800402-07-7

Basic information

• Product Name: 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid
• Synonyms: 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid;1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 6-chloro-;6-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 95%;6-chloro-1H-pyrrolo[2;2-Carboxy-6-chloro-1H-pyrrolo[2,3-b]pyridine;6-Chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylicacid95%
• CAS NO: 800402-07-7
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 196.59
• Product Categories: CHIRAL CHEMICALS
• Mol File: 800402-07-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 467.036 °C at 760 mmHg
• Flash Point: 236.255 °C
• Appearance: /
• Density: 1.644 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.744
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.88±0.30(Predicted)
• CAS DataBase Reference: 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid(800402-07-7)
• EPA Substance Registry System: 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid(800402-07-7)

Safety Data

• Hazardous Substances Data: 800402-07-7(Hazardous Substances Data)

Usage

General Description

6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid is a chemical compound that belongs to the class of pyridine carboxylic acids. It contains a chlorine atom and a pyrrolopyridine ring structure. 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid has potential applications in the field of organic synthesis, drug development, and pharmaceutical research due to its unique structure and potential medicinal properties. It is also used as a building block for the synthesis of various pharmacologically active molecules and compounds. Its chemical properties and reactivity make it a valuable intermediate for the synthesis of diverse bioactive compounds and pharmaceuticals.

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

Upstream product

• 45644-21-1 6-chloropyridin-2-amine 

Downstream Products

• 1311569-08-0 diethyl 1H-pyrrolo[2,3-b]pyridine-2,6-dicarboxylate 
• 287384-84-3 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester 
• 1311569-38-6 6-oxo-N-[3-(1-trityl-1H-imidazol-4-yl)phenyl]-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxamide 
• 1311568-96-3 N-[3-(1H-imidazol-4-yl)phenyl]-6-oxo-7,8,9,10-tetrahydro-6H-pyrido[3',2':4,5]pyrrolo[1,2-a][1,4]diazepine-2-carboxamide 
• 1350353-83-1 C₁₉H₁₇N₅O₂ 
• 1350353-84-2 SR₈₃₆₃ 
• 1350353-85-3 C₂₀H₁₉N₅O₂ 
• 1296202-59-9 6-chloro-N-(4-methoxybenzyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 
• 1296200-27-5 N-cyclopropyl-N-(3-methoxybenzyl)-6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 
• 1296202-69-1 C₁₉H₁₈ClN₃O₂ 
• 1296200-31-1 SR₇₅₈₃ 
• 1296200-37-7 1-(cyclopropylmethyl)-N-(3-methoxybenzyl)-6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 
• 1296200-32-2 N,1-bis(3-methoxybenzyl)-6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 
• 1296200-36-6 1-(2-(dimethylamino)ethyl)-N-(3-methoxybenzyl)-6-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxamide 

Relevant articles and documents

6-chlorine-N-(substituted benzyl)-1H-pyrrolo[2,3-b]pyridine-2-amide compound and preparation method as well as application thereof

The invention discloses a 6-chlorine-N-(substituted benzyl)-1H-pyrrolo[2,3-b]pyridine-2-amide compound and a preparation method as well as application thereof, belonging to the field of HIV-1 integrase inhibitors. The compound is represented by a general formula (I), wherein R1 represents -F, -Me, -OMe and -H; R2 represents -H, -F, -Me, -OMe and -Cl; R3 represents -H, -F, -Me, -OMe, -Cl, -Br, -CF3 and -SO2Me. The preparation method of the compound comprises the steps of synthetising N-(6-chloropyridine-2-tertiary butyl) amide by using 6-chloropyridine-2-amine as a raw material and pivaloyl chloride, performing pyridine ring iodination, then hydrolyzing to obtain 6-chlorine-3-iodine pyridine-2-amine, cyclizing to obtain a compound with a carboxylic acid structure, and finally reacting with various substituted benzyls to obtain the compound disclosed by the invention.

Discovery and optimization of indoles and 7-azaindoles as Rho kinase (ROCK) inhibitors (part-I)

Rho kinase (ROCK) inhibitors are potential therapeutic agents to treat disorders such as hypertension, multiple sclerosis, cancers, and glaucoma. Here, we disclose the synthesis, optimization, biological evaluation of potent indole and 7-azaindole based ROCK inhibitors that have high potency on ROCK (IC 50 = 1 nM) with 740-fold selectivity over PKA (47). Moreover, 47 showed very good DMPK properties making it a good candidate for further development. Finally, docking studies with a homology model of ROCK-II were performed to rationalize the binding mode of these compounds and showed the compounds bound in both orientations to take advantage to H-bonds with Lys-121 of ROCK-II.

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.