81764-16-1

Basic information

• Product Name: 4-Chloro-8-aminoquinoline
• Synonyms: 4-Chloro-8-aminoquinoline;4-Chloro-8-quinolylaMine;4-Chloroquinolin-8-aMine
• CAS NO: 81764-16-1
• Molecular Formula: C₉H₇ClN₂
• Molecular Weight: 179
• Mol File: 81764-16-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 99-100 °C
• Boiling Point: 333.7±27.0 °C(Predicted)
• Appearance: /
• Density: 1.363±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.65±0.13(Predicted)
• CAS DataBase Reference: 4-Chloro-8-aminoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-8-aminoquinoline(81764-16-1)
• EPA Substance Registry System: 4-Chloro-8-aminoquinoline(81764-16-1)

Safety Data

• Hazardous Substances Data: 81764-16-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

Upstream product

• 23833-99-0 4-chloro-8-nitroquinoline 
• 23833-95-6 8-nitro-4(1H)-quinolinone 
• 25063-47-2 2,2-dimethyl-5-(((2-nitrophenyl)amino)methylene)-1,3-dioxane-4,6-dione 
• 88-74-4 2-nitro-aniline 
• 611-36-9 quinolin-4-ol 
• 611-35-8 4-chloroquinoline 
• 22200-50-6 4-chloro-7-iodoquinoline 
• 22297-71-8 7-iodo-quinolin-4-ol 
• 75698-26-9 4-chloro-7-iodo-8-nitroquinoline 

Downstream Products

• 190140-43-3 4-chloro-8-(2-nitrobenzoylamino)quinoline 
• 49713-55-5 4-chloro-8-iodoquinoline 
• 53867-96-2 4-ethoxyquinolin-8-amine 
• 1313019-87-2 N-(3-(8-aminoquinolin-4-yloxy)phenyl)-3,5-bis(trifluoromethyl)benzamide 
• 1313019-84-9 N-(4-(8-aminoquinolin-4-yloxy)-2-methylphenyl)-3,5-bis(trifluoromethyl)benzamide 

Relevant articles and documents

Direct amination of nitroquinoline derivatives via nucleophilic displacement of aromatic hydrogen

The vicarious nucleophilic substitution of hydrogen (VNS) reaction in electron-deficient nitroquinolines was studied. Properties of all new products have been characterized by several techniques: MS, HRMS, FTIR, GC-MS, electronic absorption spectroscopy, and multinuclear NMR. The structures of 4-chloro-8-nitroquinoline, 8-(tert-butyl)-2-methyl-5-nitroquinoline, 9-(8nitroquinolin-7-yl)-9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one were determined by single-crystal X-ray diffraction measurements. The 9-(8-nitroquinolin-7-yl)9H-carbazole and (Z)-7-(9H-carbazol-9-yl)-8-(hydroxyimino)quinolin-5(8H)-one illustrate the nitro/nitroso conversion within VNS reaction. Additionally, 9-(8-isopropyl-2-((8-isopropyl-2-methyl5-nitroquinolin-6-yl)methyl)-5-nitrosoquinolin-6-yl)-9H-carbazole is presented as a double VNS product. It is postulated that the potassium counterion interacts with the oxygen on the nitro group, which could influence nucleophile attack in that way.

BICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS

The present disclosure is directed to compounds of formula (I), and pharmaceutically acceptable salts thereof, as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthma, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases.

SYNTHESIS OF DERIVATIVES OF 7-IODO-4-AMINOQUINOLINES

7-Iodo- and 7,8-diiodo-4-(3-dimethylaminopropylamino)quinolines and 7-iodo-4-(3-dipropylaminopropylamino)- and 7-iodo-4-(3-diallylaminopropylamino)quinoline were obtained by the reaction of 7-iodo- and 7,8-diiodo-4-chloroquinolines with the the corresponding diamines.The catalytic hydrogenation of 7-iodo-4-(3-diallylaminopropylamino)quinoline at normal pressure leads to 7-iodo-4-(3-dipropylaminopropylamino)quinoline.