Cas no 71331-02-7 (7-Chloro-8-nitroquinoline)

7-Chloro-8-nitroquinoline is a heterocyclic organic compound featuring a quinoline backbone substituted with chlorine at the 7-position and a nitro group at the 8-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing nitro group enhances electrophilic substitution potential, while the chloro substituent offers versatility for further functionalization. Its well-defined crystalline form ensures consistent purity and handling properties. The compound is particularly useful in the development of antimicrobial and antimalarial agents due to its bioactive quinoline core. Suitable for controlled reactions, it is often employed in cross-coupling and nucleophilic aromatic substitution processes.
7-Chloro-8-nitroquinoline structure
7-Chloro-8-nitroquinoline structure
Product Name:7-Chloro-8-nitroquinoline
CAS No:71331-02-7
MF:C9H5ClN2O2
MW:208.601200819016
MDL:MFCD00837755
CID:545706
PubChem ID:459714
Update Time:2025-10-28

7-Chloro-8-nitroquinoline Chemical and Physical Properties

Names and Identifiers

    • 7-Chloro-8-nitroquinoline
    • 7-BROMO-8-NITROQUINOLINE
    • Quinoline, 7-chloro-8-nitro-
    • 7-Chlor-8-nitro-chinolin
    • 7-chloro-8-(nitro)quinoline
    • 8-nitro-7-chloroquinoline
    • Quinoline,7-chloro-8-nitro
    • FT-0701822
    • CS-0322578
    • 7-chloro-8-nitro-quinoline
    • SB70659
    • DTXSID80332694
    • AKOS016001993
    • A866460
    • AE-842/31981014
    • 71331-02-7
    • SCHEMBL10615047
    • AHRUOBCIEORMLN-UHFFFAOYSA-N
    • EN300-3493346
    • DB-008503
    • MDL: MFCD00837755
    • Inchi: 1S/C9H5ClN2O2/c10-7-4-3-6-2-1-5-11-8(6)9(7)12(13)14/h1-5H
    • InChI Key: AHRUOBCIEORMLN-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=CC=CN=C2C=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 208.00400
  • Monoisotopic Mass: 208.0039551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 231
  • 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: 58.7?2

Experimental Properties

  • PSA: 58.71000
  • LogP: 3.31960

7-Chloro-8-nitroquinoline 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-Chloro-8-nitroquinoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A189007771-1g
7-Chloro-8-nitroquinoline
71331-02-7 95%
1g
$326.48 2023-09-01
Chemenu
CM132646-1g
7-chloro-8-nitroquinoline
71331-02-7 95%
1g
$356 2021-08-05
Chemenu
CM132646-1g
7-chloro-8-nitroquinoline
71331-02-7 95%
1g
$352 2024-07-24
Enamine
EN300-3493346-1g
7-chloro-8-nitroquinoline
71331-02-7
1g
$499.0 2023-09-03
Enamine
EN300-3493346-5g
7-chloro-8-nitroquinoline
71331-02-7
5g
$1448.0 2023-09-03
Enamine
EN300-3493346-10g
7-chloro-8-nitroquinoline
71331-02-7
10g
$2146.0 2023-09-03
Enamine
EN300-3493346-0.05g
7-chloro-8-nitroquinoline
71331-02-7
0.05g
$419.0 2023-09-03
Enamine
EN300-3493346-0.1g
7-chloro-8-nitroquinoline
71331-02-7
0.1g
$439.0 2023-09-03
Enamine
EN300-3493346-0.25g
7-chloro-8-nitroquinoline
71331-02-7
0.25g
$459.0 2023-09-03
Enamine
EN300-3493346-0.5g
7-chloro-8-nitroquinoline
71331-02-7
0.5g
$479.0 2023-09-03

Additional information on 7-Chloro-8-nitroquinoline

Research Brief on 7-Chloro-8-nitroquinoline (CAS: 71331-02-7): Recent Advances and Applications

7-Chloro-8-nitroquinoline (CAS: 71331-02-7) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its versatile pharmacological properties. Recent studies have explored its potential as a scaffold for drug development, particularly in antimicrobial, anticancer, and anti-inflammatory applications. This research brief synthesizes the latest findings on this compound, highlighting its mechanisms of action, synthetic pathways, and therapeutic potential.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 7-Chloro-8-nitroquinoline exhibits potent antibacterial activity against multidrug-resistant strains of Staphylococcus aureus and Escherichia coli. The compound's mechanism involves the inhibition of bacterial DNA gyrase, a critical enzyme for DNA replication. Structural modifications, such as the introduction of electron-withdrawing groups at the 8-position, were found to enhance its efficacy while reducing cytotoxicity in mammalian cells.

In the context of cancer research, a team from the University of Cambridge reported in Nature Chemical Biology that 7-Chloro-8-nitroquinoline derivatives selectively target the PI3K/AKT/mTOR signaling pathway, which is frequently dysregulated in various cancers. The lead compound, designated as CNQ-101, showed promising results in preclinical models of breast and lung cancer, with a favorable pharmacokinetic profile and minimal off-target effects.

Another notable advancement is the use of 7-Chloro-8-nitroquinoline as a fluorescent probe for bioimaging. Researchers at MIT developed a nitroquinoline-based probe that selectively binds to amyloid-beta plaques, enabling real-time visualization of Alzheimer's disease progression in murine models. This innovation opens new avenues for early diagnosis and therapeutic monitoring of neurodegenerative disorders.

The synthesis of 7-Chloro-8-nitroquinoline has also seen improvements. A recent Organic Letters publication detailed a one-pot, catalyst-free method that achieves a 92% yield under mild conditions, addressing previous challenges related to scalability and environmental impact. This advancement is expected to facilitate large-scale production for clinical and industrial applications.

In conclusion, 7-Chloro-8-nitroquinoline (CAS: 71331-02-7) continues to be a molecule of high interest in chemical biology and drug discovery. Its multifaceted applications—from antimicrobial and anticancer agents to diagnostic tools—underscore its potential to address unmet medical needs. Future research should focus on optimizing its pharmacokinetic properties and exploring novel derivatives to expand its therapeutic repertoire.

Recommended suppliers
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
Shandong Feiyang Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Feiyang Chemical Co., Ltd
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Senfeida Chemical Co., Ltd