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194360

Sigma-Aldrich

Ethyl nipecotate

96%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C8H15NO2
Numero CAS:
5006-62-2
Peso molecolare:
157.21
Beilstein:
118388
Numero CE:
225-681-3
Numero MDL:
MFCD00005991
Codice UNSPSC:
12352100
ID PubChem:
24851647
NACRES:
NA.22

Livello qualitativo

100

Saggio

96%

Forma fisica

liquid

Indice di rifrazione

n20/D 1.460 (lit.)

P. eboll.

102-104 °C/7 mmHg (lit.)

Densità

1.012 g/mL at 25 °C (lit.)

Gruppo funzionale

ester

Stringa SMILE

CCOC(=O)C1CCCNC1

InChI

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

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Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Consigli di prudenza

P261 - P305 + P351 + P338

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Punto d’infiammabilità (°F)

195.8 °F - closed cup

Punto d’infiammabilità (°C)

91 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificati d'analisi (COA)

Lot/Batch Number
STBG3609V
STBC7616V
S38167V
05329TE
05910ME

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

Sigma-Aldrich

665150

Ethyl N-Boc-piperidine-4-carboxylate

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.
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