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ACTIVE PHARMA INGREDIENTS

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Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Cinchonidine, 485-71-2, L-cinchonidine, (8s,9r)-cinchonidine, Cinchovatine, Alpha-quinidine

Molecular Formula

C₁₉H₂₂N₂O

Molecular Weight

294.4 g/mol

InChI Key

KMPWYEUPVWOPIM-KODHJQJWSA-N

FDA UNII

1U622LRA8Z

cinchonidine is a natural product found in Cinchona calisaya, Cinchona officinalis, and other organisms with data available.

1 2D Structure

Cinchonidine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(R)-[(2S,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-KODHJQJWSA-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

1U622LRA8Z

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2-quinuclidinemethanol, Alpha-4-quinolyl-5-vinyl-

2. Cinchonidine

3. Cinchonidine Hydrochloride

4. Cinchonidine Monohydrochloride

5. Cinchonidine Sulfate(2:1)

6. Cinchonidine, (1beta,3alpha,4beta,8alpha,9r)-isomer

2.3.2 Depositor-Supplied Synonyms

1. Cinchonidine

2. 485-71-2

3. L-cinchonidine

4. (8s,9r)-cinchonidine

5. Cinchovatine

6. Alpha-quinidine

7. Cinchovatine-

8. A-quinidine

9. Cinchonan-9-ol, (8a,9r)-

10. Tcmdc-123934

11. Cinchonine

12. (8s,9r)-cinchonan-9-ol

13. (8alpha,9r)-cinchonan-9-ol

14. 1u622lra8z

15. Chebi:3703

16. 485-71-2 (free Base)

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

18. .alpha.-quinidine

19. Nsc 5364

20. Nsc-5364

21. Cinchonan-9-ol, (8.alpha.,9r)-

22. Mfcd00006783

23. 2-quinuclidinemethanol, Alpha-4-quinolyl-5-vinyl-

24. (r)-[(4s,5s,7s)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-quinolin-4-ylmethanol

25. (8-alpha,9r)-cinchonan-9-ol

26. Sr-05000001575

27. Unii-1u622lra8z

28. (8alpha,9r)cinchonan-9-ol

29. (-)cinchonidine

30. (-) Cinchonidine

31. Cinchonidine,(s)

32. Prestwick_66

33. Einecs 207-622-3

34. Cinchonidine, 96%

35. Spectrum_001165

36. Ai3-15317

37. Prestwick3_000606

38. Spectrum2_000719

39. Spectrum3_001745

40. Spectrum4_001173

41. Spectrum5_002073

42. Cinchonidine [mi]

43. Bspbio_000512

44. Bspbio_003450

45. Kbiogr_001805

46. Kbioss_001645

47. Mls002153905

48. Cinchonidine [who-dd]

49. Cinchonidine [who-ip]

50. Divk1c_000501

51. Schembl159532

52. Spectrum1500839

53. Spbio_000937

54. Bpbio1_000564

55. Chembl533841

56. Hms501j03

57. Kbio1_000501

58. Kbio2_001645

59. Kbio2_004213

60. Kbio2_006781

61. Kbio3_002670

62. Dtxsid60883396

63. Ninds_000501

64. Cinchonan-9-ol, (8alpha,9r)-

65. Hms1921k14

66. Hms2092m14

67. Hms2096j14

68. Hms2235f22

69. Pharmakon1600-01500839

70. Zinc155697

71. 118-10-5

72. Cinchonan-9-ol, (8-alpha,9r)-

73. Hy-n0173

74. Str04708

75. Cinchonan-9-ol, (8a Alpha,9r)-

76. Ccg-36455

77. Ccg-37735

78. Nsc757800

79. (-)-cinchonidine, Analytical Standard

80. Akos016008633

81. Nsc-757800

82. Sdccgmls-0066969.p001

83. (r)-[(2s,4s,5r)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol

84. Idi1_000501

85. Ncgc00178057-01

86. Ncgc00178057-02

87. Ncgc00262526-04

88. Smr001233254

89. Sbi-0051617.p002

90. Quinine Sulfate Impurity B [who-ip]

91. Cs-0007887

92. Quinine Bisulfate Impurity B [who-ip]

93. F15420

94. Ab00052182_03

95. Quinine Sulfate Impurity B [ep Impurity]

96. Q412713

97. Sr-05000001575-1

98. Sr-05000001575-6

99. Sr-05000001575-7

100. Sr-05000001575-8

101. Brd-k17661460-001-03-2

102. Brd-k17661460-001-04-0

103. Brd-k39079086-001-05-0

104. Brd-k39079086-001-07-6

105. Cinchonidine, Purum, >=98.0% (dried Material, Nt)

106. Quinine Hydrochloride Impurity B [ep Impurity]

107. Quinine Bisulfate Heptahydrate Impurity B [who-ip]

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

109. (-)-cinchonidine, 99% (total Base), May Cont. Up To 5% Quinine

110. (1r)-quinolin-4-yl((2s,4s,5r)-5-vinylquinuclidin-2-yl)methanol

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

112. (2s,4s,8r,alphar)-alpha-(4-quinolyl)-8-vinyl-1-azabicyclo[2.2.2]octane-2-methanol

113. (r)-[(2s,4s,5r)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol

114. (s)-[(2r,4r,5s)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol

115. (r)-((2s,4s,5r)-5-ethenyl-1-azabicyclo(2.2.2)oct-2-yl)(quinolin-4-yl)methanol [who-ip]

2.4 Create Date

2005-08-01

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

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API Reference Price

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