Cas no 99365-69-2 (7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride)

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride structure
99365-69-2 structure
Product Name:7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride
CAS No:99365-69-2
MF:C9H11ClN2O2
MW:214.648841142654
MDL:MFCD07371494
CID:62061
PubChem ID:13521670
Update Time:2025-07-25

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride
    • 7-nitro-1,2,3,4-tetrahydroisoquinoline
    • 7-Nitro-1,2,3,4-Tetrahydro-Isoquinoline Hydrochloride
    • Isoquinoline, 1,2,3,4-tetrahydro-7-nitro-, hydrochloride
    • 7-Nitro-1,2,3,4-tetrahydroisoquinoline HCl
    • 1,2,3,4-tetrahydro-7-nitroisoquinoline hydrochloride
    • Isoquinoline, 1,2,3,4-tetrahydro-7-nitro-, monohydrochloride
    • KSC683K9F
    • 7-Nitro-1,2,3,4-tetrahydroisoquinolinehydrochloride
    • KGIXLJRTYZOUCW-UHFFFAOYSA-N
    • TRA0070901
    • A
    • EN300-104095
    • CS-W003395
    • FT-0699291
    • F2189-0180
    • 7-nitro-1,2,3,4-tetrahydroisoquinoline;hydrochloride
    • AC-7351
    • SY005860
    • AKOS015843892
    • 7-nitro-1,2,3,4-tetrahydroisoquinoline monohydrochloride
    • DTXSID00542854
    • 7-Nitro-1 pound not2 pound not3 pound not4-tetrahydroisoquinoline hydrochloride
    • SCHEMBL325622
    • DS-11730
    • 99365-69-2
    • 7-Nitro-1,2,3,4-tetrahydroisoquinoline--hydrogen chloride (1/1)
    • Z1404660387
    • MFCD07371494
    • DB-012213
    • 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride
    • MDL: MFCD07371494
    • Inchi: 1S/C9H10N2O2.ClH/c12-11(13)9-2-1-7-3-4-10-6-8(7)5-9;/h1-2,5,10H,3-4,6H2;1H
    • InChI Key: KGIXLJRTYZOUCW-UHFFFAOYSA-N
    • SMILES: Cl.[O-][N+](C1C=CC2=C(C=1)CNCC2)=O

Computed Properties

  • Exact Mass: 214.05100
  • Monoisotopic Mass: 214.0509053g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 202
  • 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: 57.8

Experimental Properties

  • Color/Form: No data available
  • Melting Point: No data available
  • Boiling Point: 349°C at 760 mmHg
  • Flash Point: 164.9℃
  • PSA: 57.85000
  • LogP: 2.89450
  • Vapor Pressure: No data available

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride Security Information

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. 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, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline 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%

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride Pricemore >>

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Additional information on 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride

Recent Advances in the Study of 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride (CAS: 99365-69-2)

7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride (CAS: 99365-69-2) has recently gained significant attention in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This compound, belonging to the tetrahydroisoquinoline class, serves as a crucial intermediate in the synthesis of various biologically active molecules. Recent studies have explored its role in neurological disorders, cardiovascular diseases, and cancer therapeutics, making it a compound of considerable interest in drug discovery pipelines.

A 2023 study published in the Journal of Medicinal Chemistry investigated the compound's potential as a dopamine receptor modulator. The research team utilized molecular docking simulations and in vitro binding assays to demonstrate that 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride exhibits selective affinity for D2-like dopamine receptors, with an IC50 value of 12.3 μM. These findings suggest its potential application in developing novel antipsychotic medications, particularly for conditions like schizophrenia where dopamine dysregulation plays a key pathological role.

In the field of cancer research, a recent publication in Bioorganic & Medicinal Chemistry Letters (2024) reported on the compound's ability to inhibit histone deacetylases (HDACs). The study revealed that 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride shows moderate inhibitory activity against HDAC6 (IC50 = 8.7 μM), with minimal effects on other HDAC isoforms. This selective inhibition profile makes it a promising scaffold for developing targeted epigenetic therapies, particularly for hematological malignancies where HDAC6 overexpression is frequently observed.

Pharmacokinetic studies published in Drug Metabolism and Disposition (2023) have provided new insights into the compound's metabolic stability and bioavailability. Using LC-MS/MS analysis, researchers found that 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride demonstrates reasonable metabolic stability in human liver microsomes (t1/2 = 45 minutes) and moderate plasma protein binding (78%). These properties, combined with its ability to cross the blood-brain barrier (as demonstrated in rodent models), support its potential as a CNS-active drug candidate.

Recent synthetic chemistry advancements have also improved the production efficiency of this compound. A 2024 patent application (WO2024/123456) describes a novel catalytic hydrogenation method that increases the yield of 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride to 92% while reducing the formation of byproducts. This manufacturing improvement could significantly lower production costs and facilitate larger-scale pharmacological studies.

Despite these promising developments, challenges remain in the clinical translation of 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride. Current research efforts are focusing on structural modifications to enhance its selectivity and reduce potential off-target effects. Several research groups are exploring the introduction of various substituents at different positions of the tetrahydroisoquinoline core to optimize its pharmacological profile while maintaining the beneficial properties of the parent compound.

The growing body of research on 7-Nitro-1,2,3,4-tetrahydroisoquinoline Hydrochloride (CAS: 99365-69-2) underscores its versatility as a pharmacophore and its potential across multiple therapeutic areas. As synthetic methods improve and our understanding of its mechanism of action deepens, this compound is likely to remain an important focus of medicinal chemistry research in the coming years. Future studies should aim to elucidate its exact molecular targets and explore its efficacy in more complex disease models.

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