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Eperisone

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Also known as: 64840-90-0, 1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one, Eperisone [inn], 4'-ethyl-2-methyl-3-piperidinopropiophenone, 1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one, 1-(4-ethylphenyl)-2-methyl-3-(1-piperidinyl)-1-propanone

Molecular Formula

C₁₇H₂₅NO

Molecular Weight

259.4 g/mol

InChI Key

SQUNAWUMZGQQJD-UHFFFAOYSA-N

FDA UNII

2M2P0551D3

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.

1 2D Structure

Eperisone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one

2.1.2 InChI

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

2.1.3 InChI Key

SQUNAWUMZGQQJD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCC1=CC=C(C=C1)C(=O)C(C)CN2CCCCC2

2.2 Other Identifiers

2.2.1 UNII

2M2P0551D3

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (4'-ethyl-2-methyl-3-piperidino)propiophenone

2. 4-empp

3. E-0646

2.3.2 Depositor-Supplied Synonyms

1. 64840-90-0

2. 1-(4-ethylphenyl)-2-methyl-3-(piperidin-1-yl)propan-1-one

3. Eperisone [inn]

4. 4'-ethyl-2-methyl-3-piperidinopropiophenone

5. 1-(4-ethylphenyl)-2-methyl-3-piperidin-1-ylpropan-1-one

6. 1-(4-ethylphenyl)-2-methyl-3-(1-piperidinyl)-1-propanone

7. Chebi:77070

8. Eperisone (inn)

9. 2m2p0551d3

10. (+-)-eperisone

11. Eperisonum

12. Eperisona

13. Eperisonum [inn-latin]

14. Eperisona [inn-spanish]

15. Ncgc00167973-01

16. Brn 1246496

17. Unii-2m2p0551d3

18. Eperisone [jan]

19. Eperisone [mi]

20. Eperisone [who-dd]

21. Schembl194769

22. Chembl1902981

23. Dtxsid5040671

24. 1-propanone, 1-(4-ethylphenyl)-2-methyl-3-(1-piperidinyl)-

25. Akos015960753

26. Db08992

27. Ac-12144

28. Db-054734

29. Hy-128891

30. Cs-0101898

31. Ft-0630750

32. D07898

33. 840e900

34. Q426401

35. Brd-a04252265-001-01-8

36. (2rs)-1-(4-ethylphenyl)-2-methyl-3-(1-piperidyl)propan-1-one

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₅NO
Molecular Weight	259.4 g/mol
XLogP3	3.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	5
Exact Mass	259.193614421 g/mol
Monoisotopic Mass	259.193614421 g/mol
Topological Polar Surface Area	20.3 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	275
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

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.)

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.)

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.)

4.2 ATC Code

M - Musculo-skeletal system

M03 - Muscle relaxants

M03B - Muscle relaxants, centrally acting agents

M03BX - Other centrally acting agents

M03BX09 - Eperisone