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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

Assay

98%

mp

148-150 °C (lit.)

functional group

chloro
nitro

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

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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)
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)
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)
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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