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123617

Sigma-Aldrich

Benzo[h]quinoline

97%

Sinônimo(s):

1-Naphthoquinoline, 7,8-Benzoquinoline

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About This Item

Fórmula empírica (Notação de Hill):
C13H9N
Número CAS:
230-27-3
Peso molecular:
179.22
Beilstein:
120249
Número CE:
205-937-0
Número MDL:
MFCD00004984
Código UNSPSC:
12352100
ID de substância PubChem:
24847579
NACRES:
NA.22

Nível de qualidade

100

Ensaio

97%

Formulário

solid

p.e.

338 °C/719 mmHg (lit.)

pf

48-50 °C (lit.)

cadeia de caracteres SMILES

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

chave InChI

WZJYKHNJTSNBHV-UHFFFAOYSA-N

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Aplicação

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
STBK4665
STBJ5277
STBH6133
STBG9472
STBG2041V

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Sigma-Aldrich

A9258

p-Arsanilic acid

Quinoline reagent grade, 98%

Sigma-Aldrich

241571

Quinoline

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

BCR156R

Dibenz[c,h]acridine

1-Phenylpyrazole 97%

Sigma-Aldrich

278289

1-Phenylpyrazole

Benz[g]isoquinoline-5,10-dione 99%

Sigma-Aldrich

282219

Benz[g]isoquinoline-5,10-dione

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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