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27115-50-0,MFCD00020449
Catalog No.:AA003LP9

27115-50-0 | 4-Methylhippuric acid

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Purity
Availability
Price(USD)
Quantity
  
1g
98%(HPLC)
in stock  
$24.00   $17.00
- +
5g
98%
in stock  
$62.00   $44.00
- +
25g
98%
in stock  
$245.00   $171.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003LP9
Chemical Name:
4-Methylhippuric acid
CAS Number:
27115-50-0
Molecular Formula:
C10H11NO3
Molecular Weight:
193.1992
MDL Number:
MFCD00020449
SMILES:
O=C(c1ccc(cc1)C)NCC(=O)O
NSC Number:
126814
Properties
Properties
 
BP:
428.1°C at 760 mmHg  
Form:
Solid  
MP:
163-165 °C(lit.)  
Refractive Index:
1.5300 (estimate)  
Storage:
Room Temperature;Keep in dry area;  

Computed Properties
 
Complexity:
219  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
1.7  

Downstream Synthesis Route

[1]Ruegheimer;Fehlhaber[JustusLiebigsAnnalenderChemie,1900,vol.312,p.74]

[1]Klages;Haack[ChemischeBerichte,1903,vol.36,p.1648]

[1]Beloglazkina,AnastasiaA.;Wobith,Birgit;Barskaia,ElenaS.;Zefirov,NikolayA.;Majouga,AlexanderG.;Beloglazkina,ElenaK.;Zyk,NikolayV.;Kuznetsov,SergeiA.;Zefirova,OlgaN.[MedicinalChemistryResearch,2016,vol.25,#6,p.1239-1249]

[2]Pfleger;Markert[ChemischeBerichte,1957,vol.90,p.1482,1487]

[3]Perni,RobertB.;Conway,SamuelC.;Ladner,StephanieK.;Zaifert,Katie;Otto,MichaelJ.;King,RobertW.[BioorganicandMedicinalChemistryLetters,2000,vol.10,#23,p.2687-2690]

[1]AjeeshKumar;Bodke,YadavD.;Gowda,AshwathN.;Sambasivam,Ganesh;Bhat,KishoreG.[JournalofHeterocyclicChemistry,2017,vol.54,#3,p.1904-1924]

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[5]Glase;Akunne;Georgic;Heffner;MacKenzie;Manley;Pugsley;Wise[JournalofMedicinalChemistry,1997,vol.40,#12,p.1771-1772]

[6]Huang,Wenhua;Zhang,Li'e[JournalofChemicalResearch,2006,#11,p.738-739]

[7]CurrentPatentAssignee:ELILILLY&CO-US5352662,1994,A

[8]CurrentPatentAssignee:ELILILLY&CO-EP511003,1992,A1

[9]Locationinpatent:experimentalpartJin,Can;Chen,Jun;Su,Weike[Heterocycles,2011,vol.83,#1,p.153-161]

[10]Locationinpatent:schemeortableWang,Peiyuan;Naduthambi,Devan;Mosley,RalphT.;Niu,Congrong;Furman,PhillipA.;Otto,MichaelJ.;Sofia,MichaelJ.[BioorganicandMedicinalChemistryLetters,2011,vol.21,#15,p.4642-4647]

[11]Han,Wen-Yong;Zuo,Jian;Wu,Zhi-Jun;Zhang,Xiao-Mei;Yuan,Wei-Cheng[Tetrahedron,2013,vol.69,#34,p.7019-7025]

[12]Lill,AndreasP.;Rödl,CarmenB.;Steinhilber,Dieter;Stark,Holger;Hofmann,Bettina[EuropeanJournalofMedicinalChemistry,2015,vol.89,p.503-523]

[13]Zhou,Xiaomeng;Wang,Qing;Zhao,Weihua;Xu,Songsong;Zhang,Wei;Chen,Junmin[TetrahedronLetters,2015,vol.56,#6,p.851-855]

[14]Suhasini;Chintakindi,PraveenK.;Chaguruswamy;Murthy[JournaloftheChineseChemicalSociety,2015,vol.62,#10,p.855-860]

[15]Beloglazkina,AnastasiaA.;Wobith,Birgit;Barskaia,ElenaS.;Zefirov,NikolayA.;Majouga,AlexanderG.;Beloglazkina,ElenaK.;Zyk,NikolayV.;Kuznetsov,SergeiA.;Zefirova,OlgaN.[MedicinalChemistryResearch,2016,vol.25,#6,p.1239-1249]

[16]Min,Ma;Xingjun,Jiang;Xueding,Wang;Hao,Zou;Weiqing,Yang;Yuanyuan,Zhang;Changrong,Peng;Zicheng,Li;Jing,Yang;Quan,Du;Menglin,Ma[ChemicalBiologyandDrugDesign,2016,p.451-459]

[17]OzturkUrut,Gulsiye;Alp,Serap;Topkaya,Derya[DyesandPigments,2017,vol.145,p.103-109]Urut,GulsiyeOzturk;Aydin,Seher;Topkaya,Derya;Sahin,Elif;Alp,Serap[JournalofFluorescence,2018,vol.28,#3,p.735-741]

[18]Beloglazkina;Skvortsov;Tafeenko;Majouga;Zyk;Beloglazkina[RussianChemicalBulletin,2018,vol.67,#3,p.562-569][Izv.Akad.Nauk,Ser.Khim.,2018,#3,p.562-569,8]

[19]Chen,Jianzhong;Gridnev,IlyaD.;Hu,Yawen;Li,Bowen;Zhang,Wanbin;Zhang,Zhenfeng[AngewandteChemie-InternationalEdition,2020,vol.59,#13,p.5371-5375][Angew.Chem.,2020,vol.132,#13,p.5409-5413,5]

[20]Gu,Xiaoke;Zhang,Yinpeng;Zou,Yueting;Li,Xin;Guan,Mingyu;Zhou,Qingqing;Qiu,Jingying[BioorganicandMedicinalChemistry,2021,vol.29]

[21]Pinheiro,DanielleL.J.;Nielsen,Martin[JournalofOrganicChemistry,2022,vol.87,#8,p.5419-5423]

[1]Tan,H.S.etal.[RecueildesTravauxChimiquesdesPays-Bas,1969,vol.88,#2,p.209-219]

[2]Curran,TerenceC;Farrar,CharlesR.;Niazy,Omima;Williams,Andrew[JournaloftheAmericanChemicalSociety,1980,vol.102,#22,p.6828-6837]

[3]Locationinpatent:experimentalpartHuang,Wenhua;Dong,Guangping;Mijiti,Zumureti[Tetrahedron,2012,vol.68,#4,p.977-981]

Literature

Title: Gas-chromatography mass-spectrometry determination of phthalic acid in human urine as a biomarker of folpet exposure.

Journal: Analytical and bioanalytical chemistry 20110401

Title: Uremic toxins inhibit transport by breast cancer resistance protein and multidrug resistance protein 4 at clinically relevant concentrations.

Journal: PloS one 20110101

Title: N-[(4-Amino-5-sulfanyl-idene-4,5-dihydro-1H-1,2,4-triazol-3-yl)meth-yl]-4-methyl-benzamide.

Journal: Acta crystallographica. Section E, Structure reports online 20101001

Title: Xylene: An overview of its health hazards and preventive measures.

Journal: Journal of oral and maxillofacial pathology : JOMFP 20100101

Title: Substituted hippurates and hippurate analogs as substrates and inhibitors of peptidylglycine alpha-hydroxylating monooxygenase (PHM).

Journal: Bioorganic & medicinal chemistry 20081201

Title: Analysis of urinary biomarkers for exposure to alkyl benzenes by isotope dilution gas chromatography-mass spectrometry.

Journal: Journal of separation science 20051201

Title: Simultaneous determination of the urinary metabolites of benzene, toluene, xylene and styrene using high-performance liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: A hydrophobicity scale for the lipid bilayer barrier domain from peptide permeabilities: nonadditivities in residue contributions.

Journal: Biochemistry 20030218

Title: Validated method for quantitation of biomarkers for benzene and its alkylated analogues in urine.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020715

Title: Transport across 1,9-decadiene precisely mimics the chemical selectivity of the barrier domain in egg lecithin bilayers.

Journal: Journal of pharmaceutical sciences 20020301

Title: Modified method for determination of hippuric acid and methylhippuric acid in urine by gas chromatography.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010210

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