Page last updated: 2024-12-05

meperidine hydrochloride

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

pethidine hydrochloride : The hydrochloride salt of pethidine. An analgesic used for the treatment of postoperative and labour pain. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5750
CHEMBL ID1701
CHEBI ID31984
SCHEMBL ID41046
MeSH IDM0330121

Synonyms (133)

Synonym
piperidine, n-methyl-4-phenyl-4-carbethoxy-, hydrochloride
chlorbicyclene [french]
nsc 400479
isonipecotic acid, 1-methyl-4-phenyl-, ethyl ester, hydrochloride
einecs 200-013-3
mephedine
spasmodolin
sauteralgyl
pantalgine
nih 10522
4-piperidinecarboxylic acid, 1-methyl-4-phenyl-, ethyl ester, hydrochloride
(+-)-pethidine hydrochloride
dolsin
spasmedal
dolopethin
endolat
meperidine hcl
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride
ethyl 1-methyl-4-phenylisonipecotate hydrochloride
mefedina
petantin
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate,hydrochloride
centralgin
dolin
operidine
n-methyl-4-phenyl-4-carbethoxypiperidine hydrochloride
synelaudine
lydol
demerol hydrochloride
isonipecotic acid, ethyl ester, hydrochloride
1-methyl-4-phenyl-4-carboethoxypiperidine hydrochloride
nsc-400479
dolantin hydrochloride
dolenol
dolargan
nsc400479
algil
dolaren
s 140
doloneurine
pethidine chloride
pethidine hydrochloride
wln: t6ntj a1 dvo2 dr &gh
alodan (gerot)
lidol
1-methyl-4-phenylisonipecotic acid ethyl ester hydrochloride
petidin
50-13-5
dolcontral
wy 554
dolantol
dolestine
dolantin
dispadol
piridosal
dolvanolendolatethyl 1-methyl-4-phenylpiperidine-4-carboxylate hydrochloride
1-methyl-4-carbethoxy-4-phenylpiperidine hydrochloride
ethyl 1-methyl-4-phenylpiperidyl-4-carboxylate hydrochloride
petantin hydrochloride
meperidine hydrochloride
dolenal
chlorbicyclene
chlorbycyclen
antiduol
isonipecaine hydrochloride
dolosal
mepadin
4-piperidinecarboxylic acid, ethyl ester, hydrochloride
antidurol
dolantal
ethyl-1-methyl-4-phenylisonipecotate hydrochloride
meperidine hydrochloride (usp)
demerol (tn)
pethidine hydrochloride (jp17)
D01383
meperidine hydrochloride cii
pethidini hydrochloridum
CHEMBL1701
meperidine hydrochloride [usan:usp]
meperidine hydrochloride preservative free
meperitab
unii-n8e7f7q170
meperidin
pethidine hydrochloride [jan]
n8e7f7q170 ,
FT-0603214
pethidine hydrochloride [who-dd]
meperidine hydrochloride [vandf]
meperidine hydrochloride [usp monograph]
pethidini hydrochloridum [who-ip latin]
pethidine hydrochloride [mart.]
meperidine hydrochloride [orange book]
meperidine hydrochloride [usan]
pethidine hydrochloride [ep monograph]
mepergan component meperidine hydrochloride
meperidine hydrochloride component of mepergan
meperidine hydrochloride cii [usp-rs]
pethidine hydrochloride [ep impurity]
meperidine hydrochloride [mi]
pethidine hydrochloride [who-ip]
SCHEMBL41046
WCNLCIJMFAJCPX-UHFFFAOYSA-N
1-methyl-4-phenyl-piperidine-4-carboxylic acid ethyl ester hydrochloride
pethidine hcl
meperidine hydrochloride, united states pharmacopeia (usp) reference standard
pethidine hydrochloride (meperidine hydrochloride)
cluyer
meperdol
petisel
doloblok
4-(ethoxycarbonyl)-1-methyl-4-phenylpiperidinium chloride
petholan
opystan
dolantina
petidin dak
g-pethidine
CHEBI:31984 ,
clopedin
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate;hydrochloride
50-13-5 (hcl)
Q27284706
DTXSID30950620 ,
1-methyl-4-phenyl-4-piperidinecarboxylic acid ethyl ester hydrochloride (1:1)
meperidine hydrochloride (usp monograph)
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate monohydrochloride
pethidine hydrochloride (mart.)
pethidine hydrochloride (ep impurity)
pethidine hydrochloride (ep monograph)
meperidine hydrochloride (usan:usp)
meperidine hydrochloride cii (usp-rs)
dtxcid701378770
meperidine.hcl (pethidine.hcl), 1mg/ml in methanol
meperidine.hcl (pethidine.hcl)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
kappa-opioid receptor agonistA compound that exhibits agonist activity at the kappa-opioid receptor.
mu-opioid receptor agonistA compound that exhibits agonist activity at the mu-opioid receptor.
antispasmodic drugA drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
opioid analgesicA narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
hydrochlorideA salt formally resulting from the reaction of hydrochloric acid with an organic base.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sodium-dependent dopamine transporterRattus norvegicus (Norway rat)Ki17.80000.00030.37088.1600AID238628
Sodium-dependent serotonin transporterRattus norvegicus (Norway rat)Ki0.41300.00000.705610.0000AID238637; AID539398
Mu-type opioid receptorHomo sapiens (human)Ki0.92000.00000.419710.0000AID238453; AID539404
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMu-type opioid receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
phospholipase C-activating G protein-coupled receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
sensory perceptionMu-type opioid receptorHomo sapiens (human)
negative regulation of cell population proliferationMu-type opioid receptorHomo sapiens (human)
sensory perception of painMu-type opioid receptorHomo sapiens (human)
G protein-coupled opioid receptor signaling pathwayMu-type opioid receptorHomo sapiens (human)
behavioral response to ethanolMu-type opioid receptorHomo sapiens (human)
positive regulation of neurogenesisMu-type opioid receptorHomo sapiens (human)
negative regulation of Wnt protein secretionMu-type opioid receptorHomo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeMu-type opioid receptorHomo sapiens (human)
calcium ion transmembrane transportMu-type opioid receptorHomo sapiens (human)
cellular response to morphineMu-type opioid receptorHomo sapiens (human)
regulation of cellular response to stressMu-type opioid receptorHomo sapiens (human)
regulation of NMDA receptor activityMu-type opioid receptorHomo sapiens (human)
neuropeptide signaling pathwayMu-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
G-protein alpha-subunit bindingMu-type opioid receptorHomo sapiens (human)
G protein-coupled receptor activityMu-type opioid receptorHomo sapiens (human)
beta-endorphin receptor activityMu-type opioid receptorHomo sapiens (human)
voltage-gated calcium channel activityMu-type opioid receptorHomo sapiens (human)
protein bindingMu-type opioid receptorHomo sapiens (human)
morphine receptor activityMu-type opioid receptorHomo sapiens (human)
G-protein beta-subunit bindingMu-type opioid receptorHomo sapiens (human)
neuropeptide bindingMu-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (9)

Processvia Protein(s)Taxonomy
endosomeMu-type opioid receptorHomo sapiens (human)
endoplasmic reticulumMu-type opioid receptorHomo sapiens (human)
Golgi apparatusMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
axonMu-type opioid receptorHomo sapiens (human)
dendriteMu-type opioid receptorHomo sapiens (human)
perikaryonMu-type opioid receptorHomo sapiens (human)
synapseMu-type opioid receptorHomo sapiens (human)
plasma membraneMu-type opioid receptorHomo sapiens (human)
neuron projectionMu-type opioid receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay IDTitleYearJournalArticle
AID1135665Displacement of [3H]naloxone from Sprague-Dawley rat cerebellum opioid receptor assessed as relative receptor affinity by scintillation counting1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Conformation of 2,9-dimethyl-3'-hydroxy-5-phenyl-6,7-genzomorphan and its relation to other analgetics and enkephalin.
AID242948Ratio of binding affinity of mu-opioid receptor and dopamine transporter2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID1144259Drug metabolism in iv dosed Swiss-Webster mouse liver assessed as norme-peridine concentration measured per gram of tissue over 5 to 45 mins1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
AID114545Tested for narcotic antagonistic property using tail-flick procedure in mice after giving subcutaneous dose of 6.3 mg/kg of morphine sulphate1980Journal of medicinal chemistry, Apr, Volume: 23, Issue:4
4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring.
AID1136970Analgesic activity in sc dosed mouse assessed as inhibition of AcOH-induced writhing1977Journal of medicinal chemistry, Feb, Volume: 20, Issue:2
Azabicycloalkanes as analgetics. 3. Structure-activity relationships of 1-phenyl-6-azabicyclo[3.2.1]octanes and absolute stereochemistry of (+)-1-(3-hydroxyphenyl)-6-methyl-6-azabicyclo[3.2.1]octane and its 7-endo-methyl derivative.
AID248017Inhibitory concentration against [3H]-DA uptake in rat brain tissue2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID1135666Analgesic activity in sc dosed mouse assessed as inhibition of phenylquinone-induced writhing1978Journal of medicinal chemistry, Jul, Volume: 21, Issue:7
Conformation of 2,9-dimethyl-3'-hydroxy-5-phenyl-6,7-genzomorphan and its relation to other analgetics and enkephalin.
AID238453Inhibition of [3H]DAMGO binding to mu-opioid receptor2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID242940Ratio of binding affinity of dopamine and serotonin transporters2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID114388Tested for analgesic activity using tail flick assay in mice1980Journal of medicinal chemistry, Apr, Volume: 23, Issue:4
4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring.
AID539400Displacement of [3H]nisoxetine from norepinephrine transporter in Sprague-Dawley rat frontal cortex after 1 hr by liquid scintillation counting2010Bioorganic & medicinal chemistry, Dec-01, Volume: 18, Issue:23
Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands.
AID539401Selectivity ratio of Ki for dopamine transporter in Sprague-Dawley rat brain to Ki for serotonin transporter in Sprague-Dawley rat brain2010Bioorganic & medicinal chemistry, Dec-01, Volume: 18, Issue:23
Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands.
AID238628Inhibition of [3H]WIN-35428 binding to rat dopamine transporter2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID1136973Analgesic activity in sc dosed mouse by hot-plate method1977Journal of medicinal chemistry, Feb, Volume: 20, Issue:2
Azabicycloalkanes as analgetics. 3. Structure-activity relationships of 1-phenyl-6-azabicyclo[3.2.1]octanes and absolute stereochemistry of (+)-1-(3-hydroxyphenyl)-6-methyl-6-azabicyclo[3.2.1]octane and its 7-endo-methyl derivative.
AID11442541-Octanol-phosphate buffer partition coefficient, log P of the compound at pH 7.4 using [3H]normeperidine hydrochloride1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
AID114564Tested for sedation using inclined screen test in mice1980Journal of medicinal chemistry, Apr, Volume: 23, Issue:4
4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring.
AID539398Displacement of [3H]citalopram from serotonin transporter in Sprague-Dawley rat brain after 1 hr by liquid scintillation counting2010Bioorganic & medicinal chemistry, Dec-01, Volume: 18, Issue:23
Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands.
AID242949Ratio of binding affinity of mu-opioid receptor to serotonin transporter2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID1136976Acute toxicity in sc dosed mouse1977Journal of medicinal chemistry, Feb, Volume: 20, Issue:2
Azabicycloalkanes as analgetics. 3. Structure-activity relationships of 1-phenyl-6-azabicyclo[3.2.1]octanes and absolute stereochemistry of (+)-1-(3-hydroxyphenyl)-6-methyl-6-azabicyclo[3.2.1]octane and its 7-endo-methyl derivative.
AID539399Displacement of [3H]WIN 35428 from dopamine transporter in Sprague-Dawley rat brain after 1 hr by liquid scintillation counting2010Bioorganic & medicinal chemistry, Dec-01, Volume: 18, Issue:23
Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands.
AID1134336Analgesic activity in sc dosed rat assessed as dose required for 2 times increase in reaction time after 15 mins by tail jerk test relative to control1977Journal of medicinal chemistry, Jul, Volume: 20, Issue:7
Various 5-substituted and 2,5-disubstituted 1,3-dioxanes, a new class of analgesic agents.
AID1144255Analgetic potency in iv dosed Swiss-Webster mouse1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
AID114387Tested for analgesic activity using HCl writhe assay in mice in mice1980Journal of medicinal chemistry, Apr, Volume: 23, Issue:4
4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring.
AID1144258Drug metabolism in iv dosed Swiss-Webster mouse liver measured per gram of tissue over 5 to 45 mins1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
AID251779Percent inhibition of [3H]DA uptake in rat brain tissue at 100 uM2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID125746Analgesic antagonistic activity in mice using morphine(56.07 umol/kg) induced Straub-tail test after sc administration; No antagonist activity up to 846 umol/ kg1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
N-substituent modulation of opiate agonist/antagonist activity in resolved 3-methyl-3-(m-hydroxyphenyl)piperidines.
AID114389Tested for analgesic activity using tail pinch assay in mice1980Journal of medicinal chemistry, Apr, Volume: 23, Issue:4
4-Amino-4-arylcyclohexanones and their derivatives, a novel class of analgesics. 1. Modification of the aryl ring.
AID1134335Analgesic activity in sc dosed mouse assessed as inhibition of acetic acid-induced writhing after 15 to 30 mins1977Journal of medicinal chemistry, Jul, Volume: 20, Issue:7
Various 5-substituted and 2,5-disubstituted 1,3-dioxanes, a new class of analgesic agents.
AID128032Compound was tested for analgesic activity in mouse using mouse writhing test after sc administration of compound1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
N-substituent modulation of opiate agonist/antagonist activity in resolved 3-methyl-3-(m-hydroxyphenyl)piperidines.
AID539404Binding affinity at mu-opioid receptor2010Bioorganic & medicinal chemistry, Dec-01, Volume: 18, Issue:23
Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands.
AID1144260Drug metabolism in iv dosed Swiss-Webster mouse liver assessed as norme-peridine N-alkyl parent integral ratio over 5 to 45 mins1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
AID238637Inhibition of [3H]paroxetine binding to rat serotonin transporter2005Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5
Synthesis and biological evaluation of meperidine analogues at monoamine transporters.
AID1144256Drug uptake in iv dosed Swiss-Webster mouse brain measured per gram of tissue1976Journal of medicinal chemistry, Jan, Volume: 19, Issue:1
Relationship between analgetic ED50 dose and time-course brain levels N-alkylnormeperidine homologues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (75.00)18.7374
1990's0 (0.00)18.2507
2000's1 (12.50)29.6817
2010's1 (12.50)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 54.78

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index54.78 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index82.62 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (54.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]