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Merck
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123617

Sigma-Aldrich

Benzo[h]quinoline

97%

Sinónimos:

1-Naphthoquinoline, 7,8-Benzoquinoline

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About This Item

Fórmula empírica (notación de Hill):
C13H9N
Número de CAS:
230-27-3
Peso molecular:
179.22
Beilstein/REAXYS Number:
120249
EC Number:
205-937-0
MDL number:
MFCD00004984
UNSPSC Code:
12352100
PubChem Substance ID:
24847579
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

bp

338 °C/719 mmHg (lit.)

mp

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

InChI key

WZJYKHNJTSNBHV-UHFFFAOYSA-N

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Application

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
M Wilhelm et al.
Journal of chromatography. A, 878(2), 171-181 (2000-06-24)
A method for the simultaneous determination of 22 nitrogen-containing polynuclear aromatic hydrocarbons (PAHs) (15 azaarenes and seven amino-PAHs) in the gaseous products of the thermal degradation of polymers is described. After desorption and clean-up using cation-exchange chromatography (PRS cartridge) the
E C Riesgo et al.
Inorganic chemistry, 40(14), 3413-3422 (2001-06-26)
The Friedländer condensation was employed to synthesize two series of 3,3'-polymethylene bridged ligands, L, based on 2-(2'-pyridyl)-benzo[h]quinoline and 2,2'-bibenzo[h]quinoline (BHQ) along with the fully aromatic naphtho[1,2-b]-1,10-phenanthroline. Complexes [Cu(L)(2)](+) were prepared as their perchlorate or hexafluorophosphate salts. The solution state structures
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)
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
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