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Merck
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Documenti

696420

Sigma-Aldrich

(R)-Ethyl piperidine-3-carboxylate

97%

Sinonimo/i:

(R)-Piperidine-3-carboxylic acid ethyl ester, (R)-ethyl nipecotate

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About This Item

Formula empirica (notazione di Hill):
C8H15NO2
Numero CAS:
25137-01-3
Peso molecolare:
157.21
Numero MDL:
MFCD03093637
Codice UNSPSC:
12352100
ID PubChem:
329761827
NACRES:
NA.22

Saggio

97%

Forma fisica

liquid

Densità

1.092 g/mL at 25 °C

Stringa SMILE

CCOC(=O)[C@@H]1CCCNC1

InChI

1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3/t7-/m1/s1
XIWBSOUNZWSFKU-SSDOTTSWSA-N

Applicazioni

Reactant for synthesis of:
  • DPP-4 inhibitors
  • Dual H1/5-HT2A receptor antagonists for treatment of sleep disorders
  • Serotonin and noradrenaline reuptake inhibitors
  • GABA uptake inhibitors

Reactant for stereocontrolled hydoiodination of alkynes

Used for an orally potent anti-anxiety drug

Pittogrammi

CorrosionExclamation mark
GHS05,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H315,H318,H335

Classi di pericolo

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

219.2 °F

Punto d’infiammabilità (°C)

104 °C

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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S H Zorn et al.
The Journal of pharmacology and experimental therapeutics, 242(1), 173-178 (1987-07-01)
Previous reports have suggested that the ethyl ester of (R)-nipecotic acid ethyl ester [(R)-NAEE] displays cholinomimetic properties in vivo. The present study was undertaken to characterize more fully this action by examining the effects of (R)-NAEE in a number of
T Andree et al.
Life sciences, 32(19), 2265-2272 (1983-05-09)
THIP (4,5,6,7-tetrahydroisoxazolo (5,4-c) pyridone-3-ol), a direct acting GABA receptor agonist, has been shown to have antinociceptive properties. To determine whether tolerance develops to the analgesic response, mice received multiple injections of THIP for up to 21 days after which analgesia
M Potegal
Psychopharmacology, 89(4), 444-448 (1986-01-01)
The GABA uptake inhibitor ethyl (R,S)-nipecotate produces a dose-dependent suppression of aggression in highly aggressive hamsters but not in minimally aggressive ones. This suppression occurs at doses below those producing peripheral cholinergic effects; at the highest dose used it persists
Wen-Juan Zhao et al.
Acta pharmacologica Sinica, 24(10), 991-995 (2003-10-09)
The changes of seizure susceptibility of transgenic mice overexpressing GABA transporter-1 (GAT-1) were studied to clarify the possible role of GABAergic transmission in epileptogenesis. Seizures were induced by intraperitoneal administration of pentylenetetrazol (PTZ), picrotoxin (PIC), or kainic acid (KA) respectively.
A M Rustum et al.
Journal of pharmaceutical and biomedical analysis, 17(8), 1439-1447 (1998-11-04)
Chiral HPLC methods were developed and validated for tiagabine.HCl and its two chiral precursors to determine the chiral purity of the three compounds to ensure the quality of the final product which is used as a new antiepileptic drug. Tiagabine.HCl
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