Cas no 89793-81-7 (7-nitrobenzodthiazol-2-amine)

7-Nitrobenzothiazol-2-amine is a nitro-substituted benzothiazole derivative with significant utility in organic synthesis and pharmaceutical research. Its structure features a nitro group at the 7-position of the benzothiazole ring, enhancing its reactivity as an intermediate in the preparation of heterocyclic compounds. This compound is particularly valued for its role in the synthesis of dyes, fluorescent probes, and biologically active molecules due to its electron-withdrawing nitro group, which influences electronic properties and binding interactions. It exhibits stability under standard conditions and can be further functionalized, making it a versatile building block for advanced chemical applications.
7-nitrobenzodthiazol-2-amine structure
7-nitrobenzodthiazol-2-amine structure
Product Name:7-nitrobenzodthiazol-2-amine
CAS No:89793-81-7
MF:C7H5N3O2S
MW:195.198499441147
MDL:MFCD01237562
CID:61313
PubChem ID:4325724
Update Time:2025-05-20

7-nitrobenzodthiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 7-Nitrobenzo[d]thiazol-2-amine
    • 7-Nitro-1,3-benzothiazol-2-amine
    • 2-AMINO-7-NITROBENZOTHIAZOLE
    • 2-Benzothiazolamine,7-nitro-(9CI)
    • 7-nitro-2-Benzothiazolamine
    • PubChem24298
    • 2-Benzothiazolamine,7-nitro-
    • JMRCAIHFSHXPPH-UHFFFAOYSA-N
    • 7-nitro-1,3-benzothiazol-2-ylamine
    • AB08415
    • FCH1167081
    • AX8223317
    • AB0062437
    • Z5301
    • ST24024552
    • 793N817
    • A843314
    • 7-Nitro-2-benzothiazolamine (ACI)
    • Benzothiazole, 2-amino-7-nitro- (6CI, 7CI)
    • DB-078483
    • 7-Nitro-1,3-benzothiazol-2-amine;2-Benzothiazolamine,7-nitro-(9CI)
    • AKOS016003383
    • 7-nitro-1,3-benzothiazol-2-amine;7-Nitrobenzo[d]thiazol-2-amine
    • 89793-81-7
    • CS-W008888
    • AC-27161
    • MFCD01237562
    • AE-641/30076021
    • 2-amino-7-nitro-1,3-benzothiazole
    • DTXSID00401957
    • SY103125
    • Z1255435304
    • DS-2374
    • SCHEMBL3286052
    • EN300-157399
    • 7-nitrobenzodthiazol-2-amine
    • MDL: MFCD01237562
    • Inchi: 1S/C7H5N3O2S/c8-7-9-4-2-1-3-5(10(11)12)6(4)13-7/h1-3H,(H2,8,9)
    • InChI Key: JMRCAIHFSHXPPH-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C2=C(N=C(N)S2)C=CC=1)=O

Computed Properties

  • Exact Mass: 195.01000
  • Monoisotopic Mass: 195.01024758g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 220
  • 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
  • Topological Polar Surface Area: 113
  • XLogP3: 1.9

Experimental Properties

  • Density: 1.621
  • Boiling Point: 411.7°C at 760 mmHg
  • PSA: 112.97000
  • LogP: 2.89110

7-nitrobenzodthiazol-2-amine Security Information

  • Hazard Statement: H302-H315-H319-H335
  • Storage Condition:Keep in dark place,Inert atmosphere,Room temperature

7-nitrobenzodthiazol-2-amine Customs Data

  • HS CODE:2934200090
  • Customs Data:

    China Customs Code:

    2934200090

    Overview:

    2934200090. Other compounds containing a benzothiazole ring. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934200090. other compounds containing in the structure a benzothiazole ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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7-nitrobenzodthiazol-2-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Bromine Solvents: Acetic acid ,  Water ;  rt → 0 °C; 0 - 10 °C; 1 h, 5 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  2 h, reflux
Reference
Synthesis and anti-microbial activity of some new 2-Amino substituted benzothiazole derivatives
Malik, Jitender K.; Manvi, F. V.; Nanjwade, B. K.; Singh, Sanjiv, Journal of Pharmacy Research, 2009, 2(9), 1383-1384

Production Method 2

Reaction Conditions
1.1 Reagents: Bromine Solvents: Acetic acid ,  Water ;  rt → 0 °C; 0 - 10 °C; 1 h, 5 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  2 h, reflux
Reference
Synthesis and screening of some new 2-amino substituted-benzothiazole derivatives for antifungal activity
Malik, Jitender K.; Manvi, F. V.; Nanjwade, B. K.; Singh, Sanjiv, Drug Invention Today, 2009, 1(1), 32-34

Production Method 3

Reaction Conditions
1.1 Reagents: Sulfuric acid ;  1.5 h, reflux
Reference
Synthesis and antibacterial activity of some 2- substituted amino benzothiazole derivatives
Shinde, N. C.; Pawar, P. Y., Asian Journal of Pharmaceutical Technology and Innovation, 2016, 4(17), 155-159

Production Method 4

Reaction Conditions
1.1 Reagents: Bromine Solvents: Acetic acid ;  < rt; 15 min, < 0 °C; 2 h, < rt; 10 h, rt; overnight, rt
Reference
Synthesis and anti-inflammatory activity of 2-amino substituted benzothiazoles
Pattan, Shashikant R.; Pujar, V. D.; Dighe, Nachiket S.; Musmade, Deepak S.; Hiremath, S. N.; et al, Asian Journal of Research in Chemistry, 2010, 3(1), 113-115

7-nitrobenzodthiazol-2-amine Raw materials

7-nitrobenzodthiazol-2-amine Preparation Products

Additional information on 7-nitrobenzodthiazol-2-amine

7-Nitrobenzodthiazol-2-Amine: A Comprehensive Overview

The compound 7-nitrobenzodthiazol-2-amine (CAS No. 89793-81-7) is a highly specialized organic compound with significant applications in various scientific and industrial fields. This compound belongs to the class of benzodthiazoles, which are heterocyclic aromatic compounds known for their unique chemical properties and reactivity. The presence of the nitro group at the 7-position and the amine group at the 2-position imparts distinctive electronic and structural characteristics to this molecule, making it a valuable component in numerous research and development activities.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 7-nitrobenzodthiazol-2-amine through various routes, including condensation reactions and oxidative coupling methods. These methods have been optimized to enhance yield and purity, ensuring that the compound meets the stringent requirements of modern research applications. The synthesis of this compound often involves multi-step processes, where intermediates such as benzodthiazole precursors are subjected to nitration and subsequent amination steps to achieve the final product.

The structural integrity of 7-nitrobenzodthiazol-2-amine is further highlighted by its ability to participate in diverse chemical transformations. For instance, the nitro group can be reduced to an amino group under specific conditions, opening up possibilities for functionalization and modification. This flexibility has made the compound a valuable substrate in medicinal chemistry, where it serves as a building block for designing bioactive molecules with potential therapeutic applications.

In terms of applications, 7-nitrobenzodthiazol-2-amine has found significant use in materials science, particularly in the development of advanced materials such as polymers and composites. Its ability to act as a precursor for functional materials has been extensively explored in recent studies, where researchers have demonstrated its role in enhancing the mechanical and thermal properties of polymer-based systems. Additionally, this compound has been utilized in catalysis, where its unique electronic properties enable it to act as a catalyst or catalyst precursor in various organic transformations.

The pharmacological potential of 7-nitrobenzodthiazol-2-amine has also been a focal point of recent research efforts. Studies have shown that this compound exhibits promising bioactivity against various disease models, including cancer and neurodegenerative disorders. Its ability to modulate key cellular pathways and interact with biological targets makes it a compelling candidate for drug discovery programs. Furthermore, ongoing research is focused on understanding its mechanism of action at the molecular level, which could pave the way for its clinical application.

From an environmental perspective, the eco-friendly synthesis and application of 7-nitrobenzodthiazol-2-amine have gained attention due to increasing concerns over sustainability. Researchers are exploring green chemistry approaches to minimize waste generation and reduce energy consumption during its production. These efforts align with global initiatives aimed at promoting environmentally benign chemical processes.

In conclusion, 7-nitrobenzodthiazol-2-amine (CAS No. 89793-81-7) stands as a versatile compound with multifaceted applications across various scientific disciplines. Its unique chemical properties, coupled with recent advancements in synthesis and application techniques, position it as a key player in driving innovation across industries. As research continues to uncover new potentials for this compound, its role in shaping future technologies and therapies is expected to grow significantly.

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