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211672

Sigma-Aldrich

Nipecotinsäure

98%

Synonym(e):

3-Piperidincarbonsäure

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About This Item

Empirische Formel (Hill-System):
C6H11NO2
CAS-Nummer:
498-95-3
Molekulargewicht:
129.16
EG-Nummer:
207-873-9
MDL-Nummer:
MFCD00005992
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24278161
NACRES:
NA.22

Assay

98%

Form

solid

mp (Schmelzpunkt)

261 °C (dec.) (lit.)

Löslichkeit

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

SMILES String

OC(=O)C1CCCNC1

InChI

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

InChIKey

XJLSEXAGTJCILF-UHFFFAOYSA-N

Angaben zum Gen

human ... SLC23A2(9962)

Allgemeine Beschreibung

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.

Anwendung

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

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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(±)-Vigabatrin

Sigma-Aldrich

V8261

(±)-Vigabatrin

(S)-Ethylpiperidin-3-Carboxylat 97%

Sigma-Aldrich

696439

(S)-Ethylpiperidin-3-Carboxylat

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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