ChemicalBook--->CAS DataBase List--->578-68-7

578-68-7

578-68-7 Structure

578-68-7 Structure
IdentificationMore
[Name]

4-Aminoguinoline
[CAS]

578-68-7
[Synonyms]

4-AMINOQUINOLINE
4-QUINOLINAMINE
4-Quinolylamine
QUINOLIN-4-YLAMINE
4-Aminoguinoline
Quinolin-4-amine
[EINECS(EC#)]

640-116-4
[Molecular Formula]

C9H8N2
[MDL Number]

MFCD00463448
[Molecular Weight]

144.17
[MOL File]

578-68-7.mol
Questions And AnswerBack Directory
[Preparation]

Research has found that, under transition metal-free conditions, a series of 4-Aminoguinoline and their derivatives can be synthesized via a three-component one-pot method using amines, benzenesulfonyl acetonitrile, and dimethyl sulfoxide as substrates through catalytic oxidation cyclization reactions.
Chemical PropertiesBack Directory
[Melting point ]

151.0 and le 155.0 °C
[Boiling point ]

312.78°C (estimate)
[density ]

1.1148 (estimate)
[refractive index ]

1.7080 (estimate)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystalline
[pka]

9.17(at 20℃)
[color ]

White to Yellow to Orange
[Detection Methods]

HPLC
[InChI]

InChI=1S/C9H8N2/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H,(H2,10,11)
[InChIKey]

FQYRLEXKXQRZDH-UHFFFAOYSA-N
[SMILES]

N1C2C(=CC=CC=2)C(N)=CC=1
[CAS DataBase Reference]

578-68-7(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P271-P261-P280
[Hazard Codes ]

Xn
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[RIDADR ]

2811
[WGK Germany ]

WGK 3
[HS Code ]

29334900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Diethyl ether-->Sulfuric acid-->Acetic acid-->Nitric acid-->Sodium carbonate-->Chloroform-->Sodium sulfate-->Acetone-->Hydrogen peroxide-->Iron-->Quinoline-->4-Azidoquinoline-->3-Amino-4-chloroquinoline
[Preparation Products]

Quinoline-4-boronic acid-->4-Amino-3-bromoquinoline-->4-Bromoquinoline
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-aminoquinoline(578-68-7).msds
Hazard InformationBack Directory
[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/jm0002073
Tetrahedron 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

4-Aminoguinoline(578-68-7)MS
4-Aminoguinoline(578-68-7)1HNMR
4-Aminoguinoline(578-68-7)IR1
4-Aminoguinoline(578-68-7)IR2
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