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    Chemistry

    Click the arrow to open the dropdown
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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is used in the treatment of ANXIETY DISORDERS, and also for the short-term management of INSOMNIA but has largely been superseded by the BENZODIAZEPINES.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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    04-Jan-2021
    11-Nov-2024
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    DRUG PRODUCT COMPOSITIONS

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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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    USP

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    ABOUT THIS PAGE

    Meprobamate Manufacturers

    A Meprobamate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Meprobamate, including repackagers and relabelers. The FDA regulates Meprobamate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Meprobamate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Meprobamate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Meprobamate Suppliers

    A Meprobamate supplier is an individual or a company that provides Meprobamate active pharmaceutical ingredient (API) or Meprobamate finished formulations upon request. The Meprobamate suppliers may include Meprobamate API manufacturers, exporters, distributors and traders.

    click here to find a list of Meprobamate suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Meprobamate USDMF

    A Meprobamate DMF (Drug Master File) is a document detailing the whole manufacturing process of Meprobamate active pharmaceutical ingredient (API) in detail. Different forms of Meprobamate DMFs exist exist since differing nations have different regulations, such as Meprobamate USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Meprobamate DMF submitted to regulatory agencies in the US is known as a USDMF. Meprobamate USDMF includes data on Meprobamate's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Meprobamate USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Meprobamate suppliers with USDMF on PharmaCompass.

    Meprobamate CEP

    A Meprobamate CEP of the European Pharmacopoeia monograph is often referred to as a Meprobamate Certificate of Suitability (COS). The purpose of a Meprobamate CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Meprobamate EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Meprobamate to their clients by showing that a Meprobamate CEP has been issued for it. The manufacturer submits a Meprobamate CEP (COS) as part of the market authorization procedure, and it takes on the role of a Meprobamate CEP holder for the record. Additionally, the data presented in the Meprobamate CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Meprobamate DMF.

    A Meprobamate CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Meprobamate CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of Meprobamate suppliers with CEP (COS) on PharmaCompass.

    Meprobamate WC

    A Meprobamate written confirmation (Meprobamate WC) is an official document issued by a regulatory agency to a Meprobamate manufacturer, verifying that the manufacturing facility of a Meprobamate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Meprobamate APIs or Meprobamate finished pharmaceutical products to another nation, regulatory agencies frequently require a Meprobamate WC (written confirmation) as part of the regulatory process.

    click here to find a list of Meprobamate suppliers with Written Confirmation (WC) on PharmaCompass.

    Meprobamate NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Meprobamate as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Meprobamate API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Meprobamate as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Meprobamate and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Meprobamate NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Meprobamate suppliers with NDC on PharmaCompass.

    Meprobamate GMP

    Meprobamate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Meprobamate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Meprobamate GMP manufacturer or Meprobamate GMP API supplier for your needs.

    Meprobamate CoA

    A Meprobamate CoA (Certificate of Analysis) is a formal document that attests to Meprobamate's compliance with Meprobamate specifications and serves as a tool for batch-level quality control.

    Meprobamate CoA mostly includes findings from lab analyses of a specific batch. For each Meprobamate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Meprobamate may be tested according to a variety of international standards, such as European Pharmacopoeia (Meprobamate EP), Meprobamate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Meprobamate USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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