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367532

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

148-150 °C (lit.)

SMILES string

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

InChI

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

InChI key

OSJUNMSWBBOTQU-UHFFFAOYSA-N

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General description

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

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.

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Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
M E Watts et al.
International journal of radiation oncology, biology, physics, 12(7), 1135-1138 (1986-07-01)
The "extra" radiosensitization seen with GSH-reactive nitro compounds is too large to be accounted for by GSH-depletion acting independently--there must be competition. The GS-conjugate leaks out of cells slowly and is trapped at high concentrations. Its properties, such as concentration
The effect of electron-affinic radiosensitizers on ATP levels in V79 379A Chinese hamster cells.
R J Hodgkiss
Biochemical pharmacology, 36(3), 393-396 (1987-02-01)
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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