Phenprobamate

Muscle relaxant drug
  • M03BA01 (WHO)
Legal statusLegal status
Pharmacokinetic dataElimination half-life5–8 hoursIdentifiers
  • 3-Phenylpropylcarbamate
CAS Number
  • 673-31-4 ☒N
PubChem CID
  • 4770
ChemSpider
  • 4606 checkY
UNII
  • UJZ473TPS0
KEGG
  • D01824 checkY
ChEMBL
  • ChEMBL1079576 checkY
CompTox Dashboard (EPA)
  • DTXSID2046464 Edit this at Wikidata
ECHA InfoCard100.010.552 Edit this at WikidataChemical and physical dataFormulaC10H13NO2Molar mass179.219 g·mol−13D model (JSmol)
  • Interactive image
  • 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) checkY
  • Key:CAMYKONBWHRPDD-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Phenprobamate (Gamaquil, Isotonil, Actozine) is a centrally acting skeletal muscle relaxant, with additional sedative and anticonvulsant effects.[2][unreliable source?] 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 Phenprobamate is still used in some European countries, but it has generally been replaced by newer drugs.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.[citation needed]

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

References

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Demir B, Demir Y, Aksoy I, Kilic OH, Gucyetmez V, Savas HA (June 2015). "Phenprobamate dependence: a case report". Addictive Behaviors. 45: 232–3. doi:10.1016/j.addbeh.2015.01.037. PMID 25727392.
  3. ^ "(meprobamate) dosing, indications, interactions, adverse effects, and more". Medscape. WebMD LLC. Retrieved 21 March 2024.

Further reading

  • Tasdemir HA, Yildiran A, Islek I, Sancak R, Dilber C (May 2002). "Haemoperfusion may be useful in phenprobamate and polypharmacy intoxication of paediatric patients". Nephrology, Dialysis, Transplantation. 17 (5): 941. doi:10.1093/ndt/17.5.941. PMID 11981094.

External links

  • The Comparative Toxicogenomics Database: Phenprobamate
  • Chembank: Phenprobamate
  • v
  • t
  • e
Peripherally acting
(primarily antinicotinic,
NMJ block)
Non-depolarizing
Curare alkaloids
4° ammonium agents
Depolarizing
ACh release inhibitors
Centrally acting
Carbamic acid esters
Benzodiazepines
Nonbenzodiazepines
Thienodiazepines
Quinazolines
Anticholinergics
(Antimuscarinics)
Other
Directly acting
  • v
  • t
  • e
GABAA receptor positive modulators
Alcohols
Barbiturates
Benzodiazepines
Carbamates
Flavonoids
Imidazoles
Kava constituents
  • 10-Methoxyyangonin
  • 11-Methoxyyangonin
  • 11-Hydroxyyangonin
  • Desmethoxyyangonin
  • 11-Methoxy-12-hydroxydehydrokavain
  • 7,8-Dihydroyangonin
  • Kavain
  • 5-Hydroxykavain
  • 5,6-Dihydroyangonin
  • 7,8-Dihydrokavain
  • 5,6,7,8-Tetrahydroyangonin
  • 5,6-Dehydromethysticin
  • Methysticin
  • 7,8-Dihydromethysticin
  • Yangonin
Monoureides
Neuroactive steroids
Nonbenzodiazepines
Phenols
Piperidinediones
Pyrazolopyridines
Quinazolinones
Volatiles/gases
Others/unsorted
  • Unsorted benzodiazepine site positive modulators: α-Pinene
  • MRK-409 (MK-0343)
  • TCS-1105
  • TCS-1205
See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators


Stub icon

This drug article relating to the musculoskeletal system is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e