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G154

Sigma-Aldrich

Gabapentin

≥98% (HPLC), solid, anticonvulsant

Sinônimo(s):

1-(Aminomethyl)-cyclohexaneacetic acid, Neurontin

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About This Item

Fórmula empírica (Notação de Hill):
C9H17NO2
Número CAS:
60142-96-3
Peso molecular:
171.24
Beilstein:
2359739
Número CE:
262-076-3
Número MDL:
MFCD00865286
Código UNSPSC:
12352200
ID de substância PubChem:
24278159
NACRES:
NA.77

product name

Gabapentin, solid

forma

solid

cor

off-white

solubilidade

H2O: 10 mg/mL

cadeia de caracteres SMILES

NCC1(CC(O)=O)CCCCC1

InChI

1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12)

chave InChI

UGJMXCAKCUNAIE-UHFFFAOYSA-N

Informações sobre genes

human ... ADORA1(134) , CACNA1A(773) , CACNA1B(774) , CACNA1C(775) , CACNA1D(776) , CACNA1E(777) , CACNA1F(778) , CACNA1G(8913) , CACNA1H(8912) , CACNA1I(8911) , CACNA1S(779) , CACNA2D1(781) , CACNA2D2(9254) , CACNA2D3(55799) , CACNA2D4(93589) , CACNB1(782) , CACNB2(783) , CACNB3(784) , CACNB4(785) , CACNG1(786) , CACNG2(10369) , CACNG3(10368) , CACNG4(27092) , CACNG5(27091) , CACNG6(59285) , CACNG7(59284) , CACNG8(59283)
rat ... Cacna1a(25398)

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Aplicação

Gabapentin has been used:
  • as the α2δ-ligand to examine whether the allyl isothiocyanate (AITC) sensitized thermal aversion assay might be useful as a screening method for the identification of presumptive analgesics
  • dissolved in uptake buffer which is used to measure the to measure ASP (trans-4-[4-(Dimethylamino)styryl]-1-methylpyridinium iodide) substrate by organic cation transporter type 2 (OCTN2) using liquid chromatography - mass spectrometry
  • used as an analgesic adjuvant for intraperitoneal injections

Ações bioquímicas/fisiológicas

Anticonvulsant with unknown mechanism of action; crosses the blood brain barrier; increases GABA concentrations in the brain and reduces excitatory amino acid neurotransmission, perhaps through its effects on voltage-gated calcium channels; exhibits antinociceptive, anxiolytic, neuroprotective and anti-epileptic effects.
Gabapentin serves as a ligand for the α2δ subunit of L-type calcium channels.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

The impact of advanced opioid drugs and analgesic adjuvants on murine macrophage oxygen burst
Kozlowski M, et al.
Folia Medica Cracoviensia (2017)
Thomas R Belliotti et al.
Journal of medicinal chemistry, 48(7), 2294-2307 (2005-04-02)
Pregabalin exhibits robust activity in preclinical assays indicative of potential antiepileptic, anxiolytic, and antihyperalgesic clinical efficacy. It binds with high affinity to the alpha(2)-delta subunit of voltage-gated calcium channels and is a substrate of the system L neutral amino acid
Samuel J Dobson et al.
Antiviral research, 179, 104819-104819 (2020-05-12)
During virus entry, members of the Polyomaviridae transit the endolysosomal network en route to the endoplasmic reticulum (ER), from which degraded capsids escape into the cytoplasm and enter the nucleus. Emerging evidence suggests that viruses require both endosomal acidification and
Michael F Jarvis et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(20), 8520-8525 (2007-05-08)
Activation of tetrodotoxin-resistant sodium channels contributes to action potential electrogenesis in neurons. Antisense oligonucleotide studies directed against Na(v)1.8 have shown that this channel contributes to experimental inflammatory and neuropathic pain. We report here the discovery of A-803467, a sodium channel
Silke Grigat et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(2), 330-337 (2008-11-05)
In addition to its function as carnitine transporter, novel organic cation transporter type 2 (OCTN2; human gene symbol SLC22A5) is widely recognized as a transporter of drugs. This notion is based on several reports of direct measurement of drug accumulation.
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