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

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

Uses

Used in Organic Synthesis:
6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid is used as a building block for the synthesis of various pharmacologically active molecules and compounds. Its unique structure and reactivity make it a valuable intermediate in the creation of diverse bioactive compounds and pharmaceuticals.
Used in Drug Development:
In the pharmaceutical industry, 6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid is utilized as a key component in the development of new drugs. Its potential medicinal properties and structural features contribute to the discovery and design of innovative therapeutic agents.
Used in Pharmaceutical Research:
6-chloro-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid serves as a significant compound in pharmaceutical research, where it is studied for its potential applications in treating various diseases and conditions. Its unique chemical and structural characteristics make it a promising candidate for further exploration and development in the field of medicine.

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 

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.

HETEROCYCLIC COMPOUNDS CONTAINING A PYRROLOPYRIDINE OR BENZIMIDAZOLE CORE

The present invention relates to compounds of Formula (I) and pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5 and n are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

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.

BICYCLIC HETEROARYLS AS KINASE INHIBITORS

The invention is directed to heteroaryl compounds useful as inhibitors of various kinase enzymes. In various embodiments, the invention provides a heteroaryl compound having inhibitory bioactivity with respect to a Rho kinase, an AKT kinase, a p70S6K kinase, a LIM kinase, an IKK kinase, a Flt kinase, an Aurora kinase, or a Src kinase, or any combination thereof. Compounds of the invention include bicyclic heteroaryl compounds of formula (I), which can contain a bridging nitrogen atom at a ring junction. The invention further provides methods of synthesis of compounds of the invention, pharmaceutical compositions, pharmaceutical combinations, and methods of treatment of malconditions using compounds of the invention.

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.