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Routes of administration | Oral |
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Pharmacokinetic data | |
Metabolism | Hepatic |
Excretion | Renal |
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Chemical and physical data | |
Formula | C30H26F6N4O2 |
Molar mass | 588.554 g·mol−1 |
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Antrafenine (Stakane) is a phenylpiperazine derivative drug invented in 1979.[1] It acts as an analgesic and anti-inflammatory drug with similar efficacy to naproxen,[2] but is not widely used as it has largely been replaced by newer drugs.
Method E: The reaction between 2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethanol [40004-29-3] (1) and Isatoic anhydride [118-48-9] (2) goes on to give 4-(3-(Trifluoromethyl)phenyl)piperazine-1-ethyl 2-aminobenzoate [51941-08-3] (3).
Method G: Alkylation with 4-chloro-7-(trifluoromethyl)quinoline [346-55-4] (4) completed the synthesis of antrafenine (5).
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pyrazolones / pyrazolidines |
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salicylates |
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acetic acid derivatives and related substances |
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oxicams |
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propionic acid derivatives (profens) |
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n-arylanthranilic acids (fenamates) |
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COX-2 inhibitors (coxibs) |
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other |
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NSAID combinations |
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Key: underline indicates initially developed first-in-class compound of specific group; #WHO-Essential Medicines; †withdrawn drugs; ‡veterinary use. | |
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Simple piperazines (no additional rings) |
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Phenylpiperazines |
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Benzylpiperazines |
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Diphenylalkylpiperazines (benzhydrylalkylpiperazines) |
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Pyrimidinylpiperazines |
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Pyridinylpiperazines |
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Benzo(iso)thiazolylpiperazines |
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Tricyclics (piperazine attached via side chain) |
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Others/Uncategorized |
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