Skip to Content
Merck
All Photos(2)

Key Documents

367532

Sigma-Aldrich

5-Chloro-1-methyl-4-nitroimidazole

98%

Sign Into View Organizational & Contract Pricing


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.)

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

Looking for similar products? Visit Product Comparison Guide

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.

related product

Product No.
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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

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)
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service