Cas no 75793-58-7 (8-chloroquinolin-5-amine)

8-Chloroquinolin-5-amine is a quinoline derivative characterized by the presence of a chlorine substituent at the 8-position and an amine group at the 5-position of the quinoline ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and coordination chemistry. Its structural features enable selective functionalization, making it valuable for constructing complex heterocyclic frameworks. The electron-withdrawing chlorine and nucleophilic amine group enhance reactivity in cross-coupling and substitution reactions. High purity grades are available to ensure consistent performance in research and industrial applications. Proper handling under controlled conditions is recommended due to its potential sensitivity.
8-chloroquinolin-5-amine structure
8-chloroquinolin-5-amine structure
Product Name:8-chloroquinolin-5-amine
CAS No:75793-58-7
MF:C9H7ClN2
MW:178.618280649185
MDL:MFCD09802113
CID:548000
PubChem ID:12412319
Update Time:2025-06-07

8-chloroquinolin-5-amine Chemical and Physical Properties

Names and Identifiers

    • 5-Amino-8-chloroquinoline
    • 5-Quinolinamine,8-chloro-
    • 8-chloro-5-Quinolinamine
    • 8-Chloroquinolin-5-Amine
    • 8-chloro-5-quinolinamine(SALTDATA: FREE)
    • AKOS005137080
    • A865622
    • AS-58596
    • EN300-57529
    • 75793-58-7
    • CS-0119851
    • SY041989
    • AC6766
    • DTXSID90497066
    • SCHEMBL6296165
    • 5-amino-8-chloro quinoline
    • SB67757
    • CHEMBL4851488
    • 5-Quinolinamine, 8-chloro-
    • MFCD09802113
    • 8-chloroquinolin-5-amine
    • MDL: MFCD09802113
    • Inchi: 1S/C9H7ClN2/c10-7-3-4-8(11)6-2-1-5-12-9(6)7/h1-5H,11H2
    • InChI Key: GEEHXKRRPLHNCM-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C2=CC=CN=C21)N

Computed Properties

  • Exact Mass: 178.03000
  • Monoisotopic Mass: 178.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 163
  • 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: 38.9?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.363
  • Melting Point: 154-155 oC
  • Boiling Point: 354.441 ℃ at 760 mmHg
  • Flash Point: 168.16°C
  • Refractive Index: 1.712
  • PSA: 38.91000
  • LogP: 3.05160
  • Vapor Pressure: No data available

8-chloroquinolin-5-amine 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%

8-chloroquinolin-5-amine Pricemore >>

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8-chloroquinolin-5-amine Production Method

Additional information on 8-chloroquinolin-5-amine

Introduction to 8-Chloroquinolin-5-amine (CAS No. 75793-58-7)

8-Chloroquinolin-5-amine, with the CAS number 75793-58-7, is a compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural properties and potential biological activities. This compound belongs to the class of quinolines, which are known for their diverse pharmacological effects, including antimalarial, antibacterial, and antiviral activities.

The chemical structure of 8-chloroquinolin-5-amine consists of a quinoline ring with a chlorine atom at the 8-position and an amino group at the 5-position. This specific arrangement of functional groups imparts distinct chemical and biological properties to the molecule. The presence of the chlorine atom enhances the lipophilicity of the compound, which can influence its bioavailability and cellular uptake. The amino group, on the other hand, provides opportunities for further functionalization and derivatization, making it a valuable starting material for drug discovery and development.

Recent research has focused on exploring the potential therapeutic applications of 8-chloroquinolin-5-amine. One notable area of interest is its antimalarial activity. Malaria remains a significant global health challenge, and the development of new antimalarial drugs is crucial to combat drug-resistant strains of the parasite. Studies have shown that 8-chloroquinolin-5-amine exhibits potent activity against Plasmodium falciparum, one of the most virulent species causing malaria. The mechanism of action involves disruption of parasite metabolism and inhibition of key enzymes involved in DNA replication and repair.

In addition to its antimalarial properties, 8-chloroquinolin-5-amine has also been investigated for its antibacterial and antiviral activities. Preliminary studies have demonstrated that this compound can inhibit the growth of various bacterial strains, including Gram-positive and Gram-negative bacteria. Its antiviral potential has been explored in vitro against several viruses, such as influenza and herpes simplex virus (HSV). The broad-spectrum activity of 8-chloroquinolin-5-amine makes it a promising candidate for further development as a multifunctional therapeutic agent.

The pharmacokinetic properties of 8-chloroquinolin-5-amine have also been studied to understand its behavior in biological systems. Research indicates that it has good oral bioavailability and a favorable pharmacokinetic profile, which are essential characteristics for a drug candidate. However, further studies are needed to optimize its pharmacokinetic parameters and enhance its therapeutic efficacy.

Safety and toxicity assessments are crucial steps in the drug development process. Preclinical studies have shown that 8-chloroquinolin-5-amine exhibits low toxicity at therapeutic concentrations. However, as with any new compound, comprehensive safety evaluations are required to ensure its long-term safety in humans. These assessments include in vitro cytotoxicity tests, animal toxicity studies, and genotoxicity evaluations.

The synthetic routes for preparing 8-chloroquinolin-5-amine have been well-documented in the literature. Common methods involve multi-step reactions starting from readily available precursors such as 2-aminoanthraquinone or 2-aminoacridine. These synthetic pathways provide flexibility in modifying the structure to enhance specific biological activities or improve pharmacological properties.

In conclusion, 8-chloroquinolin-5-amine (CAS No. 75793-58-7) is a promising compound with diverse biological activities and potential therapeutic applications. Its unique chemical structure and favorable pharmacokinetic properties make it an attractive candidate for further research and development in medicinal chemistry. Ongoing studies aim to elucidate its mechanisms of action, optimize its pharmacological profile, and evaluate its safety for clinical use.

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