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130222

Sigma-Aldrich

5-Nitroisoquinoline

98%

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Empirical Formula (Hill Notation):
C9H6N2O2
CAS Number:
Molecular Weight:
174.16
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

98%

form

powder

mp

106-109 °C (lit.)

SMILES string

[O-][N+](=O)c1cccc2cnccc12

InChI

1S/C9H6N2O2/c12-11(13)9-3-1-2-7-6-10-5-4-8(7)9/h1-6H

InChI key

PYGMPFQCCWBTJQ-UHFFFAOYSA-N

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5-Nitroisoquinoline 98%

130222

5-Nitroisoquinoline

5-Amino-1-pentanol ≥92.0% (GC)

123048

5-Amino-1-pentanol

2H-1,4-Benzothiazin-3(4H)-one 97%

175277

2H-1,4-Benzothiazin-3(4H)-one

5-Amino-1,3-dimethylpyrazole 97%

532223

5-Amino-1,3-dimethylpyrazole

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

mp

106-109 °C (lit.)

mp

33-35 °C (lit.)

mp

176-178 °C (lit.)

mp

65-69 °C (lit.)

form

powder

form

solid

form

-

form

-

General description

5-Nitroisoquinoline reacted with vinylmagnesium bromide to form a number of pyrroloisoquinolines. 5-Nitroisoquinoline derivatives (potential antimalarial drugs) were evaluated for mutagenic (MUT) and chromosome-damaging (CHR) activities by the Salmonella test.

Application

5-Nitroisoquinoline was used to prepare a number of pyrroloisoquinolines.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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T Orsière et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 41(2), 275-290 (2002-12-14)
The mutagenic (MUT) and chromosome-damaging (CHR) activities of 22 potential antimalarial drugs (5-nitroisoquinoline derivatives) were evaluated by the Salmonella test and the cytokinesis-blocked micronucleus assay (CBMN). The Salmonella mutagenicity test was performed with and without metabolic activation (S9 mix) in
Margarita Vlachou et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 17(3), 139-143 (2002-10-24)
A number of pyrroloisoquinolines have been prepared by reaction of 5-nitroisoquinoline with vinylmagnesium bromide followed by N-alkylation with the appropriate 2-chloro-N,N-dialkylethylamine. Their cytotoxicity was evaluated in a number of ovarian cell lines and compared to their analogous isomeric pyrroloquinolines. Two
Nelson R Vinueza et al.
Physical chemistry chemical physics : PCCP, 20(33), 21567-21572 (2018-08-11)
Two previously unreported isomeric biradicals with a 1,4-radical topology, the 1,5-didehydroisoquinolinium cation and the 4,8-didehydroisoquinolinium cation, and an additional, previously reported isomer, the 4,5-didehydroisoquinolinium cation, were studied to examine the importance of the exact location of the radical sites on

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