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Compound Detail

CHEMBL1701

MEPERIDINE HYDROCHLORIDE
💊 Approved Drug
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💊 Approved Drug
CCOC(=O)C1(c2ccccc2)CCN(C)CC1.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1701
Name MEPERIDINE HYDROCHLORIDE
Phase Approved
Structure Type MOL
InChI Key WCNLCIJMFAJCPX-UHFFFAOYSA-N
Therapeutic ✓ Yes
Parent Compound CHEMBL607
Active Moiety CHEMBL607

Known Names

Demerol Meperidine hcl Meperidine hydrochloride Meperidine hydrochloride cii Meperidine hydrochloride component of mepergan Meperidine hydrochloride preservative free NIH 10522 NSC-400479 Pamergan Pethidine hydrochloride Pethidini hydrochloridum Pethilorfan +1 more
4
Targets
10
Activities
2
Assay Types
0
PK Parameters
20
Publications
13
Known Names
4
Indications
1
Mechanisms

Molecular Properties

247.3
MW (Da)
2.21
ALogP
3
HBA
0
HBD
29.5
PSA (Ų)
0.77
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1942
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Black Box Warning
USAN Stem -eridine

Extended Properties

Molecular Formula C15H22ClNO2
MW 283.80
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness -0.56

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Mu opioid receptor agonist AGONIST Mu-type opioid receptor ✓ ✓

Indications

Acute Pain Pain Substance-Related Disorders Hypotension

Drug Warnings

Black Box Warning
respiratory toxicity
Country: United States
Black Box Warning
misuse
Country: United States
Black Box Warning
neurotoxicity
Country: United States

Activity Summary

Ki 6 meas. best 6.38
IC50 4 meas. best 6.21

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Sodium-dependent serotonin transporter
CHEMBL313
 Ki 6.38 6.38 413.0 2
Sodium-dependent dopamine transporter
CHEMBL338
 IC50 6.21 5.555 610.0 2
Mu-type opioid receptor
CHEMBL233
 Ki 6.04 6.04 920.0 2
Opioid receptor
CHEMBL2094129
 IC50 5.0 5.0 10000.0 1
Sodium-dependent dopamine transporter
CHEMBL338
 Ki 4.75 4.75 17800.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Sodium-dependent serotonin transporter Ki = 413.0 nM 6.38 Inhibition of [3H]paroxetine binding to rat serotonin transporter 15743177
Sodium-dependent serotonin transporter Ki = 413.0 nM 6.38 Displacement of [3H]citalopram from serotonin transporter in Sprague-Dawley rat ... 20980153
Sodium-dependent dopamine transporter IC50 = 610.0 nM 6.21 Inhibitory concentration against [3H]-DA uptake in rat brain tissue 15743177
Mu-type opioid receptor Ki = 920.0 nM 6.04 Inhibition of [3H]DAMGO binding to mu-opioid receptor 15743177
Mu-type opioid receptor Ki = 920.0 nM 6.04 Binding affinity at mu-opioid receptor 20980153
Opioid receptor IC50 = 10000.0 nM 5.0 Displacement of [3H]naloxone from Sprague-Dawley rat cerebellum opioid receptor ... 209186
Sodium-dependent dopamine transporter IC50 = 12600.0 nM 4.9 Inhibitory concentration against [3H]-DA uptake in rat brain tissue 15743177
Sodium-dependent dopamine transporter Ki = 17800.0 nM 4.75 Inhibition of [3H]WIN-35428 binding to rat dopamine transporter 15743177
Sodium-dependent dopamine transporter Ki = 17800.0 nM 4.75 Displacement of [3H]WIN 35428 from dopamine transporter in Sprague-Dawley rat br... 20980153

Literature References

PubMed DOI Target Context # Activities
7381841 10.1021/jm00178a014 Mus musculus 5
15743177 10.1021/jm0401614 Sodium-dependent dopamine transporter 4
1246037 10.1021/jm00223a004 Liver 3
401892 10.1021/jm00212a007 Mus musculus 3
3007760 10.1021/jm00154a018 Mus musculus 2
15743177 10.1021/jm0401614 Unchecked 2
209186 10.1021/jm00205a003 Mus musculus 2
209186 10.1021/jm00205a003 Opioid receptor 2
1246037 10.1021/jm00223a004 No relevant target 1
1246037 10.1021/jm00223a004 Mus musculus 1
1246037 10.1021/jm00223a004 Brain 1
874963 10.1021/jm00217a003 Rattus norvegicus 1
874963 10.1021/jm00217a003 Mus musculus 1
20980153 10.1016/j.bmc.2010.09.060 Mu-type opioid receptor 1
20980153 10.1016/j.bmc.2010.09.060 Unchecked 1
20980153 10.1016/j.bmc.2010.09.060 Transporter 1
20980153 10.1016/j.bmc.2010.09.060 Sodium-dependent dopamine transporter 1
20980153 10.1016/j.bmc.2010.09.060 Sodium-dependent serotonin transporter 1
15743177 10.1021/jm0401614 Monoamine transporters; serotonin & dopamine 1
15743177 10.1021/jm0401614 Mu-type opioid receptor 1

Data from ChEMBL 36 via Core Engine