705-19-1

Basic information

• Product Name: 2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL
• Synonyms: 1-(2-Hydroxyethyl)-2-methyl-4-nitroimidazole;2-(2-Methyl-4-nitro-1-imidazolyl)ethanol;2-Methyl-4-nitro-1H-imidazole-1-ethanol;Isometronidazol;RP 8979;2-(2-methyl-4-nitro-1H-imidazol-1-yl)ethanol;2-Methyl-4-nitroimidazole-1-ethanol;Imidazole-1-ethanol, 2-methyl-4-nitro-
• CAS NO: 705-19-1
• Molecular Formula: C₆H₉N₃O₃
• Molecular Weight: 171.15396
• Mol File: 705-19-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 405.4 °C at 760 mmHg
• Flash Point: 199 °C
• Appearance: /
• Density: 1.45 g/cm³
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.44±0.10(Predicted)
• CAS DataBase Reference: 2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL(705-19-1)
• EPA Substance Registry System: 2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL(705-19-1)

Safety Data

• Hazardous Substances Data: 705-19-1(Hazardous Substances Data)

Usage

Uses

Isometronidazole (Metronidazole EP Impurity E) is an impurity of Metronidazole (M338880), a chemotherapeutic agent that is used as a first line defense against Clostridium difficile (C.diff). Isometronidazole is also a hypoxic cell sensitizer in humans and mice.

Upstream product

• 696-23-1 2-methyl-4-nitro-1H-imidazole 
• 540-51-2 2-bromoethanol 
• 107-07-3 2-chloro-ethanol 

Downstream Products

• 1013022-33-7 1-(2-(2-methyl-4-nitro-1H-imidazol-1-yl)ethyl)-1H-benzo[d]imidazole 
• 1131005-02-1 1-(2-(4-(trifluoromethoxy)benzyloxy)ethyl)-2-methyl-4-nitro-1H-imidazole 
• 1630723-70-4 1,3-dimethyl-7-(2-(2-methyl-4-nitro-1H-imidazol-1-yl)ethyl)-1H-purine-2,6(3H,7H)-dione 
• 89128-08-5 3-(2-methyl-4-nitro-imidazol-1-yl)propionitrile 
• 78949-90-3 5-<(2-aminoethyl)thio>-2-methylimidazole-1-ethanol 

Relevant articles and documents

Crystal Habit Modification of Metronidazole by Supramolecular Gels with Complementary Functionality

A series of bis(urea) compounds with complementary functional groups similar to the pharmaceutical drug metronidazole and a structural isomer isometronidazole have been synthesized. The gelation properties of these compounds were studied in various solvent/solvent mixtures. The mechanical strength of the isomeric gelators was compared using rheology, and the morphologies of the xerogels were analyzed by scanning electron microscopy. These gels were used as media for metronidazole crystallization resulting in a marked habit modification of the metronidazole crystals in the drug-mimicking gels. However, crystallization in the nonmimetic isomeric gel resulted in morphologies similar to the solution state. These results indicate that the drug-mimetic gels interact with the surface of the drug crystal giving rise to new morphologies.

Solid-liquid phase-transfer catalytic method for N-alkylation of nitroimidazole

A variety of 1-alkyl-2-methyl-4-nitroimidazoles have been synthesized with a solid-liquid phase-transfer catalytic method in excellent yields.