Gabapentin enacarbil

CAT#: H314219

CAS#: 478296-72-9

Description: Gabapentin enacarbil is a prodrug for the anticonvulsant and analgesic drug gabapentin. It was designed for increased oral bioavailability over gabapentin, and human trials showed it to produce extended release of gabapentin with almost twice the overall bioavailability, especially when taken with a fatty meal. Gabapentin enacarbil has passed human clinical trials for the treatment of restless legs syndrome, and initial results have shown it to be well tolerated and reasonably effective. (Source: http://en.wikipedia.org/wiki/Gabapentin_enacarbil).

img

Synthetic Routes

Gabapentin enacarbil - Synthetic Route 1

Gabapentin enacarbil route01

Synthetic reference

Anon. Impurities of 1-[[(α-isobutanoyloxyethoxy)carbonyl]aminomethyl]-1-cyclohexane acetic acid. IP.com Journal. Volume 11. Issue 8A. Pages 4. Journal; Patent. (2011).

Gabapentin enacarbil - Synthetic Route 2

Gabapentin enacarbil route02

Synthetic reference

Wang, Huan; Liu, Peng; Dai, Qunying; Yin, Hao; Raillard, Stephen P. Method of making 1-(acyloxy)-alkyl carbamate prodrugs of amine containing drugs. Assignee XenoPort, Inc., USA. US 20140243544. (2014).

Gabapentin enacarbil - Synthetic Route 3

Gabapentin enacarbil route03

Synthetic reference

Karaborni, Sami; Kidney, David J.; Maurer, Laura E. Oral dosage forms having a high loading of a gabapentin prodrug. Assignee Xenoport, Inc., USA. WO 2010102252. (2010).

Gabapentin enacarbil - Synthetic Route 4

Gabapentin enacarbil route04

Synthetic reference

Raillard, Stephen P.; Manthati, Suresh K.; Liu, Peng; Dai, Qunying; Yin, Hao. Process for preparation of 1-(acyloxy)alkyl carbamate prodrugs. Assignee Xenoport, Inc., USA; Glaxo Group Limited. WO 2010017504. (2010).

Gabapentin enacarbil - Synthetic Route 5

Gabapentin enacarbil route05

Synthetic reference

Ben-moha-Lerman, Elena; Nidam, Tamar; Cohen, Meital; Avhar-Maydan, Sharon; Balanov, Anna. Processes for the preparation and purification of gabapentin enacarbil. Assignee Teva Pharmaceutical Industries Ltd., Israel; Teva Pharmaceuticals USA, Inc. WO 2010063002. (2010).

Gabapentin enacarbil - Synthetic Route 6

Gabapentin enacarbil route06

Synthetic reference

Ben Moha-Lerman, Elena; Niddam-Hildesheim, Valerie. Processes for preparing prodrugs of gabapentin. Assignee Teva Pharmaceutical Industries Ltd., Israel. US 20090318728. (2009).

Gabapentin enacarbil - Synthetic Route 7

Gabapentin enacarbil route07

Synthetic reference

Estrada, Tono; Raillard, Stephen P.; Frauenfelder, Christine; Zacher, Uwe. Crystalline form of γ-aminobutyric acid analog. Assignee Xenoport, Inc., USA. WO 2005037784. (2005).

Gabapentin enacarbil - Synthetic Route 8

Gabapentin enacarbil route08

Synthetic reference

Raillard, Stephen P.; Zhou, Cindy X.; Yao, Fenmei; Manthati, Suresh Kumar; Xiang, Jia-ning; Gallop, Mark A. Methods for synthesis of acyloxyalkyl derivatives of GABA analogs. Assignee Xenoport, Inc., USA. US 20040014940. (2004).