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942-24-5,MFCD00189407
Catalog No.:AA003RHL

942-24-5 | Methyl indole-3-carboxylate

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Purity
Availability
Price(USD)
Quantity
  
5g
98%
in stock  
$7.00   $5.00
- +
10g
98%
in stock  
$9.00   $7.00
- +
25g
98%
in stock  
$21.00   $15.00
- +
100g
98%
in stock  
$51.00   $36.00
- +
500g
98%
in stock  
$159.00   $111.00
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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:
AA003RHL
Chemical Name:
Methyl indole-3-carboxylate
CAS Number:
942-24-5
Molecular Formula:
C10H9NO2
Molecular Weight:
175.1840
MDL Number:
MFCD00189407
SMILES:
COC(=O)c1c[nH]c2c1cccc2
Properties
Properties
 
BP:
331.7 °C at 760 mmHg  
Form:
Solid  
MP:
149-152 °C  
Refractive Index:
1.5060 (estimate)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
205  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
2.6  

Upstream Synthesis Route

[1]ChemicalandPharmaceuticalBulletin,1985,vol.33,#9,p.3696-3708

[1]JournalofChemicalResearch,2015,vol.39,#5,p.296-299

[2]EuropeanJournalofMedicinalChemistry,2013,vol.63,p.22-32

[3]ChemistryofHeterocyclicCompounds,1982,vol.18,#3,p.258-261

[4]Pharmazie,2017,vol.72,#12,p.707-713

[5]ChemistryofHeterocyclicCompounds,2009,vol.45,#10,p.1270-1275

[6]ComptesRendusChimie,2015,vol.18,#12,p.1320-1327

[7]MedicinalChemistryResearch,2016,vol.25,#1,p.1-18

[1]Pharmazie,2002,vol.57,#4,p.238-242

[2]TetrahedronLetters,2014,vol.55,#51,p.7114-7117

[3]MedChemComm,2016,vol.7,#9,p.1759-1767

[1]JournaloftheChemicalSociety,PerkinTransactions2,2001,#10,p.1989-1997

[1]ChemicalandPharmaceuticalBulletin,1985,vol.33,#9,p.3696-3708

Downstream Synthesis Route

[1]CurrentPatentAssignee:TEVAPHARMACEUTICALINDUSTRIESLTD.-US2007/299061,2007,A1Locationinpatent:Page/Pagecolumn9-10

[2]Wenkert,E.;Moeller,P.D.;Piettre,S.R.[JournaloftheAmericanChemicalSociety,1988,vol.110,p.7188]

[3]Lee,JuYoung;Ha,Hyeri;Bae,Seri;Han,Inhyuk;Joo,JungMin[AdvancedSynthesisandCatalysis,2016,vol.358,#21,p.3458-3470]

[1]JournalofChemicalResearch,2015,vol.39,p.296-299

[2]EuropeanJournalofMedicinalChemistry,2013,vol.63,p.22-32

[3]MolecularDiversity,2020

[4]ChemistryofHeterocyclicCompounds,1982,vol.18,p.258-261

[5]Pharmazie,2017,vol.72,p.707-713

[6]ChemMedChem,2020

[7]ChemistryofHeterocyclicCompounds,2009,vol.45,p.1270-1275

[8]ComptesRendusChimie,2015,vol.18,p.1320-1327

[9]MedicinalChemistryResearch,2016,vol.25,p.1-18

[10]ChemicalPapers,2019,vol.73,p.17-25

[11]EuropeanJournalofMedicinalChemistry,2019,vol.180,p.86-98

[12]InorganicaChimicaActa,2019,vol.498

[1]Hirano,Satoshi;Akai,Ritsuko;Shinoda,Yoshihiko;Nakatsuka,Shin-ichi[Heterocycles,1995,vol.41,#2,p.255-258]

[2]Kitano,Masafumi;Kojima,Atsuyuki;Nakano,Kazuhiro;Miyagishi,Akira;Noguchi,Tsuyoshi;Ohashi,Naohito[ChemicalandPharmaceuticalBulletin,1999,vol.47,#11,p.1538-1548]

[3]Nakao,Yoshiaki;Kanyiva,KyaloStephen;Oda,Shinichi;Hiyama,Tamejiro[JournaloftheAmericanChemicalSociety,2006,vol.128,#25,p.8146-8147]

[4]Mueller,LouisG.;Chao,Allen;Alwedi,Embarek;Natrajan,Maanasa;Fleming,FraserF.[OrganicLetters,2021,vol.23,#4,p.1500-1503]

[5]Oelgen,Suereyya;Guener;Fabregat;Crespo;Nebioglu[Pharmazie,2002,vol.57,#4,p.238-242]

[6]InackNgi,Samuel;Guilloteau,Vincent;Abarbri,Mohamed;Thibonnet,Jerome[JournalofOrganicChemistry,2011,vol.76,#20,p.8347-8354]

[7]Zaienne,Daniel;Willems,Sabine;Schierle,Simone;Heering,Jan;Merk,Daniel[JournalofMedicinalChemistry,2021,vol.64,#20,p.15126-15140]

[8]CurrentPatentAssignee:VTVTHERAPEUTICSINC.-EP1532980,2005,A1Locationinpatent:Page/Pagecolumn39;41

[9]Peng,Yongle;Zhao,Zhigang;Liu,Xingli;Li,Guohua[ResearchonChemicalIntermediates,2013,vol.39,#4,p.1897-1905]

[10]Chen,Xuebing;Sun,Peng;Xu,Jinyi;Wu,Xiaoming;Kong,Lingyi;Yao,Hequan;Lin,Aijun[TetrahedronLetters,2014,vol.55,#51,p.7114-7117]

[11]CurrentPatentAssignee:YANGZHOUUNIVERSITY-CN113105460,2021,ALocationinpatent:Paragraph0142-0146

[1]Synthesis,1998,p.329-332

[1]Fedouloff,Michael;Hossner,Frank;Voyle,Martyn;Ranson,Jennie;Powles,Jenifer;Riley,Graham;Sanger,Gareth[BioorganicandMedicinalChemistry,2001,vol.9,#8,p.2119-2128]

[2]CurrentPatentAssignee:SERODUS-WO2005/61483,2005,A2Locationinpatent:Page/Pagecolumn53

Literature

Title: Synthesis and in vitro antiproliferative activity of new 11-aminoalkylamino-substituted 5H- and 6H-indolo[2,3-b]quinolines; structure-activity relationships of neocryptolepines and 6-methyl congeners.

Journal: Bioorganic & medicinal chemistry 20120801

Title: Regioselective dibromination of methyl indole-3-carboxylate and application in the synthesis of 5,6-dibromoindoles.

Journal: Organic & biomolecular chemistry 20110721

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Enantioselective synthesis of (-)-cis-clavicipitic acid.

Journal: The Journal of organic chemistry 20071012

Title: Rolf Jansen, et al. Nannozinones and sorazinones, unprecedented pyrazinones from myxobacteria. J Nat Prod. 2014 Nov 26;77(11):2545-52.

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