Cas no 867285-14-1 (4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine)

4,4-Dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine is a heterocyclic organic compound featuring a benzothiazole core with a tetrahydro modification and an amine functional group at the 2-position. Its structure, incorporating two methyl groups at the 4-position, enhances steric stability and influences its reactivity profile. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a building block for bioactive molecules. The saturated ring system improves solubility compared to aromatic analogs, while the amine group offers versatility for further derivatization. Its well-defined synthetic pathway and stability under standard conditions make it a reliable intermediate for specialized applications.
4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine structure
867285-14-1 structure
Product Name:4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine
CAS No:867285-14-1
MF:C9H14N2S
MW:182.285860538483
MDL:MFCD23351961
CID:3252514
PubChem ID:11528461
Update Time:2025-11-02

4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-BENZOTHIAZOLAMINE, 4,5,6,7-TETRAHYDRO-4,4-DIMETHYL-
    • 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine
    • 981-165-4
    • 4,4-DIMETHYL-6,7-DIHYDRO-5H-1,3-BENZOTHIAZOL-2-AMINE
    • AKOS018399534
    • Z1350646842
    • 867285-14-1
    • CS-0239676
    • SCHEMBL14433469
    • 4,5,6,7-tetrahydro-4,4-dimethyl-2-Benzothiazolamine
    • EN300-217523
    • DS-016769
    • SJB28514
    • MDL: MFCD23351961
    • Inchi: 1S/C9H14N2S/c1-9(2)5-3-4-6-7(9)11-8(10)12-6/h3-5H2,1-2H3,(H2,10,11)
    • InChI Key: QPCCZQZWCFTCOU-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC2=C1CCCC2(C)C

Computed Properties

  • Exact Mass: 182.08776963g/mol
  • Monoisotopic Mass: 182.08776963g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 181
  • 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
  • XLogP3: 2.6
  • Topological Polar Surface Area: 67.2?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 305.7±11.0 °C at 760 mmHg
  • Flash Point: 138.7±19.3 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine Security Information

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4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine Related Literature

Additional information on 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine

Comprehensive Guide to 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine (CAS No. 867285-14-1): Properties, Applications, and Market Insights

4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine (CAS No. 867285-14-1) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This bicyclic amine derivative belongs to the benzothiazole family, a class of heterocyclic compounds known for their diverse biological activities. The presence of the dimethyl and tetrahydro groups in its structure enhances its stability and modulates its reactivity, making it a valuable intermediate in synthetic chemistry.

The compound's molecular formula is C9H16N2S, with a molecular weight of 184.30 g/mol. Its unique structure features a benzothiazole core fused with a saturated six-membered ring, which contributes to its lipophilicity and potential bioavailability. Researchers are particularly interested in its amine functional group, which can participate in hydrogen bonding and serve as a handle for further chemical modifications. The 4,4-dimethyl substitution pattern also influences the compound's conformational flexibility, a critical factor in drug design.

In recent years, 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine has emerged as a key building block in the development of novel therapeutic agents. Its structural motifs are frequently found in compounds targeting central nervous system (CNS) disorders, a hot topic in medicinal chemistry. The benzothiazole scaffold is known to interact with various biological targets, including enzymes and receptors involved in neurodegenerative diseases. This has led to increased demand for high-purity 867285-14-1 in preclinical research and drug discovery programs.

The synthesis of 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine typically involves cyclization reactions starting from appropriately substituted cyclohexanone derivatives. Recent advancements in green chemistry approaches have focused on optimizing these synthetic routes to improve yields and reduce environmental impact—a concern frequently raised in modern chemical manufacturing. The compound's stability under various pH conditions makes it suitable for diverse formulation strategies, addressing another common query in pharmaceutical development circles.

Beyond pharmaceuticals, CAS 867285-14-1 finds applications in material science, particularly in the design of organic semiconductors and photocatalysts. The benzothiazole core's electron-rich nature contributes to interesting optoelectronic properties, aligning with current research trends in renewable energy technologies. This dual applicability in life sciences and advanced materials has positioned the compound as a versatile research chemical with growing commercial importance.

Market analysis indicates steady growth in the availability of 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine from specialty chemical suppliers. Quality specifications often emphasize ≥98% purity levels, with HPLC and NMR characterization becoming standard requirements. The compound's shelf life and storage conditions (typically 2-8°C under inert atmosphere) are frequently searched parameters by laboratory purchasers, reflecting practical concerns in chemical inventory management.

From a regulatory perspective, 867285-14-1 is not currently classified under restricted substance lists in major markets, though proper safety protocols should always be followed during handling. The compound's safety profile and structure-activity relationships continue to be active areas of investigation, particularly regarding its metabolic fate in biological systems—a subject of numerous recent publications.

Future research directions for 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine may explore its potential as a precursor for bioconjugates or prodrugs, leveraging its amine functionality for targeted delivery systems. The growing interest in AI-assisted drug discovery has also brought attention to such scaffold-rich compounds, as they represent valuable starting points for virtual screening and molecular modeling exercises.

For researchers sourcing this chemical, important considerations include supplier reliability, batch-to-batch consistency, and availability of analytical certificates. The compound's price point varies depending on quantity and purity grade, with custom synthesis options becoming increasingly available to meet specific research needs. These practical aspects form frequent discussion points in scientific forums and procurement platforms.

In summary, 4,4-dimethyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-amine (CAS No. 867285-14-1) represents a chemically intriguing and commercially relevant compound with multifaceted applications. Its structural features continue to inspire innovation across pharmaceutical development and advanced materials research, making it a compound worth watching in the evolving landscape of specialty chemicals.

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