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Literature summary for 1.14.14.18 extracted from
- Selective inhibition of heme oxygenase-2 activity by analogs of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole): exploration of the effects of substituents at the N-1 position (2013), Bioorg. Med. Chem., 21, 6788-6795.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 1-(2,3-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus |  |
| 1-(2,4-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2,5-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2,6-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-bromobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-cyanobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-methylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-nitrobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-phenoxyethyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-phenylethyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(2-phenylmethyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3,4-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3,5-dichlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3-bromobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3-cyanobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3-methylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(3-nitrobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-benzyloxybenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-bromobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-cyanobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-fluorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-iodobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-isopropylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-methoxybenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-methylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-nitrobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-thiomethylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(4-trifluoromethylbenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(cyclohexylmethyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-(naphthalen-2-ylmethyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-benzhydryl-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 1-n-propyl-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| 2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole | - |
Rattus norvegicus | |
| additional information | selective inhibition of heme oxygenase-2 activity by analogues of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole), exploration of the effects of substituents at the N-1 position, overview. Many of the compounds are potent and highly selective for the constitutive HO-2 isozyme, but show substantially less inhibitory activity against the inducible HO-1 isozyme | Rattus norvegicus |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| microsome | - |
Rattus norvegicus | - |
- |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| heme + 3 AH2 + 3 O2 | Rattus norvegicus | - |
biliverdin + Fe2+ + CO + 3 A + 3 H2O | - |
? | |
| heme + 3 AH2 + 3 O2 | Rattus norvegicus Sprague-Dawley | - |
biliverdin + Fe2+ + CO + 3 A + 3 H2O | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Rattus norvegicus | P23711 | inducible isozyme HO-1, constitutive isozyme HO-2 | - |
| Rattus norvegicus Sprague-Dawley | P23711 | inducible isozyme HO-1, constitutive isozyme HO-2 | - |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| brain | - |
Rattus norvegicus | - |
| spleen | - |
Rattus norvegicus | - |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| heme + 3 AH2 + 3 O2 | - |
Rattus norvegicus | biliverdin + Fe2+ + CO + 3 A + 3 H2O | - |
? | |
| heme + 3 AH2 + 3 O2 | - |
Rattus norvegicus Sprague-Dawley | biliverdin + Fe2+ + CO + 3 A + 3 H2O | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| heme oxygenase-2 | - |
Rattus norvegicus |
| HO-2 | - |
Rattus norvegicus |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 37 | - |
assay at | Rattus norvegicus |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.4 | - |
assay at | Rattus norvegicus |
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