Normeperidine

HCID 32414CAS 77-17-8
Substructure searchFind similar structures

Basic information

Standard SMILES
CCOC(=O)C1(c2ccccc2)CCNCC1
InChIKey
QKHMFBKXTNQCTM-UHFFFAOYSA-N
Molecular formula
C14H19NO2
Average molar mass
233.31 g/mol
Monoisotopic mass
233.14157885

Overview

Pethidine-Intermediate-B, ethyl-4-phenylpiperidine-4-carboxylate is a DEA Schedule II controlled substance. Substances in the DEA Schedule II have a high potential for abuse which may lead to severe psychological or physical dependence. It is a Opiates substance.

Names & identifiers

Preferred name
Normeperidine
IUPAC
ethyl 4-phenylpiperidine-4-carboxylate
English name
NORMEPERIDINE
Molecular formula
C14H19NO2
Molecular weight
233.31

Names & synonyms

Ethyl 4-phenylpiperidine-4-carboxylateNormeperidineNorpethidine77-17-8Nordolsin4-Piperidinecarboxylic acid, 4-phenyl-, ethyl esterJG096PMW2NIDS-NP-003DTXSID50227806NSC-23821PETHIDINE-INTERMEDIATE-B, ETHYL-4-PHENYLPIPERIDINE-4-CARBOXYLATERefChem:166645
Show more names
Pethidine Intermediate BNormeperidine solutionNorpethidine (Normeperidine)NORMEPERIDINE,100/MLINMETHANOL
DTXCID60150297201-008-9Ethyl 4-phenylisonipecotate4-Carbethoxy-4-phenylpiperidine4-Phenyl-4-carbethoxypiperidine4-(Ethoxycarbonyl)-4-phenylpiperidine4-Phenylpiperidine-4-carboxylic acid ethyl esterIsonipecotic acid, 4-phenyl-, ethyl ester

Database identifiers

CAS
77-17-8
PubChem CID
32414
DTXSID
DTXSID50227806
ChEMBL
CHEMBL1052
UNII
JG096PMW2N
EC Number
201-008-9
Nikkaji
J104.492C

Properties

Computed structural properties

XLogP
2
Topological polar surface area
38.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
17

Experimental & physicochemical properties

DrugsDEA Schedule II Controlled Substance -> Opiates

Physicochemical properties

Melting point
36 · 36-38 °C
Boiling point
155 °C · 155 °C(Press: 3.5 Torr)
Density
1.064 · 1.064±0.06 g/cm3(Predicted)
Flash point
11 °C · 11 °C
storage temp.
2 · 2-8°C
pka
9.58 · 9.58±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationDEA schedule II controlled substance
Other Safety InformationIMAP assessments - 4-Piperidinecarboxylic acid, 4-phenyl-, ethyl ester: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (97.5%)

Safety data

wgk
1
ridadr
UN 1230 3/PG 2
risk_code
11-23/24/25-39/23/24/25
Signal word
Danger
Symbol(GHS)
GHS02,GHS06,GHS08
hazard_code
F,T

Chemistry & industry

Pharmacology

Metabolism/MetabolitesNormeperidine is a known human metabolite of meperidine.
MeSH Pharmacological Classification · 1 item

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Cellular LocationsMembrane

Applications

UsesNORMEPERIDINE is used as an intermediate for the drug diphenoxylate (phenoxypiperidine hydrochloride).

Upstream & downstream products

Related reactions

27 records
New reaction record

Linked notes

Loading…