Compound: meprobamate
SMILES: O=C(OCC(COC(=O)N)(CCC)C)N
InChIKey: NPPQSCRMBWNHMW-UHFFFAOYSA-N
Synonyms: meprobamate, Equanil, Miltown, Meprospan, Tranmep, Meprocompren, Amepromat, Carbaxin, Meprobam, Meprobamat, Meproban, Neuramate, 57-53-4, Amosene, Mepriam, Meprol, Dapaz, Anastress, Anathylmon, Ayeramate, Biobamate, Crestanil, Dicandiol, Equatrate, Holbamate, Mepiosine, Meprindon, Meproleaf, Meprotabs, Metractyl, Metranquil, Miltamato, Anatimon, Andaksin, Andaxin, Aneural, Ansiatan, Ansiowas, Anxietil, Apascil, Arcoban, Artolon, Auxietil, Biobamat, Calmadin, Calmiren, Cirponyl, Ecuanil, Enorden, Equitar, Estasil, Gadexyl, Harmonin, Ipsotian, Lepenil, Lepetown, Libiolan, Margonil, Mepantin, Mepavlon, Meposed, Mepranil, Meprodil, Meprosa, Meprosan, Meprosin, Meprotan, Meprotil, Meptran, Milprem, Miltaun, Ansil, Anural, Anzil, Arpon, Calmax, Cirpon, Cyrpon, Diron, Edenal, Epicur, Epikur, Erina, Hartol, Klort, Larten, Letyl, Mendel, Kesso-Bamate, Mar-Bate, Meprocon CMC, Dormabrol, Meprodiol, Bamate, Deprol, Diurnal, Diveron, Milpath, 3P Bamate, Canquil-400, Equanil suspension, Meprobamato, Meprotanum, Pertranquil, Procalmidol, Mepro-analgesic, Cap-O-Tran, Fas-Cile 200, Equazine-M, Bamo 400, Nephentine, Perquietil, Procalmadiol, Sedabamate, Trankvilan, Tranlisant, Tranquilan, Tranquilax, Tranquiline, Vistabamate, Aneurol, Aneusral, Aneuxal, Aneuxral, Ayermate, Brobamate, Equinil, Gagexyl, Mepamtin, Miltann, Nervonus, Orolevol, Pancalma, Panediol, Perequil, Placidon, Placitate, Probamyl, Promate, Proquanil, Protran, Quaname, Quietidon, Reostral, Restenil, Robamate, Sedazil, Spantran, Trelmar, Urbilat, Wardamate, Wyseals, Apasil, Morbam, Oasil, Quanil, Seril, Sowell, Tamate, Urbil, Zirpon, Pan-tranquil, Vio-Bamate, Neo-Tran, SK-Bamate, Meprobamatum, Ansietan, Kessobamate, Meprospan-200, Meprospan-400, Meprozine, Tranquil, Miltown 600, 2,2-Di(carbamoyloxymethyl)pentane, Bamd 400, 2-Methyl-2-propyl-1,3-propanediol dicarbamate, Meprobamate civ, 1,3-Propanediol, 2-methyl-2-propyl-, dicarbamate, Meprobamate and Aspirin Tablets, 2-Methyl-2-propyltrimethylene carbamate, 2-Methyl-2-n-propyl-1,3-propanediol dicarbamate, DTXSID3023261, Carbamic acid, 2-methyl-2-propyltrimethylene ester, NSC-30418, 9I7LNY769Q, Carbamic acid 2-methyl-2-propyltrimethylene ester, 2-[(carbamoyloxy)methyl]-2-methylpentyl carbamate, DTXCID903261, NSC30418, 2-((carbamoyloxy)methyl)-2-methylpentyl carbamate, Atraxine, ((2-((C-hydroxycarbonimidoyloxy)methyl)-2-methylpentyl)oxy)carboximidic acid, ({2-[(C-hydroxycarbonimidoyloxy)methyl]-2-methylpentyl}oxy)carboximidic acid, RefChem:55585, N05BC01, 200-337-5, Atraxin, Despasmol, Equilium, Meprocon, Micrainin, Meprin, Meprovanmeprozine, Meptranactylmilprem, Procarbamide, Meprobamat [German], Diurnaldiverondormabrol, Meprobamato [Italian], Ataraxine, Coprobate, Miltrate, Misedant, Optarket, Pankalma, Perequietil, Probamato, Procalmadol, Rastenil, Restenyl, Restinal, Restinil, Scolazil, Sedoquil, Sedoselecta, Shalvaton, Stensolo, Tensonal, Tranquilate, Tranquilsan, Tranquinol, Cypron, Miltuan, Miltwon, Multaun, Orlevol, Pensive, Prequil, Promato, Quanane, Quivet, Sadanyl, Sedanil, Sedanyl, Selene, Setran, Tensol, Paxin, Pimal, Meprobamic acid, Meprobamatum [INN-Latin], Meprobamato [INN-Spanish], Fas-Cile, Solevione anastress, DEA No. 2820, PMB-200, PMB-400, Pathibamate, NSC 30418, 1,3-Propanediol, 2-methyl-2-propyl-, 1,3-dicarbamate, Meprin (VAN), NCGC00091031-01, Meproten, Meprovan, My-trans, Canquil 400, CAS-57-53-4, Carb-A-Med, Equanil (TN), Miltown (TN), component of Milpath, component of Milprem, Tranquiline (Intra), component of Miltrate, component of Equalysen, HSDB 3117, component of PMB-400, EINECS 200-337-5, Carisoprodol EP Impurity D, BRN 1788882, UNII-9I7LNY769Q, Microbamat, Meprobamate (JAN/USP/INN), Mepr, 2-Metil-2-n-propil-1,3-propanediol dicarbamato [Spanish], Meprobamate [USP:INN:BAN:JAN], 2-Metil-2-n-propil-1,3-propanediol dicarbamato, Meprobamat-Petrasch, Meprin (meprobamate), Pathibamate (Salt/Mix), MEPROBAMATE [MI], MEPROBAMATE [INN], MEPROBAMATE [JAN], MEPROBAMATE [HSDB], CHEMBL979, MEPROBAMATE [VANDF], MEPROBAMATE [MART.], SCHEMBL15286, MEPROBAMATE [WHO-DD], MLS003899229, CHEBI:6761, GTPL7225, Meprobamate, analytical standard, component of Deprol (Salt/Mix), component of Milpath (Salt/Mix), component of Milprem (Salt/Mix), Meprobamate, 1mg/ml in Methanol, WLN: ZVO1X3&1&1OVZ, MEPROBAMATE [EP IMPURITY], MEPROBAMATE [ORANGE BOOK], MEPROBAMATE CIV [USP-RS], component of Miltrate (Salt/Mix), MEPROBAMATE [USP MONOGRAPH], KXB10666, Meprobamate 1.0 mg/ml in Methanol, component of PMB-400 (Salt/Mix), Q-GESIC COMPONENT MEPROBAMATE, Tox21_111063, Tox21_200332, 1, 2-methyl-2-propyl-, dicarbamate, EQUAGESIC COMPONENT MEPROBAMATE, MICRAININ COMPONENT MEPROBAMATE, AKOS003617983, DB00371, FM25071, NCGC00091031-02, NCGC00257886-01, MEPRO-ASPIRIN COMPONENT MEPROBAMATE, SMR000058750, NS00004244, 2-methyl-2-propyl-1,3-propanediyldicarbamate, 2-Methyl-2-propylpropane-1,3-diyl dicarbamate, D00376, Q418351, SR-01000937605, SR-01000937605-2, BRD-K19180152-001-02-6, Meprobamate, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C9H18N2O4
molecular_weight: 218.25 g/mol
exact_mass: 218.12665706 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 8
heavy_atom_count: 15
topological_polar_surface_area: 105 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals from hot water
color: Crystals from hot water
odor: Characteristic odor
melting_point: 219 to 223 °F (NTP, 1992)
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
Descriptions:
pubchem: Meprobamate can cause developmental toxicity according to state or federal government labeling requirements.
chembl: MEPROBAMATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Meprobamate—marketed as Miltown by Wallace Laboratories and Equanil by Wyeth, among others—is a carbamate derivative used as an anxiolytic drug. It was the best-selling minor tranquilizer for a time, but has largely been replaced by the benzodiazepines due to their wider therapeutic index (lower risk of toxicity at therapeutically prescribed doses) and lower incidence of serious side effects.