5-Methyl-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 5-Methyl-1H-indole-2-carboxylic acid
• CAS No.: 10241-97-1
• Molecular Formula: C10H9NO2.
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• European Community (EC) Number: 680-894-2
• NSC Number: 88873
• DSSTox Substance ID: DTXSID20293351
• Nikkaji Number: J236.359C
• Wikidata: Q27454588
• ChEMBL ID: CHEMBL23328
• Mol file: 10241-97-1.mol

Synonyms:5-Methyl-1H-indole-2-carboxylic acid;10241-97-1;5-Methylindole-2-carboxylic acid;5-Methyl-2-indolecarboxylic acid;MFCD00047166;CHEMBL23328;5-methyl indole-2-carboxylic acid;1H-Indole-2-carboxylic acid, 5-methyl-;4BY;NSC88873;Oprea1_147382;SCHEMBL704614;DAITVOCMWPNFTL-UHFFFAOYSA-;DTXSID20293351;AMY31808;BBL022372;BDBM50009123;NSC-88873;STK158245;AKOS000198799;5-METHYLINDOLE-2-CARBOXYLICACID;CS-W007370;FS-3375;NCGC00338875-01;5-Methyl-1H-indole-2-carboxylic acid #;BB 0248950;FT-0620610;FT-0620657;EN300-28968;M-4060;AB01331621-02;A856951;AF-960/00469027;Q27454588;Z235352033;InChI=1/C10H9NO2/c1-6-2-3-8-7(4-6)5-9(11-8)10(12)13/h2-5,11H,1H3,(H,12,13)

Chemical Property of 5-Methyl-1H-indole-2-carboxylic acid

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 7.58E-08mmHg at 25°C
• Melting Point: 236-238ºC
• Refractive Index: 1.696
• Boiling Point: 421.2 ºC at 760 mmHg
• PKA: 4.48±0.30(Predicted)
• Flash Point: 208.5 ºC
• PSA: 53.09000
• Density: 1.34 g/cm³
• LogP: 2.17450
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in ethanol (50 mg/ml). Insoluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methylindole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=C2)C(=O)O
• Uses: 5-Methylindole-2-carboxylic acid is a compound used in the synthesis of Pin1 inhibitors as potential antitumor agents. reactant in preparation of Pin1 inhibitors as potential antitumor agents reactant in preparation of non-imidazole human histamine H4 receptor antagonists

Technology Process of 5-Methyl-1H-indole-2-carboxylic acid

There total 3 articles about 5-Methyl-1H-indole-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-iodo-4-methylaniline (29289-13-2) + 2-oxo-propionic acid (127-17-3) → 5-methylindole-2-carboxylic acid (10241-97-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate; In N,N-dimethyl-formamide; at 105 ℃; for 4h;

DOI:10.1016/j.bmcl.2003.09.022

Reference yield:

(E)-ethyl 2-(p-tolylhydrazono)propanoate (91462-34-9) → 5-methylindole-2-carboxylic acid (10241-97-1)

Guidance literature:

With zinc(II) chloride; at 220 ℃; Verseifen des entstandenen Aethylesters mit alkoh. Kalilauge;

Reference yield:

→ 5-methylindole-2-carboxylic acid (10241-97-1)

Guidance literature:

upstream raw materials:

(E)-ethyl 2-(p-tolylhydrazono)propanoate

2-iodo-4-methylaniline

2-oxo-propionic acid

Downstream raw materials:

5-methylindole-2-carboxylic acid methyl ester

methyl-1,5-dimethyl-1H-indole-2-carboxylate

5-methyl-1H-indole-2-carboxylic acid ethyl ester

12-methyl-9H-dibenzo[a,c]carbazole

Refernces

• 1、 -. "INDOLOYLGUANIDINE DERIVATIVES". . . Retrieved 2008/06/13.