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2349-67-9,MFCD00003108
Catalog No.:AA00343P

2349-67-9 | 2-Amino-5-mercapto-1,3,4-thiadiazole

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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00343P
Chemical Name:
2-Amino-5-mercapto-1,3,4-thiadiazole
CAS Number:
2349-67-9
Molecular Formula:
C2H3N3S2
Molecular Weight:
133.1953
MDL Number:
MFCD00003108
SMILES:
Nc1nnc(s1)S
Properties
Properties
 
BP:
242.3°C at 760 mmHg  
Form:
Solid  
MP:
235 °C (dec.)(lit.)  
Refractive Index:
1.5800 (estimate)  
Solubility:
2g/l  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
129  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
XLogP3:
0.3  

Upstream Synthesis Route

[1]TetrahedronLetters,1974,#10,p.843-846

[1]ChemischeBerichte,1895,vol.28,p.949

[1]Patent:CN104529941,2016,B,.Locationinpatent:Paragraph0029

[1]Patent:CN107129472,2017,A,.Locationinpatent:Paragraph0051

[1]JournalofChemicalResearch,2010,#11,p.619-621

[2]ChemicalBiologyandDrugDesign,2012,vol.80,#4,p.598-604

[3]EuropeanJournalofMedicinalChemistry,2006,vol.41,#8,p.918-924

[4]IndianJournalofChemistry-SectionBOrganicandMedicinalChemistry,2010,vol.49,#2,p.241-246

[5]ChemicalBiologyandDrugDesign,2013,vol.81,#5,p.666-673

[6]BioorganicandMedicinalChemistryLetters,2017,vol.27,#15,p.3370-3373

[7]OrientalJournalofChemistry,2017,vol.33,#6,p.3138-3143

[8]ChineseChemicalLetters,2012,vol.23,#10,p.1141-1144,4

[9]Phosphorus,SulfurandSiliconandtheRelatedElements,2007,vol.182,#9,p.2217-2225

[10]HeteroatomChemistry,2015,vol.26,#2,p.142-149

[11]Patent:CN107602548,2018,A,.Locationinpatent:Paragraph0049;0050

[12]BioorganicandMedicinalChemistry,2016,vol.24,#8,p.1866-1871

[13]Patent:CN105461709,2016,A,.Locationinpatent:Paragraph0153;0154;0155

[14]ChemicalBiologyandDrugDesign,2012,vol.79,#1,p.104-111

[15]Patent:CN105175356,2017,B,.Locationinpatent:Paragraph0019

[16]BollettinoChimicoFarmaceutico,1995,vol.134,#9,p.492-496

[17]Patent:CN104086508,2016,B,.Locationinpatent:Paragraph0066;0067;0068

[18]Phosphorus,SulfurandSiliconandtheRelatedElements,2011,vol.186,#12,p.2286-2294

[19]MedicinalChemistryResearch,2013,vol.22,#2,p.818-831

[20]ChineseChemicalLetters,2013,vol.24,#4,p.299-302

[21]ZeitschriftfurNaturforschung-SectionBJournalofChemicalSciences,2016,vol.71,#3,p.205-210

[22]BioorganicChemistry,2016,vol.69,p.29-36

[23]Patent:CN107129472,2017,A,.Locationinpatent:Paragraph0018;0019;0020;0021;0022;0023;0024-0050

[24]LettersinDrugDesignandDiscovery,2017,vol.14,#10,p.1138-1144

Downstream Synthesis Route

[1]JournaloftheAmericanChemicalSociety,1930,vol.52,p.4863    Journ.IndianInst.ofScience,Ser.A.16<1933>,19,    ChemischesZentralblatt,1933,vol.104,p.1032

[2]JournaloftheAmericanChemicalSociety,1930,vol.52,p.4863    Journ.IndianInst.ofScience,Ser.A.16<1933>,19,    ChemischesZentralblatt,1933,vol.104,p.1032

[1]ChemischeBerichte,1895,vol.28,p.949

[1]ChemischeBerichte,1921,vol.54,p.2110

[2]JournaloftheAmericanChemicalSociety,1930,vol.52,p.4863    Journ.IndianInst.ofScience,Ser.A.16<1933>,19,    ChemischesZentralblatt,1933,vol.104,p.1032

[1]JournalofMedicinalChemistry,2001,vol.44,p.931-936

[2]JournaloftheChemicalSocietyC:Organic,1971,p.2932-2938

[3]PharmaceuticalChemistryJournal,1977,vol.11,p.484-488    Khimiko-FarmatsevticheskiiZhurnal,1977,vol.11,p.48-52

[4]Patent:CN109456283,2019,A.Locationinpatent:Paragraph0061;0063

[1]JournalofOrganicChemistryUSSR(EnglishTranslation),1973,vol.9,p.2631-2637    ZhurnalOrganicheskoiKhimii,1973,vol.9,p.2613-2620

Literature

Title: 5-amino-2-mercapto-1,3,4-thidiazole modified single-use sensors for electrochemical DNA analysis.

Journal: Colloids and surfaces. B, Biointerfaces 20120501

Title: Ultrasensitive fluorescence-quenched chemosensor for Hg(II) in aqueous solution based on mercaptothiadiazole capped silver nanoparticles.

Journal: Journal of hazardous materials 20120430

Title: trans-Bis(5-amino-1,3,4-thia-diazol-2-thio-lato-κS(2))bis-(triphenyl-phosphane-κP)palladium(II) dimethyl sulfoxide disolvate hemihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20120401

Title: Preconcentration of trace amounts of Pb(II) ions without any chelating agent by using magnetic iron oxide nanoparticles prior to ETAAS determination.

Journal: TheScientificWorldJournal 20120101

Title: Ultrasensitive detection of L-cysteine using gold-5-amino-2-mercapto-1,3,4-thiadiazole core-shell nanoparticles film modified electrode.

Journal: Biosensors & bioelectronics 20111215

Title: Solid phase extraction of trace amounts of Ag, Cd, Cu, and Zn in environmental samples using magnetic nanoparticles coated by 3-(trimethoxysilyl)-1-propantiol and modified with 2-amino-5-mercapto-1,3,4-thiadiazole and their determination by ICP-OES.

Journal: Journal of hazardous materials 20110615

Title: Antidepressant potential of nitrogen-containing heterocyclic moieties: An updated review.

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: Electrocatalytic oxidation of ascorbic acid using a poly(aniline-co-m-ferrocenylaniline) modified glassy carbon electrode.

Journal: Sensors (Basel, Switzerland) 20110101

Title: 2,2'-Bi-1,3,4-thia-diazole-5,5'-diamine tetra-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20100901

Title: Solvent-assisted slow conversion of a dithiazole derivative produces a competitive inhibitor of peptide deformylase.

Journal: Biochimica et biophysica acta 20100401

Title: Electropolymerized film of functionalized thiadiazole on glassy carbon electrode for the simultaneous determination of ascorbic acid, dopamine and uric acid.

Journal: Bioelectrochemistry (Amsterdam, Netherlands) 20091101

Title: Immobilization of 5-amino-1,3,4-thiadiazole-thiol onto kanemite for thorium(IV) removal: thermodynamics and equilibrium study.

Journal: Journal of colloid and interface science 20091001

Title: Selective electrochemical sensor for folic acid at physiological pH using ultrathin electropolymerized film of functionalized thiadiazole modified glassy carbon electrode.

Journal: Biosensors & bioelectronics 20090815

Title: Simultaneous determination of epinephrine, uric acid and xanthine in the presence of ascorbic acid using an ultrathin polymer film of 5-amino-1,3,4-thiadiazole-2-thiol modified electrode.

Journal: Analytica chimica acta 20090804

Title: A one-dimensional cadmium(II) complex supported by a sulfur-nitro-gen mixed-donor ligand.

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: Alkali-hydroxide-doped matrices for structural characterization of neutral underivatized oligosaccharides by MALDI time-of-flight mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20090301

Title: Syntheses and anti-depressant activity of 5-amino-1, 3, 4-thiadiazole-2-thiol imines and thiobenzyl derivatives.

Journal: Bioorganic & medicinal chemistry 20080901

Title: 2-Amino-5-sulfanyl-1,3,4-thiadiazoles: a new series of selective cyclooxygenase-2 inhibitors.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20080901

Title: Synthesis of mercaptothiadiazole-functionalized gold nanoparticles and their self-assembly on Au substrates.

Journal: Nanotechnology 20080227

Title: Neutral carriers based polymeric membrane electrodes for selective determination of mercury (II).

Journal: Analytica chimica acta 20070502

Title: QSAR analysis of some 5-amino-2-mercapto-1,3,4-thiadiazole based inhibitors of matrix metalloproteinases and bacterial collagenase.

Journal: Bioorganic & medicinal chemistry letters 20060715

Title: Synthesis, spectral and thermal studies of some organotin(IV) derivatives of 5-amino-3H-1,3,4-thiadiazole-2-thione.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060501

Title: Some features associated with organosilane groups grafted by the sol-gel process onto synthetic talc-like phyllosilicate.

Journal: Journal of colloid and interface science 20060501

Title: Polarized vibrational studies of bisguanidinium hydrogenphosphate monohydrate.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060501

Title: Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II, and IX with a series of 1,3,4-thiadiazole- and 1,2,4-triazole-thiols.

Journal: Bioorganic & medicinal chemistry letters 20050502

Title: Protease inhibitors: synthesis of matrix metalloproteinase and bacterial collagenase inhibitors incorporating 5-amino-2-mercapto-1,3,4-thiadiazole zinc binding functions.

Journal: Bioorganic & medicinal chemistry letters 20021007

Title: Synthesis of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives and evaluation of their antidepressant and anxiolytic activity.

Journal: Journal of medicinal chemistry 20010315

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