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| ECHA InfoCard | 100.052.612 |
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| Formula | C16H12ClFN2O2 |
| Molar mass | 318.73 g·mol−1 |
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Flutemazepam was initially first synthesized in 1965,[1] but was not further described until a team at Stabilimenti Chimici Farmaceutici Riuniti SpA in the mid-1970s.[2][3] It is a short-acting (9–25 hr elimination half-life) fluorinated analogue oftemazepam that has powerfulhypnotic,sedative,amnesiac,anxiolytic,anticonvulsant andskeletal muscle relaxant properties. Flutemazepam has been shown to have similar pharmacological properties to temazepam, but with more powerful sedative-hypnotic and anxiolytic properties. It has been found to be effective for the treatment of the most severe states of anxiety,panic attacks and insomnia. Furthermore, it is potent with 1 mg of flutemazepam being equivalent to 10 mg of diazepam.[4][5][6][7] Flutemazepam is highly effective for acute psychotic states, especiallystimulant psychosis, violent behaviour, and aggression.[8]
It was first synthesized and described in 1965 byLeo Sternbach.[1] In a test which compared a series of 3-fluorobenzodiazepine compounds in 1976, one of which was the 3-hydroxy benzodiazepine, flutemazepam. There were nine compounds tested (all nine were3-fluorobenzodiazepines) including, a well known compound known asN-Desalkyl-3-hydroxyflurazepam, or also callednorflurazepam ). Flutemazepam was the most potent: 20x more potent than temazepam, 10x more potent than diazepam and nitrazepam, and roughly equipotent to a related 3-hydroxy benzodiazepine,lorazepam. Equipotent to another fluorinated analogue (ofnitrazepam), flunitrazepam. Via oral administration, 1 mg flutemazepam is equivalent to 10 mg diazepam. Of the nine compounds, flutemazepam was the most rapid-acting compound of the series via oral administration, with noticeable sedative-hypnotic effects beginning 10-15 minutes post-ingestion. At equipotent doses, it was the most active and effective anxiolytic, myorelaxant, tranquilizer, sedative-hypnotic, and anti-convulsive agent at doses as low as 0.5–1 mg range. It had motor-impairing, amnesic, ataxia, and loss of balance as side effects (1–5%), the highest in the series.[9]