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

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

Used in Pharmaceutical Industry:
2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL is used as a hypoxic cell sensitizer for enhancing the effectiveness of cancer treatments in humans and mice. It is particularly useful in targeting hypoxic cells, which are often resistant to traditional cancer therapies.
Used in Clostridium difficile Treatment:
2-(2-METHYL-4-NITRO-IMIDAZOL-1-YL)-ETHANOL is used as an impurity in Metronidazole, a chemotherapeutic agent that serves as a first line defense against Clostridium difficile infections. Its presence in Metronidazole contributes to the overall effectiveness of the treatment against this harmful bacteria.

Upstream product

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

Downstream Products

• 78949-90-3 5-<(2-aminoethyl)thio>-2-methylimidazole-1-ethanol 
• 89128-08-5 3-(2-methyl-4-nitro-imidazol-1-yl)propionitrile 
• 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 

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.

Structure-activity relationships of antitubercular nitroimidazoles. 1. structural features associated with aerobic and anaerobic activities of 4 - And 5-nitroimidazoles

The 4-nitroimidazole PA-824 is active against aerobic and anaerobic Mycobacterium tuberculosis(Mtb)while 5-nitroimidazoles like metronidazole are active against only anaerobic Mtb. We have synthesized analogues of both 4 - and 5-nitroimidazoles and explor

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.