Cas no 89795-79-9 (1,2-benzothiazol-7-amine)

1,2-benzothiazol-7-amine structure
1,2-benzothiazol-7-amine structure
Product Name:1,2-benzothiazol-7-amine
CAS No:89795-79-9
MF:C7H6N2S
MW:150.200939655304
CID:728432
PubChem ID:198657
Update Time:2025-04-24

1,2-benzothiazol-7-amine Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzisothiazol-7-amine(9CI)
    • 1,2-Benzisothiazol-7-amine
    • 1,2-benzothiazol-7-amine
    • 7-Amino-1,2-benzisothiazole
    • Inchi: 1S/C7H6N2S/c8-6-3-1-2-5-4-9-10-7(5)6/h1-4H,8H2
    • InChI Key: NEROCZWWNXWPOV-UHFFFAOYSA-N
    • SMILES: C12SN=CC=1C=CC=C2N

Computed Properties

  • Exact Mass: 150.025
  • Monoisotopic Mass: 150.025
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 129
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.6

Experimental Properties

  • Density: 1.383
  • Boiling Point: 232.5°C at 760 mmHg
  • Flash Point: 94.4°C
  • Refractive Index: 1.763

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Additional information on 1,2-benzothiazol-7-amine

1,2-Benzisothiazol-7-amine (CAS No. 89795-79-9): A Comprehensive Overview

1,2-Benzisothiazol-7-amine (commonly referred to as Benzisothiazole amine) is a chemical compound with the CAS registry number 89795-79-9. This compound belongs to the class of heterocyclic aromatic amines and has garnered significant attention in recent years due to its versatile applications in various fields, including pharmaceuticals, agrochemicals, and materials science. The structure of 1,2-Benzisothiazol-7-amine consists of a benzene ring fused with an isothiazole ring, which contains an amine group at the 7-position. This unique structure endows the compound with distinctive electronic and steric properties, making it a valuable building block in organic synthesis.

Recent studies have highlighted the potential of 1,2-Benzisothiazol-7-amine as a precursor for the synthesis of bioactive molecules. For instance, researchers have explored its role in the development of novel anti-inflammatory agents and antioxidants. The compound's ability to act as a nucleophile in various coupling reactions has made it a key intermediate in the synthesis of complex heterocycles. Moreover, its application in the preparation of advanced materials, such as conductive polymers and metal-organic frameworks (MOFs), has been reported in several high-profile journals.

The synthesis of 1,2-Benzisothiazol-7-amine typically involves multi-step processes that include cyclization reactions and functional group transformations. One common approach involves the reaction of an appropriate thioamide with a benzene derivative under specific conditions to form the isothiazole ring. Subsequent amino group introduction is achieved through reductive amination or other amine-forming reactions. The optimization of these synthetic routes has been a focus of recent research efforts, with chemists striving to develop more efficient and environmentally friendly methods.

In terms of applications, 1,2-Benzisothiazol-7-amine has shown promise in the agrochemical industry as a component in fungicides and herbicides. Its ability to inhibit key enzymes involved in plant pathogen growth has been demonstrated in several laboratory studies. Additionally, the compound has been investigated for its potential use in catalysis, where it serves as a ligand or catalyst precursor in various organic transformations. Its role in asymmetric catalysis has been particularly notable, with reports of improved enantioselectivity in certain reactions.

From an environmental perspective, the biodegradability and toxicity of 1,2-Benzisothiazol-7-amine have been assessed in recent studies. These studies indicate that under controlled conditions, the compound exhibits moderate biodegradability and low acute toxicity to aquatic organisms. However, further research is required to fully understand its long-term environmental impact and to develop strategies for safe handling and disposal.

In conclusion, 1,2-Benzisothiazol-7-amine (CAS No. 89795-79-9) is a versatile and intriguing compound with a wide range of applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers working on drug discovery, material science, and catalysis. As advancements in synthetic methodologies and application development continue to emerge, the significance of this compound is expected to grow further within both academic and industrial settings.

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