Gabapentin enacarbil
Modify Date: 2026-07-01 12:48:02
Gabapentin enacarbil structure
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Common Name | Gabapentin enacarbil | ||
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| CAS Number | 478296-72-9 | Molecular Weight | 329.389 | |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 482.0±20.0 °C at 760 mmHg | |
| Molecular Formula | C16H27NO6 | Melting Point | 65ºC | |
| MSDS | N/A | Flash Point | 245.3±21.8 °C | |
Use of Gabapentin enacarbilGabapentin enacarbil (XP-13512) is a prodrug for the anticonvulsant and analgesic drug gabapentin.IC50 Value: Target: Calcium ChannelGabapentin enacarbil is an actively transported prodrug of gabapentin that provides sustained dose-proportional exposure to gabapentin and predictable bioavailability.in vitro: The prodrug (XP-13512) demonstrated active apical to basolateral transport across Caco-2 cell monolayers and pH-dependent passive permeability across artificial membranes. XP13512 inhibited uptake of (14)C-lactate by human embryonic kidney cells expressing monocarboxylate transporter type-1, and direct uptake of prodrug by these cells was confirmed using liquid chromatography-tandem mass spectrometry. XP13512 inhibited uptake of (3)H-biotin into Chinese hamster ovary cells overexpressing human sodium-dependent multivitamin transporter (SMVT) [1].in vivo: In 4 studies of healthy volunteers (136 subjects total), the pharmacokinetics of XP13512 immediate- and extended-release formulations were compared with those of oral gabapentin. XP13512 immediate-release (up to 2800 mg single dose and 2100 mg twice daily) was well absorbed (>68%, based on urinary recovery of gabapentin), converted rapidly to gabapentin, and provided dose-proportional exposure, whereas absorption of oral gabapentin declined with increasing doses to <27% at 1200 mg. Compared with 600 mg gabapentin, an equimolar XP13512 extended-release dose provided extended gabapentin exposure (time to maximum concentration, 8.4 vs 2.7 hours) and superior bioavailability (74.5% vs 36.6%) [2].Toxicity: Gabapentin's most common side effects in adult patients include dizziness, fatigue, weight gain, drowsiness, and peripheral edema (swelling of extremities). |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | gabapentin enacarbil |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Gabapentin enacarbil (XP-13512) is a prodrug for the anticonvulsant and analgesic drug gabapentin.IC50 Value: Target: Calcium ChannelGabapentin enacarbil is an actively transported prodrug of gabapentin that provides sustained dose-proportional exposure to gabapentin and predictable bioavailability.in vitro: The prodrug (XP-13512) demonstrated active apical to basolateral transport across Caco-2 cell monolayers and pH-dependent passive permeability across artificial membranes. XP13512 inhibited uptake of (14)C-lactate by human embryonic kidney cells expressing monocarboxylate transporter type-1, and direct uptake of prodrug by these cells was confirmed using liquid chromatography-tandem mass spectrometry. XP13512 inhibited uptake of (3)H-biotin into Chinese hamster ovary cells overexpressing human sodium-dependent multivitamin transporter (SMVT) [1].in vivo: In 4 studies of healthy volunteers (136 subjects total), the pharmacokinetics of XP13512 immediate- and extended-release formulations were compared with those of oral gabapentin. XP13512 immediate-release (up to 2800 mg single dose and 2100 mg twice daily) was well absorbed (>68%, based on urinary recovery of gabapentin), converted rapidly to gabapentin, and provided dose-proportional exposure, whereas absorption of oral gabapentin declined with increasing doses to <27% at 1200 mg. Compared with 600 mg gabapentin, an equimolar XP13512 extended-release dose provided extended gabapentin exposure (time to maximum concentration, 8.4 vs 2.7 hours) and superior bioavailability (74.5% vs 36.6%) [2].Toxicity: Gabapentin's most common side effects in adult patients include dizziness, fatigue, weight gain, drowsiness, and peripheral edema (swelling of extremities). |
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| Related Catalog | |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 482.0±20.0 °C at 760 mmHg |
| Melting Point | 65ºC |
| Molecular Formula | C16H27NO6 |
| Molecular Weight | 329.389 |
| Flash Point | 245.3±21.8 °C |
| Exact Mass | 329.183838 |
| PSA | 101.93000 |
| LogP | 3.07 |
| Vapour Pressure | 0.0±2.6 mmHg at 25°C |
| Index of Refraction | 1.481 |
| InChIKey | TZDUHAJSIBHXDL-UHFFFAOYSA-N |
| SMILES | CC(OC(=O)NCC1(CC(=O)O)CCCCC1)OC(=O)C(C)C |
| Storage condition | 2-8℃ |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 9 | |
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| DownStream 0 | |
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CAS#:1164116-60-2
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CAS#:850479-14-0
CAS#:79-31-2
CAS#:1201785-64-9
CAS#:1201785-62-7
CAS#:649748-02-7This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VER...
Source: ChEMBL
Target: Severe acute respiratory syndrome coronavirus 2
External Id: CHEMBL4513082
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Name: Oral bioavailability in cynomolgus monkey assessed as gabapentin at 36 mg/kg
Source: ChEMBL
Target: Macaca fascicularis
External Id: CHEMBL3118799
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Name: Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Cac...
Source: ChEMBL
Target: Severe acute respiratory syndrome coronavirus 2
External Id: CHEMBL4303805
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Name: Cytotoxicity counterscreen for inhibitors of SARS-CoV-2 cell entry
Source: NCGC
Target: N/A
External Id: TRND-SARS-CoV-2-cytotox-48hr
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Name: SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response f...
Source: ChEMBL
Target: Replicase polyprotein 1ab
External Id: CHEMBL4495582
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Name: Primary qHTS to identify inhibitors of SARS-CoV-2 cell entry
Source: NCGC
External Id: TRND-SARS-CoV-2-PP
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Name: Antiviral activity against SARS-CoV-2 (USA-WA1/2020 strain) measured by imaging in HR...
Source: ChEMBL
Target: Severe acute respiratory syndrome coronavirus 2
External Id: CHEMBL4303810
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Name: Enzymatic assay of human HDAC6 with commercial peptide substrate
Source: ChEMBL
Target: Histone deacetylase 6
External Id: CHEMBL4808149
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Name: Enzymatic assay of human HDAC6 with custom peptide substrate
Source: ChEMBL
Target: Histone deacetylase 6
External Id: CHEMBL4808150
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Name: Primary qHTS for inhibitors of NSP2Pro chikungunya virus (CHIKV)
Source: NCGC
External Id: APP-Toga-CHIKV-nsp2-p
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| {[(1-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexaneacetic acid |
| {1-[({[1-(Isobutyryloxy)ethoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid |
| Solzira |
| UNII-75OCL1SPBQ |
| UNII:75OCL1SPBQ |
| Horizant |
| 2-[1-[[1-(2-methylpropanoyloxy)ethoxycarbonylamino]methyl]cyclohexyl]acetic acid |
| ASP-8825 |
| Gabapentin enacarbil |
| Xenoport |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the boiling point of gabapentin enacarbil? |
| A: Boiling point of gabapentin enacarbil is 482.0±20.0 °C at 760 mmHg. |
| Q: What is the English name of gabapentin enacarbil? |
| A: The English name of gabapentin enacarbil is gabapentin enacarbil. |
| Q: What English synonyms does gabapentin enacarbil have? |
| A: English synonyms of gabapentin enacarbil: {[(1-isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-cyclohexaneacetic acid, {1-[({[1-(Isobutyryloxy)ethoxy]carbonyl}amino)methyl]cyclohexyl}acetic acid, Solzira, UNII-75OCL1SPBQ, UNII:75OCL1SPBQ, Horizant, 2-[1-[[1-(2-methylpropanoyloxy)ethoxycarbonylamino]methyl]cyclohexyl]acetic acid, ASP-8825, Gabapentin enacarbil, Xenoport. |
| Q: What is the molecular formula of gabapentin enacarbil? |
| A: Molecular formula of gabapentin enacarbil is C16H27NO6. |
| Q: What is the melting point of gabapentin enacarbil? |
| A: Melting point of gabapentin enacarbil is 65ºC. |
| Q: What are the upstream materials of gabapentin enacarbil? |
| A: Related upstream materials(CAS) of gabapentin enacarbil: 860035-10-5;60142-96-3;1164116-60-2;194995-47-6;850479-14-0;79-31-2;1201785-64-9;1201785-62-7;649748-02-7. |
| Q: What is the LogP of gabapentin enacarbil? |
| A: LogP of gabapentin enacarbil is 3.07. |
| Q: What is the SMILES notation of gabapentin enacarbil? |
| A: SMILES notation of gabapentin enacarbil is CC(OC(=O)NCC1(CC(=O)O)CCCCC1)OC(=O)C(C)C. |
| Q: What is the molecular weight of gabapentin enacarbil? |
| A: Molecular weight of gabapentin enacarbil is 329.389. |
| Q: What is the CAS number of gabapentin enacarbil? |
| A: CAS number of gabapentin enacarbil is 478296-72-9. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |