All Photos(2)

260789

Sigma-Aldrich

8-Aminoquinoline

98%

Synonym(s):
8-Quinolinamine
Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
Beilstein:
114474
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

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

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

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

Certificate of Analysis

Certificate of Origin

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
Spectrophotometric Determination of Palladium with 8-Aminoquinoline.
Gustin VK and Sweet TR.
Analytical Chemistry, 35(1), 44-46 (1963)
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
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
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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