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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
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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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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
Certificates of Analysis (COA)
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Are ortho-substituted 4-nitroimidazoles a new generation of radiation-induced arylating agents?
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International journal of radiation biology and related studies in physics, chemistry, and medicine, 37(4), 463-468 (1980-04-01)
J Watras et al.
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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
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R J Hodgkiss
Biochemical pharmacology, 36(3), 393-396 (1987-02-01)
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
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