260789
8-Aminoquinoline
98%
Synonym(s):
8-Quinolinamine
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About This Item
Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
Beilstein:
114474
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
reaction suitability
reaction type: C-H Activation
reagent type: catalyst
bp
174 °C/26 mmHg (lit.)
mp
60-65 °C (lit.)
SMILES string
Nc1cccc2cccnc12
InChI
1S/C9H8N2/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H,10H2
InChI key
WREVVZMUNPAPOV-UHFFFAOYSA-N
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General description
8-Aminoquinoline fluoresce moderately to weakly in low dielectric media but not in strongly hydrogen-bonding or acidic aqueous media. The reaction of 8-aminoquinoline with chromium (III), manganese (II), iron (II) and (III), cobalt (II), nickel (II), copper (II), zinc (II), cadmium (II) and platinum (II) salts has been studied.
Application
8-Aminoquinoline has been used in:
- preparation of base-stabilized terminal borylene complex of osmium
- spectrophotometric determination of bivalent palladium
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Rumei Cheng et al.
Analytical chemistry, 84(13), 5641-5644 (2012-06-05)
By incorporating the well-known fluorophore 8-aminoquinoline into graphene oxide, we have successfully prepared a turn-on fluorescent sensor capable of specific detection of D-glucosamine with a high selectivity and sensitivity. This methodology provides a new concept for the design and development
Spectrophotometric Determination of Palladium with 8-Aminoquinoline.
Gustin VK and Sweet TR.
Analytical Chemistry, 35(1), 44-46 (1963)
Luis Carvalho et al.
Antimicrobial agents and chemotherapy, 55(9), 4204-4210 (2011-06-15)
The 8-aminoquinoline analogue sitamaquine (SQ) is an oral antileishmanial drug currently undergoing phase 2b clinical trials for the treatment of visceral leishmaniasis. In the present study, we investigated the mechanism of action of this drug in Leishmania donovani promastigotes. SQ
Kyalo Stephen Kanyiva et al.
Organic letters, 16(7), 1968-1971 (2014-03-22)
A palladium-catalyzed regioselective activation of C(sp(2))-H and C(sp(3))-H bonds of benzamides and carboxamides, followed by coupling with disilanes to afford organosilanes in moderate to high yields, with the aid of 8-aminoquinoline as a directing group, is reported. Catalytic C(sp(2))-H germanylation
Some transition metal complexes of 8-aminoquinoline.
Fanning JC and Taylor LT.
J. Inorg. Nucl. Chem., 27(10), 2217-2223 (1965)
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