194360
Ethyl nipecotate
96%
Synonym(s):
3-Piperidinecarboxylic acid ethyl ester, Ethyl 3-piperidinecarboxylate, NSC 158451
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About This Item
Empirical Formula (Hill Notation):
C8H15NO2
CAS Number:
Molecular Weight:
157.21
Beilstein:
118388
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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
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
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.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 194360-25G | 4061838761156 |
| 194360-100G | 4061837775574 |
| 194360-25KG | |
| 194360-5KG |
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