800401-68-7

Basic information

• Product Name: 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid
• Synonyms: 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid;3-c]pyridine-2-carboxylic acid;1H-Pyrrolo[2,3-c]pyridine-2-carboxylic acid, 5-chloro-;5-Chloro-6-azaindole-2-carboxylic acid
• CAS NO: 800401-68-7
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 196.59
• Product Categories: CHIRAL CHEMICALS;Heterocycle-Pyridine series
• Mol File: 800401-68-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 500.883 °C at 760 mmHg
• Flash Point: 256.725 °C
• Appearance: /
• Density: 1.644
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.744
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.08±0.30(Predicted)
• CAS DataBase Reference: 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid(800401-68-7)
• EPA Substance Registry System: 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid(800401-68-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 800401-68-7(Hazardous Substances Data)

Usage

Uses

5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic Acid is a useful reactant for preparation of pyrrolopyridinecarboxylic acid amide as inhibitors of glycogen phosphorylase.

InChI:InChI=1/C8H5ClN2O2/c9-7-2-4-1-5(8(12)13)11-6(4)3-10-7/h1-3,11H,(H,12,13)

Upstream product

• 127-17-3 2-oxo-propionic acid 
• 351227-42-4 6-chloro-4-iodopyridin-3-amine 
• 800401-66-5 ethyl-3-(2-chloro-5-nitropyridin-4-yl)-2-oxopropanoate 
• 23056-33-9 2-chloro-4-methyl-5-nitro-pyridine 
• 800401-67-6 ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 

Downstream Products

• 800401-99-4 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [2-phenyl-1-(S)-(2-phenyl-[1,3]dioxolan-2-yl)ethyl]amide 
• 800402-01-1 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [1-(S)-(tert-butyldimethylsilanyloxymethyl)-2-(S)-hydroxy-2-phenylethyl]amide 
• 800402-02-2 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [1-(S)-(tert-butyldimethylsilanyloxymethyl)-2-oxo-2-phenylethyl]amide 
• 800398-38-3 (S)-3-[(5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-(R)-2-hydroxy-4-phenylbutyric acid 
• 800398-36-1 2-(S)-[(5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-phenylpropionic acid 

Relevant articles and documents

Synthesis of the new ring system bispyrido[4',3':4,5]pyrrolo [1,2-a:1',2'-d]pyrazine and its deaza analogue

Derivatives of the new ring systems bispyrido[4',3':4,5]pyrrolo[1,2-a:1',2'-d] pyrazine-6,13-dione and its deaza analogue pyrido[4",3":4',5']pyrrolo-[1',2':4,5]pyrazino [1,2-a]indole-6,13-dione were conveniently synthesized through a four-step sequence. Symmetrical derivatives of the former ring system were obtained through self condensation. On the other hand, condensation of 6-azaindole carboxylic acid with indole 2-carboxylic acid afforded the deaza analogue ring system. Derivatives of the title ring system were tested by the National Cancer Institute (Bethesda, MD, USA) and four of them exhibited modest activity against MCF7 (a breast cancer cell line) and/or UO-31 (a renal cancer cell line).

G-PROTEIN COUPLED RECEPTOR AGONISTS

Compounds of Formula (I) or pharmaceutically acceptable salts or N-oxides thereof, are agonists of GPR116 and are useful for the treatment of obesity, and for the treatment of diabetes.

PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSHORYLASE

Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are inhibitors of glycogen phosphorylase and are useful in the prophylactic or therapeutic treatment of diabetes, hyperglycemia, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis or tissue ischemia e.g. myocardial ischemia, and as cardioprotectants.