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275581

Sigma-Aldrich

6-Aminoquinoline

98%

Synonym(s):

6-Quinolinamine

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
580-15-4
Molecular Weight:
144.17
Beilstein:
113320
EC Number:
209-453-0
MDL number:
MFCD00006803
UNSPSC Code:
12352100
PubChem Substance ID:
24856657
NACRES:
NA.22

Assay

98%

form

solid

bp

146 °C/0.3 mmHg (lit.)

mp

115-119 °C (lit.)

SMILES string

Nc1ccc2ncccc2c1

InChI

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

InChI key

RJSRSRITMWVIQT-UHFFFAOYSA-N

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Application

6-Aminoquinoline was used as an internal standard in determining serum nicotine and cotinine simultaneously by using high-performance liquid chromatography (HPLC)-fluorometric detection with a postcolumn ultraviolet-photoirradiation system. It was also used as a fluorescent derivatizing agent for the detection of biochemicals and in the synthesis of tertiary N-methylated enaminonesa.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jong Bae Seo et al.
PloS one, 10(12), e0144432-e0144432 (2015-12-15)
Hydrolysis of phosphatidylinositol 4,5-bisphosphate (PIP2) of the plasma membrane by phospholipase C (PLC) generates two critical second messengers, inositol-1,4,5-trisphosphate and diacylglycerol. For the enzymatic reaction, PIP2 binds to positively charged amino acids in the pleckstrin homology domain of PLC. Here
W Nashabeh et al.
Journal of chromatography, 600(2), 279-287 (1992-05-29)
The electrophoretic behavior of derivatized linear and branched oligosaccharides from various sources was examined in capillary zone electrophoresis with polyether-coated fused-silica capillaries. Two UV-absorbing (also fluorescent) derivatizing agents (2-aminopyridine and 6-aminoquinoline) were utilized for the electrophoresis and sensitive detection of
S A Cohen et al.
Analytical biochemistry, 211(2), 279-287 (1993-06-01)
A highly reactive amine derivatizing reagent, 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate, has been synthesized. In a rapid, one-step procedure, the compound reacts with amino acids to form stable unsymmetric urea derivatives which are readily amenable to analysis by reversed phase HPLC. Studies on
Pierre-Jean Aragon et al.
Chemical & pharmaceutical bulletin, 52(6), 659-663 (2004-06-10)
Indoloquinoline alkaloid cryptolepine and pyridocarbazole alkaloid ellipticine are of great interest because in vitro and in vivo studies revealed their good cytotoxic properties. In order to obtain some biologically active analogs of these compounds, we developped a synthesis based on
Bryan P Ruddy et al.
Journal of controlled release : official journal of the Controlled Release Society, 306, 83-88 (2019-06-01)
Subcutaneous delivery of nicotine was performed using a novel electrically-operated needle-free jet injector, and compared to hypodermic needle delivery in a porcine model. Nicotine was delivered as a single, one-milligram dose into the abdominal skin, formulated as a 50 microliter
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