Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H20N2O |
| Molecular Weight | 316.3963 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC=C(C=C1)C2=NC3=C4C=CC=CC4=CC=C3N2C(C)C
InChI
InChIKey=XVDXNSRMHBAVAX-UHFFFAOYSA-N
InChI=1S/C21H20N2O/c1-14(2)23-19-13-10-15-6-4-5-7-18(15)20(19)22-21(23)16-8-11-17(24-3)12-9-16/h4-14H,1-3H3
Tomoxiprole belongs to the class of 3-alkyl-2-aryl-3H-naphth (1,2-d)imidazoles. It is a nonsteroidal anti-inflammatory compound that was reported to have low ulcerogenic potential. Tomoxiprole inhibition of cyclooxygenase-2 but not cyclooxygenase-1 is time-dependent. It has anti-inflammatory activity in various anti-inflammatory models such as carrageenin and nystatin oedemas, cotton pellet granuloma and adjuvant arthritis. The anti-inflammatory potency of tomoxiprole is greater than that of acetylsalicylic acid and phenylbutazone, but lower than that of indomethacin. Tomoxiprole reduced PGE2 and 6-keto-PGF1 alpha levels more effectively in inflamed tissue than in gastric mucosa when assayed in in vivo experiments, whereas indomethacin and other non-steroidal anti-inflammatory drugs are equally effective in both systems.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of PG production by MDL 035, a new non-steroidal non-acidic anti-inflammatory compound, in rat gastric mucosa and inflammatory exudate. | 1984 Aug |
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| Pharmacokinetics and metabolism of tomoxiprole, a new analgesic antiinflammatory agent, in the rat. | 1985 Apr-Jun |
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| Highly selective antiinflammatory and analgesic activity of 3-(1-methylethyl)-2-(4-methoxyphenyl)-3H-naphth[1,2-d]imidazole, a new non-acidic molecule. | 1986 |
|
| Tomoxiprole selectively inhibits cyclooxygenase-2. | 1997 Dec |
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| Pharmacological effects of a synthetic quinoline, a hybrid of tomoxiprole and naproxen, against acute pain and inflammation in mice: a behavioral and docking study. | 2017 Apr |
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C1323
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C66611
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ACTIVE MOIETY
