7724-12-1

Basic information

• Product Name: 6-Amino-2-benzothiazolecarbonitrile
• Synonyms: 6-AMINO-2-BENZOTHIAZOLECARBONITRILE;2-Cyano-6-aminobenzothiazole;6-amino-1,3-benzothiazole-2-carbonitrile;2-Cyano-6-aminobenzothiazole, 6-Amino-2-benzothiazolecarbonitrile;6-Amino-2-cyanobenzothiazole;6-Amino-2-cyanobenzothiazole 97%;2-Cyano-6-aminobenzothiazole, >=98%;2-Benzothiazolecarbonitrile,6-amino-(7CI,9CI)
• CAS NO: 7724-12-1
• Molecular Formula: C₈H₅N₃S
• Molecular Weight: 175.21
• Product Categories: BENZOTHIAZOLE
• Mol File: 7724-12-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 384.914 °C at 760 mmHg
• Flash Point: 186.59 °C
• Appearance: /
• Density: 1.45
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.736
• Storage Temp.: 2-8°C
• PKA: 1.43±0.10(Predicted)
• BRN: 1567902
• CAS DataBase Reference: 6-Amino-2-benzothiazolecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Amino-2-benzothiazolecarbonitrile(7724-12-1)
• EPA Substance Registry System: 6-Amino-2-benzothiazolecarbonitrile(7724-12-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 7724-12-1(Hazardous Substances Data)

Usage

General Description

6-Amino-2-benzothiazolecarbonitrile is a chemical compound with the molecular formula C8H6N4S. It is a benzothiazole derivative, specifically an aminobenzothiazolecarbonitrile, and is commonly used in the synthesis of pharmaceuticals and agrochemicals. 6-Amino-2-benzothiazolecarbonitrile has a variety of applications, including as an intermediate in the production of dyes and pigments, as well as in the manufacturing of rubber chemicals and antioxidants. It is also used in the synthesis of biologically active compounds, making it an important building block for pharmaceutical research and development. Additionally, 6-Amino-2-benzothiazolecarbonitrile may have potential uses in other areas, such as material science and organic synthesis.

InChI:InChI=1/C8H5N3S/c9-4-8-11-6-2-1-5(10)3-7(6)12-8/h1-3H,10H2

Upstream product

• 2406-90-8 2-chlorobenzothiazol-6-ylamine 
• 151-50-8 potassium cyanide 
• 188672-83-5 6-nitro-1,3-benzothiazole-2-carbonitrile 
• 2942-06-5 6-nitrobenzo[d]thiazole 
• 32137-76-1 benzothiazole-2-carboxylic acid ethyl ester 
• 2602-85-9 benzothiazole-2-carbonitrile 
• 29198-43-4 benzothiazole-2-amide 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 2407-11-6 2-chloro-6-nitrobenzothiazole 
• 100-01-6 4-nitro-aniline 
• 4953-70-2 N-(p-Nitrophenyl)cyanothioformamide 
• 23451-98-1 2-amino-5-nitrobenzenethiol 
• 75318-48-8 N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-nitrobenzenamine 
• 1422655-40-0 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl (2-cyanobenzo[d]thiazol-6-yl)carbamate 

Downstream Products

• 118969-27-0 2-(6-aminobenzo[d]thiazol-2-yl)-4,5-dihydrothiazole-4-carboxylic acid 
• 934270-90-3 6-(3-phenylpropylamino)-2-cyanobenzothiazole 
• 1318692-71-5 6-(4-phenylbutylamino)-2-cyanobenzothiazole 
• 934270-89-0 6-phenethylamino-2-cyanobenzothiazole 
• 934270-88-9 6-benzylamino-2-cyanobenzothiazole 
• 1318692-88-4 6-[6-(benzyloxycarbonylamino)hexylamino]-2-cyanobenzothiazole 
• 1207738-16-6 tert-butyl 1-(2-cyanobenzo[d]thiazol-6-ylamino)-1-oxo-3-(tritylthio)propan-2-ylcarbamate 
• 1289513-02-5 tert-butyl 1-(2-(2-cyanobenzo[d]thiazol-6-ylamino)-2-oxoethylamino)-1-oxo-3-(tritylthio)propan-2-ylcarbamate 
• 912641-81-7 tert-butyl 2-(2-cyanobenzo[d]thiazol-6-ylamino)-2-oxoethylcarbamate 

Relevant articles and documents

A sequentially activated bioluminescent probe for observation of cellular H2O2production induced by cysteine

We report herein a caged luciferin probeCy-Hyas a sequentially activated probe to selectively and sensitively sensel-Cys and H2O2. The probe displayed fluorescence and bioluminescence responses toward the two analytes. Utilizing the present probe, cellular excessl-Cys-induced H2O2up-regulation was observed for the first time in living MDA-MB-231 cells.

NOVEL CHEMILUMINESCENT SUBSTRATES FOR FACTOR XA

The present invention relates to chemiluminescent substrates of formulas (I-3) and (I-4) for blood clotting enzyme Factor Xa. The substrates are particularly useful for assaying coagulation factors and for quantifying an anticoagulant in a sample.

Economical and scalable synthesis of 6-amino-2-cyanobenzothiazole

2-Cyanobenzothiazoles (CBTs) are useful building blocks for: 1) luciferin derivatives for bioluminescent imaging; and 2) handles for bioorthogonal ligations. A particularly versatile CBT is 6-amino-2-cyanobenzothiazole (ACBT), which has an amine handle for straight-forward derivatisation. Here we present an economical and scalable synthesis of ACBT based on a cyanation catalysed by 1,4-diazabicyclo[2.2.2]octane (DABCO), and discuss its advantages for scale-up over previously reported routes.