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21721-92-6

21721-92-6 structure

Name: Nitrefazole
Chemical Name: 2-methyl-4-nitro-1-(4-nitrophenyl)imidazole
CAS Number: 21721-92-6
Molecular Formula: C₁₀H₈N₄O₄
Molecular Weight: 248.19500
Catalog: Signaling Pathways Metabolic Enzyme/Protease Aldehyde Dehydrogenase (ALDH)
Create Date: 2018-07-12 11:19:53
Modify Date: 2025-08-22 09:51:12
Nitrefazole is a 4-nitroimidazole derivative with strong and long lasting inhibition of aldehyde dehydrogenase (ALDH), an enzyme involved in the metabolism of alcohol.

Name	2-methyl-4-nitro-1-(4-nitrophenyl)imidazole
Synonyms	Nitrefazol [INN-Spanish] 2-methyl-4-nitro-1-(4-nitro-phenyl)-1H-imidazole 1-(p-nitrophenyl)-2-methyl-4-nitroimidazole Nitrefazolum [INN-Latin] EINECS 244-542-8 BT-985 Nitrefazole 2-Methyl-4-nitro-1-(4-nitrophenyl)imidazol Altimol EMD-15,700 nitrefazol 1-(4-nitrophenyl)-2-methyl-4-nitroimidazole

Description	Nitrefazole is a 4-nitroimidazole derivative with strong and long lasting inhibition of aldehyde dehydrogenase (ALDH), an enzyme involved in the metabolism of alcohol.
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> Aldehyde Dehydrogenase (ALDH) Research Areas >> Metabolic Disease
References	[1]. Koda LY, Madamba SG, Bloom FE. Hypotensive response of ethanol in rats pretreated with disulfiram or nitrefazole. Life Sci. 1984;35(16):1659-1665. [2]. Zorzano A, Herrera E. Differences in the kinetic properties and sensitivity to inhibitors of human placental, erythrocyte, and major hepatic aldehyde dehydrogenase isoenzymes. Biochem Pharmacol. 1990;39(5):873-878.

Density	1.53g/cm3
Boiling Point	484.9ºC at 760 mmHg
Molecular Formula	C₁₀H₈N₄O₄
Molecular Weight	248.19500
Flash Point	247.1ºC
Exact Mass	248.05500
PSA	109.46000
LogP	3.04350
Vapour Pressure	1.48E-09mmHg at 25°C
Index of Refraction	1.686

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NI7615000

CHEMICAL NAME :: Imidazole, 2-methyl-4-nitro-1-(p-nitrophenyl)-

CAS REGISTRY NUMBER :: 21721-92-6

BEILSTEIN REFERENCE NO. :: 0546441

LAST UPDATED :: 199612

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C10-H8-N4-O4

MOLECULAR WEIGHT :: 248.22

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4813 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1119 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 5501 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1475 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: >6400 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - cat

DOSE/DURATION :: 4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3200 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 1845 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 8,861,1983

HS Code	2933290090

73225-15-7

21722-04-3

21721-92-6

Literature: Klink; Pachler; Gottschlich Arzneimittel-Forschung/Drug Research, 1985 , vol. 35, # 8 p. 1220 - 1222

Precursor 1
73225-15-7
DownStream 0

HS Code	2933290090
Summary	2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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