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MilliporeSigma

367532

5-Chloro-1-methyl-4-nitroimidazole

98%

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About This Item

Empirical Formula (Hill Notation):
C4H4ClN3O2
CAS Number:
Molecular Weight:
161.55
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
225-521-2
MDL number:
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Product Name

5-Chloro-1-methyl-4-nitroimidazole, 98%

InChI key

OSJUNMSWBBOTQU-UHFFFAOYSA-N

InChI

1S/C4H4ClN3O2/c1-7-2-6-4(3(7)5)8(9)10/h2H,1H3

SMILES string

Cn1cnc(c1Cl)[N+]([O-])=O

assay

98%

mp

148-150 °C (lit.)

functional group

chloro
nitro

Quality Level

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Application

5-Chloro-1-methyl-4-nitroimidazole (CMNI) is suitable for use in the rapid mix experiments to investigate the mechanism of anomalous radiosensitization of mammalian cells by CMNI. It may be used in the synthesis of 5-aryl-1-methyl-4-nitroimidazoles, via Suzuki coupling with arylboronic acids, catalyzed by dichlorobis-(triphenylphosphine)palladium(II), K2CO3 and tetrabutylammonium bromide.

General description

5-Chloro-1-methyl-4-nitroimidazole is an 4-nitroimidazole derivative.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J Watras et al.
Neoplasma, 34(3), 253-259 (1987-01-01)
The transplantable rhabdomyosarcoma in WAG/Rij rats was used to test the in vivo effectiveness of 1-methyl-2-chloro-4-nitroimidazole (P13) and its analog 1-(2-hydroxy-3-methoxy-propyl)-2-chloro-4-nitroimidazole (P40) as tumor-cell radiosensitizers after their i.p. administration at low doses. The results indicate that both compounds administered repeatedly
Are ortho-substituted 4-nitroimidazoles a new generation of radiation-induced arylating agents?
E D Clarke et al.
International journal of radiation biology and related studies in physics, chemistry, and medicine, 37(4), 463-468 (1980-04-01)
Rapid-mix studies on the anomalous radiosensitization of mammalian cells by 5-chloro-1-methyl-4-nitromidazole.
M E Watts et al.
International journal of radiation biology and related studies in physics, chemistry, and medicine, 38(6), 673-675 (1980-12-01)
The kinetics of the reaction of 'anomalous' 4-nitroimidazole radiosensitizers with thiols.
P Wardman
International journal of radiation biology and related studies in physics, chemistry, and medicine, 41(2), 231-235 (1982-02-01)
Occupational allergic contact dermatitis from 5-chloro-1-methyl-4-nitroimidazole.
R Jolanki et al.
Contact dermatitis, 36(1), 53-54 (1997-01-01)

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