 MF:C11H10N2O3 MW:218.2087	3-(2-chloropropanoyl)-1-(4-methylphenyl)urea Catalog No.:AA019KXI CAS No.:1094433-77-8 MDL No.:MFCD11185276 MF:C11H13ClN2O2 MW:240.6861
9-bromo-3,4-dihydro-2H-1,5-benzodioxepine-7-carbaldehyde Catalog No.:AA019MT4 CAS No.:1094419-43-8 MDL No.:MFCD11182039 MF:C10H9BrO3 MW:257.0807	[1-(difluoromethyl)-1H-imidazol-2-yl]methanamine Catalog No.:AA019PKR CAS No.:1094415-91-4 MDL No.:MFCD13358357 MF:C5H7F2N3 MW:147.1260
1-(4-chloro-2-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid Catalog No.:AA019PP6 CAS No.:1094411-41-2 MDL No.:MFCD11180781 MF:C10H7ClFN3O2 MW:255.6329	1-(dimethyl-1,2-oxazole-4-sulfonamido)cyclopentane-1-carboxylic acid Catalog No.:AA019PPR CAS No.:1094472-05-5 MDL No.:MFCD12542177 MF:C11H16N2O5S MW:288.3201
3-amino-1-(4-bromo-2-chlorophenyl)urea Catalog No.:AA019QHX CAS No.:1094493-26-1 MDL No.:MFCD11644706 MF:C7H7BrClN3O MW:264.5070	2-(2,4-Dimethylphenyl)morpholine Catalog No.:AA019RX9 CAS No.:1094508-93-6 MDL No.:MFCD11646221 MF:C12H17NO MW:191.2695
5-[2-(difluoromethoxy)phenyl]-1,2,4-triazin-3-amine Catalog No.:AA019S39 CAS No.:1094454-58-6 MDL No.:MFCD11134056 MF:C10H8F2N4O MW:238.1935	4-[2-(pyrrolidin-1-yl)ethoxy]piperidine Catalog No.:AA019T3Y CAS No.:1094533-75-1 MDL No.:MFCD11644238 MF:C11H22N2O MW:198.3052
Methyl 4-{[4-(hydroxymethyl)piperidin-1-yl]methyl}benzoate Catalog No.:AA019TK3 CAS No.:1094514-18-7 MDL No.:MFCD12622259 MF:C15H21NO3 MW:263.3321	N-Ethyl-2-fluorobenzene-1-sulfonamide Catalog No.:AA019UG0 CAS No.:1094523-56-4 MDL No.:MFCD11618311 MF:C8H10FNO2S MW:203.2339
[1-(3-methylphenyl)cyclohexyl]methanamine Catalog No.:AA019UT8 CAS No.:1094477-12-9 MDL No.:MFCD11642689 MF:C14H21N MW:203.3232	{4-[(1-methyl-1H-imidazol-2-yl)methoxy]phenyl}methanol Catalog No.:AA019UWX CAS No.:1094451-64-5 MDL No.:MFCD11182298 MF:C12H14N2O2 MW:218.2518
[4-(morpholin-4-yl)-2-(trifluoromethyl)phenyl]methanamine Catalog No.:AA019UYI CAS No.:1094436-83-5 MDL No.:MFCD11178495 MF:C12H15F3N2O MW:260.2555	4-(5-amino-2-fluorophenyl)-1lambda6-thiomorpholine-1,1-dione Catalog No.:AA019VBZ CAS No.:1094562-12-5 MDL No.:MFCD11212841 MF:C10H13FN2O2S MW:244.2858
2-(3-Fluorophenyl)pyrimidin-5-amine Catalog No.:AA019VUL CAS No.:1094411-86-5 MDL No.:MFCD11180887 MF:C10H8FN3 MW:189.1890	4-{[4-(hydroxymethyl)piperidin-1-yl]methyl}benzoic acid Catalog No.:AA019VZC CAS No.:1094638-78-4 MDL No.:MFCD11523770 MF:C14H19NO3 MW:249.3056
2-(4-bromothiophen-2-yl)-1,3-thiazole-4-carboxylic acid Catalog No.:AA019W6A CAS No.:1094456-15-1 MDL No.:MFCD11179457 MF:C8H4BrNO2S2 MW:290.1569	4-bromo-N'-hydroxythiophene-2-carboximidamide Catalog No.:AA019WAG CAS No.:1094456-19-5 MDL No.:MFCD11179480 MF:C5H5BrN2OS MW:221.0750
4-(1-bromoethyl)-2-chloro-1-fluorobenzene Catalog No.:AA019WHM CAS No.:1094438-34-2 MDL No.:MFCD11180334 MF:C8H7BrClF MW:237.4966	2-(2-(4-Fluorobenzyl)thiazol-4-yl)acetic acid Catalog No.:AA019XNR CAS No.:1094423-44-5 MDL No.:MFCD11205907 MF:C12H10FNO2S MW:251.2767
3-amino-1-[2-(pyridin-2-yl)ethyl]urea Catalog No.:AA019XR5 CAS No.:1094481-36-3 MDL No.:MFCD11212700 MF:C8H12N4O MW:180.2071	3-amino-1-[(furan-2-yl)methyl]urea Catalog No.:AA019XRD CAS No.:1094481-44-3 MDL No.:MFCD11212732 MF:C6H9N3O2 MW:155.1546
5-(3-bromo-5-fluorophenyl)-1,3,4-thiadiazol-2-amine Catalog No.:AA019XST CAS No.:1094640-20-6 MDL No.:MFCD11619414 MF:C8H5BrFN3S MW:274.1128	1-Bromo-3-fluoro-5-isocyanatobenzene Catalog No.:AA019XXB CAS No.:1094485-14-9 MDL No.:MFCD11619406 MF:C7H3BrFNO MW:216.0072
2-fluoro-5-sulfamoylbenzamide Catalog No.:AA019YNO CAS No.:1094550-78-3 MDL No.:MFCD11650004 MF:C7H7FN2O3S MW:218.2055	2-(4-bromobenzoyl)oxolane Catalog No.:AA019ZAJ CAS No.:1094417-10-3 MDL No.:MFCD11210639 MF:C11H11BrO2 MW:255.1078
2-(4-iodobenzoyl)oxolane Catalog No.:AA019ZLC CAS No.:1094416-86-0 MDL No.:MFCD11210542 MF:C11H11IO2 MW:302.1083	2-([4-(Chloromethyl)-1,3-thiazol-2-yl]methyl)-1,2-dihydrophthalazin-1-one Catalog No.:AA019ZSA CAS No.:1094436-42-6 MDL No.:MFCD12739094 MF:C13H10ClN3OS MW:291.756
9-(propan-2-yl)-2,3,4,5-tetrahydro-1-benzoxepin-5-one Catalog No.:AA01A063 CAS No.:1094456-41-3 MDL No.:MFCD11207557 MF:C13H16O2 MW:204.2649	2-[(2-oxooxolan-3-yl)sulfanyl]acetic acid Catalog No.:AA01A1AN CAS No.:1094479-23-8 MDL No.:MFCD11646506 MF:C6H8O4S MW:176.1903
N-[(2-methoxy-5-sulfamoylphenyl)methyl]propanamide Catalog No.:AA01A248 CAS No.:1094429-54-5 MDL No.:MFCD11133695 MF:C11H16N2O4S MW:272.3207	5-[hydroxy(piperidin-4-yl)methyl]-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione Catalog No.:AA01A2E8 CAS No.:1094442-06-4 MDL No.:MFCD11186080 MF:C12H19N3O3 MW:253.2976
2-(5-chloro-1H-1,3-benzodiazol-2-yl)-6-methylphenol Catalog No.:AA01A3IU CAS No.:1094405-95-4 MDL No.:MFCD11539903 MF:C14H11ClN2O MW:258.7029	2-(pentafluoroethyl)-1H-1,3-benzodiazol-5-amine Catalog No.:AA01A43W CAS No.:1094485-69-4 MDL No.:MFCD11619463 MF:C9H6F5N3 MW:251.1561
[(5-chloro-1-methyl-1H-imidazol-2-yl)methyl](methyl)amine Catalog No.:AA01A56H CAS No.:1094415-06-1 MDL No.:MFCD11177435 MF:C6H10ClN3 MW:159.6167	7-chloro-3-(propan-2-yl)-[1,2,4]triazolo[4,3-c]pyrimidine Catalog No.:AA01A6N1 CAS No.:1094425-28-1 MDL No.:MFCD11182600 MF:C8H9ClN4 MW:196.6369
4-({5H,6H,7H,8H,9H-[1,2,4]triazolo[4,3-a]azepin-3-yl}methyl)aniline Catalog No.:AA01A6Y9 CAS No.:1094444-95-7 MDL No.:MFCD11181301 MF:C14H18N4 MW:242.3195	3-amino-1-cyclopentylurea Catalog No.:AA01A7IQ CAS No.:1094481-45-4 MDL No.:MFCD11212736 MF:C6H13N3O MW:143.1869
2-(5-amino-1H-indol-1-yl)-N,N-dimethylacetamide Catalog No.:AA01A7LO CAS No.:1094544-07-6 MDL No.:MFCD11213952 MF:C12H15N3O MW:217.2670	N-[2-(5-sulfamoylthiophen-2-yl)ethyl]acetamide Catalog No.:AA01A7R9 CAS No.:1094429-17-0 MDL No.:MFCD11133620 MF:C8H12N2O3S2 MW:248.3225
N-ethyl-2-methoxybenzene-1-sulfonamide Catalog No.:AA01A7YH CAS No.:1094523-58-6 MDL No.:MFCD11618320 MF:C9H13NO3S MW:215.2694	4-methyl-N-(piperidin-4-yl)-1,3-thiazole-5-carboxamide Catalog No.:AA01A831 CAS No.:1094477-20-9 MDL No.:MFCD11642758 MF:C10H15N3OS MW:225.3106
5-bromo-2-fluoro-3-methanesulfonylbenzoic acid Catalog No.:AA01A8AA CAS No.:1094428-68-8 MDL No.:MFCD11179760 MF:C8H6BrFO4S MW:297.0982	2-(2-fluoro-4-sulfamoylphenoxy)acetic acid Catalog No.:AA01A8OJ CAS No.:1094562-69-2 MDL No.:MFCD11213059 MF:C8H8FNO5S MW:249.2162
4H,5H,6H,7H-Thieno[3,2-c]pyridine-5-sulfonamide Catalog No.:AA01A8T8 CAS No.:1094424-99-3 MDL No.:MFCD11205222 MF:C7H10N2O2S2 MW:218.2965	5-(5-methylthiophen-2-yl)-1,2,4-triazin-3-amine Catalog No.:AA01A905 CAS No.:1094454-72-4 MDL No.:MFCD11134123 MF:C8H8N4S MW:192.2409
1-[2-(4-methoxyphenyl)ethyl]imidazolidine-2,4,5-trione Catalog No.:AA01A92L CAS No.:1094408-14-6 MDL No.:MFCD11544035 MF:C12H12N2O4 MW:248.2347	2-(Pentan-2-yl)-2,3-dihydro-1H-isoindol-5-amine Catalog No.:AA01A9AE CAS No.:1094463-13-4 MDL No.:MFCD11655050 MF:C13H20N2 MW:204.3113
4-(propan-2-yloxy)-2-(trifluoromethyl)benzonitrile Catalog No.:AA01A9EH CAS No.:1094436-68-6 MDL No.:MFCD11178463 MF:C11H10F3NO MW:229.1984	2-(2-tert-Butyl-1,3-thiazol-4-yl)acetic acid Catalog No.:AA01A9K7 CAS No.:1094411-96-7 MDL No.:MFCD11180931 MF:C9H13NO2S MW:199.2700
3-(methoxymethyl)-1-benzothiophene-2-carboxylic acid Catalog No.:AA01A9NB CAS No.:1094424-69-7 MDL No.:MFCD11205090 MF:C11H10O3S MW:222.2603	N,N-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxamide Catalog No.:AA01A9TV CAS No.:1094444-23-1 MDL No.:MFCD11181065 MF:C12H16N2O MW:204.2682
2-(3-ethoxypropyl)-2,3-dihydro-1H-isoindol-5-amine Catalog No.:AA01AAAH CAS No.:1094628-11-1 MDL No.:MFCD11655064 MF:C13H20N2O MW:220.3107	2-amino-N-methyl-8H-indeno[2,1-b]thiophene-3-carboxamide Catalog No.:AA01AAFC CAS No.:1094486-06-2 MDL No.:MFCD11653115 MF:C13H12N2OS MW:244.3122
5-methyl-4-(5-methylthiophen-2-yl)-1,3-thiazol-2-amine Catalog No.:AA01AAHV CAS No.:1094405-80-7 MDL No.:MFCD11180022 MF:C9H10N2S2 MW:210.3191	3-[(2-Methyl-2,3-dihydro-1H-indol-1-yl)methyl]furan-2-carboxylic acid Catalog No.:AA01AAJ1 CAS No.:1094432-91-3 MDL No.:MFCD12741452 MF:C15H15NO3 MW:257.2845
(4-Chlorophenyl)(cyclobutyl)methanamine Catalog No.:AA01AAT7 CAS No.:1094483-37-0 MDL No.:MFCD11214954 MF:C11H14ClN MW:195.6886	N-((2,3-Dihydrobenzofuran-2-yl)methyl)cyclopropanamine Catalog No.:AA01AB6H CAS No.:1094481-01-2 MDL No.:MFCD11212549 MF:C12H15NO MW:189.2536
1-[(5-phenyl-1,3-oxazol-2-yl)methyl]piperazine Catalog No.:AA01ABGA CAS No.:1094516-37-6 MDL No.:MFCD11211669 MF:C14H17N3O MW:243.3043	1-(4-cyanophenyl)cyclopropane-1-carboxylic acid Catalog No.:AA01AFF3 CAS No.:1094478-22-4 MDL No.:MFCD19693306 MF:C11H9NO2 MW:187.1947
3,3,3-trifluoro-1-(1H-indol-3-yl)propan-1-one Catalog No.:AA01AFZO CAS No.:1094462-44-8 MDL No.:MFCD11211129 MF:C11H8F3NO MW:227.1825	3-(2-oxopiperidin-1-yl)butanoic acid Catalog No.:AA01AG7P CAS No.:1094630-83-7 MDL No.:MFCD11649545 MF:C9H15NO3 MW:185.2203
3-(4-Bromothiophen-2-yl)propanoic acid Catalog No.:AA01AGG4 CAS No.:1094428-25-7 MDL No.:MFCD11179614 MF:C7H7BrO2S MW:235.0983	4-(propan-2-yloxy)naphthalene-1-sulfonamide Catalog No.:AA01AGHN CAS No.:1094537-02-6 MDL No.:MFCD11213117 MF:C13H15NO3S MW:265.3281
1-(6,7-Dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)-2-methylpropan-1-amine Catalog No.:AA01AGKE CAS No.:1094444-89-9 MDL No.:MFCD11181278 MF:C9H16N4 MW:180.2501	4-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]phenol Catalog No.:AA01AGPH CAS No.:1094409-91-2 MDL No.:MFCD11181714 MF:C10H10N2O3 MW:206.1980
1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylic acid Catalog No.:AA01AGU7 CAS No.:1094411-42-3 MDL No.:MFCD11180786 MF:C10H7ClFN3O2 MW:255.6329	1-Propoxyisoquinoline-3-carboxylic acid Catalog No.:AA01AIEJ CAS No.:1094509-81-5 MDL No.:MFCD11619125 MF:C13H13NO3 MW:231.2472
methyl 3-[(3-fluorophenyl)amino]propanoate Catalog No.:AA01AKRA CAS No.:1094637-42-9 MDL No.:MFCD11652298 MF:C10H12FNO2 MW:197.2062	3-(2,3-dihydro-1H-inden-5-yl)-1H-1,2,4-triazole-5-thiol Catalog No.:AA01AKSG CAS No.:1094562-19-2 MDL No.:MFCD20501916 MF:C11H11N3S MW:217.2901
3-Methyl-4-(propan-2-yloxy)aniline Catalog No.:AA01AKTP CAS No.:1094544-66-7 MDL No.:MFCD11214161 MF:C10H15NO MW:165.2322	3-Cyclopropyl-2-methyl-3-oxopropanenitrile Catalog No.:AA01AKUW CAS No.:1094430-44-0 MDL No.:MFCD11208774 MF:C7H9NO MW:123.1525
4-(2,2,2-Trifluoroethoxy)benzene-1-sulfonamide Catalog No.:AA01ALW4 CAS No.:1094536-97-6 MDL No.:MFCD11213098 MF:C8H8F3NO3S MW:255.2142	4-chloro-2-fluoro-N-propylbenzene-1-sulfonamide Catalog No.:AA01AMPB CAS No.:1094563-55-9 MDL No.:MFCD11618352 MF:C9H11ClFNO2S MW:251.7055
1-{[(thiophen-2-yl)methyl]carbamoyl}piperidine-4-carboxylic acid Catalog No.:AA01APHM CAS No.:1094461-04-7 MDL No.:MFCD11551106 MF:C12H16N2O3S MW:268.3320	4-Azepan-1-ylpyridine-2-carboxylic acid Catalog No.:AA01APHY CAS No.:1094408-73-7 MDL No.:MFCD11181443 MF:C12H16N2O2 MW:220.2676
6-chloro-3-(3-fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazine Catalog No.:AA01ARFL CAS No.:1094425-19-0 MDL No.:MFCD11182585 MF:C11H6ClFN4 MW:248.6435	[1-(3-aminobenzenesulfonyl)piperidin-4-yl]methanol Catalog No.:AA01B15V CAS No.:1094422-82-8 MDL No.:MFCD11133004 MF:C12H18N2O3S MW:270.3479
3-(propan-2-yl)-4-propoxybenzene-1-sulfonyl chloride Catalog No.:AA01B6KW CAS No.:1094454-32-6 MDL No.:MFCD11133928 MF:C12H17ClO3S MW:276.7796	5-bromo-N-(3-methoxypropyl)pyridin-2-amine Catalog No.:AA01B7NS CAS No.:1094433-13-2 MDL No.:MFCD11206566 MF:C9H13BrN2O MW:245.1163
1-ethyl-6-methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid Catalog No.:AA01B85N CAS No.:1094442-46-2 MDL No.:MFCD11186166 MF:C10H11N3O2 MW:205.2132	(3-chlorophenyl)(2,5-dimethylthiophen-3-yl)methanone Catalog No.:AA01BBXL CAS No.:1094499-32-7 MDL No.:MFCD11211224 MF:C13H11ClOS MW:250.7438
1-(7-fluoro-1-benzofuran-2-yl)ethan-1-amine Catalog No.:AA01BCZQ CAS No.:1094485-72-9 MDL No.:MFCD11619472 MF:C10H10FNO MW:179.1909	3-chloro-4-[(4-methyl-1,3-thiazol-2-yl)oxy]aniline Catalog No.:AA01BD3O CAS No.:1094461-21-8 MDL No.:MFCD11651041 MF:C10H9ClN2OS MW:240.7093
N-ethyl-N-phenylaminosulfonamide Catalog No.:AA01BD4G CAS No.:1094424-94-8 MDL No.:MFCD11205194 MF:C8H12N2O2S MW:200.2581	8-nitro-3,4-dihydro-2H-1,5-benzodioxepine-7-carboxylic acid Catalog No.:AA01BEEF CAS No.:1094424-70-0 MDL No.:MFCD11205102 MF:C10H9NO6 MW:239.1816
3,5,6-trimethyl-1-benzothiophene-2-carboxylic acid Catalog No.:AA01BES4 CAS No.:1094456-73-1 MDL No.:MFCD11207693 MF:C12H12O2S MW:220.2875	3-(3-Iodophenoxy)propanoic acid Catalog No.:AA01BFIP CAS No.:1094426-17-1 MDL No.:MFCD11182861 MF:C9H9IO3 MW:292.0704
1-(3-amino-4-methylphenyl)-3-ethylurea Catalog No.:AA01BFN6 CAS No.:1094458-58-8 MDL No.:MFCD11213441 MF:C10H15N3O MW:193.2456	1-(5-amino-2-methylphenyl)-3-ethylurea Catalog No.:AA01BFVK CAS No.:1094458-56-6 MDL No.:MFCD11213434 MF:C10H15N3O MW:193.2456
2-hydroxypyridine-4-carbothioamide Catalog No.:AA01BG79 CAS No.:1094459-09-2 MDL No.:MFCD11213693 MF:C6H6N2OS MW:154.1896	3-oxocyclohex-1-en-1-yl trifluoromethanesulfonate Catalog No.:AA01BHAE CAS No.:109459-28-1 MDL No.:MFCD28145258 MF:C7H7F3O4S MW:244.1883
4-ethoxy-3-(propan-2-yl)benzene-1-sulfonamide Catalog No.:AA01BTJ8 CAS No.:1094537-20-8 MDL No.:MFCD11213166 MF:C11H17NO3S MW:243.3226	2-chloro-4-(methylamino)benzonitrile Catalog No.:AA01C078 CAS No.:1094493-82-9 MDL No.:MFCD11644900 MF:C8H7ClN2 MW:166.6076
ethyl[(3-methylfuran-2-yl)methyl]amine Catalog No.:AA01C317 CAS No.:1094511-88-2 MDL No.:MFCD11212431 MF:C8H13NO MW:139.1949	2,3-dihydro-1,4-benzodioxine-6-sulfonohydrazide Catalog No.:AA01C4CJ CAS No.:1094453-02-7 MDL No.:MFCD11186377 MF:C8H10N2O4S MW:230.2410
2-Methyl-2-phenylmorpholine hydrochloride Catalog No.:AA01C542 CAS No.:109461-16-7 MDL No.:MFCD01754990 MF:C11H16ClNO MW:213.7038	5-(2,6-Difluorophenyl)thiophene-2-carboxylic acid Catalog No.:AA01C58X CAS No.:1094440-66-0 MDL No.:MFCD11206922 MF:C11H6F2O2S MW:240.2259
Boronic acid, B-[3-[(3-pyridinylcarbonyl)amino]phenyl]- Catalog No.:AA01DTN2 CAS No.:109445-19-4 MDL No.:MFCD22571909 MF:C12H11BN2O3 MW:242.0383	5-Bromo-4-(methylsulfamoyl)thiophene-2-carboxylic acid Catalog No.:AA01DUW5 CAS No.:1094550-30-7 MDL No.:MFCD11649777 MF:C6H6BrNO4S2 MW:300.1501
3-chloro-N-(piperidin-4-yl)pyridin-2-amine Catalog No.:AA01DX7S CAS No.:1094477-31-2 MDL No.:MFCD11642842 MF:C10H14ClN3 MW:211.6913	3-tert-butyl-4-propoxybenzene-1-sulfonamide Catalog No.:AA01E819 CAS No.:1094537-23-1 MDL No.:MFCD11213172 MF:C13H21NO3S MW:271.3757
4-bromo-2-(3-chlorophenoxy)benzaldehyde Catalog No.:AA01E8OM CAS No.:1094547-03-1 MDL No.:MFCD11651798 MF:C13H8BrClO2 MW:311.5584	7-chloro-2-oxo-2,3,4,5-tetrahydro-1h-1-benzazepine-8-sulfonyl chloride Catalog No.:AA01E8RI CAS No.:1094543-97-1 MDL No.:MFCD11213921 MF:C10H9Cl2NO3S MW:294.1544
Methyl 4-[(ethylsulfamoyl)methyl]benzoate Catalog No.:AA01EH7N CAS No.:1094467-66-9 MDL No.:MFCD11618962 MF:C11H15NO4S MW:257.3061	4-(pentyloxy)-3-(propan-2-yl)benzene-1-sulfonyl chloride Catalog No.:AA01EIWF CAS No.:1094512-16-9 MDL No.:MFCD12550995 MF:C14H21ClO3S MW:304.8327
1-(methylcarbamoyl)piperidine-4-carboxylic acid Catalog No.:AA01EK4F CAS No.:1094413-31-6 MDL No.:MFCD11164849 MF:C8H14N2O3 MW:186.2084	2,6-dichloro-N-(5-methyl-2-pyridyl)pyridine-4-carboxamide Catalog No.:AA01FFR3 CAS No.:1094554-23-0 MDL No.:MFCD11546143 MF:C12H9Cl2N3O MW:282.1254
5-amino-3-(trifluoromethyl)-1,2-thiazole-4-carbonitrile Catalog No.:AA01FMGS CAS No.:1094619-79-0 MDL No.:MFCD20703039 MF:C5H2F3N3S MW:193.1497	(2E)-2-[(4-METHYLBENZOYL)AMINO]-3-PHENYLACRYLIC ACID Catalog No.:AA01FMXR CAS No.:109448-26-2 MDL No.:MFCD01995434 MF:C17H15NO3 MW:281.3059
1-{[2-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbonyl}piperidine Catalog No.:AA01FNOM CAS No.:1094568-38-3 MDL No.:MFCD22571821 MF:C18H25BFNO3 MW:333.2054	4-Bromo-2-propoxybenzaldehyde Catalog No.:AA007ATO CAS No.:1094555-01-7 MDL No.:MFCD11619319 MF:C10H11BrO2 MW:243.0971
4-Bromo-2-ethoxybenzaldehyde Catalog No.:AA007SZ3 CAS No.:1094546-99-2 MDL No.:MFCD11651777 MF:C9H9BrO2 MW:229.0706	3-(Chloromethyl)-N-cyclopentylbenzamide Catalog No.:AA00HBF2 CAS No.:1094431-63-6 MDL No.:MFCD11208361 MF:C13H16ClNO MW:237.7252
Imidazo[1,2-a]pyridine-6-carboxylicacid, 3-[2-(dimethylamino)-2-oxoethyl]-2-(4-methylphenyl)- Catalog No.:AA007SYZ CAS No.:109461-15-6 MDL No.:MFCD18252338 MF:C19H19N3O3 MW:337.3725	2-(2-phenyl-2H-1,2,3-triazol-4-yl)-1,3-thiazole-4-carboxylic acid Catalog No.:AA01AB4L CAS No.:1094456-13-9 MDL No.:MFCD12462767 MF:C12H8N4O2S MW:272.2825