Phenprobamate

Phenprobamate

Systematic (IUPAC) name
3-Phenylpropylcarbamate
Clinical data
AHFS/Drugs.com	International Drug Names
Pharmacokinetic data
Biological half-life	5 - 8 hours
Identifiers
CAS Number	673-31-4 N
ATC code	M03BA01 (WHO)
PubChem	CID: 4770
ChemSpider	4606 Y
UNII	UJZ473TPS0 Y
KEGG	D01824 Y
ChEMBL	CHEMBL1079576 Y
Chemical data
Formula	C10H13NO2
Molecular mass	179.22
SMILES O=C(OCCCc1ccccc1)N
InChI InChI=1S/C10H13NO2/c11-10(12)13-8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H2,11,12) Y Key:CAMYKONBWHRPDD-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Phenprobamate (Gamaquil, Isotonil) is a centrally acting skeletal muscle relaxant, with additional sedative and anticonvulsant effects. Overdose is similar to barbiturates. Its mechanism of action is probably similar to meprobamate. Phenprobamate has been used in humans as an anxiolytic, and is still sometimes used in general anesthesia 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 Phenprobamate is still used in some European countries, but it has generally been replaced by newer drugs.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 metabolized by oxidative degradation of the carbamate group and ortho-hydroxylation of the benzene ring, and is eliminated in urine by the kidneys.

Doses range from 400 to 800 mg, up to 3 times a day.

References

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