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123617

Sigma-Aldrich

Benzo[h]chinolin

97%

Synonym(e):

α-Naphthochinolin, 7,8-Benzochinolin

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About This Item

Empirische Formel (Hill-System):
C13H9N
CAS-Nummer:
230-27-3
Molekulargewicht:
179.22
Beilstein:
120249
EG-Nummer:
205-937-0
MDL-Nummer:
MFCD00004984
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847579
NACRES:
NA.22

Assay

97%

Form

solid

bp

338 °C/719 mmHg (lit.)

mp (Schmelzpunkt)

48-50 °C (lit.)

SMILES String

c1ccc2c(c1)ccc3cccnc23

InChI

1S/C13H9N/c1-2-6-12-10(4-1)7-8-11-5-3-9-14-13(11)12/h1-9H

InChIKey

WZJYKHNJTSNBHV-UHFFFAOYSA-N

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Anwendung

Benzo[h]quinoline was used to study the mutagenic activities of benzo[f]quinoline, benzo[h]quinolone and a number of their derivatives in strain TA 100 of Salmonella typhimurium. It was used in determination of nitrogen-containing polynuclear aromatic hydrocarbons in the gaseous products of the thermal degradation of polymers by HPLC- fluorescence detection. It was used as starting reagent for the synthesis of osmium and ruthenium complexes containing an N-heterocyclic carbene ligand.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

235.4 °F - closed cup

Flammpunkt (°C)

113 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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p-Arsanilsäure

Sigma-Aldrich

A9258

p-Arsanilsäure

Chinolin reagent grade, 98%

Sigma-Aldrich

241571

Chinolin

Dibenz[c,h]acridin BCR®, certified reference material

BCR156R

Dibenz[c,h]acridin

1-Phenylpyrazol 97%

Sigma-Aldrich

278289

1-Phenylpyrazol

Benz[g]isochinolin-5,10-dion 99%

Sigma-Aldrich

282219

Benz[g]isochinolin-5,10-dion

E J LaVoie et al.
Carcinogenesis, 4(9), 1133-1138 (1983-09-01)
Benzo[f]quinoline and benzo[h]quinoline are widespread environmental pollutants which have been found to be mutagenic. The metabolism of benzo[f]quinoline and benzo[h]quinoline was investigated using a liver homogenate from Aroclor-pretreated rats. The metabolites of benzo[f]quinoline which were identified were 7,8-dihydroxy-7,8-dihydrobenzo[f]quinoline, 9,10-dihydroxy-9,10-dihydrobenzo[f]quinoline, 7-hydroxybenzo[f]quinoline
Marko Weimar et al.
Organic & biomolecular chemistry, 11(1), 31-34 (2012-10-17)
The challenging coupling of 10-halobenzo[h]quinolines with ortho-substituted aryl boronic acids has been achieved using Pd(OAc)(2)/P(O)Ph(3) as the catalytic system. High yields were obtained for diversely functionalised substrates under mild reaction conditions.
E J LaVoie et al.
Japanese journal of cancer research : Gann, 78(2), 139-143 (1987-02-01)
The environmental occurrence and mutagenic activity of quinoline and benzoquinolines are well-documented. In this study, the relative carcinogenic activities of quinoline, benzo[f]quinoline, benzo[h]quinoline, and phenanthridine were evaluated in newborn mice. Mice were injected intraperitoneally on the first, eighth, and fifteenth
Hanumantharao Paritala et al.
Bioorganic & medicinal chemistry letters, 19(6), 1584-1587 (2009-02-27)
G-quadruplexes are unusual structures formed from guanine-rich sequences of nucleic acids. G-quadruplexes have been postulated to play important roles in a number of biological systems including gene regulation and the inhibition of enzyme function. Recently, our laboratory reported on the
John B Sutherland et al.
Applied microbiology and biotechnology, 67(3), 405-411 (2005-04-28)
Cultures of Umbelopsis ramanniana (=Mucor ramannianus) were grown in fluid Sabouraud medium for 3 days, dosed with 0.23 mM benzo[f]quinoline, benzo[h]quinoline, or phenanthridine (benzo[c]quinoline), and incubated for another 18 days. Cultures were extracted and metabolites (66-75% of the UV absorbance)
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