Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

194360

Sigma-Aldrich

Ethyl nipecotate

96%

Synonym(s):

3-Piperidinecarboxylic acid ethyl ester, Ethyl 3-piperidinecarboxylate, NSC 158451

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

About This Item

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.)

functional group

ester

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

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

Storage Class Code

10 - Combustible liquids

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SDBB0892
STBG3609V
STBC7616V
S38167V
S38167

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

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
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
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.
Jia-Hua Hu et al.
Journal of neuroscience research, 73(4), 565-572 (2003-08-05)
The present study focused on the involvement of gamma-aminobutyric acid transporter I (GAT1) in pain. We found that GABA uptake was increased in mouse spinal cord at 20 min and 120 min after formalin injection and in mouse brain at
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