Exact Mass: 171.1385

Gabapentin was originally developed as a chemical analogue of gamma-aminobutyric acid (GABA) to reduce the spinal reflex for the treatment of spasticity and was found to have anticonvulsant activity in various seizure models. In addition, it also displays antinociceptive activity in various animal pain models. Clinically, gabapentin is indicated as an add-on medication for the treatment of partial seizures, and neuropathic pain. It was also claimed to be beneficial in several other clinical disorders such as anxiety, bipolar disorder, and hot flashes. The possible mechanisms or targets involved in the multiple therapeutic actions of gabapentin have been actively studied. Since gabapentin was developed, several hypotheses had been proposed for its action mechanisms. They include selectively activating the heterodimeric GABA(B) receptors consisting of GABA(B1a) and GABA(B2) subunits, selectively enhancing the NMDA current at GABAergic interneurons, or blocking AMPA-receptor-mediated transmission in the spinal cord, binding to the L-alpha-amino acid transporter, activating ATP-sensitive K(+) channels, activating hyperpolarization-activated cation channels, and modulating Ca(2+) current by selectively binding to the specific binding site of [(3)H]gabapentin, the alpha(2)delta subunit of voltage-dependent Ca(2+) channels. Different mechanisms might be involved in different therapeutic actions of gabapentin. In this review, we summarized the recent progress in the findings proposed for the antinociceptive action mechanisms of gabapentin and suggest that the alpha(2)delta subunit of spinal N-type Ca(2+) channels is very likely the analgesic action target of gabapentin. (PMID: 16474201) [HMDB] Gabapentin was originally developed as a chemical analogue of gamma-aminobutyric acid (GABA) to reduce the spinal reflex for the treatment of spasticity and was found to have anticonvulsant activity in various seizure models. In addition, it also displays antinociceptive activity in various animal pain models. Clinically, gabapentin is indicated as an add-on medication for the treatment of partial seizures, and neuropathic pain. It was also claimed to be beneficial in several other clinical disorders such as anxiety, bipolar disorder, and hot flashes. The possible mechanisms or targets involved in the multiple therapeutic actions of gabapentin have been actively studied. Since gabapentin was developed, several hypotheses had been proposed for its action mechanisms. They include selectively activating the heterodimeric GABA(B) receptors consisting of GABA(B1a) and GABA(B2) subunits, selectively enhancing the NMDA current at GABAergic interneurons, or blocking AMPA-receptor-mediated transmission in the spinal cord, binding to the L-alpha-amino acid transporter, activating ATP-sensitive K(+) channels, activating hyperpolarization-activated cation channels, and modulating Ca(2+) current by selectively binding to the specific binding site of [(3)H]gabapentin, the alpha(2)delta subunit of voltage-dependent Ca(2+) channels. Different mechanisms might be involved in different therapeutic actions of gabapentin. In this review, we summarized the recent progress in the findings proposed for the antinociceptive action mechanisms of gabapentin and suggest that the alpha(2)delta subunit of spinal N-type Ca(2+) channels is very likely the analgesic action target of gabapentin. (PMID: 16474201). D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D018692 - Antimanic Agents N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BF - Gabapentinoids D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D002491 - Central Nervous System Agents > D000700 - Analgesics

N-butanoyl-lhomoserine lactone

N-Butanoyl-DL-homoserine lactone

Crotanecine

8-(Methylthio)octanenitrile

8-(methylthio)Octanenitrile, 9ci

8-(Methylthio)octanenitrile is found in green vegetables. 8-(Methylthio)octanenitrile is isolated from watercress (Nasturtium officinale). Isolated from watercress (Nasturtium officinale). 8-(Methylthio)octanenitrile is found in green vegetables.

Rasagiline

2,3-Dihydro-N-2-propynyl-1H-inden-1-amine-(1R)-hydrochloride

Rasagiline is only found in individuals that have used or taken this drug. It is an irreversible inhibitor of monoamine oxidase and is used as a monotherapy in early Parkinsons disease or as an adjunct therapy in more advanced cases.The precise mechanisms of action of rasagiline is unknown. One mechanism is believed to be related to its MAO-B inhibitory activity, which causes an increase in extracellular levels of dopamine in the striatum. The elevated dopamine level and subsequent increased dopaminergic activity are likely to mediate rasagilines beneficial effects seen in models of dopaminergic motor dysfunction. N - Nervous system > N04 - Anti-parkinson drugs > N04B - Dopaminergic agents > N04BD - Monoamine oxidase b inhibitors D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents C78272 - Agent Affecting Nervous System > C38149 - Antiparkinsonian Agent D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor D020011 - Protective Agents

N,2,3-Trimethyl-2-(1-methylethyl)butanamide

N,2,3-Trimethyl-2-(1-methylethyl)butanamide, 9ci

N,2,3-Trimethyl-2-(1-methylethyl)butanamide is a physiological stem cooling agent used in food; its effect is similar to that of menthol but without the strong minty flavour. N,2,3-Trimethyl-2-(1-methylethyl)butanamide is a flavouring agent for chewing gum and candie Physiol. stem cooling agent used in food; its effect is similar to that of menthol but without the strong minty flavour. Flavouring agent for chewing gum and candies

2,5-Dihydro-4,5-dimethyl-2-(2-methylpropyl)thiazole

4,5-dimethyl-2-(2-methylpropyl)-2,5-dihydro-1,3-thiazole

2,5-Dihydro-4,5-dimethyl-2-(2-methylpropyl)thiazole is found in animal foods. 2,5-Dihydro-4,5-dimethyl-2-(2-methylpropyl)thiazole is a component of cooked beef aroma. 2,5-Dihydro-4,5-dimethyl-2-(2-methylpropyl)thiazole is a flavouring ingredient. Component of cooked beef aroma. Flavouring ingredient. 2,5-Dihydro-4,5-dimethyl-2-(2-methylpropyl)thiazole is found in animal foods.

2,5-Dihydro-4,5-dimethyl-2-(1-methylpropyl)thiazole

2-(butan-2-yl)-4,5-dimethyl-2,5-dihydro-1,3-thiazole

2,5-Dihydro-4,5-dimethyl-2-(1-methylpropyl)thiazole is a flavouring ingredient. 2,5-Dihydro-4,5-dimethyl-2-(1-methylpropyl)thiazole is reported in hydrolysed vegetable protein. Flavouring ingredient. Reported in hydrolysed vegetable protein

1-Hydroxy-2,2,6,6-tetramethyl-4-piperidinone

1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine hydrochloride

1-Methyl-4-phenyl-2H-pyridine

1-methyl-4-phenyl-1,2-dihydropyridine

D010575 - Pesticides > D006540 - Herbicides D016573 - Agrochemicals

N-Propargyl-1(S)-aminoindan

2,3-Dihydro-N-2-propynyl-1H-inden-1-amine-(1R)-hydrochloride

2-Amino-3-cyclohexylpropanoic acid

2-amino-3-cyclohexylpropanoic acid

2-Cyclooctyl-2-hydroxyethylamine

2-Cyclooctyl-2-hydroxyethylamine hydrochloride

1-(1-Naphthyl)ethylamine

1-(naphthalen-1-yl)ethan-1-amine

N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide

Diethadione

2H-1,3-Oxazine-2,4(3H)-dione,5,5-diethyldihydro-

C78272 - Agent Affecting Nervous System > C264 - Anticonvulsant Agent

Moroxydine

N-(morpholine-4-carboximidoyl)guanidine

C6H13N5O (171.112)

Octylguanidine

Octylguanidine sulfate (2:1)

gabapentin

D018377 - Neurotransmitter Agents > D018683 - Excitatory Amino Acid Agents > D018691 - Excitatory Amino Acid Antagonists D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D014151 - Anti-Anxiety Agents D002492 - Central Nervous System Depressants > D014149 - Tranquilizing Agents > D018692 - Antimanic Agents N - Nervous system > N02 - Analgesics > N02B - Other analgesics and antipyretics > N02BF - Gabapentinoids D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D014149 - Tranquilizing Agents D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C29756 - Sedative and Hypnotic D002491 - Central Nervous System Agents > D000927 - Anticonvulsants D002491 - Central Nervous System Agents > D000700 - Analgesics CONFIDENCE standard compound; EAWAG_UCHEM_ID 2561

Cimipronidine

C7H13N3O2 (171.1008)

Amphorogynine D

C4-HSL

N-Butanoyl-L-homoserine lactone

2-Propylquinoline

2-n-Propylquinoline

Decanamide

Moroxydine

C6H13N5O (171.112)

J - Antiinfectives for systemic use > J05 - Antivirals for systemic use > J05A - Direct acting antivirals D000890 - Anti-Infective Agents > D000998 - Antiviral Agents D007004 - Hypoglycemic Agents > D001645 - Biguanides C254 - Anti-Infective Agent > C281 - Antiviral Agent relative retention time with respect to 9-anthracene Carboxylic Acid is 0.052 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.050 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.053

C4-homoserine lactone

N-Butanoyl-L-homoserine lactone

CONFIDENCE standard compound; INTERNAL_ID 201

Pipecolic acid isopropyl ester

(Z)-3-aminonon-5-enoic acid_major

1-Ethylcarbamyl-4-methylpiperazine

1-Piperazinecarboxamide,N-ethyl-4-methyl-

capramide

decanoic acid amide

(3-Methylcrotonyl)glycine methyl ester

Rasagiline

(1R)-N-(prop-2-yn-1-yl)-2,3-dihydro-1H-inden-1-amine

N - Nervous system > N04 - Anti-parkinson drugs > N04B - Dopaminergic agents > N04BD - Monoamine oxidase b inhibitors D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents C78272 - Agent Affecting Nervous System > C38149 - Antiparkinsonian Agent D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors C471 - Enzyme Inhibitor > C667 - Monoamine Oxidase Inhibitor D020011 - Protective Agents

FEMA 3804

N,2,3-Trimethyl-2-(1-methylethyl)butanamide, 9ci

FEMA 3621

4,5-dimethyl-2-(2-methylpropyl)-2,5-dihydro-1,3-thiazole

FEMA 3619

2-(butan-2-yl)-4,5-dimethyl-2,5-dihydro-1,3-thiazole

8-Methylsulfanyloctanenitrile

8-(methylthio)Octanenitrile, 9ci

NA 10:0

N,2,3-Trimethyl-2-(1-methylethyl)butanamide

C4:0-HSL

N-Butanoyl-DL-homoserine lactone

4-(1-Piperidinyl)butanoic acid

4-OXO-PIPERIDINE-3-CARBOXYLIC ACID ETHYL ESTER

2-Methyl-2-propanyl cis-3-aminocyclobutanecarboxylate

Methyl 1-methyl-2-oxo-4-piperidinecarboxylate

2-(1-ethynylcyclopentyl)pyridine

Cyclohexanecarboxylic acid, 2-amino-, ethyl ester, (1S,2R)-

Ethyl piperidin-3-ylacetate

3-(4-Methylpiperazin-1-yl)butan-1-amine

Ethyl 1-Piperidineacetate

4-amino-tempo

C9H19N2O (171.1497)

1-Piperazineethanamine,-alpha-,-alpha-,4-trimethyl-(9CI)

(2S,3S)-1-N-BENZYL-3-HYDROXY-2-PHENYLPIPERIDINE

2-ACETYLAMINO-3-CYCLOPROPYLPROPIONIC ACID

1,3-Butanedione,1-(4-morpholinyl)-

6-Methyl-2-heptyl isothiocyanate

tert-octyl isothiocyanate

5-CHLORO-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-1-TRIISOPROPYLSILANYL-1H-PYRROLO[2,3-B]PYRIDINE

2-(4-acetylpiperazin-1-yl)ethanamine

2,4,6-Trihydrazinyl-1,3,5-triazine

C3H9N9 (171.0981)

2-(3-methylpiperidin-1-yl)propanoic acid

tert-Butyl 3-oxoazetidine-1-carboxylate

2-Methyl-2-propanyl 1-pyrrolidinecarboxylate

1-amino-3-(2-furylmethoxy)propan-2-ol(SALTDATA: FREE)

4-(4,5-DIHYDRO-1 H-IMIDAZOL-2-YLAMINO)-BUTYRIC ACID

C7H13N3O2 (171.1008)

4-(2-Cyanophenyl)-2-methylbut-1-ene

Levetiracetam acid

Ethyl (2E)-3-(diethylamino)acrylate

3-(6-oxopiperidin-3-yl)propanoic acid

Cyclohexanecarboxylicacid, 1-amino-, ethyl ester

(r)-(-)-n-methyl-1-phenyl-2-(1-pyrrolidino)ethylamine

Methyl 3-(3-piperidinyl)propanoate

ethyl 6-methylpiperidine-3-carboxylate

(R)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

3-(isothiocyanatomethyl)heptane

2-Methyl-N,N-dipropan-2-yl-propanamide

Thiocyanic acid, octylester

3-(4-ETHYL-PIPERAZIN-1-YL)-PROPYLAMINE

Quinoline,(1-methylethyl)-

1,2,2,6,6-Pentamethyl-4-piperidinol

2-octyl isothiocyanate

3-methyl-1-piperidin-4-ylbutan-1-ol

[1-(2-methylpropyl)piperidin-3-yl]methanol

2-(NAPHTHALEN-2-YL)ETHANAMINE

methyl 3-piperidin-4-ylpropanoate(SALTDATA: HCl)

3-PIPERIDIN-1-YL-PROPIONIC ACID HYDRAZIDE

n-cyclohexyl-beta-alanine

4,6,8-Trimethylquinoline

Carbamic acid,N-cyclohexyl-, ethyl ester

1-ISOPROPYL-5-OXOPYRROLIDINE-3-CARBOXYLIC ACID

(1S)-1-(1-Naphthyl)ethanamine

tert-Butyl 3-aminocyclobutanecarboxylate

(R)-1-(1-naphthyl)ethylamine

(1-Aminocyclohexyl)acetic acid methyl ester

Ethyl2-piperidineacetate

Ethyl 3-dimethylamino-2-formylacrylate

(2-methylpiperidin-1-yl)(oxo)acetic acid

(2S)-2-amino-2-cycloheptylacetic acid

2-Piperidinecarboxylic acid, 1-acetyl-, (R)- (9CI)

n-acetyl-(4r)-isopropyl 2-oxazolidinone

3-Acrylamido-3-methylbutyric acid

1-(5-AMINOPENTYL)PIPERAZINE

1,3,5-triethyl-1,3,5-triazinane

(S)-(3-PYRROLIDINEOXY)TETRAHYDRO-2H-PYRAN

(2S)-2-(2-Oxo-1-pyrrolidinyl)butanoic acid

1,4-dioxaspiro[4.5]decan-8-ylmethanamine

D-Proline tert-butyl ester

(E)-ETHYL 3-ACETAMIDOBUT-2-ENOATE

ETHYL 3-(DIETHYLAMINO)ACRYLATE

ethyl 3-oxopiperidine-1-carboxylate

CIS-ETHYL 4-AMINOCYCLOHEXANECARBOXYLATE

butyl (1-oxoallyl)carbamate

methyl 1-amino-4-oxocyclohexane-1-carboxylate

N,N-dimethyl-2-piperazine-1-yl-acetamide

N-Propargyl-1(S)-aminoindan

D002491 - Central Nervous System Agents > D018696 - Neuroprotective Agents D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors D020011 - Protective Agents

(S)-(-)-2-FORMAMIDOSUCCINICANHYDRIDE

ETHYL 1-(AMINOMETHYL)CYCLOPENTANECARBOXYLATE

N-(3-AMINOPHENYL)-2-METHOXYACETAMIDE

C7H13N3O2 (171.1008)

(4-isopropoxy-phenyl)-hydrazine hydrochloride

2-methyl-3-(2-methylpiperidin-1-yl)propan-1-ol

3-(4-Aminocyclohexyl)propanoic acid

(cycloheptylamino)acetic acid

N-CYCLOHEXYL-OXALAMIC ACID

1-ACETYL-2-CARBOXYPIPERIDINE

4-(CyclopropylaMino)butanoic acid ethyl ester

methyl 2-amino-3-cyclopentylpropanoate

Ethyl 3-aminocyclohexanecarboxylate

1-propylpiperidine-2-carboxylic acid

1-PROPYLPIPERIDINE-4-CARBOXYLIC ACID

ethyl 2-oxopiperidine-4-carboxylate

1-Acetyl-3-Methylpyrrolidine-2-carboxylic acid

(2H5)Ethyl 4-hydroxybenzoate

C9H5D5O3 (171.0944)

N-(5-methyl-2-oxohexan-3-yl)acetamide

1,4,7-Trimethyl-1,4,7-triazacyclononane

AC-PRO-OME

2,2-Dimethyl-3-morpholin-4-ylpropanal

2,3,4,9-Tetrahydro-1H-carbazole

methyl 1-(aminomethyl)cyclohexane-1-carboxylate

methyl 3-(2-oxopyrrolidin-1-yl) propanoate

Guanoctine

(S)-METHYL 2-AMINO-3-CYCLOPENTYLPROPANOATE

(R)-(1-(2,4,6-TRIMETHYLPHENYL)ETHYL)AMINE

N-(butoxymethyl)methacrylamide

Methyl 1-Methyl-2-oxopiperidine-3-carboxylate

N-Methyl-1-naphthylmethylamine

(S)-2-Amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one

1-Phenyl-1-cyclopentanecarbonitrile

2,2,4,5,5-PENTAMETHYL-3-IMIDAZOLINE-3-OXIDE-1-OXYL, FREE RADICAL

C8H15N2O2 (171.1133)

METHYL 2-(1-METHYL-4-PIPERIDYL)ACETATE

Methyl 1-ethylpiperidine-4-carboxylate

4-Piperidinecarboxamide,4-(ethylamino)-

N-Ethyl-1-naphthylamine

5-oxo-1-propylpyrrolidine-3-carboxylic acid(SALTDATA: FREE)

1-Acetyl-3-piperidinecarboxylic acid

ETHYL ALLYLFORMYLMETHYLCARBAMATE

N-Methyl(2-naphthyl)methanamine

1,4-dioxaspiro[4.5]decan-3-ylmethanamine

Ethyl 2-oxopyrrolidine-1-acetate

Ethyl (2-oxo-1-pyrrolidinyl)acetate

3-Amino-N,N-dimethylpiperidine-1-carboxamide

1-[2-(Dimethylamino)ethyl]-4-methylpiperazine

6-ethyl-2-methylquinoline

2,6,7-trimethylquinoline

4-CYCLOHEXYLAMINO-BUTAN-1-OL

N-BUTYL PYRROLIDINE-3-CARBOXYLATE

2-(morpholin-4-ylmethyl)prop-2-enoic acid

2,4,7-TRIMETHYLQUINOLINE

N-(2-PROPYNYL)-2,3-DIHYDROINDEN-1-AMINE