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Azulene

Synopsis, Chemistry

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Also known as: 275-51-4, Cyclopentacycloheptene, Azunamic, Bicyclo[5.3.0]decapentaene, Azulen, Bicyclo(5.3.0)decapentaene

Molecular Formula

C₁₀H₈

Molecular Weight

128.17 g/mol

InChI Key

CUFNKYGDVFVPHO-UHFFFAOYSA-N

FDA UNII

82R6M9MGLP

azulene is a natural product found in Anthemis cretica, Achillea millefolium, and other organisms with data available.

1 2D Structure

Azulene

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

azulene

2.1.2 InChI

InChI=1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H

2.1.3 InChI Key

CUFNKYGDVFVPHO-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC=C2C=CC=C2C=C1

2.2 Other Identifiers

2.2.1 UNII

82R6M9MGLP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Azulekeep

2. Cyclopentacycloheptene

2.3.2 Depositor-Supplied Synonyms

1. 275-51-4

2. Cyclopentacycloheptene

3. Azunamic

4. Bicyclo[5.3.0]decapentaene

5. Azulen

6. Bicyclo(5.3.0)decapentaene

7. Azulene, Homopolymer

8. Bicyclo(5.3.0)-1,3,5,7,9-decapentaene

9. Bicyclo(5.3.0)-deca-2,4,6,8,10-pentaene

10. 82r6m9mglp

11. Chebi:31249

12. Azulene (jan)

13. Nsc-89248

14. Azulene [jan]

15. Einecs 205-993-6

16. 82451-56-7

17. Mfcd00003810

18. Nsc 89248

19. Unii-82r6m9mglp

20. Azulene, 99%

21. Azulene [inci]

22. Azulene [mi]

23. Azulene [mart.]

24. Azulene [who-dd]

25. Bicyclo(5.3.0)-deca-1,3,5,7,9-pentaene

26. Azulene, Analytical Standard

27. Azusalen [as Sodium Sulfonate]

28. Chembl3272628

29. Dtxsid2059770

30. Hy-b0055

31. Nsc89248

32. Zinc1570209

33. Akos015840881

34. Cs-15638

35. Bicyclo[5.3.0]-1,5,7,9-decapentaene

36. Db-047243

37. A0634

38. Bicyclo(0.3.5)deca-1,3,5,7,9-pentaene

39. Cs-0006517

40. Ft-0622537

41. Azulene, Standard For Gc, >=99.0% (gc)

42. Bicyclo[5.3.0]deca-2,4,6,8,10-pentaene

43. C13408

44. D09768

45. A819116

46. Q144362

47. Sr-01000944574

48. J-016811

49. Sr-01000944574-1

50. Bicyclo-(0.3.5)-deca-1,3,5,7,9-pentaene

51. Bicyclo-(5.3.0)-deca-2,4,6,8,10-pentaene

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₈
Molecular Weight	128.17 g/mol
XLogP3	3.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	0
Rotatable Bond Count	0
Exact Mass	128.062600255 g/mol
Monoisotopic Mass	128.062600255 g/mol
Topological Polar Surface Area	0 Å²
Heavy Atom Count	10
Formal Charge	0
Complexity	94.6
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)