Carisbamate

Experimental anticonvulsant drug
  • N03AX19 (WHO)
Identifiers
  • (S)-2-O-Carbamoyl-1-o-chlorophenyl-ethanol
CAS Number
  • 194085-75-1 checkY
PubChem CID
  • 9942577
ChemSpider
  • 8118189 checkY
UNII
  • P7725I9V3Z
ChEMBL
  • ChEMBL2087003 ☒N
CompTox Dashboard (EPA)
  • DTXSID70426076 Edit this at Wikidata
Chemical and physical dataFormulaC9H10ClNO3Molar mass215.63 g·mol−13D model (JSmol)
  • Interactive image
  • Clc1ccccc1[C@@H](O)COC(=O)N
InChI
  • InChI=1S/C9H10ClNO3/c10-7-4-2-1-3-6(7)8(12)5-14-9(11)13/h1-4,8,12H,5H2,(H2,11,13)/t8-/m0/s1 checkY
  • Key:OLBWFRRUHYQABZ-QMMMGPOBSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Carisbamate (YKP 509, proposed trade name Comfyde) is an experimental anticonvulsant drug that was under development by Johnson & Johnson Pharmaceutical Research and Development but never marketed.

Clinical study

A phase II clinical trial in the treatment of partial seizures demonstrated that the compound has efficacy in the treatment of partial seizures and a good safety profile. Since late 2006, the compound has been undergoing a large multicenter phase III clinical trial for the treatment of partial seizures. Its mechanism of action is unknown.[1][2]

A double-blind, placebo-controlled trial of carisbamate in 323 patients with migraine determined that carisbamate was well tolerated at doses up to 600 mg/day, but it failed to demonstrate that the drug was sufficiently more effective than placebo in migraine prophylaxis.[3]

History

In 1998, the compound was in-licensed from SK Corp. (currently Life Science Business Division of SK Holdings), a South Korean company. On October 24, 2008, Johnson & Johnson announced that it had submitted a New Drug Application to the U.S. Food and Drug Administration (FDA) for carisbamate.[4] Johnson & Johnson received provisional approval by the FDA to market carisbamate under the brand name of Comfyde. However, on August 21, 2009, Johnson & Johnson reported that the FDA had failed to give marketing approval.

References

  1. ^ Rogawski MA (2006). "Diverse mechanisms of antiepileptic drugs in the development pipeline". Epilepsy Res. 69 (3): 273–294. doi:10.1016/j.eplepsyres.2006.02.004. PMC 1562526. PMID 16621450.
  2. ^ Novak GP, Kelley M, Zannikos P, Klein B (2007). "Carisbamate (RWJ-333369)". Neurotherapeutics. 4 (1): 106–109. doi:10.1016/j.nurt.2006.11.016. PMC 7479705. PMID 17199023.
  3. ^ Cady RK, Mathew N, Diener HC, Hu P, Haas M, Novak GP, Study Group (2009). "Evaluation of carisbamate for the treatment of migraine in a randomized, double-blind trial". Headache. 49 (2): 216–226. doi:10.1111/j.1526-4610.2008.01326.x. PMID 19222595. S2CID 709835.
  4. ^ "Johnson & Johnson Pharmaceutical Research & Development, L.L.C. Submits New Drug Application to FDA for Carisbamate" (Press release). Johnson & Johnson. 2008-10-24. Retrieved 2008-11-02.
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