| Weight | 233.311 g/mol |
|---|---|
| Formula | C14H19NO2 |
| Hydrogen Acceptors | 3 |
| Hydrogen Donors | 1 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 3 |
Ethyl 4-phenylpiperidine-4-carboxylate (77-17-8)
normeperidine · norpethidine · normeperidine carbonate (2:1)
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- Sigma-Aldrich - Ethyl 4-phenylpiperidine-4-carboxylate18.50 - 102.00 USD
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- Accumulation of Normeperidine, an Active Metabolite of Meperidine, in Patients with Renal Failure or Cancer (Annals of Internal Medicine, 1977)
- Antagonism of the convulsant effects of heroin, d-propoxyphene, meperidine, normeperidine and thebaine by naloxone in mice. (Journal of Pharmacology and Experimental Therapeutics, 1975)
- Effects of routinely given pethidine during labour on infants' developing breastfeeding behaviour. Effects of dose-delivery time interval and various concentrations of pethidine/norpethidine in cord plasma (Acta Paediatrica, 1997)
- Neonatal depression after obstetrical analgesia with pethidine. the role of the injection-delivery time interval and of the plasma concentrations of pethidine and norpethidine (Acta Obstetricia et Gynecologica Scandinavica, 1981)
- NORPETHIDINE TOXICITY AND PATIENT CONTROLLED ANALGESIA (BJA: British Journal of Anaesthesia, 1993)
- Meperidine and normeperidine levels following meperidine administration during labor: II. Fetus and neonate (American Journal of Obstetrics and Gynecology, 1979)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - normeperidine
- norpethidine
- normeperidine carbonate (2:1)
- normeperidine, 3H-labeled cpd
- normeperidine hydrochloride
-
SMILESCCOC(=O)C1(CCNCC1)C2=CC=CC=C2
-
InChIKeyQKHMFBKXTNQCTM-UHFFFAOYSA-N
- Pubchem - Ethyl 4-phenylpiperidine-4-carboxylate
- Wikipedia - normeperidine
Pethidine, also known as meperidine and sold under the brand name Demerol among others, is a synthetic opioid pain medication of the phenylpiperidine class. Synthesized in 1939 as a potential anticholinergic agent by the German chemist Otto Eisleb, its analgesic properties were first recognized by Otto Schaumann while working for IG Farben, Germany. Pethidine is the prototype of a large family of analgesics including the pethidine 4-phenylpiperidines (piminodine, anileridine and others), the prodines (alphaprodine, MPPP, etc.), bemidones (ketobemidone, etc.) and others more distant, including diphenoxylate and analogues.
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Synthesis
benzene
+
Reactant
(Friedel-Crafts alkylation)
Reactant
+
ethyl 4-amino-2-phenylbutanoate
(Reductive amination)
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Ethyl 4-phenylpiperidine-4-carboxylate
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