80945-83-1

Basic information

• Product Name: 2-Chloro-6-cyanobenzothiazole
• Synonyms: 2-Chloro-benzothiazole-6- carbonitrile;6-Benzothiazolecarbonitrile,2-chloro-(9CI);2-chlorobenzo[d]thiazole-6-carbonitrile;2-Chloro-6-cyanobenzothiazole;2-chloro-1,3-benzothiazole-6-carbonitrile;6-Benzothiazolecarbonitrile, 2-chloro-
• CAS NO: 80945-83-1
• Molecular Formula: C₈H₃ClN₂S
• Molecular Weight: 194.64
• Product Categories: BENZOTHIAZOLE
• Mol File: 80945-83-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 336.594 °C at 760 mmHg
• Flash Point: 157.367 °C
• Appearance: /
• Density: 1.51
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.07±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-6-cyanobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-6-cyanobenzothiazole(80945-83-1)
• EPA Substance Registry System: 2-Chloro-6-cyanobenzothiazole(80945-83-1)

Safety Data

• Hazardous Substances Data: 80945-83-1(Hazardous Substances Data)

Usage

Uses

2-Chlorobenzothiazole-6-carbonitrile

InChI:InChI=1/C8H3ClN2S/c9-8-11-6-2-1-5(4-10)3-7(6)12-8/h1-3H

Upstream product

• 873-74-5 4-Aminobenzonitrile 
• 63069-50-1 4-cyano-2-fluoroaniline 
• 315228-79-6 2-mercapto-1,3-benzothiazole-6-carbonitrile 
• 174658-22-1 4-amino-3-mercaptobenzonitrile 
• 21803-75-8 4-amino-3-chlorobenzonitrile 
• 19759-66-1 2-amino-6-cyanobenzthiazole 

Downstream Products

• 1397706-39-6 C₁₈H₁₇N₃S 
• 401567-20-2 2-(piperazin-1-yl)benzothiazole-6-carbonitrile 

Relevant articles and documents

Water-Promoted Chlorination of 2-Mercaptobenzothiazoles

Substituted benzothiazoles play an important role in medicinal chemistry due to their pharmacological properties. Their 2-substituted derivatives are often prepared from 2-chlorobenzothiazoles, which in turn can be synthesized from the 2-mercapto precursor using sulfuryl chloride. In practice, this seemingly straightforward and widely used reaction can be impeded by poor reproducibility and low reaction yields. In this communication, we report that the simple addition of water to the reaction leads to remarkable improvements in reaction efficiency. We attribute this effect to the formation of acid through partial hydrolysis of sulfuryl chloride. This hypothesis is supported by the observation that improved yields were also obtained in the presence of some anhydrous acidic additives. The simple combination of sulfuryl chloride and water reproducibly provides excellent yields for a range of chlorinated products.

Novel Compounds

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C- terminal hydrolase 30 or Ubiquitin Specific Peptidase 30 (USP30). The invention further relates to the use of DUB inhibitors in the treatment of conditions involving mitochondrial dysfunction and cancer. Compounds of the invention include compounds having the formula (I): (I) or a pharmaceutically acceptable salt thereof, wherein R1a, R1b, R1c, R1d, R1e, R1f, R1g, R2, X, L and A are as defined herein.

BENZOTHIAZOLES HAVING HISTAMINE H3 RECEPTOR ACTIVITY

Certain novel benzothiazoles and benzoxazoles, e.g., 2-(piperazin-1-yl)benzothiazoles and 2-(piperazin-1-yl)benzoxazoles, optionally substituted in the 3 and/or 4 positions of the piperazine rings,! of the general formula (l): having histamine H3 antagonistic activity can be used in pharmaceutical compositions.