71056-61-6

Basic information

• Product Name: 1H-Indole-2-carboxylicacid,7-amino-,ethylester(9CI)
• Synonyms: 1H-Indole-2-carboxylicacid,7-amino-,ethylester(9CI);Ethyl 7-amino-1H-indole-2-carboxylate;7-Amino-1H-indole-2-carboxylic acid ethyl ester
• CAS NO: 71056-61-6
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.23
• Product Categories: AMINOACID
• Mol File: 71056-61-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 146 °C
• Boiling Point: 420.1±25.0 °C(Predicted)
• Appearance: /
• Density: 1.288±0.06 g/cm3(Predicted)
• PKA: 15.70±0.30(Predicted)
• CAS DataBase Reference: 1H-Indole-2-carboxylicacid,7-amino-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-2-carboxylicacid,7-amino-,ethylester(9CI)(71056-61-6)
• EPA Substance Registry System: 1H-Indole-2-carboxylicacid,7-amino-,ethylester(9CI)(71056-61-6)

Safety Data

• Hazardous Substances Data: 71056-61-6(Hazardous Substances Data)

Usage

General Description

1H-Indole-2-carboxylic acid, 7-amino-, ethyl ester (9CI) is a chemical compound with the molecular formula C12H12N2O2. It is an ethyl ester derivative of 1H-indole-2-carboxylic acid, which is an aromatic heterocyclic organic compound. This chemical is used in the synthesis of pharmaceutical compounds and in medicinal chemistry research. It has potential therapeutic applications, including as an antifungal and antibacterial agent. Additionally, it is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Overall, 1H-Indole-2-carboxylic acid, 7-amino-, ethyl ester (9CI) has important uses in the pharmaceutical industry and in medical research.

Upstream product

• 6293-87-4 o-nitrophenylhydrazine hydrochloride 

Downstream Products

• 1093255-70-9 1,1-dimethylethyl (2-{[({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-indol-7-yl)carbamate 
• 1093255-71-0 7-amino-N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-1H-indole-2-carboxamide trifluoroacetate 
• 1431423-76-5 2-[1-benzyl-6,8-bis(trifluoromethyl)-1H-pyrrolo[3,2-h]quinolin-2-yl]-1,3,4-oxadiazole 

Relevant articles and documents

Structure-based discovery of 1H-indole-2-carboxamide derivatives as potent ASK1 inhibitors for potential treatment of ulcerative colitis

Apoptosis signal-regulating kinase 1 (ASK1), a member of the mitogen-activated protein kinase (MAPK) family, is implicated in many human diseases. Here, we describe the structural optimization of hit compound 7 and conduct further structure-activity relationship (SAR) studies that result in the development of compound 19 with a novel indole-2-carboxamide hinge scaffold. Compound 19 displays potent anti-ASK1 kinase activity and stronger inhibitory effect on ASK1 in AP1-HEK293 cells than previously described ASK1 inhibitor GS-4997. Besides improved in vitro activity, compound 19 also exhibits an appropriate in vivo PK profile. In a dextran sulfate sodium (DSS)-induced mouse model of ulcerative colitis (UC), compound 19 shows significant anti-UC efficacy and markedly attenuates DSS-induced body weight loss, colonic shortening, elevation in disease activity index (DAI) and inflammatory cell infiltration in colon tissues. Mechanistically, compound 19 represses the phosphorylation of ASK1-p38/JNK signaling pathways and suppresses the overexpression of inflammatory cytokines. Together, these findings suggest that ASK1 inhibitors can potentially be used as a therapeutic strategy for UC.