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Mephenesin

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ACTIVE PHARMA INGREDIENTS

5 API Suppliers, 1 EU WC, 5 Listed Suppliers, $ API Reference Price

5 API Suppliers
1 EU WC
5 Listed Suppliers
$ API Reference Price

FINISHED DOSAGE FORMULATIONS

3 FDF Dossiers, 3 South Africa

3 FDF Dossiers
3 South Africa

Synopsis

ACTIVE PHARMA INGREDIENTS

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CEP/COS

JDMF

EU WC

KDMF

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$ 16

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Chemistry

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Also known as: 59-47-2, Cresoxydiol, Decontractyl, Memphenesin, Mephenesine, Mephedan

Molecular Formula

C₁₀H₁₄O₃

Molecular Weight

182.22 g/mol

InChI Key

JWDYCNIAQWPBHD-UHFFFAOYSA-N

FDA UNII

7B8PIR2954

A centrally acting muscle relaxant with a short duration of action.

1 2D Structure

Mephenesin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-(2-methylphenoxy)propane-1,2-diol

2.1.2 InChI

InChI=1S/C10H14O3/c1-8-4-2-3-5-10(8)13-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3

2.1.3 InChI Key

JWDYCNIAQWPBHD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=CC=CC=C1OCC(CO)O

2.2 Other Identifiers

2.2.1 UNII

7B8PIR2954

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dcontractyl

2. Dolo Visano M

2.3.2 Depositor-Supplied Synonyms

1. 59-47-2

2. Cresoxydiol

3. Decontractyl

4. Memphenesin

5. Mephenesine

6. Mephedan

7. Lissephen

8. Tolserol

9. Anatensin

10. Cresodiol

11. Decontractil

12. Dioloxol

13. Lissenphan

14. Mefenesina

15. Mephelor

16. Mephesin

17. Myodetensin

18. Myodetensine

19. Atensin

20. Curaril

21. Sinan

22. Kresoxypropandiol

23. Cresoxypropanediol

24. 3-(2-methylphenoxy)propane-1,2-diol

25. Cresossidiolo

26. Curarythan

27. Seconesinz

28. Spartoloxin

29. Spartoloxyn

30. Curythan

31. Daserol

32. Diloxol

33. Dioloxal

34. Findolar

35. Findolor

36. Glukresin

37. Glykresin

38. Glyotol

39. Halabar

40. Kinavosyl

41. Mephate

42. Mepherol

43. Mephosal

44. Mephson

45. Mervaldin

46. Mianesina

47. Miolisina

48. Moctynol

49. Myanesin

50. Myastenin

51. Myocuran

52. Myolysin

53. Myosera

54. Myoserol

55. Myoxane

56. Nembusen

57. Nephelor

58. Noctynol

59. Oranixon

60. Prolaxin

61. Proloxin

62. Relaxant

63. Relaxar

64. Relaxil

65. Relaxyl

66. Renarcol

67. Sansdolor

68. Saserol

69. Spasmolyn

70. Stilalgin

71. Thioxidil

72. Thoxidil

73. Tokerol

74. Tolansin

75. Tolbart

76. Tolhart

77. Tolofren

78. Tolosate

79. Toloxyn

80. Tolulexin

81. Tolulox

82. Tolydrin

83. Tolynol

84. Tolyspaz

85. Torulox

86. Anxine

87. Avesyl

88. Avosyl

89. Avoxil

90. Avoxyl

91. Daserd

92. Glytol

93. Mephin

94. Myanil

95. Myanol

96. Myasin

97. Myolax

98. Myopan

99. Myopen

100. Myopna

101. Myoten

102. Myoxyl

103. Ortol

104. Prolax

105. Temian

106. Tolax

107. Tolcil

108. Tolsil

109. Tolsin

110. Xeral

111. Rhex Regulans

112. Walko-nesin

113. 1,2-propanediol, 3-(2-methylphenoxy)-

114. 3-(2-methylphenoxy)-1,2-propanediol

115. Cresossipropandiolo

116. Rhex 'hobeino'

117. O-cresyl Glycerol Ether

118. Glyceryl O-tolyl Ether

119. Ageflex Cge

120. O-cresol Glyceryl Ether

121. 3-(o-tolyloxy)propane-1,2-diol

122. 1-o-tolylglycerol Ether

123. Mephenesinum

124. Mephensin

125. O-kresol-glycerinaether

126. Byk-m 1

127. 3-o-toloxy-1,2-propanediol

128. 3-(o-methylphenoxy)-1,2-propanediol

129. Bdh 312

130. 1-ortho-tolylglycerol Ether

131. 3-(o-tolyloxy)-1,2-propanediol

132. 3-(2-tolyloxy)-1,2-propanediol

133. Walconesin

134. Mycocuran

135. Tolseron

136. Mc 2303

137. Rp 3602

138. Sq 1156

139. 1,2-dihydroxy-3-(2-methylphenoxy)propane

140. A 1141

141. Nsc-25234

142. Mefensina

143. Rex Regulans

144. 1,2-propanediol, 3-(o-tolyloxy)-

145. Walco-nesin

146. O-cresyl .alpha.-glyceryl Ether

147. .alpha.-(o-tolyl)glyceryl Ether

148. 7b8pir2954

149. Mephenesin (inn)

150. Nsc25234

151. Component Of Tolagesic

152. Ncgc00094908-01

153. Mephenesin [inn]

154. Dsstox_cid_3254

155. 1, 3-(o-tolyloxy)-

156. Dsstox_rid_76942

157. Wln: Q1yq1or B1

158. Dsstox_gsid_23254

159. 1, 3-(2-methylphenoxy)-

160. .alpha.,.beta.-dihydroxy-.gamma.-(2-methylphenoxy)propane

161. Mefenesina [inn-spanish]

162. Mephenesine [inn-french]

163. Mephenesinum [inn-latin]

164. O-cresyl Alpha-glyceryl Ether

165. Alpha-(o-tolyl)glyceryl Ether

166. O-kresol-glycerinaether [german]

167. Sr-05000001772

168. Einecs 200-427-4

169. Nsc 25234

170. Brn 2047373

171. Mephenesin [inn:ban:nf]

172. Rhex

173. Unii-7b8pir2954

174. Cas-59-47-2

175. Tolserol (tn)

176. Prestwick_577

177. Alpha,beta-dihydroxy-gamma-(2-methylphenoxy)propane

178. Mephenesin, 98%

179. 1-(o-tolyl)glycerol

180. 1-(2-tolyl)glycerol

181. Spectrum_001402

182. Mephenesin [mi]

183. Prestwick0_000178

184. Prestwick1_000178

185. Prestwick2_000178

186. Prestwick3_000178

187. Spectrum2_001418

188. Spectrum3_000908

189. Spectrum4_001007

190. Spectrum5_001199

191. (.+/-.)-mephenesin

192. Mephenesin [mart.]

193. 1-(2-methylphenyl)glycerol

194. Mephenesin [who-dd]

195. Schembl25448

196. Bspbio_000075

197. Kbiogr_001473

198. Kbioss_001882

199. Divk1c_000076

200. Spectrum1501140

201. Spbio_001496

202. Spbio_001996

203. Bpbio1_000083

204. Chembl229128

205. Dtxsid4023254

206. Chebi:94398

207. Hms500d18

208. Kbio1_000076

209. Kbio2_001882

210. Kbio2_004450

211. Kbio2_007018

212. Kbio3_001856

213. Nsc8134

214. Ninds_000076

215. Hms1568d17

216. Hms1921j09

217. Hms2092f17

218. Hms2095d17

219. Hms3712d17

220. Hms3886k09

221. Pharmakon1600-01501140

222. Hy-b1283

223. Nsc-8134

224. Nsc36140

225. Nsc50788

226. Glycerol-1-(o-tolyl) Ether

227. Tox21_111356

228. Ccg-38970

229. Mfcd00004718

230. Nsc-36140

231. Nsc-50788

232. Nsc757857

233. S5032

234. Stl430456

235. Akos015912866

236. Tox21_111356_1

237. Cs-5340

238. Db13583

239. Nsc-757857

240. Idi1_000076

241. 1,2-propanediol, 3-(2-methylphenoxy)

242. Ncgc00094908-02

243. Ncgc00094908-03

244. Ncgc00094908-06

245. 3-[(2-methylphenyl)oxy]propane-1,2-diol

246. Sbi-0051654.p002

247. Ab00052216

248. Ft-0628209

249. M3076

250. 3-(2-methylphenoxy)-1,2-propanediol, 98%

251. D02595

252. D97581

253. Ab00052216_04

254. A923330

255. Q3333250

256. Sr-05000001772-1

257. Sr-05000001772-2

258. Sr-05000001772-3

259. Brd-a55469827-001-01-7

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₄O₃
Molecular Weight	182.22 g/mol
XLogP3	1.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Exact Mass	182.094294304 g/mol
Monoisotopic Mass	182.094294304 g/mol
Topological Polar Surface Area	49.7 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	138
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 Drug and Medication Information

4.1 Drug Indication

Mephenesin was used for the treatment of muscle spasticity in diseases like Parkinson's or Multiple Sclerosis.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Mephenesin reduced neuronal excitability leading to decreases action potentials to muscle fibers which ultimately produces a reduction in spasticity.

5.2 MeSH Pharmacological Classification

Muscle Relaxants, Central

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

5.3 ATC Code

M - Musculo-skeletal system

M03 - Muscle relaxants

M03B - Muscle relaxants, centrally acting agents

M03BX - Other centrally acting agents

M03BX06 - Mephenesin

5.4 Mechanism of Action

The exact mechanism of action of mephenesin is not known. It has been observed to block both inward sodium and inward calcium currents in neurons. It has a physiological effect which opposes that of strychnine.

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