28737-32-8

Basic information

• Product Name: 3-chloro-1H-indole-2-carboxylic acid
• Synonyms: 3-chloro-1H-indole-2-carboxylic acid;3-chloro-1H-indole-2-carboxylic acid(SALTDATA: FREE);3-chloro-2-indole acid
• CAS NO: 28737-32-8
• Molecular Formula: C₉H₆ClNO₂
• Molecular Weight: 195.61
• Mol File: 28737-32-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 194 °C
• Appearance: /
• CAS DataBase Reference: 3-chloro-1H-indole-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-1H-indole-2-carboxylic acid(28737-32-8)
• EPA Substance Registry System: 3-chloro-1H-indole-2-carboxylic acid(28737-32-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 28737-32-8(Hazardous Substances Data)

Usage

Description

3-chloro-1H-indole-2-carboxylic acid is an indole derivative with a molecular formula of C9H6ClNO2. It features a bicyclic ring system composed of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. The carboxylic acid functional group at the 2-position and the chlorine atom at the 3-position of the indole ring confer unique chemical and physical properties to this compound. It is a promising building block for the synthesis of various indole-based compounds with pharmaceutical activities and serves as a valuable research tool in organic chemistry.

Uses

Used in Pharmaceutical Industry:
3-chloro-1H-indole-2-carboxylic acid is used as a key intermediate in the synthesis of indole-based pharmaceutical compounds. Its unique structure and reactivity enable the development of new drugs with potential therapeutic applications.
Used in Organic Synthesis:
3-chloro-1H-indole-2-carboxylic acid is used as a versatile building block in organic synthesis for the preparation of a wide range of indole-containing compounds. Its functional groups allow for various chemical reactions, facilitating the creation of diverse organic molecules with potential applications in various fields.
Used as a Research Tool in Organic Chemistry:
3-chloro-1H-indole-2-carboxylic acid is utilized as a research tool in organic chemistry to study the reactivity and properties of indole derivatives. Its unique structure provides insights into the behavior of similar compounds and contributes to the advancement of organic chemistry knowledge.

Upstream product

• 1477-50-5 Indole-2-carboxylic acid 
• 3770-50-1 2-carbethoxyindole 
• 612-23-7 2-nitrobenzyl chloride 
• 95314-61-7 1-(ethoxycarbonyl)-1-(o-nitrobenzyl)-2-propanone 
• 41969-23-7 2-ethoxycarbonyl-1-hydroxyindole 
• 38343-91-8 3-chloro-1H-indole-2-carboxylic acid ethyl ester 

Downstream Products

• 1374453-51-6 3-methoxy-isoxazole-5-carboxylic acid (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide 
• 1374454-18-8 {4-[3-chloro-2-(5-methyl-oxazol-2-yl)-indol-1-yl]-benzyl}-carbamic acid tert-butyl ester 
• 1374454-17-7 4-[3-chloro-2-(5-methyl-oxazol-2-yl)-indol-1-yl]-benzylamine 
• 1374454-14-4 3-methoxy-isoxazole-5-carboxylic acid (1-{4-[3-chloro-2-(5-methyl-oxazol-2-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide 
• 1374454-22-4 3-propyl-isoxazole-5-carboxylic acid (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide 
• 74960-46-6 3-chloro-1H-indole-2-carbonitrile 
• 1374455-32-9 isoxazole-5-carboxylic acid (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide 
• 1374451-87-2 {4-[3-chloro-2-(2-methyl-2H-tetrazol-5-yl)-indol-1-yl]-benzyl}-carbamic acid tert-butyl ester 
• 1374452-04-6 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamine hydrochloride 
• 1374452-05-7 (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-carbamic acid tert-butyl ester 
• 1374452-01-3 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide 
• 1374452-11-5 [4-(3-chloro-2-cyano-indol-1-yl)-benzyl]-carbamic acid tert-butyl ester 
• 1374452-02-4 3-chloro-N-hydroxy-1H-indole-2-carboxamidine 
• 1477-50-5 Indole-2-carboxylic acid 

Relevant articles and documents

Agents and methods for treating ischemic and other diseases

This invention relates to compounds that modulate TRPM7 protein activity and use of the same for treatment or prophylaxis of ischemia, cancer, pain or glaucoma.

Potent small molecule Hedgehog agonists induce VEGF expression in vitro

Here, we describe the synthesis, SAR studies as well as biological investigations of the known Hedgehog signaling agonist SAG and a small library of its analogues. The SAG and its derivatives were analyzed for their potency to activate the expression of the Hh target gene Gli1 in a reporter gene assay. By analyzing SAR important molecular descriptors for Gli1 activation have been identified. SAG as well as compound 10c proven to be potent activators of VEGF expression in cultivated dermal fibroblasts. Importantly and in contrast to SAG, derivative 10c displayed no toxicity in concentrations up to 250 μm.

Substituted Indole Compounds

Substituted indole compounds corresponding to the formula I: In which R8, R9a, R9b, R10, R11, R200, R210, A, D, T, q, s and t have defined meanings, processes for the preparation thereof, pharmaceutical compositions containing such compounds and the use of substituted indole compounds for the treatment or inhibition of pain and other conditions which are at least partly mediated by Bradykinin 1 receptors (B1R).