16732-75-5

Basic information

• Product Name: 6-Chloroindole-2-carboxylic acid
• Synonyms: 6-CHLOROINDOLE-2-CARBOXYLIC ACID;6-CHLORO-1H-INDOLE-2-CARBOXYLIC ACID;AKOS JY2083447;1H-INDOLE-2-CARBOXYLIC ACID, 6-CHLORO-;6-CHLORO-2-INDOLECARBOXYLIC ACID;6-Chloro-1H-indole-2-carboxylic acid ,97%
• CAS NO: 16732-75-5
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.6
• EINECS: 240-799-5
• Product Categories: Indole/indoline/oxindole;Indole and Indoline;pharmacetical;Indole;Indoles;Boronic Acid;Heterocyclic Compounds
• Mol File: 16732-75-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 248-249 °C
• Boiling Point: 449.7 °C at 760 mmHg
• Flash Point: 225.8 °C
• Appearance: /Solid
• Density: 1.548 g/cm³
• Vapor Pressure: 7.12E-09mmHg at 25°C
• Refractive Index: 1.728
• PKA: 4.30±0.30(Predicted)
• CAS DataBase Reference: 6-Chloroindole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloroindole-2-carboxylic acid(16732-75-5)
• EPA Substance Registry System: 6-Chloroindole-2-carboxylic acid(16732-75-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 16732-75-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

6-Chloroindole-2-carboxylic Acid is used in preparation of heterocyclic compounds, notably indole derivatives useful in the treatment of disorders that lead to accumulation of oxalate.

InChI:InChI=1/C9H6ClNO2/c10-6-2-1-5-3-8(9(12)13)11-7(5)4-6/h1-4,11H,(H,12,13)

Upstream product

• 896137-74-9 6-chloro-1-(phenylsulfonyl)-1H-indole-2-carboxylic acid 
• 231295-53-7 6-chloro-1-(phenylsulfonyl)indole 
• 17422-33-2 6-chloroindole 
• 6828-35-9 5-chloro-2-iodoaniline 
• 127-17-3 2-oxo-propionic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 24513-05-1 ethyl (Z)-2-azido-3-(4-chlorophenyl)acrylate 
• 540523-98-6 3-(4-chloro-2-nitro-phenyl)-2-oxo-propionic acid ethyl ester 
• 89-59-8 4-chloro-2-nitrotoluene 
• 27034-51-1 ethyl 6-chloro-1H-indole-2-carboxylate 
• 71300-08-8 (4-chloro-2-nitro-phenyl)-pyruvic acid 

Downstream Products

• 231295-26-4 (6-chloro-1H-indol-2-yl)(3-fluorophenyl)methanone 
• 231295-29-7 6-chloro-2-(4-fluorobenzoyl)indole 
• 231295-38-8 6-chloro-2-(3-trifluoromethylbenzoyl)indole 
• 231295-27-5 diethyl 2-acetoxy-2-[6-chloro-2-(3-fluorobenzoyl)-1H-indol-3-yl]malonate 
• 231295-30-0 diethyl α-acetoxy-[6-chloro-2-(4-fluorobenzoyl)-1H-indol-3-yl]malonate 
• 231295-39-9 diethyl α-acetoxy-[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate 
• 231295-28-6 diethyl [6-chloro-2-(3-fluorobenzoyl)-1H-indol-3-yl]malonate 
• 231295-31-1 diethyl[6-chloro-2-(4-fluorobenzoyl)-1H-indol-3-yl]malonate 
• 231295-40-2 diethyl[6-chloro-2-(3-trifluoromethylbenzoyl)-1H-indol-3-yl]malonate 
• 680569-83-9 6-chloro-1-methyl-1H-indole-2-carboxylic acid 
• 53590-59-3 6-chloro-1H-indole-2-carbaldehyde 
• 53590-58-2 (6-chloro-1H-indol-2-yl)methanol 
• 1473450-47-3 6-chloro-N-(trans-4-methylcyclohexyl)-1H-indole-2-carboxamide 
• 1473450-46-2 6-chloro-N-(cis-4-methylcyclohexyl)-1H-indole-2-carboxamide 

Relevant articles and documents

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Design, synthesis and structure-activity relationship studies of novel and diverse cyclooxygenase-2 inhibitors as anti-inflammatory drugs

Because of the pivotal role of cyclooxygenase (COX) in the inflammatory processes, non-steroidal anti-inflammatory drugs (NSAIDs) that suppress COX activities have been used clinically for the treatment of inflammatory diseases/syndromes; however, traditional NSAIDs exhibit serious side-effects such as gastrointestinal damage and hyper sensitivity owing to their COX-1 inhibition. Also, COX-2 inhibition-derived suppressive or preventive effects against initiation/proliferation/invasion/motility/recurrence/metastasis of various cancers/tumours such as colon, gastric, skin, lung, liver, pancreas, breast, prostate, cervical and ovarian cancers are significant. In this study, design, synthesis and structure-activity relationship (SAR) of various novel {2-[(2-, 3- and/or 4-substituted)-benzoyl, (bicyclic heterocycloalkanophenyl)carbonyl or cycloalkanecarbonyl]-(5- or 6-substituted)-1H-indol-3-yl}acetic acid analogues were investigated to seek and identify various chemotypes of potent and selective COX-2 inhibitors for the treatment of inflammatory diseases, resulting in the discovery of orally potent agents in the peripheral-inflammation model rats. The SARs and physicochemical properties for the analogues are described as significant findings. For graphical abstract: see Supplementary Material. (www.informahealthcare.com/enz)

INDOLOYLGUANIDINE DERIVATIVES

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