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Merck
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Documentos Principais

211672

Sigma-Aldrich

Nipecotic acid

98%

Sinônimo(s):

(±)-β-Homoproline, 3-Carboxypiperidine, 3-Piperidinecarboxylic acid, Hexahydronicotinic acid

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About This Item

Fórmula empírica (Notação de Hill):
C6H11NO2
Número CAS:
Peso molecular:
129.16
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Ensaio

98%

Formulário

solid

pf

261 °C (dec.) (lit.)

solubilidade

water: soluble 50 mg/mL, clear, colorless to faintly yellow

grupo funcional

carboxylic acid

cadeia de caracteres SMILES

OC(=O)C1CCCNC1

InChI

1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)

chave InChI

XJLSEXAGTJCILF-UHFFFAOYSA-N

Informações sobre genes

human ... SLC23A2(9962)

Descrição geral

R(−)-Nipecotic acid is a potential inhibitor of uptake of γ-aminobutyric acid (GABA) in rat brain slices. Lipophilic derivatives of nipecotic acid are used as drugs for the treatment of epilepsy.

Aplicação

Nipecotic acid was used in determination of the antiepileptic drug vigabatrin and the amino acid neurotransmitters in rat brain extracellular fluid by capillary electrophoresis with laser-induced fluorescence detection.
Reactant for concurrent esterification and N-acteylation of amino acids with orthoesters

Reactant for synthesis of:
Anticonvulsants
HCV NS5B polymerase inhibitors
Cathepsin S inhibitors
Orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation
Positive allosteric modulator of metabotropic glutamate receptor 4

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

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

dust mask type N95 (US), Eyeshields, Gloves


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Gabriele Quandt et al.
Bioorganic & medicinal chemistry, 21(11), 3363-3378 (2013-04-20)
γ-Amino butyric acid (GABA) is the major inhibitory neurotransmitter in the mammalian central nervous system (CNS). A malfunction of the GABAergic neurotransmission is connected to several neuronal disorders like epilepsy, Alzheimer's disease, neuropathic pain, and depression. One possibility to enhance
Lauren L Orefice et al.
Cell, 178(4), 867-886 (2019-08-10)
Somatosensory over-reactivity is common among patients with autism spectrum disorders (ASDs) and is hypothesized to contribute to core ASD behaviors. However, effective treatments for sensory over-reactivity and ASDs are lacking. We found distinct somatosensory neuron pathophysiological mechanisms underlie tactile abnormalities in different
Nadia Benturquia et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 806(2), 237-244 (2004-06-03)
Capillary electrophoresis with laser-induced fluorescence detection (CE-LIFD) coupled to in vivo microdialysis sampling was used in order to monitor simultaneously a drug and several neurotransmitters in the brain extracellular fluid. Determination of the antiepileptic drug vigabatrin and the amino acid
Hui-Ling Diao et al.
Frontiers in physiology, 8, 897-897 (2017-11-23)
The globus pallidus is a central nucleus in the basal ganglia motor control circuit. Morphological studies have revealed the expression of adenosine A2A receptors in the globus pallidus. To determine the modulation of adenosine A2A receptors on the activity of
Andrea Kragler et al.
European journal of medicinal chemistry, 43(11), 2404-2411 (2008-04-09)
A series of N-substituted aminomethylphenol derivatives was synthesized by reductive amination. To study the inhibitory potency of the target compounds at the murine GABA transporters (mGAT1-mGAT4), a [(3)H]GABA uptake test system in a 96-well format based on HEK cells stably

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