My watch list

Phenprobamate


Phenprobamate
Systematic (IUPAC) name
3-phenylpropylcarbamate
Identifiers
CAS number	673-31-4
ATC code	M03BA01
PubChem	4770
Chemical data
Formula	?
Mol. mass	179.22
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	5 - 8 hours
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Phenprobamate (Gamaquil, Isotonil) is a centrally acting skeletal muscle relaxant, with additional sedative and anticonvulsant effects. Overdose is similar to barbiturate. Its mechanism of action is probably similar to meprobamate. Phenprobamate was previously used in humans as an anxiolytic, and is still sometimes used in general anaesthesia and for treating muscle cramps and spasticity. Phenprobamate is still used in some european countries, but it has generally been replaced by newer drugs. Phenprobamate is metabolised by oxidative degradation of the amide group and ortho-hydroxylation of the benzene ring, and is eliminated in urine by the kidneys.

Additional recommended knowledge

References

The Comparative Toxicogenomics Database: Phenprobamate
BIAM: Phenprobamate (French).
Chembank: Phenprobamate
Nephrology Dialysis Transplantation Volume 17, Number 5, Pp. 941. Letters: Haemoperfusion may be useful in phenprobamate and polypharmacy intoxication of paediatric patients.

v • d • e Muscle relaxants (M03)
Peripherally acting (primarily antinicotinic, neuromuscular-blocking drugs)	curare alkaloids (Alcuronium, Dimethyltubocurarine, Tubocurarine) - choline derivatives (Suxamethonium) - other quaternary ammonium compounds (Atracurium, Cisatracurium, Doxacurium chloride, Fazadinium bromide, Gallamine, Hexafluronium, Mivacurium chloride, Pancuronium, Pipecuronium bromide, Rocuronium bromide, Vecuronium) - other (Botulinum toxin)
Centrally acting	carbamic acid esters (Phenprobamate, Carisoprodol, Methocarbamol, Styramate, Febarbamate), Baclofen, Chlormezanone, Chlorzoxazone, Cyclobenzaprine, Lorazepam, Mephenesin, Orphenadrine, Phenyramidol, Pridinol, Tetrazepam, Thiocolchicoside, Tizanidine, Tolperisone
Directly acting	Dantrolene