578-68-7

Basic information

• Product Name: 4-Aminoguinoline
• Synonyms: 4-AMinoquinoline hydrochloride;QUINOLIN-4-YLAMINE;4-QUINOLINAMINE;4-Quinolylamine;4-AMINOQUINOLINE;4-Aminoguinoline;Quinolin-4-amine;4-Aminoquinoline ,98%
• CAS NO: 578-68-7
• Molecular Formula: C₉H₈N₂
• Molecular Weight: 144.17
• EINECS: -0
• Product Categories: pharmacetical
• Mol File: 578-68-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 151.0 and le 155.0 °C
• Boiling Point: 312.78°C (estimate)
• Flash Point: 181.19 °C
• Appearance: /
• Density: 1.1148 (estimate)
• Vapor Pressure: 0.000147mmHg at 25°C
• Refractive Index: 1.7080 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.17(at 20℃)
• CAS DataBase Reference: 4-Aminoguinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminoguinoline(578-68-7)
• EPA Substance Registry System: 4-Aminoguinoline(578-68-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-36-22-41
• Safety Statements: 26-36/37/39-39
• RIDADR: 2811
• Hazardous Substances Data: 578-68-7(Hazardous Substances Data)

Usage

Chemical Properties

Light brown to grey solid

Uses

4-Quinolinamine and its derivatives are commonly used as anti-malarial drugs and also have potential therapeutic effects on patients afflicted with arthritis (and/or related diseases).

Synthesis Reference(s)

Journal of Medicinal Chemistry, 43, p. 4667, 2000 DOI: 10.1021/jm0002073Tetrahedron Letters, 39, p. 1313, 1998 DOI: 10.1016/S0040-4039(97)10877-2

Purification Methods

It has been purified by zone refining and recrystallisation from *C6H6, EtOH or H2O. The hydrochloride has m 308o (from MeOH), and the picrate has m 277o (from EtOH). [Albert et al. J Chem Soc 2240 1948, Beilstein 22 III/IV 4611, 22/10 V 341.]

InChI:InChI=1/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11)/p+1

Upstream product

• 4363-95-5 quinoline-4-carboxamide 
• 7726-95-6 bromine 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 91-22-5 quinoline 
• 108-88-3 toluene 
• 56-23-5 tetrachloromethane 
• 32112-94-0 4-quinolyl azide 
• 14213-02-6 3-azidoquinoline 

Downstream Products

• 32433-28-6 4-Acetamino-chinolin 
• 93945-98-3 sulfanilic acid-[4]quinolylamide 
• 2400-75-1 Echinopsidin 
• 24667-93-4 1-methyl-1H-quinolin-4-one-imine; hydriodide 
• 394-70-7 4-Fluoroquinoline 
• 611-35-8 4-chloroquinoline 
• 36825-36-2 3-bromo-quinolin-4-ylamine 
• 116632-55-4 6-nitro-[4]quinolylamine 
• 3964-04-3 4-bromoquinoline 
• 71314-94-8 1-vinyl-4-quinolone 
• 2508-86-3 4-aminoquinoline 1-oxide 
• 220843-83-4 1-(4-methoxy-2-methylphenyl)-3-quinolin-4-ylurea hydrochloride 
• 1246747-46-5 C₂₇H₂₂ClN₃O 
• 1348580-86-8 4-(3-biphenyl-4-yl-5-ethyl-4H-1,2,4-triazol-4-yl)quinoline 

Relevant articles and documents

Amide derivatives and nociceptin antagonists

The present invention relates to a compound of the formula [1′] wherein R2is lower alkyl optionally substituted by hydroxy, amino and the like, ring B is phenyl, thienyl and the like, E is a single bond, —O—, —S— and the like, ring G is aryl, heterocyclic group and the like, R5is halogen atom, hydroxy, lower alkyl optionally substituted by halogen atom etc., and the like, t is 0 or an integer of 1 to 5, when t is an integer of 2 to 5, each R5may be the same or different, m is 0 or an integer of 1 to 8, and n is 0 or an integer of 1 to 4, and a nociceptin antagonist containing compound [1′] as an active ingredient. The compound [1′] shows, due to nociceptin antagonistic action, analgesic effect against sharp pain such as postoperative pain and the like. The present invention also relates to the use of certain amide derivative inclusive of compound [1′] as a nociceptin antagonist or analgesic.