29274-28-0

Basic information

• Product Name: 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene
• Synonyms: 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene;4-Chloro-1H-pyrazolo[3,4-b]pyridine;1H-Pyrazolo[3,4-B]pyridine, 4-chloro-;Nsc213281;4-Chloro-1H-pyrazolo[3,4-...;5-CHLORO-2,8,9-TRIAZABICYCLO[4.3.0]NONA-1,3,5,7-TE;4-CHLORO-7-AZA-1H-INDAZOLE;3-Chloro-5-hydrazono-penta-1,3-dienylamine
• CAS NO: 29274-28-0
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.57
• Mol File: 29274-28-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 308.2 °C at 760 mmHg
• Flash Point: 169 °C
• Appearance: /Solid
• Density: 1.531 g/cm³
• Vapor Pressure: 0.00126mmHg at 25°C
• Refractive Index: 1.72
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.56±0.20(Predicted)
• CAS DataBase Reference: 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene(29274-28-0)
• EPA Substance Registry System: 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene(29274-28-0)

Safety Data

• Hazardous Substances Data: 29274-28-0(Hazardous Substances Data)

Usage

General Description

5-Chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene is a complex organic compound, categorized under the family of triazabicyclononanes. 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene is characterized by the presence of three nitrogen atoms and one chlorine atom in its structure, requiring significant expertise in organic chemistry for synthesis. The bicyclic nature of the compound, that includes a nine-membered ring system, adds to its complexity. Detailed information about its physical properties, uses, and potential health effects are not readily available, indicating it's likely not commonly used or produced on a large scale. As with all chemicals, proper precautions should be taken to handle 5-chloro-2,8,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraene safely.

InChI:InChI=1/C6H4ClN3/c7-5-1-2-8-6-4(5)3-9-10-6/h1-3H,(H,8,9,10)

Upstream product

• 31591-86-3 4,7-Dihydro-4-oxo-1H-pyrazolo<3,4-b>pyridin 
• 30720-11-7 1-Benzyl-5-carboxy-4-hydroxy-pyrazolo<3,4-b>pyridin 
• 30720-10-6 1-Benzyl-5-ethoxycarbonyl-4-hydroxy-pyrazolo<3,4-b>pyridin 
• 924909-12-6 1H-pyrazolo[3,4-b]pyridine 7N-oxide m-chlorobenzoate 
• 271-73-8 1H-Pyrazolo[3,4-b]pyridine 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 370865-99-9 4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 
• 227617-15-4 4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 949556-46-1 5-(((1-(4-methoxybenzyl)-1H-pyrazol-5-yl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 924909-16-0 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-ol 
• 37799-73-8 1-Benzyl-5-(2,2-bis-ethoxycarbonyl-vinyl-amino)pyrazol 
• 84054-00-2 1-Benzyl-4,7-dihydro-4-oxo-pyrazolo<3,4-b>pyridin 
• 924909-17-1 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine 
• 924909-11-5 1H-pyrazolo[3,4-b]pyridine 7-oxide 

Downstream Products

• 119368-03-5 4-Methoxy-1H-pyrazolo<3,4-b>pyridine 
• 119368-23-9 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-4-chloro-1H-pyrazolo[3,4-b]pyridine 
• 119368-04-6 4-(Benzyloxy)-1H-pyrazolo<3,4-b>pyridine 
• 949558-30-9 4-chloro-3-iodo-1H-pyrazolo[3,4-b]pyridine 
• 924909-13-7 1-benzyloxymethyl-4-chloro-1H-pyrazolo[3,4-b]pyridine 
• 1357945-38-0 3-bromo-4-chloro-1H-pyrazolo[3,4-b]pyridine 
• 924909-15-9 4-(1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline 
• 924909-14-8 4-(1-benzyloxymethyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline 
• 2105905-46-0 4,6-dichloro-1H-pyrazolo[3,4-b]pyridine 
• 1115490-85-1 C₁₂H₉FN₄O 

Relevant articles and documents

Development of a Scalable Method for Manufacturing the Central Core of CD73 Inhibitor AB680

AB680 is a highly potent CD73 small molecule inhibitor discovered and developed by Arcus Biosciences, currently in clinical trials for the treatment of pancreatic cancer. Here, we report the development of a scalable and practical method for the manufacturing of the azaindazole central core. This synthesis features an N-oxide formation followed by an α-chlorination with POCl3 leading to the formation of 4,6-dichloro-1H-pyrazolo[3,4-b]pyridine 1 in high yield and 99.5% UV purity. This method was successfully performed on multikilogram scale to support the synthesis of AB680.

INHIBITORS OF BRUTON'S TYROSINE KINASE

Disclosed herein are compounds that inhibit Bruton's tyrosine kinase (Btk). Also described are irreversible inhibitors of Btk. In addition, reversible inhibitors of Btk are also described. Also disclosed are pharmaceutical compositions that include the compounds. Methods of using the Btk inhibitors are disclosed, alone or in combination with other therapeutic agents, for the treatment of autoimmune diseases or conditions, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions.

PYRAZOLO-PYRIDINES AS TYROSINE KINASE INHIBITORS

Compounds of Formulas Ia and Ib, and stereoisomers, geometric isomers, tautomers, solvates, metabolites and pharmaceutically acceptable salts thereof, are useful for inhibiting receptor tyrosine kinases and for treating disorders mediated thereby. Methods of using compounds of Formula Ia and Ib, and stereoisomers, geometric isomers, tautomers, solvates and pharmaceutically acceptable salts thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.