MEPERIDINE HYDROCHLORIDE

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Search structure


Trade Names	DEMEROL MEPERIDINE HYDROCHLORIDE MEPERIDINE HYDROCHLORIDE PRESERVATIVE FREE
Synonyms	Demerol Meperidine hcl Meperidine hydrochloride Meperidine hydrochloride cii Meperidine hydrochloride preservative free NIH 10522 NSC-400479 Pamergan Pethidine Pethidine hydrochloride Pethidini hydrochloridum Pethilorfan Spasmodlin
Status
Molecule Category	Salt-form
UNII	N8E7F7Q170
Parent Compound:	MEPERIDINE


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	WCNLCIJMFAJCPX-UHFFFAOYSA-N
Smiles	CCOC(=O)C1(c2ccccc2)CCN(C)CC1.Cl
InChI	InChI=1S/C15H21NO2.ClH/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13;/h4-8H,3,9-12H2,1-2H3;1H

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H22ClNO2
Molecular Weight	283.8
AlogP	2.21
Hydrogen Bond Acceptor	3.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	3.0
Polar Surface Area	29.54
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	18.0

Bioactivity

Mechanism of Action	Action	Reference
Mu opioid receptor agonist	AGONIST	PubMed


Protein: Mu opioid receptor Description: Mu-type opioid receptor Organism : Homo sapiens P35372 ENSG00000112038

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor	-	10000	-	920-920	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family	-	610-12600	-	17800-17800	22

Assay Description	Organism	Bioactivity	Reference
Inhibition of [3H]DAMGO binding to mu-opioid receptor	None	920.0 nM
Inhibition of [3H]paroxetine binding to rat serotonin transporter	Rattus norvegicus	413.0 nM
Inhibitory concentration against [3H]-DA uptake in rat brain tissue	Rattus norvegicus	610.0 nM
Percent inhibition of [3H]DA uptake in rat brain tissue at 100 uM	Rattus norvegicus	22.0 %
Displacement of [3H]citalopram from serotonin transporter in Sprague-Dawley rat brain after 1 hr by liquid scintillation counting	Rattus norvegicus	413.0 nM
Binding affinity at mu-opioid receptor	None	920.0 nM

Cross References

Resources	Reference
ChEBI	31984
ChEMBL	CHEMBL1701
FDA SRS	N8E7F7Q170
PubChem	5750
SureChEMBL	SCHEMBL41046

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).