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Prestwick3_000246

Prestwick3_000246

Synopsis, Chemistry

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Also known as: 60560-33-0, Pinacidil anhydrous, (r,s)-pinacidil, Pinacidil [inn], P 1134, (+/-)-pinacidil

Molecular Formula

C₁₃H₁₉N₅

Molecular Weight

245.32 g/mol

InChI Key

IVVNZDGDKPTYHK-UHFFFAOYSA-N

FDA UNII

BB4UGO5K0D

A guanidine that opens POTASSIUM CHANNELS producing direct peripheral vasodilatation of the ARTERIOLES. It reduces BLOOD PRESSURE and peripheral resistance and produces fluid retention. (Martindale The Extra Pharmacopoeia, 31st ed)

1 2D Structure

Prestwick3_000246

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-cyano-2-(3,3-dimethylbutan-2-yl)-3-pyridin-4-ylguanidine

2.1.2 InChI

InChI=1S/C13H19N5/c1-10(13(2,3)4)17-12(16-9-14)18-11-5-7-15-8-6-11/h5-8,10H,1-4H3,(H2,15,16,17,18)

2.1.3 InChI Key

IVVNZDGDKPTYHK-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C(C)(C)C)N=C(NC#N)NC1=CC=NC=C1

2.2 Other Identifiers

2.2.1 UNII

BB4UGO5K0D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Anhydrous, Pinacidil

2. Pinacidil Anhydrous

3. Pindac

2.3.2 Depositor-Supplied Synonyms

1. 60560-33-0

2. Pinacidil Anhydrous

3. (r,s)-pinacidil

4. Pinacidil [inn]

5. P 1134

6. (+/-)-pinacidil

7. S-1230

8. N-cyano-n'-4-pyridinyl-n''-(1,2,2-trimethylpropyl)guanidine

9. 1-cyano-2-(3,3-dimethylbutan-2-yl)-3-pyridin-4-ylguanidine

10. Bb4ugo5k0d

11. Guanidine, N-cyano-n'-4-pyridinyl-n''-(1,2,2-trimethylpropyl)-

12. Chembl1159

13. Mls000069377

14. (+-)-pinacidil

15. Pinacidilum

16. Smr000058360

17. (z)-2-cyano-1-(3,3-dimethylbutan-2-yl)-3-(pyridin-4-yl)guanidine

18. P-1134;s-1230

19. Pinacidilum [inn-latin]

20. P-154

21. 1-(3,3-dimethylbutan-2-yl)-2-cyano-3-(pyridin-4-yl)guanidine

22. Sr-01000075340

23. Sr-05000001757

24. Ncgc00025188-04

25. Einecs 262-294-9

26. Unii-bb4ugo5k0d

27. S 1230

28. P-1134

29. 2-cyano-3-(4-pyridinyl)-1-(1,2,2-trimethylpropyl)guanidine

30. Prestwick_396

31. Spectrum_000387

32. Specplus_000759

33. Pinacidil [mi]

34. Opera_id_1844

35. Prestwick0_000246

36. Prestwick1_000246

37. Prestwick2_000246

38. Prestwick3_000246

39. Spectrum2_001739

40. Spectrum5_001372

41. Pinacidil [who-dd]

42. Cbiol_001878

43. Lopac0_001037

44. Schembl65787

45. Bspbio_000032

46. Bspbio_001461

47. Bspbio_002360

48. Kbiogr_000181

49. Kbioss_000181

50. Kbioss_000867

51. Mls002154248

52. Divk1c_006855

53. Spectrum2300270

54. Spbio_001818

55. Spbio_002251

56. Bpbio1_000036

57. Gtpl2412

58. Schembl9260276

59. Dtxsid7048249

60. Bcbcmap01_000050

61. Bdbm86245

62. Chebi:91706

63. Kbio1_001799

64. Kbio2_000181

65. Kbio2_000867

66. Kbio2_002749

67. Kbio2_003435

68. Kbio2_005317

69. Kbio2_006003

70. Kbio3_000361

71. Kbio3_000362

72. Bio1_000164

73. Bio1_000653

74. Bio1_001142

75. Bio2_000181

76. Bio2_000661

77. Hms1361j03

78. Hms1568b14

79. Hms1791j03

80. Hms1922l10

81. Hms1989j03

82. Hms2089c19

83. Hms2094g21

84. Hms2095b14

85. Hms2234f10

86. Hms3263o15

87. Hms3267p10

88. Hms3371h14

89. Hms3402j03

90. Hms3712b14

91. Pharmakon1600-02300270

92. Nsc_4826

93. Tox21_501037

94. Bdbm50103517

95. Bdbm50240750

96. Ccg-39493

97. Nsc759588

98. Akos001637331

99. Akos025394868

100. Ccg-205115

101. Ccg-222341

102. Db06762

103. Lp01037

104. Sdccgsbi-0051008.p005

105. Idi1_033931

106. Ncgc00015787-02

107. Ncgc00015787-03

108. Ncgc00015787-04

109. Ncgc00015787-05

110. Ncgc00015787-06

111. Ncgc00015787-09

112. Ncgc00025188-02

113. Ncgc00025188-03

114. Ncgc00025188-05

115. Ncgc00025188-06

116. Ncgc00025188-07

117. Ncgc00025188-08

118. Ncgc00025188-10

119. Ncgc00095199-01

120. Ncgc00095199-02

121. Ncgc00095199-03

122. Ncgc00095199-04

123. Ncgc00188958-01

124. Ncgc00247667-01

125. Ncgc00261722-01

126. Hy-14290

127. Sbi-0051008.p004

128. Cas_85371-64-8

129. Cs-0003257

130. Eu-0101037

131. Ft-0630932

132. Sw197742-2

133. F77807

134. Ab00052442-04

135. Ab00052442_05

136. Ab00052442_06

137. 371p648

138. 560p330

139. Q821869

140. Sr-01000075340-1

141. Sr-01000075340-3

142. Sr-05000001757-1

143. Sr-05000001757-2

144. Brd-a43882281-001-06-4

145. Brd-a43882281-001-11-4

146. Brd-a58207013-001-01-2

147. 3-cyano-2-(3,3-dimethylbutan-2-yl)-1-pyridin-4-ylguanidine

148. N-cyano-n'-(4-pyridyl)-n''-(1,2,2-trimethylpropyl)guanidine

149. N''''-cyano-n-pyridin-4-yl-n''-(1,2,2-trimethylpropyl)guanidine

150. N'-cyano-n''-(3,3-dimethylbutan-2-yl)-n-(pyridin-4-yl)guanidine

151. ()-n-cyano-n''-4-pyridinyl-n''''-(1,2,2-trimethylpropyl)guanidine

152. 4n-cyanoimino(1,2,2-trimethylpropylamino)methyl-4-pyridinamine(pinacidil)

153. 4n-cyanoimino[1,2,2-trimethyl-(1r)-propylamino]methyl-4-pyridinamine

154. 4n-cyanoimino[1,2,2-trimethyl-(1s)-propylamino]methyl-4-pyridinamine

155. N''''-cyano-n-pyridin-4-yl-n''-[(1r)-1,2,2-trimethylpropyl]guanidine

156. N''''-cyano-n-pyridin-4-yl-n''-[(1s)-1,2,2-trimethylpropyl]guanidine

157. N-pyridin-4-yl-n''-(1,2,2-trimethyl-propyl)-cyanoguanidine (pinacidil)

158. ( Inverted Question Mark)-n-cyano-n'-4-pyridinyl-n''-(1,2,2-trimethylpropyl)-guanidine

159. Guanidine, N''-cyano-n-4-pyridinyl-n'-(1,2,2-trimethylpropyl)-,(+/-)-

160. N''''-cyano-n-pyridin-4-yl-n''-(1,2,2-trimethylpropyl)guanidine ((+)-pinacidil)

161. N''''-cyano-n-pyridin-4-yl-n''-(1,2,2-trimethylpropyl)guanidine (pinacidil)

162. 113563-69-2

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₉N₅
Molecular Weight	245.32 g/mol
XLogP3	2.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Exact Mass	245.16404563 g/mol
Monoisotopic Mass	245.16404563 g/mol
Topological Polar Surface Area	73.1 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	327
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Membrane Transport Modulators

Agents that affect ION PUMPS; ION CHANNELS; ABC TRANSPORTERS; and other MEMBRANE TRANSPORT PROTEINS. (See all compounds classified as Membrane Transport Modulators.)

Vasodilator Agents

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

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

4.2 ATC Code

C - Cardiovascular system

C02 - Antihypertensives

C02D - Arteriolar smooth muscle, agents acting on

C02DG - Guanidine derivatives

C02DG01 - Pinacidil