367532
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
225-521-2
MDL number:
Assay:
98%
InChI key
OSJUNMSWBBOTQU-UHFFFAOYSA-N
InChI
1S/C4H4ClN3O2/c1-7-2-6-4(3(7)5)8(9)10/h2H,1H3
SMILES string
Cn1cnc(c1Cl)[N+]([O-])=O
assay
98%
mp
148-150 °C (lit.)
functional group
chloro, nitro
Quality Level
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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.
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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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)
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)
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