Compound: carisoprodol
SMILES: O=C(OCC(COC(=O)N)(CCC)C)NC(C)C
InChIKey: OFZCIYFFPZCNJE-UHFFFAOYSA-N
Synonyms: carisoprodol, 78-44-4, Isomeprobamate, Carisoprodate, SOMA, Carisoprodatum, Carisoma, Isobamate, Isoprothane, Sanoma, Flexartal, Isoprotane, Miolisodal, Atonalyt, Isopropyl meprobamate, Nospasm, Relasom, Skutamil, Somalgit, Somanil, Apesan, Mioril, Caprodat, Isoprotan, Izoprotan, Somadril, Arusal, Carisol, Diolene, Domarax, Flexal, RELA, Carlsoma, Carlsoprol, Carsodal, Mediquil, Stialgin, Brianil, Calenfa, Carisoprodolum, Carsodol, Listaflex, Tonolyt isopropyl meprobamate, Isopropylmeprobamate, NCI-C56235, Carisoprodol civ, SCH 7307, CB 8019, 2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate, DTXSID8024733, [2-(carbamoyloxymethyl)-2-methylpentyl] N-propan-2-ylcarbamate, NSC-172124, (1-Methylethyl)carbamic acid 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester, Isopropylcarbamic acid, ester with 2-(hydroxymethyl)-2-methylpentyl carbamate, N-Isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate, Carbamic acid, ester with 2-methyl-2-propyl-1,3-propanediol isopropylcarbamate, Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate (ester), Carbamic acid, (1-methylethyl)-, 2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl ester, CHEBI:3419, DTXCID904733, 21925K482H, (+-)-2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate, Carbamic acid, ester with 2-(hydroxymethyl)-2-methylpentyl isopropylcarbamate, NSC172124, 2-methyl-2-propyltrimethylene carbamate isopropylcarbamate, N-isopropy-2-methyl-2-propyl-1,3-propanediol dicarbamate, Carbamic acid 2-isopropylcarbamoyloxymethyl-2-methyl-pentyl ester, Carbamic acid, (1-methylethyl)-, 2-[[(aminocarbonyl)oxy]methyl]-2-methylpentyl ester, (2-(carbamoyloxymethyl)-2-methylpentyl) N-propan-2-ylcarbamate, (RS)-2-(((aminocarbonyl)oxy)methyl)-2-methylpentyl isopropylcarbamate, (RS)-2-{[(aminocarbonyl)oxy]methyl}-2-methylpentyl isopropylcarbamate, Carisoprodol Tablets, RefChem:54722, M03BA02, Carisoprodol Tablets, USP, 350 mg, 2-((carbamoyloxy)methyl)-2-methylpentyl N-(propan-2-yl)carbamate, 201-118-7, Mioratrina, Carlsodol, Mioriodol, Miolisodol, Carisoprodolum [INN-Latin], Flexartel, MLS000028401, Artifar, Caridolin, Chinchen, Fibrosona, Flexagilt, Flexagit, Flexidon, Meprodat, Neotica, Muslax, Scutamil-C, MFCD00057661, 2-((Carbamoyloxy)methyl)-2-methylpentyl isopropylcarbamate, NCGC00015278-09, SMR000058433, Carisoprodolo [DCIT], Carisoprodolo, Prazolamine, 2-[(carbamoyloxy)methyl]-2-methylpentyl propan-2-ylcarbamate, (+/-)-2-methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate, Carbamic acid, ester with 2-(hydroxymethyl)-2-methylpentylisopropyl carbamate, Carisoprodol (1.0mg/ml in Methanol), CCRIS 4764, HSDB 3021, SR-01000000076, EINECS 201-118-7, NSC 172124, BRN 1791537, 2-[(Carbamoyloxy)methyl]-2-methylpentyl isopropylcarbamate, Carisoprodol [USP:INN:BAN], CAS-78-44-4, Prestwick_50, UNII-21925K482H, Soma (TN), Spectrum_000102, Opera_ID_1100, Prestwick0_000423, Prestwick1_000423, Prestwick2_000423, Prestwick3_000423, Spectrum2_001153, Spectrum3_000328, Spectrum4_000265, Spectrum5_000661, CARISOPRODOL [MI], CARISOPRODOL [INN], CARISOPRODOL [JAN], 1,3-Propanediol, 2-methyl-2-propyl-, carbamate isopropylcarbamate (ester), CARISOPRODOL [HSDB], CARISOPRODOL [VANDF], CHEMBL1233, Lopac0_000319, SCHEMBL33286, BSPBio_000406, BSPBio_001935, CARISOPRODOL [MART.], KBioGR_000730, KBioSS_000542, MLS001148409, MLS002454391, orb341972, CARISOPRODOL [WHO-DD], DivK1c_000816, SPECTRUM1500162, Carisoprodol (JAN/USP/INN), SPBio_001105, SPBio_002345, BPBio1_000448, GTPL7610, DEA No. 8192, HMS502I18, KBio1_000816, KBio2_000542, KBio2_003110, KBio2_005678, KBio3_001155, CARISOPRODOL CIV [USP-RS], Carisoprodol, 1mg/ml in Methanol, NINDS_000816, [2-(carbamoyloxymethyl)-2-methyl-pentyl] N-isopropylcarbamate, CARISOPRODOL [EP IMPURITY], CARISOPRODOL [ORANGE BOOK], HMS1569E08, HMS1920K03, HMS2091A06, HMS2096E08, HMS2234F13, HMS3259O15, HMS3372H19, HMS3713E08, Pharmakon1600-01500162, HY-B1380, QYB60282, TYB91170, Carisoprodol (1 mg/ml in Methanol), CARISOPRODOL [USP MONOGRAPH], Carisoprodol 1.0 mg/ml in Methanol, Tox21_110122, Tox21_200623, AC-212, CCG-40092, NSC756671, AKOS015842914, Tox21_110122_1, WLN: ZVO1X3&1&1OVMY1&1, CS-4819, DB00395, FM19816, LP00319, NC00502, NSC-756671, SDCCGSBI-0050307.P005, IDI1_000816, NCGC00015278-03, NCGC00015278-04, NCGC00015278-05, NCGC00015278-06, NCGC00015278-07, NCGC00015278-08, NCGC00015278-11, NCGC00015278-12, NCGC00015278-14, NCGC00015278-15, NCGC00089734-02, NCGC00089734-03, NCGC00089734-04, NCGC00089734-05, NCGC00089734-06, NCGC00089734-07, NCGC00258177-01, SBI-0050307.P004, SOMA COMPOUND COMPONENT CARISOPRODOL, AB00051932, C3573, EU-0100319, NS00008741, ST51037205, Carbamic acid,3-propanediol isopropylcarbamate, C 8759, D00768, N-Isopropyl-2-methyl-2-propyl-1, dicarbamate, AB00051932_15, CARISOPRODOL COMPOUND COMPONENT CARISOPRODOL, Q416905, SR-01000000076-2, SR-01000000076-4, SR-01000000076-6, W-104280, 1, 2-methyl-2-propyl-, carbamate isopropylcarbamate, BRD-A99939097-001-24-2, N-Isopropyl-2-methyl-2-propyl-1,3-propanediol, dicarbamate, Carisoprodol, European Pharmacopoeia (EP) Reference Standard, 1,3-Propanediol, 2-methyl-2-propyl-, carbamate isopropylcarbamate, 2-methyl-2-{[N-(methylethyl)carbamoyloxy]methyl}pentyl aminooate, Carisoprodol, United States Pharmacopeia (USP) Reference Standard, Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-methylpentyl ester carbamate, 1-Methylethylcarbamic acid 2-{[(aminocarbonyl)oxy]methyl}-2 -methylpentyl ester, Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-methylpentyl ester, carbamate, Carisoprodol;Domarax;N-Isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate, N-Isopropyl 2-methyl-2-propyl-1,3-propanediol dicarbamate; Isopropylcarbamic acid ester with 2-(hydroxymethyl)-2-methylpentyl carbamate
Theoretical properties:
molecular_formula: C12H24N2O4
molecular_weight: 260.33 g/mol
exact_mass: 260.17360725 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 9
heavy_atom_count: 18
topological_polar_surface_area: 90.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
melting_point: 198 to 199 °F (NTP, 1992)
solubility: less than 1 mg/mL at 67.1 °F (NTP, 1992)
Descriptions:
pubchem: Carisoprodol is a carbamate ester that is the mono-N-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alteration in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. It has a role as a muscle relaxant.
chebi: A carbamate ester that is the mono-<em>N</em>-isopropyl derivative of meprobamate (which is a significant metabolite). Carisoprodol  interrupts neuronal communication within the reticular formation and spinal cord, resulting in sedation and alteration in pain perception. It is used as a muscle relaxant in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm.
chembl: CARISOPRODOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Carisoprodol, sold under the brand name Soma among others, is an oral medication used for musculoskeletal pain. Effects generally begin within half an hour and last for up to six hours.
Common side effects include headache, dizziness, and sleepiness. Serious side effect may include addiction, allergic reactions, and seizures. In people with a sulfa allergy certain formulations may result in problems. Safety during pregnancy and breastfeeding is not clear. How it works is not clear. Some of its effects are believed to occur following metabolic conversion into meprobamate, carisoprodol's main active metabolite.
Carisoprodol was approved for medical use in the United States in 1959. Its approval in the European Union was withdrawn in 2008. It is available as a generic medication. In 2019, it was the 343rd most commonly prescribed medication in the United States, with more than 800,000 prescriptions. In the United States, it is a Schedule IV controlled substance.