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Chemistry

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Also known as: Equanil, Meprospan, Miltown, Meprobamat, Tranmep, Amepromat
Molecular Formula
C9H18N2O4
Molecular Weight
218.25  g/mol
InChI Key
NPPQSCRMBWNHMW-UHFFFAOYSA-N
FDA UNII
9I7LNY769Q

Meprobamate
A carbamate with hypnotic, sedative, and some muscle relaxant properties, although in therapeutic doses reduction of anxiety rather than a direct effect may be responsible for muscle relaxation. Meprobamate has been reported to have anticonvulsant actions against petit mal seizures, but not against grand mal seizures (which may be exacerbated). It is used in the treatment of ANXIETY DISORDERS, and also for the short-term management of INSOMNIA but has largely been superseded by the BENZODIAZEPINES. (From Martindale, The Extra Pharmacopoeia, 30th ed, p603)
1 2D Structure

Meprobamate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[2-(carbamoyloxymethyl)-2-methylpentyl] carbamate
2.1.2 InChI
InChI=1S/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)
2.1.3 InChI Key
NPPQSCRMBWNHMW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCC(C)(COC(=O)N)COC(=O)N
2.2 Other Identifiers
2.2.1 UNII
9I7LNY769Q
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dapaz

2. Equanil

3. Mprobamate Richard

4. Meprospan

5. Miltown

6. Tranmep

7. Visano

2.3.2 Depositor-Supplied Synonyms

1. Equanil

2. Meprospan

3. Miltown

4. Meprobamat

5. Tranmep

6. Amepromat

7. Meprocompren

8. Neuramate

9. 57-53-4

10. Amosene

11. Mepriam

12. Meprobam

13. Meproban

14. Dapaz

15. Anastress

16. Anathylmon

17. Anatimon

18. Andaksin

19. Ansiatan

20. Ansiowas

21. Anxietil

22. Auxietil

23. Ayeramate

24. Biobamat

25. Biobamate

26. Calmadin

27. Calmiren

28. Carbaxin

29. Cirponyl

30. Crestanil

31. Despasmol

32. Dicandiol

33. Equatrate

34. Equilium

35. Harmonin

36. Holbamate

37. Ipsotian

38. Lepetown

39. Libiolan

40. Margonil

41. Mepantin

42. Mepavlon

43. Mepiosine

44. Mepranil

45. Meprindon

46. Meprocon

47. Meprodil

48. Meproleaf

49. Meprosan

50. Meprosin

51. Meprotabs

52. Meprotan

53. Meprotil

54. Metractyl

55. Metranquil

56. Miltamato

57. Andaxin

58. Aneural

59. Anural

60. Apascil

61. Arcoban

62. Artolon

63. Atraxin

64. Calmax

65. Cirpon

66. Cyrpon

67. Ecuanil

68. Edenal

69. Enorden

70. Epicur

71. Epikur

72. Equitar

73. Estasil

74. Gadexyl

75. Hartol

76. Larten

77. Lepenil

78. Mendel

79. Meposed

80. Meprin

81. Meprol

82. Meprosa

83. Meptran

84. Milprem

85. Miltaun

86. Ansil

87. Anzil

88. Arpon

89. Diron

90. Erina

91. Klort

92. Letyl

93. Kesso-bamate

94. Appetrol-sr

95. Meprocon Cmc

96. Mar-bate

97. Appetrol

98. Dormabrol

99. Meprodiol

100. Micrainin

101. Bamate

102. Deprol

103. Diurnal

104. Diveron

105. Milpath

106. 3p Bamate

107. Meprovanmeprozine

108. Canquil-400

109. Equanil Suspension

110. Meptranactylmilprem

111. Procalmidol

112. Procarbamide

113. Fas-cile 200

114. Cap-o-tran

115. Meprobamat [german]

116. Bamo 400

117. Diurnaldiverondormabrol

118. Meprobamato [italian]

119. Procalmadiol

120. Aneusral

121. Aneuxral

122. Ataraxine

123. Ayermate

124. Brobamate

125. Coprobate

126. Mepamtin

127. Meprobamato

128. Miltrate

129. Misedant

130. Nephentine

131. Nervonus

132. Optarket

133. Orolevol

134. Pancalma

135. Panediol

136. Pankalma

137. Perequietil

138. Perequil

139. Perquietil

140. Pertranquil

141. Placidon

142. Placitate

143. Probamato

144. Probamyl

145. Procalmadol

146. Proquanil

147. Quietidon

148. Rastenil

149. Reostral

150. Restenil

151. Restenyl

152. Restinal

153. Restinil

154. Robamate

155. Scolazil

156. Sedabamate

157. Sedoquil

158. Sedoselecta

159. Shalvaton

160. Spantran

161. Stensolo

162. Tensonal

163. Trankvilan

164. Tranlisant

165. Tranquilan

166. Tranquilate

167. Tranquilax

168. Tranquiline

169. Tranquilsan

170. Tranquinol

171. Vistabamate

172. Wardamate

173. Aneurol

174. Aneuxal

175. Apasil

176. Cypron

177. Equinil

178. Gagexyl

179. Miltann

180. Miltuan

181. Miltwon

182. Morbam

183. Multaun

184. Orlevol

185. Pensive

186. Prequil

187. Promate

188. Promato

189. Protran

190. Quaname

191. Quanane

192. Quanil

193. Quivet

194. Sadanyl

195. Sedanil

196. Sedanyl

197. Sedazil

198. Selene

199. Setran

200. Sowell

201. Tamate

202. Tensol

203. Trelmar

204. Urbilat

205. Wyseals

206. Zirpon

207. Oasil

208. Paxin

209. Pimal

210. Seril

211. Urbil

212. Meprobamic Acid

213. Pan-tranquil

214. Meprobamatum [inn-latin]

215. Vio-bamate

216. Meprobamato [inn-spanish]

217. Fas-cile

218. Neo-tran

219. Sk-bamate

220. Solevione Anastress

221. 2,2-di(carbamoyloxymethyl)pentane

222. Bamd 400

223. 1,3-propanediol, 2-methyl-2-propyl-, Dicarbamate

224. 2-methyl-2-propyl-1,3-propanediol Dicarbamate

225. Dea No. 2820

226. Meprobamate Civ

227. 2-methyl-2-propyltrimethylene Carbamate

228. Pmb-200

229. Pmb-400

230. 2-methyl-2-n-propyl-1,3-propanediol Dicarbamate

231. [2-(carbamoyloxymethyl)-2-methylpentyl] Carbamate

232. 2-[(carbamoyloxy)methyl]-2-methylpentyl Carbamate

233. Carbamic Acid, 2-methyl-2-propyltrimethylene Ester

234. Meprotanum

235. Nsc-30418

236. Mepro-analgesic

237. Carbamic Acid 2-methyl-2-propyltrimethylene Ester

238. Equazine-m

239. 9i7lny769q

240. Pathibamate

241. 1,3-propanediol, 2-methyl-2-propyl-, 1,3-dicarbamate

242. Meprospan-200

243. Meprospan-400

244. Meprin (van)

245. Ncgc00091031-01

246. Kessobamate

247. Meprobamatum

248. Ansietan

249. Meproten

250. Meprovan

251. Miltown 600

252. My-trans

253. Dsstox_cid_3261

254. Dsstox_rid_76946

255. Dsstox_gsid_23261

256. Canquil 400

257. Meprobamate And Aspirin Tablets

258. Cas-57-53-4

259. Carb-a-med

260. Equanil (tn)

261. Miltown (tn)

262. Component Of Milpath

263. Component Of Milprem

264. Tranquiline (intra)

265. Component Of Appetrol

266. Component Of Miltrate

267. Component Of Equalysen

268. Hsdb 3117

269. Component Of Pmb-400

270. Einecs 200-337-5

271. Brn 1788882

272. Unii-9i7lny769q

273. Microbamat

274. Meprobamate (jan/usp/inn)

275. Mepr

276. 2-metil-2-n-propil-1,3-propanediol Dicarbamato [spanish]

277. Meprobamate [usp:inn:ban:jan]

278. 2-metil-2-n-propil-1,3-propanediol Dicarbamato

279. Meprobamat-petrasch

280. Pathibamate (salt/mix)

281. Meprobamate [mi]

282. Meprobamate [inn]

283. Meprobamate [jan]

284. Meprobamate [hsdb]

285. Chembl979

286. Meprobamate [vandf]

287. Meprobamate [mart.]

288. Schembl15286

289. Meprobamate [who-dd]

290. Mls003899229

291. Chebi:6761

292. Gtpl7225

293. Meprobamate, Analytical Standard

294. Component Of Deprol (salt/mix)

295. Dtxsid3023261

296. Component Of Milpath (salt/mix)

297. Component Of Milprem (salt/mix)

298. Wln: Zvo1x3&1&1ovz

299. Meprobamate [ep Impurity]

300. Meprobamate [orange Book]

301. Meprobamate Civ [usp-rs]

302. Component Of Appetrol (salt/mix)

303. Component Of Miltrate (salt/mix)

304. Meprobamate [usp Monograph]

305. Meprobamate 1.0 Mg/ml In Methanol

306. Nsc30418

307. Zinc1530701

308. Component Of Pmb-400 (salt/mix)

309. Q-gesic Component Meprobamate

310. Tox21_111063

311. Tox21_200332

312. Nsc 30418

313. 1, 2-methyl-2-propyl-, Dicarbamate

314. Equagesic Component Meprobamate

315. Micrainin Component Meprobamate

316. Akos003617983

317. Db00371

318. Carisoprodol Ep Impurity D; Meprobamate

319. Meprobamate Component Of Q-gesic

320. Meprobamate Component Of Equagesic

321. Meprobamate Component Of Micrainin

322. Ncgc00091031-02

323. Ncgc00257886-01

324. Mepro-aspirin Component Meprobamate

325. Smr000058750

326. Meprobamate Component Of Mepro-aspirin

327. 2-methyl-2-propyl-1,3-propanediyldicarbamate

328. D00376

329. 063m428

330. Q418351

331. Sr-01000937605

332. Sr-01000937605-2

333. W-105461

334. Meprobamate Solution, Drug Standard, 1.0 Mg/ml In Methanol

335. Meprobamate, European Pharmacopoeia (ep) Reference Standard

336. Meprobamate, United States Pharmacopeia (usp) Reference Standard

337. ({2-[(c-hydroxycarbonimidoyloxy)methyl]-2-methylpentyl}oxy)carboximidic Acid

338. Meprobamate Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

339. Diamino 3-methyl-3-propylglutarate; 2-methyl-2-propylpropane-1,3-diyl Dicarbamate; [2-(carbamoyloxymethyl)-2-methylpentyl] Carbamate

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 218.25 g/mol
Molecular Formula C9H18N2O4
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count8
Exact Mass218.12665706 g/mol
Monoisotopic Mass218.12665706 g/mol
Topological Polar Surface Area105 Ų
Heavy Atom Count15
Formal Charge0
Complexity212
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMeprobamate
PubMed HealthMeprobamate (By mouth)
Drug ClassesAntianxiety
Drug LabelMeprobamate is a white powder with a characteristic odor and a bitter taste. It is slightly soluble in water, freely soluble in acetone and alcohol, and sparingly soluble in ether. The structural formula of meprobamate is:C9H18N2O4...
Active IngredientMeprobamate
Dosage FormTablet
RouteOral
Strength200mg; 400mg
Market StatusPrescription
CompanyAlembic Pharms; Invagen Pharms; Watson Labs

2 of 2  
Drug NameMeprobamate
PubMed HealthMeprobamate (By mouth)
Drug ClassesAntianxiety
Drug LabelMeprobamate is a white powder with a characteristic odor and a bitter taste. It is slightly soluble in water, freely soluble in acetone and alcohol, and sparingly soluble in ether. The structural formula of meprobamate is:C9H18N2O4...
Active IngredientMeprobamate
Dosage FormTablet
RouteOral
Strength200mg; 400mg
Market StatusPrescription
CompanyAlembic Pharms; Invagen Pharms; Watson Labs

4.2 Therapeutic Uses

Anti-Anxiety Agents; Anticonvulsants; Muscle Relaxants, Central; Sedatives, Nonbarbiturate

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


Medication (Vet): ... /Used occasionally/ as sedative with little or no tranquilization in many species.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 337


Meprobamate has been used preoperatively to relieve anxiety and provide sedation. Meprobamate is effective in promoting sleep in the anxious, tense patient. There is no convincing evidence that meprobamate has any advantage over other sedatives, including barbiturates, in relieving anxiety and tension. /Included in US product label/

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


Meprobamate in fixed combination with aspirin is used as an adjunct in the short-term (<10 days) treatment of pain accompanied by tension and/or anxiety in patients with musculoskeletal disease. The combination has been shown to be more effective than aspirin alone. /Included in US product label/

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


Meprobamate is used for the management of anxiety disorders or for the short-term relief of the symptoms of anxiety. Anxiety or tension associated with the stress of everyday life usually does not require treatment with an anxiolytic. The efficacy of meprobamate for long-term use (i.e., longer than 4 months) has not been evaluated; the need for continued therapy should be reassessed periodically. Meprobamate may be useful as an adjunct when anxiety complicates psychosis or the treatment of alcohol dependence. However, the additive CNS depressant effects of meprobamate and alcohol should be considered. /Included in US product label/

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


4.3 Drug Warning

Meprobamate frequently produces drowsiness. Other effects include nausea, vomiting, diarrhea, paresthesia, weakness, and CNS effects such as headache, paradoxical excitement, dizziness, ataxia, and disturbances of vision. There may be hypotensin, tachycardia, and cardiac dysrhythmias. Hypersensitivity reactions occur occasionally. These may be limited to skin rashes, urticaria, and purpura or may be more severe with angioedema, bronchospasm, or anuria. Erythema multiforme or Stevens-Johnson syndrome and exfoliative or bullous dermatitis have been reported. Blood disorders, including agranulocytosis, eosinophilia, leukopenia, thrombocytopenia, and aplastic anemia, have occasionally been reported.

Dart, R.C. (ed). Medical Toxicology. Third Edition, Lippincott Williams & Wilkins. Philadelphia, PA. 2004., p. 893-4


Clinical studies of meprobamate (with or without aspirin) did not include sufficient numbers of patients 65 years of age and older to determine whether geriatric patients respond differently than younger patients. While other clinical experience has not revealed age-related differences in response, drug dosage generally should be titrated carefully in geriatric patients, usually initiating therapy at the low end of the dosage range. The greater frequency of decreased hepatic, renal, and/or cardiac function and of concomitant disease and drug therapy observed in the elderly also should be considered.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


When meprobamate is used in fixed combination with aspirin, the usual cautions, precautions, and contraindications associated with aspirin must be considered in addition to those associated with meprobamate.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


Several studies have suggested and increased risk of congenital malformations associated with the use of anxiolytics (meprobamate, chlordiazepoxide, diazepam) during the first trimester of pregnancy. Since the use of anxiolytics is rarely urgent, their use during the first trimester should almost always be avoided. The possiblity that a woman of childbearing potential may be pregnant at the time therapy is initiated should be considered. Patients should be advised that if they become pregnant or intend to become pregnant during therapy, they should communicate with their physician about the desirability of discontinuing the drug.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


For more Drug Warnings (Complete) data for MEPROBAMATE (24 total), please visit the HSDB record page.


4.4 Drug Indication

For the management of anxiety disorders or for the short-term relief of the symptoms of anxiety.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Meprobamate is an anxiolytic drug. It was the best selling minor tranquilizer for a time but has largely been replaced by benzodiazepines. Meprobamate has most of the pharmacological effects and dangers of the barbiturates (though it was marketed as being safer) but it is less sedating at effective doses. Meprobamate exhibits some anticonvulsant effects in absence seizures; however, it is reported to potentially exacerbate generalized tonic-clonic seizures. It has also been used as a hypnotic (sleeping pill). However, its is currently only licensed as an anxiolytic and it is a third or fourth-order choice.


5.2 MeSH Pharmacological Classification

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)


Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)


Anticonvulsants

Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)


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

N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BC - Carbamates

N05BC01 - Meprobamate


5.4 Absorption, Distribution and Excretion

Absorption

Well absorbed from the gastrointestinal tract.


The concentrations of meprobamate in the blood and liver were determined in 12 cases of death due to meprobamate poisoning and in 29 cases of death due to the combined effects of meprobamate and alcohol, meprobamate and barbiturate, or meprobamate, alcohol and barbiturate. In the cases of poisoning from meprobamate alone, the blood meprobamate concentrations were within the range of 142-342 ug/mL. (mean value, 226 ug./mL). In the cases of poisoning with a combination of the drugs, the blood meprobamate concentrations were: for meprobamate and alcohol, 43-155 ug/mL (mean value, 117 ug/mL); for meprobamate and barbiturate, 30-276 ug/mL (mean value, 117 ug/mL); for meprobamate, barbiturate and alcohol, 33-460 ug/mL (mean value, 133 ug/mL).

Felby S; Acta Pharmacol. Toxicol 28 (5): 334-7 (1970)


Profound meprobamate intoxication is associated with plasma levels of 20 mg/100mL. Most pt appear to be comatose at levels about 10 mg/100 mL, whereas consciousness occurs at levels below 5 mg/100 mL.

Gosselin, R.E., R.P. Smith, H.C. Hodge. Clinical Toxicology of Commercial Products. 5th ed. Baltimore: Williams and Wilkins, 1984., p. III-260


The effect of hemoperfusion based on pharmacokinetic parameters in 4 cases of severe meprobamate intoxication is described. Maximal plasma levels reached 800, 816, 963 and 923 umol/L. All patients survived without sequelae including one patient resuscitated from cardiac arrest. The amount of meprobamate removed by hemoperfusion ranged from 1.6-6.2 g. Results suggest that hemoperfusion may be indicated in severe meprobamate intoxication.

PMID:3669117 Jacobsen D et al; J Toxicol Clin Toxicol 25 (4): 317-31 (1987)


Meprobamate is well absorbed from the GI tract following oral administration. Plasma concentrations of meprobamate required for sedative or hypnotic effects are not known. Oral administration of 400 mg of meprobamate produces peak plasma concentrations of 5-39 ug/mL within 1-3 hr. Plasma concentrations of 30-100 ug/mL are usually reached following mild overdosage and are associated with stupor or light coma. Plasma concentrations of 100-200 ug/mL are associated with deep coma and are potentially lethal; fatalities frequently occur when plasma concentrations exceed 200 ug/mL. The onset of sedative action is usually less than 1 hour following oral administration of meprobamate.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


For more Absorption, Distribution and Excretion (Complete) data for MEPROBAMATE (6 total), please visit the HSDB record page.


5.5 Metabolism/Metabolites

Meprobamate undergoes hepatic metabolism.


Meprobamate is rapidly metabolized in the liver. Meprobamate can induce liver microsomal enzymes and thus may at least theoretically alter the metabolism of other drugs such as warfarin. There is some evidence that meprobamate may accelerate its own metabolism. Meprobamate metabolites are inactive and include 2B-hydroxymeprobamate, and glucosyluronide and glucuronide conjugates of meprobamate. These metabolites are excreted by the kidneys. About 10-12% of a dose of meprobamate is excreted in urine as unchanged drug within 24 hr. The remainder is excreted in urine as metabolites.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


Most of the drug is metabolized in the liver, mainly to a side-chain hydroxy derivative and a glucuronide; the kinetics of elimination may depend on the dose.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 11th ed. New York, NY: McGraw-Hill, 2006., p. 422


A whole-body exposure of rats to 8 Gy radiation is ineffective in 3 days, and in 6 days, it prolongs considerably the effect and increases the pharmacological activity of hexenal, meprobamate, ethylmorphine, and amidopyrine, inhibits the activity of amidopyrine demethylase, aniline hydroxylase, NADPH-cytochrome c reductase, and reduces the content of protein, cytochromes P-450 and b5 in a microsomal liver fraction.

PMID:2780982 Khakimov ZZ; Radiobiologiia 29 (4): 492-4 (1989)


Carisoprodol is metabolized to meprobamate by the cytochrome P450 enzyme CYP2C19, encoded by the polymorphic CYP2C19 gene. Most studies on carisoprodol metabolism have been carried out on individuals phenotyped for CYP2C19 activity using the probe drug S-mephenytoin. /The investigators/ aimed to investigate whether the ratio of carisoprodol to meprobamate in a 'real life' setting could be predicted by CYP2C19 genotype or, more specifically, if high carisoprodol : meprobamate ratios in drugged drivers could be ascribed to the presence of mutant CYP2C19 alleles. From original material comprising 358 blood samples from apprehended drivers, two polarized groups were selected; a high-ratio group of 11 subjects where the carisoprodol : meprobamate ratio was >1 and a low-ratio control group of 23 subjects where the ratio was <0.31. Genotyping was carried out for the CYP2C19*2, CYP2C19*3 and CYP2C19*4 alleles. DNA samples from 94 healthy blood donors were used as reference material. The number of mutant alleles in the high-ratio and low-ratio groups was significantly higher and lower, respectively, than in the reference material. The increased number of mutant alleles in the high-ratio group was not due to the presence of many poor metabolizers, but to a high number of heterozygous individuals with the genotype CYP2C19*1/*2. This result indicates a gene dosage effect where the carisoprodol : meprobamate ratio reflects the number of active CYP2C19 alleles. The metabolism of carisoprodol to meprobamate is dependent on CYP2C19 genotype. Heterozygous individuals with the CYP2C19*1/*2 genotype have a reduced capacity for metabolizing carisoprodol, and should probably be regarded as intermediate metabolizers of this drug. /Carisoprodol/

PMID:12835613 Bramness JG et al; Pharmacogenetics 13 (7): 383-8 (2003).


5.6 Biological Half-Life

Plasma half-life is about 10 hours.


The plasma half-life of meprobamate averages about 10-11 hours but may range from 6-16 hours.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


6-17 hours /From table/

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 11th ed. New York, NY: McGraw-Hill, 2006., p. 421


5.7 Mechanism of Action

Meprobamate's mechanism of action is not fully understood; in animal studies, meprobamate is reported to act at multiple sites in the central nervous system, such as the thalamus and limbic system. It binds to the GABAA receptors, leading to inhibitory effects on the neurons transmitting signals in the reticular formation and spinal cord. Consequently, effects such as sedation and altered perception of pain are observed.


Meprobamate has CNS depressant actions similar to those of the barbiturates. The mechanism of action of meprobamate is not known. The drug apparently acts at multiple sites in the CNS including the hypothalamus, thalamus, limbic system, and spinal cord, but not the medulla, the reticular activating system, or in the autonomic nervous system. Although there is some evidence that meprobamate relaxes skeletal muscle tension, the skeletal muscle relaxant effects of the drug are probably caused by its sedative effect.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


The potentiation of the release of adenosine by meprobamate may account for its central effects.

Ullmann's Encyclopedia of Industrial Chemistry. 6th ed.Vol 1: Federal Republic of Germany: Wiley-VCH Verlag GmbH & Co. 2003 to Present, p. V30 433


In animals, meprobamate antagonizes the convulsant effects of pentylenetetrazol, but meprobamate is of no clinical use for the management of epilepsy; in fact, the drug may aggravate generalized tonic-clonic (grand mal) seizures. Usual sedative doses of meprobamate have little or no effect on the EEG, but 800-mg doses produce increased fast activity, increased amplitude, and prominent beta waves. Like barbiturates, hypnotic doses of meprobamate substantially suppress rapid eye movement (REM) or dreaming stage of sleep. REM rebound has been reported to occur when the drug was withdrawn and thus could cause the patient to experience markedly increased dreaming, nightmares, and/or insomnia.

American Society of Health System Pharmacists; AHFS Drug Information 2009. Bethesda, MD. (2009)


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INGRAM","customerCountry":"INDIA","quantity":"300.00","actualQuantity":"300","unit":"KGS","unitRateFc":"43.4","totalValueFC":"13147.6","currency":"USD","unitRateINR":"3682.5","date":"14-Oct-2024","totalValueINR":"1104747","totalValueInUsd":"13147.6","indian_port":"Madras Sea","hs_no":"29241100","bill_no":"6111355","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"LTD, 19-21\/F, GUOTAI BLDG RENMIN ROAD (M) ZHANGJIAGANG CITY JIANGSU CHINA SDNF","customerAddress":"NO.49D, BOMMASANDRA INDUSTRIAL"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1728844200,"product":"MEPROBAMATE, USP","address":"NO.49D, BOMMASANDRA INDUSTRIAL","city":"BANGALORE","supplier":"JIANGSU GUOTAI GUOMIAN TRADING CO,","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"ADCOCK 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INGRAM","customerCountry":"INDIA","quantity":"1700.00","actualQuantity":"1700","unit":"KGS","unitRateFc":"43.4","totalValueFC":"74503","currency":"USD","unitRateINR":"3682.5","date":"14-Oct-2024","totalValueINR":"6260233","totalValueInUsd":"74503","indian_port":"Madras Sea","hs_no":"29241100","bill_no":"6111355","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"LTD, 19-21\/F, GUOTAI BLDG RENMIN ROAD (M) ZHANGJIAGANG CITY JIANGSU CHINA SDNF","customerAddress":"NO.49D, BOMMASANDRA INDUSTRIAL"}]
04-Aug-2021
14-Oct-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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DOSAGE - TABLET;ORAL - 200MG

USFDA APPLICATION NUMBER - 83304

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DOSAGE - TABLET;ORAL - 400MG

USFDA APPLICATION NUMBER - 83308

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