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Chemistry

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Also known as: Ibmx, 28822-58-4, Isobutylmethylxanthine, 1-methyl-3-isobutylxanthine, Methylisobutylxanthine, 3-isobutyl-1-methylxanthine (ibmx)
Molecular Formula
C10H14N4O2
Molecular Weight
222.24  g/mol
InChI Key
APIXJSLKIYYUKG-UHFFFAOYSA-N
FDA UNII
TBT296U68M

Isobutylmethylxanthine
A potent cyclic nucleotide phosphodiesterase inhibitor; due to this action, the compound increases cyclic AMP and cyclic GMP in tissue and thereby activates CYCLIC NUCLEOTIDE-REGULATED PROTEIN KINASES
1 2D Structure

Isobutylmethylxanthine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-methyl-3-(2-methylpropyl)-7H-purine-2,6-dione
2.1.2 InChI
InChI=1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)
2.1.3 InChI Key
APIXJSLKIYYUKG-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)CN1C2=C(C(=O)N(C1=O)C)NC=N2
2.2 Other Identifiers
2.2.1 UNII
TBT296U68M
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 1 Methyl 3 Isobutylxanthine

2. 1-methyl-3-isobutylxanthine

3. 3 Isobutyl 1 Methylxanthine

4. Ibmx

5. Isobutyltheophylline

2.3.2 Depositor-Supplied Synonyms

1. Ibmx

2. 28822-58-4

3. Isobutylmethylxanthine

4. 1-methyl-3-isobutylxanthine

5. Methylisobutylxanthine

6. 3-isobutyl-1-methylxanthine (ibmx)

7. 1h-purine-2,6-dione, 3,7-dihydro-1-methyl-3-(2-methylpropyl)-

8. Xanthine, 3-isobutyl-1-methyl-

9. 3-isobutyl-1-methyl-1h-purine-2,6(3h,7h)-dione

10. 3-isobutyl-1-methyxanthine

11. 1-methyl-3-(2-methylpropyl)-7h-purine-2,6-dione

12. 3-isobutyl-1-methyl-3,9-dihydro-1h-purine-2,6-dione

13. 3-isobutyl-1-methyl-7h-xanthine

14. 3,7-dihydro-3-isobutyl-1-methyl-1h-purine-2,6-dione

15. Nsc 165960

16. Chebi:34795

17. C10h14n4o2

18. 3-isobutyl-1-methyl-3,7-dihydro-1h-purine-2,6-dione

19. 2-acetoxy-benzoic Acid

20. 3-isobutyl-methylxanthine

21. Nsc165960

22. 1-methyl-3-(2-methylpropyl)-3,7-dihydro-1h-purine-2,6-dione

23. 3-isobutyl-1-methyl-xanthine

24. Chembl275084

25. Tbt296u68m

26. Nsc-165960

27. Sc 2964

28. 1-methyl-3-(2-methylpropyl)-3,9-dihydro-1h-purine-2,6-dione

29. 3,7-dihydro-1-methyl-3-(2-methylpropyl)-1h-purine-2,6-dione

30. Methyl-isobutylxanthine

31. 3-isobutyl 1-methylxanthine

32. Smr000326697

33. Ccris 4290

34. Sr-01000075185

35. Einecs 249-259-3

36. Mfcd00005584

37. Unii-tbt296u68m

38. 1zkl

39. 1zkn

40. 3ecn

41. 3itu

42. 3jwr

43. 2hd1

44. 2r8q

45. 3qi4

46. Spectrum2_001705

47. Spectrum2_001735

48. Spectrum3_001958

49. Spectrum4_001052

50. Spectrum5_001856

51. Lopac-i-5879

52. Molmap_000030

53. 3-isobutyl-1-methylanxthine

54. Lopac0_000642

55. Oprea1_135287

56. Oprea1_228781

57. Schembl50315

58. 3-isobutyl-1-methylxantliine

59. Bspbio_001153

60. Bspbio_003558

61. Gtpl388

62. Kbiogr_000493

63. Kbiogr_001344

64. Kbiogr_002566

65. Kbioss_000493

66. Kbioss_002575

67. 1-methyl-3-isobutyl-xanthine

68. Mls001056732

69. Mls001066424

70. Divk1c_000922

71. Spectrum1505298

72. Spectrum2300204

73. Spbio_001690

74. Spbio_001810

75. Dtxsid0040549

76. Bcbcmap01_000110

77. Bdbm15336

78. Chebi:43253

79. Hms502o04

80. Kbio1_000922

81. Kbio2_000493

82. Kbio2_002566

83. Kbio2_003061

84. Kbio2_005134

85. Kbio2_005629

86. Kbio2_007702

87. Kbio3_000905

88. Kbio3_000906

89. Kbio3_002878

90. Kbio3_003044

91. 3-isobutyl-1-methyl-9h-xanthine

92. Cmap_000087

93. Ninds_000922

94. 1-methyl-3-(2-methylpropyl)-1,3,7-trihydropurine-2,6-dione

95. Bio1_000456

96. Bio1_000945

97. Bio1_001434

98. Bio2_000407

99. Bio2_000887

100. Hms1362i15

101. Hms1792i15

102. Hms1990i15

103. Hms2090j10

104. Hms2231c11

105. Hms3262a05

106. Hms3369e16

107. Hms3403i15

108. Hms3604d14

109. Hms3648o18

110. Albb-024315

111. Bcp13248

112. Zinc3861807

113. Tox21_500642

114. 3-isobuthyl-1-methylxanthine

115. Bdbm50027176

116. Ccg-39513

117. Ccg-39624

118. Hsci1_000261

119. Pdsp1_000324

120. Pdsp2_000322

121. S5836

122. Stl558248

123. Akos003390599

124. Akos015903085

125. Cs-3361

126. Db07954

127. Lp00642

128. Sc-2964

129. Sdccgsbi-0050622.p003

130. Idi1_000922

131. Idi1_002162

132. Ncgc00015559-01

133. Ncgc00015559-02

134. Ncgc00015559-03

135. Ncgc00015559-04

136. Ncgc00015559-05

137. Ncgc00015559-06

138. Ncgc00015559-07

139. Ncgc00015559-08

140. Ncgc00015559-09

141. Ncgc00015559-10

142. Ncgc00015559-11

143. Ncgc00015559-21

144. Ncgc00094009-01

145. Ncgc00094009-02

146. Ncgc00094009-03

147. Ncgc00094009-04

148. Ncgc00094009-05

149. Ncgc00094009-06

150. Ncgc00261327-01

151. Xanthine, 1-methyl-3-(2-methylpropyl)

152. As-71134

153. Bi164529

154. Hy-12318

155. Ibmx(nsc165960; Sc2964)

156. 3-isobutyl-1-methyl-7h-purine-2,6-dione

157. Db-047466

158. [eur J Pharmacol 170: 35 (1989)]

159. B7206

160. Eu-0100642

161. Ft-0615920

162. Wln: T56 Bm Dn Fnvnvj F1y1&1 H1

163. D71221

164. I 5879

165. 3-isobutyl-1-methylxanthine, Bioultra, >=99%

166. 822i584

167. A876607

168. L001156

169. Q223093

170. 3-isobutyl-1-methylxanthine - Cas 28822-58-4

171. J-640140

172. J-800144

173. Sr-01000075185-1

174. Sr-01000075185-6

175. 3-isobutyl-1-methylxanthine, >=99% (hplc), Powder

176. Brd-k94979336-001-06-9

177. Brd-k94979336-001-09-3

178. 1h-purine-2, 3,7-dihydro-1-methyl-3-(2-methylpropyl)-

179. Imx;isobutylmethylxanthine;methylisobutylxanthine;nsc165960;sc2964

180. 1-methyl-3-(2-methylpropyl)-2,3,6,7-tetrahydro-1h-purine-2,6-dione

181. 1-methyl-3-(2-methylpropyl)-2,3,6,9-tetrahydro-1h-purine-2,6-dione

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 222.24 g/mol
Molecular Formula C10H14N4O2
XLogP31.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass222.11167570 g/mol
Monoisotopic Mass222.11167570 g/mol
Topological Polar Surface Area69.3 Ų
Heavy Atom Count16
Formal Charge0
Complexity318
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Phosphodiesterase Inhibitors

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


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