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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
Molecular Formula C14H19NO2
Molecular Weight 233.3062
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Cerebellar and oculomotor dysfunction induced by rapid infusion of pethidine.
2014-03-11
Role of active metabolites in the use of opioids.
2009-02
Seizures in an Alzheimer's disease patient as a complication of colonoscopy premedication with meperidine.
2008-01
Detection of methylphenidate in the hair of children treated with Ritalin.
2007-12-21
Meperidine and skin surface warming additively reduce the shivering threshold: a volunteer study.
2007
CYP2B6, CYP3A4, and CYP2C19 are responsible for the in vitro N-demethylation of meperidine in human liver microsomes.
2004-09
Seizures due to norpethidine toxicity.
2000-08
Successful treatment of normeperidine neurotoxicity by hemodialysis.
2000-01
Norpethidine accumulation and generalized seizure during pethidine patient-controlled analgesia.
1999-06
Toxicity of norpethidine in sickle cell crisis.
1992-06-06
Normeperidine-induced seizures in hereditary coproporphyria.
1990-11
Normorphine, a neurotoxic metabolite?
1990-03-24
Norpethidine induced myoclonus in a patient with renal failure.
1989-12
Possible roles of normeperidine and hyponatremia in a postoperative death.
1987-11-15
Normeperidine toxicity.
1986-05
Accumulation of normeperidine, an active metabolite of meperidine, in patients with renal failure of cancer.
1977-06
Patents

Patents

04072686
4
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:56:27 GMT 2025
Edited
by admin
on Mon Mar 31 21:56:27 GMT 2025
Record UNII
JG096PMW2N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IDS-NP-003
Preferred Name English
NORMEPERIDINE
Common Name English
NSC-23821
Code English
PETHIDINE-INTERMEDIATE-B, ETHYL-4-PHENYLPIPERIDINE-4-CARBOXYLATE
Common Name 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 Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
Code System Code Type Description
SMS_ID
100000088221
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-008-9
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID50227806
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
NSC
23821
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
EVMPD
SUB21925
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
CAS
77-17-8
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
PUBCHEM
32414
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
WIKIPEDIA
Norpethidine
Created by admin on Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
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 Mon Mar 31 21:56:27 GMT 2025 , Edited by admin on Mon Mar 31 21:56:27 GMT 2025
PRIMARY
Related Record Type Details
Structure of NORMEPERIDINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Structure of NORMEPERIDINE HYDROBROMIDE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
Related Record Type Details
Structure of NORMEPERIDINE
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC
NIH
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