Skip to Content
MilliporeSigma
All Photos(1)

Documents

696420

Sigma-Aldrich

(R)-Ethyl piperidine-3-carboxylate

97%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C8H15NO2
CAS Number:
25137-01-3
Molecular Weight:
157.21
MDL number:
MFCD03093637
UNSPSC Code:
12352100
PubChem Substance ID:
329761827
NACRES:
NA.22

assay

97%

form

liquid

density

1.092 g/mL at 25 °C

SMILES string

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

InChI key

XIWBSOUNZWSFKU-SSDOTTSWSA-N

Application

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

219.2 °F

flash_point_c

104 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

J-H Hu et al.
Neuroscience, 123(4), 807-812 (2004-01-31)
Ethanol is among the most widely abused drugs in the world. Chronic ethanol consumption leads to ethanol tolerance and addiction, and impairs learning and memory. Na+/Cl- dependent GABA transporters play an important role in controlling the concentration of GABA in
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
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service