696420
(R)-Ethyl piperidine-3-carboxylate
97%
Synonym(s):
(R)-Piperidine-3-carboxylic acid ethyl ester, (R)-ethyl nipecotate
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About This Item
Empirical Formula (Hill Notation):
C8H15NO2
CAS Number:
Molecular Weight:
157.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
(R)-Ethyl piperidine-3-carboxylate, 97%
InChI
1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3/t7-/m1/s1
SMILES string
CCOC(=O)[C@@H]1CCCNC1
InChI key
XIWBSOUNZWSFKU-SSDOTTSWSA-N
assay
97%
form
liquid
density
1.092 g/mL at 25 °C
Application
Reactant for synthesis of:
Reactant for stereocontrolled hydoiodination of alkynes
Used for an orally potent anti-anxiety drug
- 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
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
219.2 °F
flash_point_c
104 °C
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
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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
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
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
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.
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