Eperisone
PubChem CID
3236
Structure
Molecular Formula
Synonyms
- eperisone
- 64840-90-0
- 1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one
- Eperisone [INN]
- 1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one
Molecular Weight
259.4 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-03-25
- Modify:2025-01-11
Description
1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one is an aromatic ketone that is N-propylpiperidine in which a hydrogen at positon 2 of the propyl group is replaced by a p-ethylbenzoyl group. It is a member of piperidines and an aromatic ketone.
Eperisone is an antispasmodic drug which relaxes both skeletal muscles and vascular smooth muscles, and demonstrates a variety of effects such as reduction of myotonia, improvement of circulation, and suppression of the pain reflex. It is not approved for use in the United States, but is available in other countries like India, South Korea, and Bangladesh.
EPERISONE is a small molecule drug with a maximum clinical trial phase of III (across all indications) and has 2 investigational indications.
See also: Esorubicin (annotation moved to).
Chemical Structure Depiction
1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C17H25NO/c1-3-15-7-9-16(10-8-15)17(19)14(2)13-18-11-5-4-6-12-18/h7-10,14H,3-6,11-13H2,1-2H3
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
SQUNAWUMZGQQJD-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CCC1=CC=C(C=C1)C(=O)C(C)CN2CCCCC2
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C17H25NO
Computed by PubChem 2.2 (PubChem release 2021.10.14)
124308-54-9
- (4'-ethyl-2-methyl-3-piperidino)propiophenone
- 4-EMPP
- E-0646
- eperisone
- eperisone hydrochloride
- eperisone
- 64840-90-0
- 1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one
- Eperisone [INN]
- 1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one
- 4'-Ethyl-2-methyl-3-piperidinopropiophenone
- 1-(4-Ethylphenyl)-2-methyl-3-(1-piperidinyl)-1-propanone
- CHEBI:77070
- Eperisone (INN)
- 2M2P0551D3
- (+-)-Eperisone
- Eperisonum
- C17H25NO
- Eperisona
- Eperisonum [INN-Latin]
- Eperisona [INN-Spanish]
- NCGC00167973-01
- BRN 1246496
- UNII-2M2P0551D3
- EPERISONE [JAN]
- EPERISONE [MI]
- EPERISONE [WHO-DD]
- SCHEMBL194769
- CHEMBL1902981
- DTXSID5040671
- 1-Propanone, 1-(4-ethylphenyl)-2-methyl-3-(1-piperidinyl)-
- AKOS015960753
- DB08992
- AC-12144
- DB-054734
- HY-128891
- CS-0101898
- D07898
- Q426401
- BRD-A04252265-001-01-8
- BRD-A04252265-003-01-4
- (2RS)-1-(4-ethylphenyl)-2-methyl-3-(1-piperidyl)propan-1-one
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
259.4 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
3.8
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
259.193614421 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
259.193614421 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
20.3 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
19
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
275
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
170-172
Morita, E. and Kanai,T.; U.S. Patent 3,995,047; November 30,1976; assigned to Eisai Co., Ltd. (Japan)
NIST Number
408435
Library
Main library
Total Peaks
96
m/z Top Peak
98
m/z 2nd Highest
133
m/z 3rd Highest
99
Thumbnail
NIST Number
292733
Library
Replicate library
Total Peaks
38
m/z Top Peak
98
m/z 2nd Highest
133
m/z 3rd Highest
84
Thumbnail
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Stereo Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Stereo Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Esorubicin (annotation moved to)
PubMed Count
Anticonvulsants
Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)
Vasodilator Agents
Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)
Muscle Relaxants, Central
A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)
Parasympatholytics
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)
Calcium Channel Blockers
A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=SQUNAWUMZGQQJD-UHFFFAOYSA-N
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- ChEBI1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-onehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:77070
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- ClinicalTrials.govLICENSEThe ClinicalTrials.gov data carry an international copyright outside the United States and its Territories or Possessions. Some ClinicalTrials.gov data may be subject to the copyright of third parties; you should consult these entities for any additional terms of use.https://clinicaltrials.gov/ct2/about-site/terms-conditions#Use
- Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads section.http://www.dgidb.org/downloads
- EU Clinical Trials Register
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citing
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.htmlAnatomical Therapeutic Chemical (ATC) classificationhttp://www.genome.jp/kegg-bin/get_htext?br08303.keg
- Metabolomics Workbench
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- NIPH Clinical Trials Search of Japan
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-lawEperisonehttp://www.nist.gov/srd/nist1a.cfm
- SpectraBase1-(4-Ethylphenyl)-2-methyl-3-(1-piperidinyl)-1-propanonehttps://spectrabase.com/spectrum/D6sQ4BivDkx
- Therapeutic Target Database (TTD)
- PharosLICENSEData accessed from Pharos and TCRD is publicly available from the primary sources listed above. Please respect their individual licenses regarding proper use and redistribution.https://pharos.nih.gov/about
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- WHO Anatomical Therapeutic Chemical (ATC) ClassificationLICENSEUse of all or parts of the material requires reference to the WHO Collaborating Centre for Drug Statistics Methodology. Copying and distribution for commercial purposes is not allowed. Changing or manipulating the material is not allowed.https://www.whocc.no/copyright_disclaimer/
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- Wikipedia
- Wiley
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlAnticonvulsantshttps://www.ncbi.nlm.nih.gov/mesh/68000927Vasodilator Agentshttps://www.ncbi.nlm.nih.gov/mesh/68014665Muscle Relaxants, Centralhttps://www.ncbi.nlm.nih.gov/mesh/68009125Parasympatholyticshttps://www.ncbi.nlm.nih.gov/mesh/68010276Calcium Channel Blockershttps://www.ncbi.nlm.nih.gov/mesh/68002121
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 388309462https://pubchem.ncbi.nlm.nih.gov/substance/388309462
CONTENTS