241571

Sigma-Aldrich

Quinoline

reagent grade, 98%

Synonym(s):
2,3-Benzopyridine, 1-Benzazine
Empirical Formula (Hill Notation):
C9H7N
CAS Number:
Molecular Weight:
129.16
Beilstein/REAXYS Number:
107477
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

grade

reagent grade

vapor density

4.5 (vs air)

vapor pressure

0.07 mmHg ( 20 °C)

assay

98%

autoignition temp.

896 °F

refractive index

n20/D 1.625 (lit.)

bp

113-114 °C/11 mmHg (lit.)
237 °C (lit.)

mp

−17-−13 °C (lit.)

density

1.093 g/mL at 25 °C (lit.)

SMILES string

c1ccc2ncccc2c1

InChI

1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H

InChI key

SMWDFEZZVXVKRB-UHFFFAOYSA-N

Gene Information

human ... CYP2D6(1565)

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General description

Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N.Quinoline derivatives are prevalent in a variety of pharmacologically active synthetic and natural compounds. Quinolines have antiseptic, antipyretic, and antiperiodic properties and are used as antimalarials and for preparing other antimalarial drugs.

Application

Quinoline and its derivatives are widely used as fungicides, biocides, antibiotics, alkaloids, dyes, rubber chemicals, and flavoring agents. Additional industrial applications include their use as corrosion inhibitors, preservatives, and as solvents for resins and terpenes, and in transition-metal complex catalysis for uniform polymerization and luminescence chemistry. They are also used in manufacturing oil soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds. Quinoline is a catabolite of tryptophan, a fundamental structure in some antihypertensive agents such as the peripheral vasodilators prazosin and doxazosin.

Packaging

5, 100, 500 g in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2656 6.1 / PGIII

WGK Germany

WGK 2

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Certificate of Analysis

Certificate of Origin

Yeongkwon Son et al.
International journal of environmental research and public health, 17(8) (2020-04-23)
Dangerous levels of harmful chemicals in electronic cigarette (e-cigarette) aerosols were reported by several studies, but variability in e-cigarette design and use patterns, and a rapid development of new devices, such as JUUL, hamper efforts to develop standardized testing protocols...
Nanotube composite carbon fibers
Andrews R, et al.
Applied Physics Letters, 75(9), 1329-1331 (1999)
Marella A, et al.
Saudi Pharmaceutical Journal : SPJ : The Official Publication of the Saudi Pharmaceutical Society, 21(1), 1-2 (2013)
Margarita A Gonzalez et al.
Inorganic chemistry, 51(21), 11930-11940 (2012-10-24)
The unusual role of CO as a signaling molecule in several physiological pathways has spurred research in the area of synthesizing new CO-releasing molecules (CORMs) as exogenous CO donors. Auxiliary control on CO delivery can be achieved if CO can...
Yoshiaki Yasutake et al.
FEBS letters, 588(1), 105-110 (2013-11-26)
The cytochrome P450 RauA from Rhodococcus erythropolis JCM 6824 catalyzes the hydroxylation of a nitrogen atom in the quinolone ring of aurachin, thereby conferring strong antibiotic activity on the aurachin alkaloid. Here, we report the crystal structure of RauA in...

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