13230-04-1

Basic information

• Product Name: 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE
• Synonyms: 1,2-dimethyl-4-nitro-imidazol;1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE;1H-Imidazole,1,2-dimethyl-4-nitro-(9CI);1,2-Dimethyl-4-nitro-imidazole
• CAS NO: 13230-04-1
• Molecular Formula: C₅H₇N₃O₂
• Molecular Weight: 141.13
• EINECS: 236-201-7
• Product Categories: NITRO
• Mol File: 13230-04-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 179-182°C
• Boiling Point: 258.15°C (rough estimate)
• Flash Point: 143.5°C
• Appearance: /
• Density: 1.3818 (rough estimate)
• Vapor Pressure: 0.000901mmHg at 25°C
• Refractive Index: 1.6190 (estimate)
• CAS DataBase Reference: 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE(13230-04-1)
• EPA Substance Registry System: 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE(13230-04-1)

Safety Data

• Hazardous Substances Data: 13230-04-1(Hazardous Substances Data)

Usage

General Description

1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE is a chemical compound with the molecular formula C5H6N4O2. It is a yellow crystalline solid that is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also shown potential as an antimicrobial agent due to its nitro group, which can act as a bactericide and fungicide. 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE has attracted interest in the field of medicinal chemistry for its potential therapeutic applications. Additionally, 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE is a versatile building block in organic synthesis and can be used in the production of various heterocyclic compounds.

InChI:InChI=1/C5H7N3O2/c1-4-6-5(8(9)10)3-7(4)2/h3H,1-2H3

Upstream product

• 696-23-1 2-methyl-4-nitro-1H-imidazole 
• 74-88-4 methyl iodide 
• 1739-84-0 1,2-dimethyl-1H-imidazole 
• 443-48-1 metronidazole 
• 616-38-6 carbonic acid dimethyl ester 
• 551-92-8 dimetridazole 
• 77-78-1 dimethyl sulfate 
• 696-23-1 2-methyl-5-nitro-1H-imidazole 
• 22544-26-9 iodure de trimethyl-1,2,3 nitro-5 imidazolium 

Downstream Products

• 21677-57-6 5-amino-1,2-dimethyl-4-nitroimidazole 
• 145799-27-5 4-Amino-1,2-dimethylimidazole 
• 22544-26-9 iodure de trimethyl-1,2,3 nitro-5 imidazolium 

Relevant articles and documents

HETEROARYL PYRIDONE AND AZA-PYRIDONE COMPOUNDS AS INHIBITORS OF BTK ACTIVITY

Heteroaryl pyridone and aza-pyridone compounds of Formula I are provided, where one or two of X, X, and Xare N, and including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I foranddiagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

PRODRUG FORMS OF KINASE INHIBITORS AND THEIR USE IN THERAPY

The invention provides novel prodrug compounds comprising a kinase inhibitor and a reductively-activated fragmenting aromatic nitroheterocycle or aromatic nitrocarbocycle trigger, where the compound carries a positive charge. In preferred embodiments, the compounds are of Formula I: where: X is any negatively charged counterion; R1 is a group of the formula —(CH2)nTr, where Tr is an aromatic nitroheterocycle or aromatic nitrocarbocycle and —(CH2)nTr acts as a reductively-activated fragmenting trigger; and n is an integer from 0 to 6; R2, R3 and R4 may each independently be selected from aliphatic or aromatic groups of a tertiary amine kinase inhibitor (R2)(R3)(R4)N, or two of R2, R3, and R4 may form an aliphatic or aromatic heterocyclic amine ring of a kinase inhibitor, or one of R2, R3 and R4 may be absent and two of R2, R3 and R4 form an aromatic heterocyclic amine ring of a kinase inhibitor. The compounds of the invention are useful in treating proliferative diseases such as cancer.

ETUDE DE L'ISOMERISATION CATALYSEE DE NITRO-5 EN NITRO-4 IMIDAZOLES

1-Methyl-2-substituted-5-nitroimidazoles are easily rearranged in very good yields in presence of catalytic amount of CH3I affording the corresponding 4-nitroimidazoles.The synthetic usefulness of this rearrangement and some mechanistic details are discussed.