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Pentylenetetrazole

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Synopsis

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Chemistry

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Also known as: Pentylenetetrazol, Pentylenetetrazole, 54-95-5, Metrazole, Cardiazol, 1,5-pentamethylenetetrazole

Molecular Formula

C₆H₁₀N₄

Molecular Weight

138.17 g/mol

InChI Key

CWRVKFFCRWGWCS-UHFFFAOYSA-N

FDA UNII

WM5Z385K7T

A pharmaceutical agent that displays activity as a central nervous system and respiratory stimulant. It is considered a non-competitive GAMMA-AMINOBUTYRIC ACID antagonist. Pentylenetetrazole has been used experimentally to study seizure phenomenon and to identify pharmaceuticals that may control seizure susceptibility.

1 2D Structure

Pentylenetetrazole

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine

2.1.2 InChI

InChI=1S/C6H10N4/c1-2-4-6-7-8-9-10(6)5-3-1/h1-5H2

2.1.3 InChI Key

CWRVKFFCRWGWCS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CCC2=NN=NN2CC1

2.2 Other Identifiers

2.2.1 UNII

WM5Z385K7T

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cardiazol

2. Corasol

3. Corazol

4. Corazole

5. Korazol

6. Korazole

7. Leptazole

8. Metrazol

9. Metrazole

10. Pentamethylenetetrazole

11. Pentazol

12. Pentetrazole

13. Pentylenetetrazol

14. Pentylenetetrazole

2.3.2 Depositor-Supplied Synonyms

1. Pentylenetetrazol

2. Pentylenetetrazole

3. 54-95-5

4. Metrazole

5. Cardiazol

6. 1,5-pentamethylenetetrazole

7. Cardiazole

8. Corazole

9. Korazol

10. Metrazol

11. Pentetrazole

12. Coranormol

13. Korazole

14. Leptazol

15. Leptazole

16. Cardiol

17. Cenazol

18. Corazol

19. Coryvet

20. Pentazol

21. Pentamethylenetetrazole

22. Cardiotonicum

23. Pentamethazol

24. Pentamethylenetetrazol

25. Cardifortan

26. Cardosal

27. Cardosan

28. Coratoline

29. Corvasol

30. Deumacard

31. Diovascole

32. Kardiazol

33. Phrenazol

34. Ventrazol

35. Corasol

36. Gewazol

37. 6,7,8,9-tetrahydro-5h-tetrazolo[1,5-a]azepine

38. Pentamethazolum

39. Angiazol

40. Centrazole

41. Coranormal

42. Corsedrol

43. Deamocard

44. Nauranzol

45. Naurazol

46. Nedcardol

47. Neocardol

48. Neurazol

49. Pemetesan

50. Penetrasol

51. Pentacard

52. Pentazolum

53. Pentemesan

54. Pentrazol

55. Pentrolone

56. Pentrozol

57. Petrazole

58. Phrenazone

59. Tetracor

60. Tetrazol

61. Yetrazol

62. Corisan

63. Cortis

64. Corvis

65. Opticor

66. Vasorex

67. Cerebro-nicin

68. Novo Cora-vinco

69. Cenalene-m

70. Metalex-p

71. Corazole (analeptic)

72. Delzol-w

73. Pentamethylene-1,5-tetrazole

74. Tetrazole, Pentamethylene-

75. Tt87

76. Penetratsol

77. Pentetrazolum

78. Stellacardiol

79. Stillcardiol

80. Angioton

81. Lepazol

82. Penetiazol

83. Pentacor

84. Petazol

85. Petezol

86. Alpha,beta-cyclopentamethylenetetrazole

87. Ptz

88. 6,7,8,9-tetrahydro-5-azepotetrazole

89. Tetrazole, (1,5-pentanediyl)-

90. Pentametilentetrazolo

91. Pentetrazol [inn]

92. 6,7,8,9-tetrahydro-5h-tetrazoloazepine

93. 5h-tetrazolo[1,5-a]azepine, 6,7,8,9-tetrahydro-

94. Cardiozol

95. Su-zol

96. Pentamethylenetetrazal

97. Nsc-5729

98. Nsc-66489

99. 1,2,3,3a-tetrazacyclohepta-8a,2-cyclopentadiene

100. 5h-tetrazolo(1,5-a)azepine, 6,7,8,9-tetrahydro-

101. .alpha.,.beta.-cyclopentamethylenetetrazole

102. Wm5z385k7t

103. Chebi:34910

104. Nsc5729

105. 6,7,8,9-tetrahydro-5h-tetrazolo(1,5-a)azepine

106. Nsc66489

107. Pentetrazol (inn)

108. 7,8,9,10-tetrazabicyclo(5.3.0)-8,10-decadiene

109. 7,8,9,10-tetrazabicyclo[5.3.0]-8,10-decadiene

110. Cas-54-95-5

111. Ncgc00015827-06

112. Pentetratsol

113. Corazolum

114. Pentrazole

115. Tetrazole,5-pentanediyl)-

116. Wln: T57 Annnn&tj

117. Pmt

118. Pentetrazolo [dcit]

119. Pentetrazolo

120. 6,8,9-tetrahydro-5-azepotetrazole

121. 6,8,9-tetrahydro-5h-tetrazoloazepine

122. Pentetrazolum [inn-latin]

123. 5h-tetrazoloazepine,7,8,9-tetrahydro-

124. 5h-tetrazolo[1, 6,7,8,9-tetrahydro-

125. Pentametilentetrazolo [italian]

126. 1,3,3a-tetrazacyclohepta-8a,2-cyclopentadiene

127. Pentylenetetrazol [nf]

128. 7,9,10-tetrazabicyclo[5.3.0]-8,10-decadiene

129. Sr-01000076073

130. Nsc 5729

131. Einecs 200-219-3

132. Nsc 66489

133. Brn 0135492

134. Unii-wm5z385k7t

135. Pentavet

136. Pentylentetrazole

137. Ai3-23994

138. Cenalene M

139. Delzol W

140. Prestwick_382

141. Mfcd00005939

142. Pentamethylene Tetrazole

143. Spectrum_000393

144. Specplus_000787

145. 5h-tetrazoloazepine, 6,7,8,9-tetrahydro-

146. Prestwick0_000162

147. Prestwick1_000162

148. Prestwick2_000162

149. Prestwick3_000162

150. Spectrum2_001121

151. Spectrum3_001408

152. Spectrum4_000242

153. Spectrum5_001338

154. Lopac-p-6500

155. Biomol-nt_000269

156. Coryvet [veterinary] (tn)

157. Dsstox_cid_21091

158. Dsstox_rid_79624

159. Pentetrazol [mart.]

160. Dsstox_gsid_41091

161. Lopac0_000940

162. Schembl22674

163. 1, 5-pentamethylenetetrazole

164. 1,5-pentamethylene Tetrazole

165. Bspbio_000023

166. Bspbio_003056

167. Kbiogr_000644

168. Kbioss_000873

169. Pentetrazol [who-dd]

170. 4-26-00-01713 (beilstein Handbook Reference)

171. Divk1c_006883

172. Spectrum2300347

173. Spbio_000981

174. Spbio_001944

175. Pentylenetetrazole [mi]

176. Bpbio1_000027

177. Bpbio1_000860

178. Chembl116943

179. Zinc1905

180. Dtxsid7041091

181. Kbio1_001827

182. Kbio2_000873

183. Kbio2_003441

184. Kbio2_006009

185. Kbio3_002276

186. Pentylenetetrazol [vandf]

187. Hms1568b05

188. Hms2093p18

189. Hms2095b05

190. Hms3262l22

191. Hms3269n13

192. Hms3414p17

193. Hms3678p15

194. Hms3712b05

195. Hms3885p08

196. Pharmakon1600-02300347

197. Amy22325

198. Hy-b1242

199. Tox21_110234

200. Tox21_500940

201. Ccg-40268

202. Nsc759592

203. S4587

204. Stl356056

205. Akos005207166

206. Cs-4890

207. Db13415

208. Lp00940

209. Nsc-759592

210. Sb17494

211. Sdccgsbi-0050914.p004

212. Ncgc00015827-01

213. Ncgc00015827-02

214. Ncgc00015827-03

215. Ncgc00015827-04

216. Ncgc00015827-05

217. Ncgc00015827-07

218. Ncgc00015827-08

219. Ncgc00015827-09

220. Ncgc00015827-17

221. Ncgc00094246-01

222. Ncgc00094246-02

223. Ncgc00094246-03

224. Ncgc00094246-04

225. Ncgc00094246-05

226. Ncgc00261625-01

227. As-47604

228. 6,7,8, 9-tetrahydro-5h-tetrazoloazepine

229. Sbi-0050914.p003

230. Ab00052439

231. B7152

232. Eu-0100940

233. P0046

234. 5h-tetrazoloazepine, 6,7,8, 9-tetrahydro-

235. D07409

236. F14615

237. P 6500

238. Ab00052439_04

239. Q412391

240. 1,2,3, 3a-tetrazacyclohepta-8a,2-cyclopentadiene

241. 1,8,9,10-tetrazabicyclo[5.3.0]deca-7,9-diene

242. 6,7,8,9-tetrahydro-5h-tetraazolo[1,5-a]azepine

243. 6,7,8,9-tetrahydro-5h-tetrazolo[1,5 -a]azepine

244. Sr-01000076073-1

245. Sr-01000076073-3

246. Sr-01000076073-5

247. 6,7,8,9-tetrahydro-5h-tetraazolo[1,5-a]azepine #

248. 7,8,9,10-tetrazabicyclo[5.3.0]deca-8,10-diene

249. Brd-k57718010-001-01-0

250. Brd-k57718010-001-08-5

251. {5h-tetrazolo[1,5-a]azepine,} 6,7,8,9-tetrahydro-

252. 7,8,9, {10-tetrazabicyclo[5.3.0]-8,10-decadiene}

253. 20192-24-9

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₆H₁₀N₄
Molecular Weight	138.17 g/mol
XLogP3	0.1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	0
Exact Mass	138.090546336 g/mol
Monoisotopic Mass	138.090546336 g/mol
Topological Polar Surface Area	43.6 Å²
Heavy Atom Count	10
Formal Charge	0
Complexity	116
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Convulsants

Substances that act in the brain stem or spinal cord to produce tonic or clonic convulsions, often by removing normal inhibitory tone. They were formerly used to stimulate respiration or as antidotes to barbiturate overdose. They are now most commonly used as experimental tools. (See all compounds classified as Convulsants.)

GABA Antagonists

Drugs that bind to but do not activate GABA RECEPTORS, thereby blocking the actions of endogenous GAMMA-AMINOBUTYRIC ACID and GABA RECEPTOR AGONISTS. (See all compounds classified as GABA Antagonists.)

4.2 ATC Code

R - Respiratory system

R07 - Other respiratory system products

R07A - Other respiratory system products

R07AB - Respiratory stimulants

R07AB03 - Pentetrazol

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