Chemical Properties
Crystalline Solid
Originator
Levanxol,Carlo Erba,Italy,1970
Uses
Pharmacologically active labelled metabolite of Diazepam.
Controlled substance (depressant). Sedative, hypnotic
Uses
Pharmacologically active metabolite of Diazepam.
Controlled substance (depressant). Sedative, hypnotic
Uses
Temazepam, is pharmacologically active metabolite of Diazepam (D416855). It is Sedative, and hypnotic.
Controlled substance (depressant).
Definition
ChEBI: Temazepam is a benzodiazepine.
Manufacturing Process
According to British Patent 1,022,645 3.4 g of 3-acetoxy-7-chloro-1-methyl-5-
phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one suspended in 80 ml alcohol
was treated with 6 ml of 4 N NaOH. After complete solution had taken place,
a solid precipitated; this solid was redissolved by the addition of 80 ml of
water. The solution was acidified with acetic acid to give white crystals which
were recrystallized from alcohol to yield 7-chloro-3-hydroxy-5-phenyl-1-
methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, MP 119° to 121°C.
Brand name
Restoril (Tyco); Temaz (Quantum Pharmics).
Therapeutic Function
Tranquilizer
World Health Organization (WHO)
Temazepam is a widely used benzodiazepine derivative. As with
other drugs in this class, cases of misuse and drug dependence are known.
General Description
Temazepam, 7-chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl -2H-1,4-benzodiazepine-2-one(Restoril), also occurs as a minor metabolite of diazepam.It can be visualized as N-methyl oxazepam, and indeed, asmall amount of N-demethylation occurs slowly. However,metabolism proceeds mainly through glucuronidationof the 3-hydroxyl group, thus, it is intermediate acting andmarketed as a hypnotic said to have little or no residualeffect.
Clinical Use
Benzodiazepine:
Insomnia (short-term use)
Pre-med anxiolytic prior to minor procedures
Drug interactions
Potentially hazardous interactions with other drugs
Antibacterials: metabolism possibly increased by
rifampicin.
Antipsychotics: increased sedative effects; risk of
serious adverse effects in combination with clozapine.
Antivirals: concentration possibly increased by
ritonavir.
Disulfiram: metabolism of temazepam inhibited
(increased toxicity).
Sodium oxybate: enhanced effects of sodium oxybate
- avoid.
Metabolism
Temazepam is metabolised mainly in the liver.
It is excreted mainly in the urine in the form of its inactive
glucuronide conjugate together with small amounts of
the demethylated derivative, oxazepam, also in conjugated
form.
