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Chemistry

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Also known as: 318-98-9, Propranolol hcl, Inderal, Avlocardyl, Dociton, Inderalici
Molecular Formula
C16H22ClNO2
Molecular Weight
295.80  g/mol
InChI Key
ZMRUPTIKESYGQW-UHFFFAOYSA-N
FDA UNII
F8A3652H1V

Propranolol Hydrochloride
A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.
1 2D Structure

Propranolol Hydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol;hydrochloride
2.1.2 InChI
InChI=1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H
2.1.3 InChI Key
ZMRUPTIKESYGQW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)NCC(COC1=CC=CC2=CC=CC=C21)O.Cl
2.2 Other Identifiers
2.2.1 UNII
F8A3652H1V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anaprilin

2. Anapriline

3. Avlocardyl

4. Ay 20694

5. Ay-20694

6. Ay20694

7. Betadren

8. Dexpropranolol

9. Dociton

10. Hydrochloride, Propranolol

11. Inderal

12. Obsidan

13. Obzidan

14. Propanolol

15. Propranolol

16. Rexigen

2.3.2 Depositor-Supplied Synonyms

1. 318-98-9

2. Propranolol Hcl

3. Inderal

4. Avlocardyl

5. Dociton

6. Inderalici

7. Anaprilin

8. Caridolol

9. 3506-09-0

10. Berkolol

11. Herzbase

12. Indobloc

13. Naprilin

14. Pronovan

15. Pylapron

16. Sloprolol

17. Apsolol

18. Beprane

19. Deralin

20. Ikopal

21. Obsidan

22. Tesnol

23. Kemi

24. Propranolol.hcl

25. Beta Neg

26. Innopran Xl

27. Propranolol Chloride

28. Inderex

29. Nsc-91523

30. Hemangeol

31. Innopran

32. Propranolol (hydrochloride)

33. Propanolol Hydrochloride

34. Ici 45520

35. 1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol Hydrochloride

36. Ay 64043

37. 1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol Hydrochloride

38. Ici-45520

39. Propranolol Hydrochloride (+/-)

40. Ay-64043

41. I 2065

42. 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol;hydrochloride

43. (s)-propranolol (hydrochloride)

44. 1-(isopropylamino)-3-(1-naphthoxy)-propan-2-ol Hydrochloride

45. (+/-)-propranolol Hydrochloride

46. F8a3652h1v

47. Hemangiol

48. Bedranol

49. Inderol

50. Pranolol

51. Sumial

52. Indermigran

53. Proprahexal

54. Propranovitan

55. Angilol

56. Arcablock

57. Artensol

58. Biocard

59. Blocaryl

60. Cardinol

61. Corbeta

62. Detensol

63. Dibudinate

64. Dumopranol

65. Efectolol

66. Emforal

67. Farprolol

68. Frekven

69. Hemipralon

70. Kidoral

71. Nelderal

72. Noloten

73. Novopranol

74. Panolol

75. Prandol

76. Propabloc

77. Propadex

78. Propalong

79. Propayerst

80. Prophylux

81. Propral

82. Propranur

83. Rapynogen

84. Sagittol

85. Sawatol

86. Scandrug

87. Sudenol

88. Tensiflex

89. Tiperal

90. Acifol

91. Cinlol

92. Ciplar

93. Elbrol

94. Herzul

95. Oposim

96. Pranix

97. Procor

98. Prosin

99. Nedis

100. Sinal

101. Tonum

102. 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol Hydrochloride

103. 318-98-9 (hcl)

104. Half-inderal

105. Prano-puren

106. Propra Vt Ct

107. Dsstox_cid_1198

108. Inderal Hydrochloride

109. Inderal La

110. Proberta La

111. Pur-bloka

112. Beta-neg

113. Dsstox_rid_76007

114. Dsstox_gsid_21198

115. (s)-propranolol Hydrochloride

116. 1-isopropylamino-3-(1-naphthoxy)-propan-2-ol-hydrochloride

117. Dl-propranolol Hydrochloride

118. 1-(1-naphthyloxy)-2-hydroxy-3-isopropylaminopropane Hydrochloride

119. R+c5989educor

120. (+-)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol Hydrochloride

121. 2-propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, Hydrochloride

122. Propraratiopharm

123. Beta-tablinen

124. Beta-timelets

125. Dl-anapriline

126. (+/-)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol Hydrochloride

127. [2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine Hydrochloride

128. 1-[(1-methylethyl)amino]-3-(naphthalen-1-yloxy)propan-2-ol Hydrochloride

129. Chebi:8500

130. Smr000059167

131. Nsc91523

132. Ccris 1105

133. Hsdb 3176

134. Sr-01000075285

135. (r)-propranolol Hydrochloride

136. Einecs 206-268-7

137. Mfcd00012558

138. D,l-propranolol Hydrochloride

139. Servanolol

140. Efektolol

141. Migrastat

142. Unii-f8a3652h1v

143. Propranolol Hydrochloride Intensol

144. Dl-propranolol Hcl

145. Relax-b

146. Einecs 222-501-5

147. Inderal (tn)

148. Nsc 91523

149. Betacap

150. Monoprolol

151. Innopran Xl (tn)

152. (r)-(+)-propanolol Hydrochloride

153. (r)-propranolol Hcl

154. Propranolol Hydrochloride [usan:usp:jan]

155. Propranolon Hydrochloride

156. 1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol Hydrochloride

157. 1-(isopropylamino)-3-(alpha-naphthoxy)-2-propanol Hydrochloride

158. Cas-318-98-9

159. Chembl1671

160. Schembl41688

161. (y)-propranolol Hydrochloride

162. Mls000859628

163. Mls001055449

164. Mls001056753

165. Mls002222321

166. Mls002548855

167. (?)-propranolol Hydrochloride

168. Spectrum1505270

169. Propranolol Hydrochloride, 99%

170. Dtxsid3021198

171. (2-hydroxy-3-(naphthyloxy)propyl)isopropylammonium Chloride

172. Hms1570p06

173. Hms1571g12

174. Hms1571i04

175. Hms1922p19

176. Pharmakon1600-01505270

177. Act02695

178. Bcp15350

179. Bcp16675

180. Eur-1000

181. Hy-b0573

182. Kdm-1102

183. Rac-propranolol Hydrochloride

184. Tox21_201886

185. Tox21_302905

186. Tox21_500896

187. 2-propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, Hydrochloride

188. Ccg-39239

189. Ccg-39447

190. Ncs-91523

191. Nsc758950

192. S4076

193. Propranalol Hydrochloride, Dl-

194. Propranolol Hydrochloride [mi]

195. 1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol Hydrochloride

196. 2-propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, Hydrochloride, (+-)-

197. Akos005267141

198. Propranolol Hydrochloride (jp17/usp)

199. (s)-2-fmoc-6-chlorhex-4-ynoic Acid

200. Ks-1097

201. Lp00896

202. Nc00687

203. Nsc-758950

204. Propranolol Hydrochloride [jan]

205. 2-propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, Hydrochloride, (+-)-

206. Propranolol Hydrochloride [hsdb]

207. Propranolol Hydrochloride [usan]

208. Ncgc00024690-04

209. Ncgc00091932-01

210. Ncgc00094212-01

211. Ncgc00094212-02

212. Ncgc00094212-03

213. Ncgc00094212-04

214. Ncgc00094212-05

215. Ncgc00256554-01

216. Ncgc00259435-01

217. Ncgc00261581-01

218. Propranolol Hydrochloride [mart.]

219. Propranolol Hydrochloride [vandf]

220. Propranolol Hydrochloride [usp-rs]

221. Propranolol Hydrochloride [who-dd]

222. Propranolol Hydrochloride [who-ip]

223. Db-018092

224. Eu-0100896

225. Ft-0603377

226. Ft-0635178

227. Ft-0636788

228. P0995

229. Sw219414-1

230. Wln: L66j Bo1yq1my1 & 1 & Gh

231. Bim-0050871.0001

232. D00483

233. H10708

234. P 0884

235. Propranolol Hydrochloride [ep Monograph]

236. Propranolol Hydrochloride [orange Book]

237. Propranolol Hydrochloride [usp Monograph]

238. Propranolol Hydrochloride 100 Microg/ml In Water

239. Propranololi Hydrochloridum [who-ip Latin]

240. ( Inverted Question Mark)-propranolol Hydrochloride

241. Q-201632

242. Sr-01000075285-1

243. Sr-01000075285-3

244. W-109142

245. Q27108095

246. Z90121066

247. (+/-)-propranolol Hydrochloride, >=99% (tlc), Powder

248. (+/-)-propranolol, Hydrochloride - Cas 3506-09-0

249. (+/-)-propranolol Hydrochloride, Analytical Reference Material

250. 1-(isopropylamino)-3-(1-napthyloxy)-2-propanol Hydrochloride

251. Propranolol Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

252. (+/-)-[2-hydroxy-3-(naphthyloxy)propyl]isopropylammonium Chloride

253. 1-(1-naphthyloxy)-2-hydroxy-3-(isopropylamino)propane Hydrochloride

254. 1-(1-naphthyloxy)-2-hydroxy-3-isopropylaminopropanehydrochloride

255. 1-(alpha-naphthoxy)-3-(iso-propylamino)-2-propanol Hydrochloride

256. 1-(alpha-naphthoxy)-3-(isopropylamino)-2-propanol Hydrochloride

257. 1-(isopropylamino)-3-(.alpha.-naphthoxy)-2-propanol Hydrochloride

258. Propranolol Hydrochloride, European Pharmacopoeia (ep) Reference Standard

259. ( Inverted Question Mark)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol Hydrochloride

260. (rs)-1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol Hydrochloride

261. (rs)-1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanolhydrochloride

262. Propranolol Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

263. Propranolol Hydrochloride, United States Pharmacopeia (usp) Reference Standard

264. 2-propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, Hydrochloride, (+/-)-

265. Propranolol Hydrochloride For Performance Test, European Pharmacopoeia (ep) Reference Standard

266. Propranolol Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 295.80 g/mol
Molecular Formula C16H22ClNO2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass295.1339066 g/mol
Monoisotopic Mass295.1339066 g/mol
Topological Polar Surface Area41.5 Ų
Heavy Atom Count20
Formal Charge0
Complexity257
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 10  
Drug NameInderal
PubMed HealthPropranolol (By mouth)
Drug ClassesAntianginal, Antiarrhythmic, Group II, Antihypertensive, Antimigraine, Cardiovascular Agent
Drug LabelInderal (propranolol hydrochloride) is a synthetic beta-adrenergic receptor-blocking agent chemically described as 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride,()-. Its molecular and structural formulae are: C16H21NO...
Active IngredientPropranolol hydrochloride
Dosage FormTablet
Routeoral
Strength60mg; 10mg; 80mg; 40mg; 20mg
Market StatusPrescription
CompanyAkrimax Pharms

2 of 10  
Drug NameInderal la
PubMed HealthSomatropin, E coli Derived (Injection)
Drug ClassesEndocrine-Metabolic Agent
Drug LabelInderal (propranolol hydrochloride) is a synthetic beta-adrenergic receptor-blocking agent chemically described as 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride,()-. Its molecular and structural formulae are: C16H21NO...
Active IngredientPropranolol hydrochloride
Dosage FormCapsule, extended release
RouteOral
Strength160mg; 120mg; 60mg; 80mg
Market StatusPrescription
CompanyAkrimax Pharms

3 of 10  
Drug NameInnopran xl
PubMed HealthPropranolol