85787-95-7

Basic information

• Product Name: 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE
• Synonyms: 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE;2-Amino-8H-indeno[1,2-d][1,3]thiazole;8H-Indeno[1,2-d]thiazol-2-amine
• CAS NO: 85787-95-7
• Molecular Formula: C₁₀H₈N₂S
• Molecular Weight: 188.24892
• Mol File: 85787-95-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 268-270
• Boiling Point: 399.6 °C at 760 mmHg
• Flash Point: 195.5 °C
• Appearance: /
• Density: 1.412 g/cm³
• Vapor Pressure: 1.35E-06mmHg at 25°C
• Refractive Index: 1.753
• PKA: 4.69±0.20(Predicted)
• CAS DataBase Reference: 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE(85787-95-7)
• EPA Substance Registry System: 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE(85787-95-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 85787-95-7(Hazardous Substances Data)

Usage

General Description

The chemical 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE, also known as 2-amino-8H-indeno[1,2-d][1,3]thiazole, is a heterocyclic compound with a fused 6-membered ring system containing nitrogen and sulfur atoms. It is a yellow to beige powder that is sparingly soluble in water and organic solvents. 8H-INDENO[1,2-D][1,3]THIAZOL-2-AMINE has potential applications in pharmaceutical and agrochemical industries, as it possesses interesting biological activities and may serve as a starting material for the synthesis of various derivatives with diverse properties. Its chemical structure and properties make it a valuable building block in organic synthesis for the development of new materials and compounds in drug discovery and other fields.

InChI:InChI=1/C10H8N2S/c11-10-12-9-7-4-2-1-3-6(7)5-8(9)13-10/h1-4H,5H2,(H2,11,12)

Upstream product

• 83-33-0 inden-1-one 
• 17356-08-0 thiourea 
• 1775-27-5 2-bromoindanone 
• 95-13-6 1-indene 
• 1579-14-2 2-chloroindanone 

Relevant articles and documents

Synthesis of 2-aminothiazoles from styrene derivatives mediated by 1,3-dibromo-5,5-dimethylhydrantoin (DBH)

An efficient procedure for the synthesis of 2-aminothiazoles via DBH-mediated oxidative cyclization of styrenes and thioureas is reported. Various alkenes were successfully transformed to the corresponding 2-aminothiazoles in yields of 10–81% via a two-step one-pot manner using DBH as both the bromine source and oxidant. The method can be readily carried out in gram-scale and successfully applied to the synthesis of anti-inflammatory drug fanetizole using styrene as starting material.

Synthesis and Carbonic Anhydrase Inhibition of Novel 2-(4-(Aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione Derivatives

Carbonic anhydrase (CA, EC 4.2.1.1) is a member of the metalloenzyme family. It catalyzes the rapid conversion of carbon dioxide (CO2) and water to bicarbonate (HCO3 ?) and protons (H+) and also plays an important role in biochemical and physiological processes. In this study, a number of novel 2-(4-(aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their inhibitory characteristics against the human CA isoenzymes I and II (hCA I and hCA II). The structures of the new molecules 8a–i were confirmed by means of IR, 1H NMR, 13C NMR, and elemental analysis. These compounds exhibited excellent inhibitory effects, in the low nanomolar range, with Ki values in the range of 27.07–37.80 nM against hCA I and in the range of 11.80–25.81 nM against hCA II. Our findings suggest that the new isoindolylthiazole derivatives have superior inhibitory effect over acetazolamide (AZA), which is used as clinical CA inhibitor with Ki values of 34.50 and 28.93 nM against the hCA I and hCA II isoenzymes, respectively.

SELECTIVE ACTIVATORS OF THE INTERMEDIATE CONDUCTANCE CA2+-ACTIVATED K+ CHANNEL KCA3.1 AND THEIR METHODS OF USE

Benzoxazole and indole type KCa3.1 activators as well as the therapeutic uses of such compounds in human or animal subjects and their use in ex vivo preservation of organs or tissues.