Page last updated: 2024-12-06
isometronidazole
Description
Isometronidazole is a synthetic derivative of metronidazole, a widely used antimicrobial drug. It exhibits enhanced antiparasitic activity against certain protozoa compared to its parent compound. The synthesis of isometronidazole involves modification of the metronidazole structure, typically through the introduction of an isopropyl group. This structural modification leads to improved pharmacokinetic properties, such as increased bioavailability and prolonged duration of action. Isometronidazole is primarily studied for its potential therapeutic applications in treating parasitic infections, particularly those caused by protozoa such as Giardia lamblia and Entamoeba histolytica. The compound's enhanced efficacy against these parasites stems from its ability to interfere with their DNA synthesis and repair mechanisms. Research into isometronidazole focuses on understanding its mechanism of action, evaluating its safety and efficacy in clinical trials, and exploring potential applications for the treatment of various parasitic diseases.'
isometronidazole: RN given refers to parent cpd; structure in Negwer, 5th ed, #412 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|
| PubMed CID | 69715 |
| CHEMBL ID | 506657 |
| SCHEMBL ID | 3504600 |
| MeSH ID | M0099204 |
Synonyms (40)
| Synonym |
|---|
| 705-19-1 |
| 2-(2-methyl-4-nitro-imidazol-1-yl)-ethanol |
| BAS 00291771 |
| isometronidazole |
| 2-methyl-4-nitroimidazole-1-ethanol |
| imidazole-1-ethanol, 2-methyl-4-nitro- |
| izoklion |
| r.p. 8979 |
| brn 0610468 |
| 1h-imidazole-1-ethanol, 2-methyl-4-nitro- |
| 2-(2-methyl-4-nitro-imidazol-1-yl)ethanol |
| 2-(2-methyl-4-nitroimidazol-1-yl)ethanol |
| AKOS000601616 |
| CHEMBL506657 |
| FT-0691078 |
| A9448 |
| 2-(2-methyl-4-nitro-1h-imidazol-1-yl)ethan-1-ol |
| 5-chloro-2-thiophenecarbaldehyde |
| 0wi2prw4qm , |
| unii-0wi2prw4qm |
| AKOS015967382 |
| 1h-imidazole-1-ethanol,2-methyl-4-nitro- |
| 2-(2-methyl-4-nitro-1h-imidazol-1-yl)ethanol |
| SCHEMBL3504600 |
| DTXSID00220766 |
| 1-(2-hydroxyethyl)-2-methyl-nitroimidazole |
| STL429825 |
| 1-(2-hydroxyethyl)-2-methyl-4-nitroimidazole |
| rp-8979 |
| mizonidazole |
| sc-16427 , |
| mfcd00196022 |
| 2-(2-methyl-4-nitro-1h-imidazol-1-yl)ethanol;isometronidazole |
| BCP32939 |
| metronidazole ep impurity e |
| Q27231189 |
| A899909 |
| LS-06993 |
| CS-0317294 |
| AKOS040744798 |
Research Excerpts
Actions
Bioassays (5)
| Assay ID | Title | Year | Journal | Article |
|---|
| AID346842 | Antimycobacterial activity against Mycobacterium tuberculosis with deazaflavin-dependent nitroreductase mutant | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. |
| AID346843 | Antimycobacterial activity against Mycobacterium tuberculosis with deazaflavin-dependent nitroreductase mutant under anaerobic condition | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. |
| AID346839 | Antimycobacterial activity against wild type Mycobacterium tuberculosis H37Rv ATCC 27294 after 2 weeks | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. |
| AID346840 | Antimycobacterial activity against wild type Mycobacterium tuberculosis H37Rv NRP-2 stage after 3 weeks under anaerobic condition | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. |
| AID346841 | Antimycobacterial activity against Mycobacterium tuberculosis with cofactor F420 mutant | 2009 | Journal of medicinal chemistry, Mar-12, Volume: 52, Issue:5
| Structure-activity relationships of antitubercular nitroimidazoles. 1. Structural features associated with aerobic and anaerobic activities of 4- and 5-nitroimidazoles. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (10)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|
| pre-1990 | 4 (40.00) | 18.7374 |
| 1990's | 4 (40.00) | 18.2507 |
| 2000's | 2 (20.00) | 29.6817 |
| 2010's | 0 (0.00) | 24.3611 |
| 2020's | 0 (0.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 11.69
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| Metric | This Compound (vs All) |
|---|
| Research Demand Index | 11.69 (24.57) | | Research Supply Index | 2.56 (2.92) | | Research Growth Index | 4.25 (4.65) | | Search Engine Demand Index | 0.00 (26.88) | | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 12 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |