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Merck
CN

SML3803

Gabapentin Enacarbil

≥95% (HPLC)

Synonym(s):

1-[[(1-(Isobutanoyloxy)ethoxy)carbonyl]aminomethyl]cyclohex-1-ylacetic acid, 1-[[[[1-(2-Methyl-1-oxopropoxy)ethoxy]carbonyl]amino]methyl]cyclohexaneacetic acid, XP 13512

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About This Item

Empirical Formula (Hill Notation):
C16H27NO6
CAS Number:
478296-72-9
Molecular Weight:
329.39
UNSPSC Code:
12352200
NACRES:
NA.21
MDL number:
MFCD09954124

Key Documents

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SMILES string

N(CC1(CCCCC1)CC(=O)O)C(=O)OC(OC(=O)C(C)C)C

InChI

1S/C16H27NO6/c1-11(2)14(20)22-12(3)23-15(21)17-10-16(9-13(18)19)7-5-4-6-8-16/h11-12H,4-10H2,1-3H3,(H,17,21)(H,18,19)

InChI key

TZDUHAJSIBHXDL-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

oil

color

, Faint yellow to dark yellow

storage temp.

2-8°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Gabapentin enacarbil, a prodrug to gabapentin, is an orally available anticonvulsant and analgesic drug of the gabapentinoid class. Gabapentin enacarbil is used for treatment of restless legs syndrome.
Orally available anticonvulsant and analgesic drug; prodrug to gabapentin

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000311817
0000311817
0000282330
0000311816
0000311816

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Non-dopaminergic vs. dopaminergic treatment options in restless legs syndrome
Advances in Pharmacology, 84, 187-205 (2019)
XP13512 [(+/-)-1-([(alpha-isobutanoyloxyethoxy)carbonyl] aminomethyl)-1-cyclohexane acetic acid], a novel gabapentin prodrug: II. Improved oral bioavailability, dose proportionality, and colonic absorption compared with gabapentin in rats and monkeys
Journal of Pharmacology and Experimental Therapeutics, 311(1), 324-333 (2004)
Satomi Yamaguchi Ikeuchi et al.
Biological & pharmaceutical bulletin, 41(11), 1708-1715 (2018-11-02)
The purpose of this research was to establish an in vitro dissolution testing method to predict the oral pharmacokinetic (PK) profiles and food effects of gabapentin enacarbil formulated as wax matrix extended-release (ER) tablets in humans. We adopted various biorelevant

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