Papaverine Hydrochloride

Synopsis, Chemistry

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Also known as: 61-25-6, Cardoverina, Cardiospan, Papaversan, Artegodan, Forpavin

Molecular Formula

C₂₀H₂₂ClNO₄

Molecular Weight

375.8 g/mol

InChI Key

UOTMYNBWXDUBNX-UHFFFAOYSA-N

FDA UNII

23473EC6BQ

An alkaloid found in opium but not closely related to the other opium alkaloids in its structure or pharmacological actions. It is a direct-acting smooth muscle relaxant used in the treatment of impotence and as a vasodilator, especially for cerebral vasodilation. The mechanism of its pharmacological actions is not clear, but it apparently can inhibit phosphodiesterases and it may have direct actions on calcium channels.

1 2D Structure

Papaverine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;hydrochloride

2.1.2 InChI

InChI=1S/C20H21NO4.ClH/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16;/h5-8,10-12H,9H2,1-4H3;1H

2.1.3 InChI Key

UOTMYNBWXDUBNX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

COC1=C(C=C(C=C1)CC2=NC=CC3=CC(=C(C=C32)OC)OC)OC.Cl

2.2 Other Identifiers

2.2.1 UNII

23473EC6BQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cerespan

2. Hydrochloride, Papaverine

3. Papaverine

4. Pavabid

5. Pavatym

2.3.2 Depositor-Supplied Synonyms

1. 61-25-6

2. Cardoverina

3. Cardiospan

4. Papaversan

5. Artegodan

6. Forpavin

7. Papalease

8. Pavatest

9. Pavabid

10. Dispamil

11. Drapavel

12. Paverolan

13. Alapav

14. Cerebid

15. Delapav

16. Dilaves

17. Durapav

18. Dynovas

19. Myobid

20. Pameion

21. Papacon

22. Pavacap

23. Pavacen

24. Paveron

25. Pavnell

26. Vasal

27. Papaverine Hcl

28. Ro-papav

29. Vaso-pav

30. 1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinoline Hydrochloride

31. Cerespan

32. Papaverinium Chloride

33. Papanerin-hcl

34. Papavarine Chlorhydrate

35. Pap-kaps-150

36. Papaverine Chlorohydrate

37. Papaverine, Hcl

38. Pap H

39. Papaverine (hydrochloride)

40. Papaverine Monohydrochloride

41. Nci-c56359

42. Vasorin

43. Chlorhydrate De Papaverine

44. Nsc 35443

45. 6,7-dimethoxy-1-veratrylisoquinoline Hydrochloride

46. Nsc-35443

47. Mls000028497

48. 23473ec6bq

49. Cepaverin

50. Optenyl

51. Pavagrant

52. Pavakey

53. Pavased

54. Smr000058283

55. Therapav

56. Dipav

57. Lapav

58. Dsstox_cid_5825

59. Spasmo-nit

60. Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, Hydrochloride

61. Dsstox_rid_77939

62. Dsstox_gsid_25825

63. Papanerin-hcl [german]

64. 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline;hydrochloride

65. Nsc35443

66. Ccris 3804

67. Cas-61-25-6

68. Sr-01000003098

69. Chlorhydrate De Papaverine [french]

70. Ncgc00015810-02

71. Einecs 200-502-1

72. Pamelon

73. Unii-23473ec6bq

74. Papaverine Hydrochloride [jan]

75. Qua Bid

76. Prestwick_376

77. Papaverine Hydrochloride [usp:jan]

78. Pavabid (tn)

79. Component Of Copavin

80. Mfcd00012745

81. Isoquinoline, 6,7-dimethoxy-1-veratryl-, Hydrochloride

82. 6,7,3',4'-tetramethoxy-1-benzylisoquinoline Hydrochloride

83. Papaverini Hydrochloridum

84. Papaverine, Hydrochloride

85. Opera_id_1617

86. Regid_for_cid_6084

87. Mls001148655

88. Mls002222208

89. Chembl98123

90. Schembl121268

91. Spectrum1500459

92. Papaverine Hydrochloride, Powder

93. Dtxsid9025825

94. Cas 61-25-6

95. Hms1569f08

96. Hms1920f06

97. Pharmakon1600-01500459

98. Tox21_110226

99. Tox21_500957

100. Ccg-40065

101. Hy-18077a

102. Nsc757256

103. Papaverine Hydrochloride [mi]

104. Papaverine Hydrochloride (jp17/usp)

105. Akos005111070

106. Tox21_110226_1

107. Cs-5015

108. Lp00957

109. Nsc-757256

110. Papaverine Hydrochloride [hsdb]

111. Papaverine Hydrochloride [mart.]

112. Papaverine Hydrochloride [vandf]

113. Ncgc00015810-12

114. Ncgc00094258-01

115. Ncgc00094258-02

116. Ncgc00094258-03

117. Ncgc00094258-04

118. Ncgc00094258-05

119. Ncgc00094258-06

120. Ncgc00261642-01

121. Papaverine Hydrochloride [usp-rs]

122. Papaverine Hydrochloride [who-dd]

123. Papaverine Hydrochloride [who-ip]

124. As-13262

125. 1-(3,7-dimethoxyisoquinoline Hydrochloride

126. Db-053821

127. Eu-0100957

128. P0016

129. D02218

130. D86684

131. P 3510

132. Papaverine Hydrochloride [ep Monograph]

133. Papaverine Hydrochloride [usp Monograph]

134. Papaverini Hydrochloridum [who-ip Latin]

135. Isoquinoline,7-dimethoxy-1-veratryl-, Hydrochloride

136. Sr-01000003098-2

137. Sr-01000003098-4

138. Sr-01000003098-9

139. Wln: T66 Cnj B1r Co1 Do1& Ho1 Io1 &gh

140. Q27253713

141. Sr-01000003098-11

142. 6,3',4'-tetramethoxy-1-benzylisoquinoline Hydrochloride

143. 1-(3,4-dimethoxybenzyl)-6,7-dimethoxyisoquinolinehydrochloride

144. Isoquinoline,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-, Hydrochloride

145. Papaverine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

146. Papaverine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

147. Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, Hydrochloride (1:1)

148. Papaverine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

149. Papaverine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-03-27

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₂ClNO₄
Molecular Weight	375.8 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	375.1237359 g/mol
Monoisotopic Mass	375.1237359 g/mol
Topological Polar Surface Area	49.8 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	407
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

Phosphodiesterase Inhibitors

Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases. (See all compounds classified as Phosphodiesterase Inhibitors.)

Urological Agents

Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)