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Loxoprofen

Synopsis, Chemistry

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Also known as: 226721-96-6, Loxonin, Oxeno, Lobu, Loxoprofen sodium, Loxoprofen sodium hydrate

Molecular Formula

C₁₅H₂₁NaO₅

Molecular Weight

304.31 g/mol

InChI Key

BAZQYVYVKYOAGO-UHFFFAOYSA-M

FDA UNII

Z2DR42L11Y

1 2D Structure

Loxoprofen

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;2-[4-[(2-oxocyclopentyl)methyl]phenyl]propanoate;dihydrate

2.1.2 InChI

InChI=1S/C15H18O3.Na.2H2O/c1-10(15(17)18)12-7-5-11(6-8-12)9-13-3-2-4-14(13)16;;;/h5-8,10,13H,2-4,9H2,1H3,(H,17,18);;2*1H2/q;+1;;/p-1

2.1.3 InChI Key

BAZQYVYVKYOAGO-UHFFFAOYSA-M

2.1.4 Canonical SMILES

CC(C1=CC=C(C=C1)CC2CCCC2=O)C(=O)[O-].O.O.[Na+]

2.2 Other Identifiers

2.2.1 UNII

Z2DR42L11Y

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 156-s

2. 2-(4-((2-oxocyclopentyl)methyl)phenyl)propionic Acid

3. 2-ocppp

4. Cs 600

5. Cs-600

6. Loxoprofen

7. Loxoprofen Alcohol

8. Loxoprofen Sodium, (r*,s*)-isomer

9. Sodium 2-(4-(2-oxocyclopentylmethyl)phenyl)propionate Dihydrate

10. Sodium Loxoprofen

2.3.2 Depositor-Supplied Synonyms

1. 226721-96-6

2. Loxonin

3. Oxeno

4. Lobu

5. Loxoprofen Sodium

6. Loxoprofen Sodium Hydrate

7. Loxoprofen Sodium Salt Dihydrate

8. 80382-23-6

9. Loxoprofen Sodium [mart.]

10. Loxoprofen Sodium Hydrate [jp]

11. Loxoprofen (monosodium)

12. Lobu; Loxonin;cs 600

13. Sodium;2-[4-[(2-oxocyclopentyl)methyl]phenyl]propanoate;dihydrate

14. Z2dr42l11y

15. Monosodium 2-(4-((2-oxocyclopentyl)methyl)phenyl)propanoate Dihydrate

16. Sodium 2-(4-(2-oxocyclopentylmethyl)phenyl)propionate Dihydrate

17. Alpha-methyl-4-((2-oxocyclopentyl)methyl)benzeneacetate Sodium Salt Dihydrate

18. Unii-z2dr42l11y

19. Lorfenamin (tn)

20. Loxonin (tn)

21. Loxoprofensodiumdihydrate

22. Chebi:31786

23. Dtxsid601001203

24. Loxoprofen Sodium Hydrate (jp17)

25. Bja72196

26. Ac-555

27. Mfcd01745788

28. Akos015894920

29. Akos015963323

30. Benzeneacetic Acid, Alpha-methyl-4-((2-oxocyclopentyl)methyl)-, Sodium Salt, Hydrate (1:1:2)

31. (r)-2-chloro-3-methylbutyricacid

32. As-82727

33. Loxoprofen Sodium Dihydrate [who-dd]

34. D01709

35. Q27114685

36. Sodium 2-[4-(2-oxocyclopentylmethyl) Phenyl]-propionate Dihydrate

37. Sodium 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoate--water (1/1/2)

38. Sodium 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoate--water (1/2)

39. Benzeneacetic Acid, .alpha.-methyl-4-((2-oxocyclopentyl)methyl)-, Sodium Salt, Hydrate (1:1:2)

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₁NaO₅
Molecular Weight	304.31 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	304.12866805 g/mol
Monoisotopic Mass	304.12866805 g/mol
Topological Polar Surface Area	59.2 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	321
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	4

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)