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194360

Sigma-Aldrich

Ethyl nipecotate

96%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C8H15NO2
Número de CAS:
5006-62-2
Peso molecular:
157.21
Beilstein/REAXYS Number:
118388
EC Number:
225-681-3
MDL number:
MFCD00005991
UNSPSC Code:
12352100
PubChem Substance ID:
24851647
NACRES:
NA.22

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

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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

flash_point_f

195.8 °F - closed cup

flash_point_c

91 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
SDBB0892
STBG3609V
STBC7616V
S38167V
S38167

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Ethyl N-Boc-piperidine-4-carboxylate 97%

Sigma-Aldrich

665150

Ethyl N-Boc-piperidine-4-carboxylate

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
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
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
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
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