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367532

5-Chloro-1-methyl-4-nitroimidazole

Name: 5-Chloro-1-methyl-4-nitroimidazole
Brand: ALDRICH

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About This Item

Empirical Formula (Hill Notation):

C₄H₄ClN₃O₂

CAS Number:

4897-25-0

Molecular Weight:

161.55

NACRES:

NA.22

PubChem Substance ID:

24862766

UNSPSC Code:

12352100

EC Number:

225-521-2

MDL number:

MFCD00233664

Assay:

98%

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Properties

Quality Level

100

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

Description

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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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

Regulatory Information

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2-Chloro-4-nitroimidazole radiosensitizers of hypoxic tumor cells in vivo.

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)

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Global Trade Item Number

SKU	GTIN
367532-5G	04061831827378