Cas no 134136-00-8 (ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate)

Ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate is a heterocyclic compound featuring a benzothiazole core fused with a cyclohexene ring, functionalized with an ester group at the 6-position and an amino group at the 2-position. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals and agrochemicals. The tetrahydrobenzothiazole scaffold is valued for its potential bioactivity, while the ester moiety enhances reactivity for further derivatization. The compound's stability and well-defined reactivity profile make it suitable for use in medicinal chemistry research, including the development of CNS-targeting agents or enzyme inhibitors. Its synthetic accessibility and modifiable functional groups contribute to its utility in exploratory organic synthesis.
ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate structure
134136-00-8 structure
Product Name:ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate
CAS No:134136-00-8
MF:C10H14N2O2S
MW:226.295361042023
MDL:MFCD13195375
CID:1027567
PubChem ID:15101101
Update Time:2025-10-22

ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate
    • ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate
    • 2-amino-4,5,6,7-tetrahydrobenzothiazole-6-carboxylic acid ethyl ester
    • ethyl 2-amino-4,5,6,7-tetrahydro-6-benzothiazolecarboxylate
    • A887958
    • STL555162
    • CS-0095960
    • 6-Benzothiazolecarboxylic acid, 2-amino-4,5,6,7-tetrahydro-, ethyl ester
    • SEWZIOVTGXEYEZ-UHFFFAOYSA-N
    • SCHEMBL1030772
    • BBL101366
    • AU-004/43508238
    • AS-41236
    • DTXSID50568201
    • MFCD13195375
    • 134136-00-8
    • Ethyl 2-Amino-4,5,6,7-tetrahydrobenzothiazole-6-carboxylate
    • 2-Amino-4,5,6,7-tetrahydro-benzothiazole-6-carboxylic acid ethyl ester
    • Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate, 95%
    • Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate, AldrichCPR
    • Ethyl2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate
    • SY240242
    • AKOS005258323
    • EN300-749054
    • MDL: MFCD13195375
    • Inchi: 1S/C10H14N2O2S/c1-2-14-9(13)6-3-4-7-8(5-6)15-10(11)12-7/h6H,2-5H2,1H3,(H2,11,12)
    • InChI Key: SEWZIOVTGXEYEZ-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC2=C1CC(C(=O)OCC)CC2

Computed Properties

  • Exact Mass: 226.07800
  • Monoisotopic Mass: 226.07759887g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 250
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 93.4?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 380.9±30.0 °C at 760 mmHg
  • Flash Point: 184.146°C
  • Refractive Index: 1.592
  • PSA: 93.45000
  • LogP: 1.97450
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate Security Information

ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate 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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ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate Production Method

Additional information on ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate

Research Brief on Ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate (CAS: 134136-00-8)

Ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate (CAS: 134136-00-8) is a benzothiazole derivative that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its unique heterocyclic structure, has been explored for its pharmacological properties, including neuroprotective, anti-inflammatory, and anticancer activities. The benzothiazole core is a privileged scaffold in drug design, often associated with diverse biological activities, making this compound a promising candidate for further investigation.

Recent studies have focused on the synthesis and optimization of ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate to enhance its bioavailability and therapeutic efficacy. Researchers have employed various synthetic routes, including multi-step organic reactions, to produce this compound with high purity and yield. Advanced spectroscopic techniques, such as NMR and mass spectrometry, have been utilized to confirm its structural integrity. These efforts are critical for ensuring the compound's suitability for preclinical and clinical studies.

One of the key areas of interest is the compound's potential as a neuroprotective agent. In vitro and in vivo studies have demonstrated its ability to modulate oxidative stress and reduce neuronal damage, suggesting possible applications in neurodegenerative diseases such as Alzheimer's and Parkinson's. Additionally, its anti-inflammatory properties have been investigated, with promising results indicating its potential to inhibit pro-inflammatory cytokines and pathways. These findings highlight the compound's versatility and therapeutic potential.

Another significant aspect of recent research involves the exploration of ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate in oncology. Preliminary studies have shown that this compound can induce apoptosis in certain cancer cell lines, possibly through the inhibition of key signaling pathways. Researchers are also investigating its synergistic effects with existing chemotherapeutic agents, aiming to enhance treatment outcomes while minimizing side effects. These studies are still in the early stages, but the results are encouraging.

Despite the promising findings, challenges remain in the development of ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate as a therapeutic agent. Issues such as solubility, metabolic stability, and potential toxicity need to be addressed through further structural modifications and pharmacokinetic studies. Collaborative efforts between chemists, biologists, and pharmacologists are essential to overcome these hurdles and advance the compound toward clinical trials.

In conclusion, ethyl 2-amino-4,5,6,7-tetrahydro-1,3-benzothiazole-6-carboxylate (CAS: 134136-00-8) represents a promising molecule with diverse pharmacological applications. Ongoing research is focused on optimizing its properties and elucidating its mechanisms of action, paving the way for its potential use in treating various diseases. As the scientific community continues to explore this compound, it is expected to play a significant role in the future of drug discovery and development.

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