Skip to Content
Merck
CN
All Photos(1)

Documents

194360

Sigma-Aldrich

Ethyl nipecotate

96%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
3-Piperidinecarboxylic acid ethyl ester, Ethyl 3-piperidinecarboxylate, NSC 158451
Empirical Formula (Hill Notation):
C8H15NO2
CAS Number:
5006-62-2
Molecular Weight:
157.21
Beilstein:
118388
EC Number:
225-681-3
MDL number:
MFCD00005991
UNSPSC Code:
12352100
PubChem Substance ID:
24851647
NACRES:
NA.22

Quality Level

100

Assay

96%

form

liquid

refractive index

n20/D 1.460 (lit.)

bp

102-104 °C/7 mmHg (lit.)

density

1.012 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C1CCCNC1

InChI

1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3

InChI key

XIWBSOUNZWSFKU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

Ethyl nipecotate was used in the synthesis of:
  • α,α′-bis[3-(N,N-diethylcarbamoyl)-piperidino]-p-xylene
  • 2-amino-4-thiazolyl derivative of 3-(iso-propyl-3-piperidinyl)phenol
Reactant for synthesis of:
Squalene synthase inhibitors
4-aminomethyl-7,8-dihydroxycoumarines and their crown ether derivatives
Spiroimidazolidinone NPC1L1 inhibitors
Quorum sensing modulators
Selective serotonin 5-HT6 receptor antagonists
Oxazolidinone RNA-binding agents

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Vipul P Rane et al.
Journal of chromatographic science, 57(9), 815-820 (2019-09-11)
Ethyl nipecotate enantiomers are widely used as chiral building blocks in the synthesis of drug substances. An efficient and economic chiral high-performance liquid chromatographic method for determination of enantiomeric purity of ethyl nipecotate is developed and validated. Chiral separation was
J C Jaen et al.
Journal of medicinal chemistry, 33(1), 311-317 (1990-01-01)
The design, synthesis, and pharmacological properties of a novel type of 4-(1,2,5,6-tetrahydro-1-alkyl-3-pyridinyl)-2-thiazolamine with dopaminergic properties are described. In particular, 4-(1,2,5,6-tetrahydro-1-propyl-3-pyridinyl)-2-thiazolamine (4c, PD 118440) and its allyl analogue (4i, PD 120697) have been identified as orally active dopamine (DA) agonists with
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
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