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Details

Stereochemistry ACHIRAL
Molecular Formula C14H19NO2
Molecular Weight 233.3062
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NORMEPERIDINE

SMILES

CCOC(=O)C1(CCNCC1)C2=CC=CC=C2

InChI

InChIKey=QKHMFBKXTNQCTM-UHFFFAOYSA-N
InChI=1S/C14H19NO2/c1-2-17-13(16)14(8-10-15-11-9-14)12-6-4-3-5-7-12/h3-7,15H,2,8-11H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Accumulation of normeperidine, an active metabolite of meperidine, in patients with renal failure of cancer.
1977 Jun
Normeperidine toxicity.
1986 May
Possible roles of normeperidine and hyponatremia in a postoperative death.
1987 Nov 15
Norpethidine induced myoclonus in a patient with renal failure.
1989 Dec
Normorphine, a neurotoxic metabolite?
1990 Mar 24
Normeperidine-induced seizures in hereditary coproporphyria.
1990 Nov
Toxicity of norpethidine in sickle cell crisis.
1992 Jun 6
Norpethidine accumulation and generalized seizure during pethidine patient-controlled analgesia.
1999 Jun
Seizures due to norpethidine toxicity.
2000 Aug
Successful treatment of normeperidine neurotoxicity by hemodialysis.
2000 Jan
CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes.
2004 Sep
Meperidine and skin surface warming additively reduce the shivering threshold: a volunteer study.
2007
Detection of methylphenidate in the hair of children treated with Ritalin.
2007 Nov-Dec
Seizures in an Alzheimer's disease patient as a complication of colonoscopy premedication with meperidine.
2008 Jan
Role of active metabolites in the use of opioids.
2009 Feb
Cerebellar and oculomotor dysfunction induced by rapid infusion of pethidine.
2014 Mar 11
Patents

Patents

Name Type Language
NORMEPERIDINE
Common Name English
NSC-23821
Code English
PETHIDINE-INTERMEDIATE-B, ETHYL-4-PHENYLPIPERIDINE-4-CARBOXYLATE
Common Name English
IDS-NP-003
Code English
ETHYL 4-PHENYLPIPERIDINE-4-CARBOXYLATE
Systematic Name English
ISONIPECOTIC ACID, 4-PHENYL-, ETHYL ESTER
Systematic Name English
4-(ETHOXYCARBONYL)-4-PHENYLPIPERIDINE
Systematic Name English
NORPETHIDINE
Common Name English
4-PHENYL-4-CARBETHOXYPIPERIDINE
Systematic Name English
N-DESMETHYLMEPERIDINE
Common Name English
4-PHENYLPIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER
Systematic Name English
4-PIPERIDINECARBOXYLIC ACID, 4-PHENYL-, ETHYL ESTER
Systematic Name English
ETHYL 4-PHENYLISONIPECOTATE
Systematic Name English
PETHIDINE INTERMEDIATE B
Common Name English
4-CARBETHOXY-4-PHENYLPIPERIDINE
Systematic Name English
NORDOLSIN
Common Name English
Classification Tree Code System Code
DEA NO. 9233
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
Code System Code Type Description
SMS_ID
100000088221
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-008-9
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID50227806
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
NSC
23821
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
EVMPD
SUB21925
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
CAS
77-17-8
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
PUBCHEM
32414
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY
WIKIPEDIA
Norpethidine
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY Norpethidine (Normeperidine, Pethidine Intermediate B) is a 4-phenylpiperidine derivative that is both a metabolite of and a precursor to pethidine (meperidine). It is scheduled by UN Single Convention on Narcotic Drugs.
FDA UNII
JG096PMW2N
Created by admin on Sat Dec 16 08:12:33 GMT 2023 , Edited by admin on Sat Dec 16 08:12:33 GMT 2023
PRIMARY