39061-97-7

Basic information

• Product Name: 4-Chloro-3-nitroquinoline
• Synonyms: QUINOLINE, 4-CHLORO-3-NITRO-;4-CHLORO-3-NITROQUINOLINE;4-Chloro-3-nitroquinoline ,98%;3-Nitro-4-chloroquinoline;4-Chloro-3-nitroqulinoline
• CAS NO: 39061-97-7
• Molecular Formula: C₉H₅ClN₂O₂
• Molecular Weight: 208.6
• EINECS: 1533716-785-6
• Product Categories: pharmacetical;Quinoline&Isoquinoline;API intermediates;Aromatics Compounds;Quinoline;Aromatics;Heterocycles;Intermediates
• Mol File: 39061-97-7.mol
• Article Data: 25

Chemical Properties

• Melting Point: 121-122°C
• Boiling Point: 333.757 °C at 760 mmHg
• Flash Point: 155.651 °C
• Appearance: yellow crystal powder
• Density: 1.484 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.688
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -0.28±0.24(Predicted)
• CAS DataBase Reference: 4-Chloro-3-nitroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-3-nitroquinoline(39061-97-7)
• EPA Substance Registry System: 4-Chloro-3-nitroquinoline(39061-97-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 39061-97-7(Hazardous Substances Data)

Usage

Description

4-Chloro-3-nitroquinoline, with the CAS number 39061-97-7, is a yellow crystal powder that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure and properties make it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
4-Chloro-3-nitroquinoline is used as a synthetic building block for the development of complex organic molecules. Its chemical properties allow it to be a key component in the synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Chloro-3-nitroquinoline is used as a starting material for the synthesis of various therapeutic agents. Its unique structure and reactivity enable the creation of novel drug candidates with potential applications in treating a variety of diseases and medical conditions.
Used in Agrochemical Industry:
4-Chloro-3-nitroquinoline also finds application in the agrochemical industry, where it is used as a precursor for the development of new pesticides and other crop protection agents. Its chemical versatility allows for the design of innovative products that can help address the challenges faced by the agricultural sector.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 4-Chloro-3-nitroquinoline is utilized as an intermediate for the production of various colorants and pigments. Its yellow crystal powder form contributes to the development of a range of hues and shades, enhancing the color palette available for various applications.
Used in Research and Development:
4-Chloro-3-nitroquinoline is also employed in research and development settings, where it serves as a valuable tool for exploring new chemical reactions and understanding the underlying mechanisms. Its unique properties make it an attractive candidate for studying various aspects of organic chemistry and contributing to the advancement of scientific knowledge in this field.

InChI:InChI=1/C9H5ClN2O2/c10-9-6-3-1-2-4-7(6)11-5-8(9)12(13)14/h1-5H

Upstream product

• 118-92-3 anthranilic acid 
• 56-57-5 4-nitroquinoline-N-oxide 
• 611-36-9 quinolin-4-ol 
• 2099-63-0 anthranilic acid hydrochloride 
• 121845-92-9 2-<2-nitroethylideneamino>benzoic acid 
• 125836-07-9 3-nitro-4-(1H)-quinolone 
• 50332-66-6 3-nitro-quinolin-4-ol 

Downstream Products

• 99009-93-5 3-nitro-N-phenylquinolin-4-amine 
• 58401-43-7 3-amino-4-chloroquinoleine 
• 42606-33-7 3-nitro-4-aminoquinoline 
• 123438-64-2 4-<(2-methylphenyl)amino>-3-nitroquinoline 
• 79965-62-1 3-nitro-4-methylquinoline 
• 81547-04-8 N-Benzyl-N'-(3-nitro-quinolin-4-yl)-guanidine 
• 145297-30-9 3-Nitro-4-phenylquinoline 
• 99009-85-5 N-(2-methylpropyl)-3-nitro-4-quinolinamine 
• 99009-89-9 4-ethylamino-3-nitroquinoline 
• 129655-57-8 2-methyl-1-(3-nitroquinolin-4-ylamino)propan-2-ol 
• 18527-94-1 (3-nitro-quinolin-4-yl)-phenethyl-amine 
• 99023-70-8 N-benzyl-3-nitroquinolin-4-amine 
• 890086-92-7 2-cyclohexyl-1H-imidazo[4,5-c]quinoline 
• 890086-97-2 2-cyclohexyl-1H-imidazo[4,5-c]quinoline 5-oxide 

Relevant articles and documents

Design, synthesis, and biological activity of TLR7-based compounds for chemotherapy-induced alopecia

Hair loss is a common dermatosis symptom and side-effect in cancer chemotherapeutics. Imiquimod application at mid and late telogen activated the hair follicle stem cells leading to premature hair cycle entry. Based on quinoline structure, a newly synthesized compound 6b displayed proliferation activity in vitro and in vivo through branch chain replacement and triazole ring cyclization. Toll-like receptors (TLRs) are also critical mediators of the immune system, and their activation is linked to various diseases. The present study aimed to expand new agonists within co-crystallization of TLR7 (PDB code: 5GMH); however, biological assays of NF-κB activity and NO-inhibition indicated that five selected compounds were TLR7 antagonists. Molecular docking indicated the binding mode differences: antagonists binding TLR7 in a different direction and interacting with adjacent TLR7 with difficulty in forming dimers.

IMIDAZOQUINOLINE-TYPE COMPOUNDS AND USES THEREOF

Provided in the present disclosure are imidazoquinoline-type compounds, methods for their preparation, pharmaceutical compositions thereof and their use, wherein the imidazoquinoline-type compounds, upon local administration, form depots inducing cell mediated immune response while mitigating a systemic proinflammatory immune response.

SUBSTITUTED IMIDAZOQUINOLINES

The invention relates to imidazoquinoline derivatives and to pharmaceutical compositions containing the imidazoquinoline derivatives. The imidazoquinoline derivatives of the invention are useful as toll-like receptor agonists, in particular agonists of TLR7, and promote induction of certain cytokines.