Phenprobamate

• CAT Number: I034632
• CAS Number: 673-31-4
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.22
• Purity: 98%
• Synonyms: Phenprobamate; MH532; MH 532; MH-532
• Solubility: To be determined
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 1-Propanol, 3-phenyl-, carbamate
• 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)
• InChIKey: CAMYKONBWHRPDD-UHFFFAOYSA-N
• SMILES: NC(OCCCC1=CC=CC=C1)=O

Phenprobamate 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

Reference

1: Demir B, Demir Y, Aksoy I, Kilic OH, Gucyetmez V, Savas HA. Phenprobamate dependence: a case report. Addict Behav. 2015 Jun;45:232-3. doi: 10.1016/j.addbeh.2015.01.037. Epub 2015 Feb 13. PMID: 25727392.
2: Duzenli T, Tanoglu A, Akyol T, Kara M, Yazgan Y. Drug-induced Liver Injury Caused by Phenprobamate: Strong Probability Due to Repeated Toxicity. Euroasian J Hepatogastroenterol. 2019 Jan-Jun;9(1):49-51. doi: 10.5005/jp- journals-10018-1295. PMID: 31988867; PMCID: PMC6969320.
3: Sun JX, Embil K, Lee CS. Time-dependent absorption of phenprobamate following multiple dosing in rats. Pharm Res. 1988 Jun;5(6):387-90. doi: 10.1023/a:1015967829826. PMID: 3244651.
4: Emet M, Aslan S, Cakir ZG, Uyanik A, Uzkeser M, Hacimuftuoglu A, Emre H. Plasmapheresis is useful in phenprobamate overdose. Am J Emerg Med. 2009 Jun;27(5):626.e1-2. doi: 10.1016/j.ajem.2008.08.022. PMID: 19497474.
5: Tulunay FC, Onaran HO, Ergün H, Ucar A, Usanmaz S, Embil K, Tulunay M. Pharmacokinetics of phenprobamate after oral administration to healthy subjects. Arzneimittelforschung. 1998 Nov;48(11):1068-71. PMID: 9850426.
6: Sun JX, Embil K, Chow DS, Lee CC. High-performance liquid chromatographic analysis, plasma protein binding and red blood cell partitioning of phenprobamate. Biopharm Drug Dispos. 1987 Jul-Aug;8(4):341-51. doi: 10.1002/bdd.2510080405. PMID: 3620593.
7: Altun ML, Erk N. The rapid quantitative analysis of phenprobamate and acetaminophen by RP-LC and compensation technique. J Pharm Biomed Anal. 2001 Apr;25(1):85-92. doi: 10.1016/s0731-7085(00)00490-8. PMID: 11274861.
8: Farrier DS. The occurrence of 3-hydroxy-phenprobamate, a new metabolite of phenprobamate, in dogs and humans. Arzneimittelforschung. 1975 May;25(5):813-7. PMID: 1242331.
9: Tasdemir HA, Yildiran A, Islek I, Sancak R, Dilber C. Haemoperfusion may be useful in phenprobamate and polypharmacy intoxication of paediatric patients. Nephrol Dial Transplant. 2002 May;17(5):941. doi: 10.1093/ndt/17.5.941. PMID: 11981094.
10: Schatz F, Jahn U. Untersuchungen über Resorption und Metabolismus von gamma- Phenylpropylcarbamat (Phenprobamat) [Studies on the resorption and metabolism of gamma-phenylpropyl carbamate (Phenprobamate)]. Arzneimittelforschung. 1966 Jul;16(7):866-70. German. PMID: 6014716.