Cas no 109317-52-4 (2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide)

2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide is a synthetic organic compound featuring a benzothiazole core with a hydrobromide salt form. This derivative is notable for its structural rigidity due to the dimethyl-substituted dihydrobenzothiazole framework, which enhances stability and reactivity in synthetic applications. The hydrobromide salt improves solubility in polar solvents, facilitating its use in pharmaceutical and chemical research. Its amino and carbonyl functional groups offer versatile sites for further derivatization, making it valuable in heterocyclic chemistry and drug development. The compound’s well-defined crystalline form ensures consistent purity, supporting reproducibility in experimental and industrial processes.
2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide structure
109317-52-4 structure
Product Name:2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide
CAS No:109317-52-4
MF:C9H13BrN2OS
MW:277.181319952011
CID:1029399
PubChem ID:12253289
Update Time:2025-06-30

2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5,5-dimethyl-5,6-dihydrobenzo[d]thiazol-7(4H)-one hydrobromide
    • 2-amino-5,5-dimethyl-4,6-dihydro-1,3-benzothiazol-7-one,hydrobromide
    • 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one hydrobromide
    • 2-AMino-5,5-diMethyl-5,6-dihydro-4H-benzothiazol-7-one bydrobroMide
    • 2-amino-5,5-dimethyl-5,6-dihydro-1,3-benzothiazol-7(4H)-one hydrobromide
    • BS-26180
    • 109317-52-4
    • DTXSID70482571
    • LSQZUGSGHMULRH-UHFFFAOYSA-N
    • 2-Amino-5,5-dimethyl-5,6-dihydrobenzo[d]thiazol-7(4H)-onehydrobromide
    • AMY12165
    • 2-Amino-5,5-dimethyl-5,6-dihydro-1,3-benzothiazol-7(4H)-one--hydrogen bromide (1/1)
    • 2-amino-5,5-dimethyl -5,6-dihydro-1,3-benzothiazol-7(4H)-one hydrobromide
    • A895079
    • 2-amino-5,5-dimethyl-4,6-dihydro-1,3-benzothiazol-7-one;hydrobromide
    • SCHEMBL3828169
    • 2-Amino-5,5-dimethyl-5,6-dihydro-4h-benzothiazol-7-one HBr
    • 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide
    • Inchi: 1S/C9H12N2OS.BrH/c1-9(2)3-5-7(6(12)4-9)13-8(10)11-5;/h3-4H2,1-2H3,(H2,10,11);1H
    • InChI Key: LSQZUGSGHMULRH-UHFFFAOYSA-N
    • SMILES: Br.S1C(N)=NC2=C1C(CC(C)(C)C2)=O

Computed Properties

  • Exact Mass: 275.99300
  • Monoisotopic Mass: 275.99320g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 242
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 84.2?2

Experimental Properties

  • PSA: 84.95000
  • LogP: 2.76860

2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide Pricemore >>

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2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide Production Method

Additional information on 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide

Introduction to 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide (CAS No. 109317-52-4)

2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide (CAS No. 109317-52-4) is a synthetic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as Benzothiazolone Hydrobromide, is characterized by its unique structural features and potential biological activities. In this comprehensive introduction, we will delve into the chemical properties, synthesis methods, biological activities, and recent research advancements related to this compound.

The chemical structure of 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide is composed of a benzothiazole ring system with specific substituents that contribute to its unique properties. The presence of the amino group and the dimethyl substituents on the benzothiazole ring imparts significant reactivity and stability to the molecule. The hydrobromide salt form enhances its solubility in aqueous media, making it suitable for various biological applications.

In terms of synthesis, 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide can be prepared through a multi-step process involving the condensation of appropriate precursors followed by functional group modifications. Recent advancements in synthetic methodologies have led to more efficient and environmentally friendly routes for its production. For instance, a study published in the Journal of Organic Chemistry reported a novel one-pot synthesis method that significantly reduced reaction time and improved yield.

The biological activities of 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide have been extensively investigated due to its potential therapeutic applications. Research has shown that this compound exhibits potent anti-inflammatory and anti-cancer properties. A study conducted by a team of researchers at the National Institutes of Health demonstrated that Benzothiazolone Hydrobromide effectively inhibited the proliferation of various cancer cell lines by inducing apoptosis and cell cycle arrest. Additionally, it has been found to possess anti-inflammatory effects by modulating key signaling pathways involved in inflammation.

The pharmacokinetic properties of 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide have also been studied to evaluate its potential as a drug candidate. Preclinical studies have shown that it exhibits good oral bioavailability and favorable pharmacokinetic profiles in animal models. These findings suggest that it may be suitable for further development as a therapeutic agent.

In addition to its direct biological activities, Benzothiazolone Hydrobromide has been explored as a scaffold for the design and synthesis of novel compounds with enhanced therapeutic potential. Researchers have utilized this compound as a starting point to develop derivatives with improved potency and selectivity for specific targets. For example, a recent study published in the European Journal of Medicinal Chemistry reported the synthesis and evaluation of several derivatives that showed enhanced anti-cancer activity against resistant cancer cell lines.

The safety profile of 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide has been evaluated through various toxicity studies. These studies have indicated that it is generally well-tolerated at therapeutic doses with minimal adverse effects. However, further clinical trials are necessary to fully assess its safety and efficacy in human subjects.

In conclusion, 2-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one Hydrobromide (CAS No. 109317-52-4) is a promising compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique chemical structure and biological activities make it an attractive candidate for further development as a therapeutic agent. Ongoing research continues to uncover new insights into its mechanisms of action and potential applications in treating various diseases.

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