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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 2 Listed Suppliers, $ API Reference Price

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$ API Reference Price

ANALYTICAL

2 Analytical Methods

otherMethods
2 Analytical Methods

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 118-10-5, (+)-cinchonine, D-cinchonine, Cinchonan-9-ol, (9s)-, (8r,9s)-cinchonine, (9s)-cinchonan-9-ol

Molecular Formula

C₁₉H₂₂N₂O

Molecular Weight

294.4 g/mol

InChI Key

KMPWYEUPVWOPIM-QAMTZSDWSA-N

FDA UNII

V43X79NZCD

cinchonine is a natural product found in Cinchona calisaya, Neolamarckia cadamba, and other organisms with data available.

1 2D Structure

Cinchonine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol

2.1.2 InChI

InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1

2.1.3 InChI Key

KMPWYEUPVWOPIM-QAMTZSDWSA-N

2.1.4 Canonical SMILES

C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O

2.1.5 Isomeric SMILES

C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=CC=NC4=CC=CC=C34)O

2.2 Other Identifiers

2.2.1 UNII

V43X79NZCD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cinchonine, Hexaiodotl(-2) (1:1), (9s)-isomer

2. Cinchonine, Hydrochloride, (9s)-isomer

3. Cinchonine, Monohydrochloride, (9s)-isomer

4. Cinchonine, Sulfate (2:1), (9s)-isomer

5. La 40221

6. La-40221

2.3.2 Depositor-Supplied Synonyms

1. 118-10-5

2. (+)-cinchonine

3. D-cinchonine

4. Cinchonan-9-ol, (9s)-

5. (8r,9s)-cinchonine

6. (9s)-cinchonan-9-ol

7. (+)-cinconine

8. Tcmdc-123933

9. Cinchonin

10. (+)-cinchonin

11. Gnf-pf-3189

12. Nsc-6176

13. V43x79nzcd

14. Chebi:27509

15. (1s)-quinolin-4-yl((2r,4s,5r)-5-vinylquinuclidin-2-yl)methanol

16. Mfcd00064372

17. 2-quinuclidinemethanol, .alpha.-(5-vinyl-2-quinolyl)-

18. Nsc6176

19. .alpha.-quinidine

20. (s)-quinolin-4-yl-(5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol

21. 2-quinuclidinemethanol, Alpha-4-quinolyl-5-vinyl-

22. (+)-quinolin-4-yl(5-vinylquinuclidin-2-yl)methanol

23. Unii-v43x79nzcd

24. (s)-quinolin-4-yl((1s,2r,4s,5r)-5-vinylquinuclidin-2-yl)methanol

25. Nsc 6176

26. Einecs 204-234-6

27. Cinchorine

28. Cinchonine [mi]

29. Ai3-09058

30. Prestwick3_000608

31. 2-quinuclidinemethanol, .alpha.-4-quinolyl-5-vinyl-

32. (+)-cinchonine, 85%

33. Cinchonine [who-dd]

34. (+)-cinchonine; >99%

35. Bspbio_000516

36. Mls002153907

37. Schembl158394

38. Alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol

39. 2-quinuclidinemethanol, Alpha-(5-vinyl-2-quinolyl)-

40. Bpbio1_000568

41. Chembl588619

42. Megxp0_001905

43. Dtxsid6045082

44. Acon0_001352

45. Acon1_000336

46. Hms2096j18

47. Hms2235n18

48. Hy-y0152

49. Zinc3881680

50. (+)-cinchonine, Analytical Standard

51. Bdbm50370411

52. Akos015895982

53. La40221

54. Ncgc00169174-01

55. Ncgc00169174-02

56. Ncgc00262542-03

57. Ds-15267

58. Nci60_005298

59. Smr001233256

60. Cinchonine, Crystallized, >=98.0% (nt)

61. Ab00374715

62. Cs-0008420

63. O10016

64. Wln: T66 Bnj Eyq-dt66 A B Cntj A1u1

65. Q2972710

66. Brd-k90268819-001-03-4

67. Ncgc00262542-03_c19h22n2o_(9s)-cinchonan-9-ol

68. (s)-4-quinolyl-[(2r,4s,5r)-5-vinylquinuclidin-2-yl]methanol

69. (s)-quinolin-4-yl((2r,4s,5r)-5-vinylquinuclidin-2-yl)methanol

70. (s)-quinolin-4-yl((1s,2r,4s,5s)-5-vinylquinuclidin-2-yl)methanol

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₂N₂O
Molecular Weight	294.4 g/mol
XLogP3	2.7
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	294.173213330 g/mol
Monoisotopic Mass	294.173213330 g/mol
Topological Polar Surface Area	36.4 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	412
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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

Antimalarials

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

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