Compound: mephenesin
SMILES: O(c1c(cccc1)C)CC(O)CO
InChIKey: JWDYCNIAQWPBHD-UHFFFAOYSA-N
Synonyms: mephenesin, 59-47-2, Mephenesine, Tolserol, Cresoxydiol, Mefenesina, 3-(2-Methylphenoxy)propane-1,2-diol, Mephenesinum, 3-(o-Methylphenoxy)-1,2-propanediol, DTXSID4023254, NSC-25234, 7B8PIR2954, DTXCID803254, (+-)-Mephenesin, RefChem:810990, M03BX06, 200-427-4, Decontractyl, Dioloxol, Lissephen, Memphenesin, Mephedan, Anatensin, Cresodiol, Decontractil, Lissenphan, Mephelor, Mephesin, Myanesin, Myodetensin, Myodetensine, Atensin, Curaril, Sinan, Kresoxypropandiol, Cresoxypropanediol, Cresossidiolo, Curarythan, Seconesinz, Spartoloxin, Spartoloxyn, Curythan, Daserol, Diloxol, Dioloxal, Findolar, Findolor, Glukresin, Glykresin, Glyotol, Halabar, Kinavosyl, Mephate, Mepherol, Mephosal, Mephson, Mervaldin, Mianesina, Miolisina, Moctynol, Myastenin, Myocuran, Myolysin, Myosera, Myoserol, Myoxane, Nembusen, Nephelor, Noctynol, Oranixon, Prolaxin, Proloxin, Relaxant, Relaxar, Relaxil, Relaxyl, Renarcol, Sansdolor, Saserol, Spasmolyn, Stilalgin, Thioxidil, Thoxidil, Tokerol, Tolansin, Tolbart, Tolhart, Tolofren, Tolosate, Toloxyn, Tolulexin, Tolulox, Tolydrin, Tolynol, Torulox, Anxine, Avesyl, Avosyl, Avoxil, Avoxyl, Daserd, Glytol, Mephin, Myanil, Myanol, Myasin, Myolax, Myopan, Myopen, Myopna, Myoten, Myoxyl, Ortol, Prolax, Temian, Tolax, Tolcil, Tolsil, Tolsin, Xeral, Rhex regulans, Walko-Nesin, 1,2-Propanediol, 3-(2-methylphenoxy)-, 3-(o-Tolyloxy)propane-1,2-diol, 3-(2-Methylphenoxy)-1,2-propanediol, Cresossipropandiolo, Rhex 'hobeino', o-Cresyl glycerol ether, Glyceryl o-tolyl ether, Ageflex CGE, o-Cresol glyceryl ether, 1-o-Tolylglycerol ether, Mephensin, 3-(o-Tolyloxy)-1,2-propanediol, o-Kresol-glycerinaether, BYK-M 1, 3-o-Toloxy-1,2-propanediol, BDH 312, 1-Ortho-tolylglycerol ether, 3-(2-Tolyloxy)-1,2-propanediol, Walconesin, Mycocuran, Tolseron, MC 2303, RP 3602, SQ 1156, 1,2-Dihydroxy-3-(2-methylphenoxy)propane, A 1141, MFCD00004718, Mefensina, Rex regulans, 1,2-PROPANEDIOL, 3-(o-TOLYLOXY)-, Walco-Nesin, o-Cresyl .alpha.-glyceryl ether, .alpha.-(o-Tolyl)glyceryl ether, Mephenesin (INN), NSC25234, component of Tolagesic, NCGC00094908-01, MEPHENESIN [INN], 1, 3-(o-tolyloxy)-, WLN: Q1YQ1OR B1, 1, 3-(2-methylphenoxy)-, .alpha.,.beta.-Dihydroxy-.gamma.-(2-methylphenoxy)propane, Mefenesina [INN-Spanish], Mephenesine [INN-French], Mephenesinum [INN-Latin], o-Cresyl alpha-glyceryl ether, alpha-(o-Tolyl)glyceryl ether, o-Kresol-glycerinaether [German], SR-05000001772, EINECS 200-427-4, NSC 25234, BRN 2047373, Mephenesin [INN:BAN:NF], Rhex, UNII-7B8PIR2954, CAS-59-47-2, Tolserol (TN), Prestwick_577, alpha,beta-Dihydroxy-gamma-(2-methylphenoxy)propane, Mephenesin, 98%, (S)-3-(2-Methylphenoxy)propane-1,2-diol, 1-(o-tolyl)glycerol, Mephenesin (Standard), 1-(2-tolyl)glycerol, Spectrum_001402, MEPHENESIN [MI], Prestwick0_000178, Prestwick1_000178, Prestwick2_000178, Prestwick3_000178, Spectrum2_001418, Spectrum3_000908, Spectrum4_001007, Spectrum5_001199, (.+/-.)-Mephenesin, GlyTouCan:G84480SA, MEPHENESIN [MART.], 1-(2-methylphenyl)glycerol, MEPHENESIN [WHO-DD], SCHEMBL25448, BSPBio_000075, KBioGR_001473, KBioSS_001882, DivK1c_000076, SPECTRUM1501140, SPBio_001496, SPBio_001996, BPBio1_000083, CHEMBL229128, orb1311019, SCHEMBL17024110, SCHEMBL29379669, CHEBI:94398, HMS500D18, HY-B1283R, KBio1_000076, KBio2_001882, KBio2_004450, KBio2_007018, KBio3_001856, NSC8134, NINDS_000076, HMS1568D17, HMS1921J09, HMS2092F17, HMS2095D17, HMS3712D17, HMS3886K09, HMS5084K13, Pharmakon1600-01501140, G84480SA, HY-B1283, NSC-8134, NSC36140, NSC50788, GLYCEROL-1-(O-TOLYL) ETHER, Tox21_111356, CCG-38970, EBC-26156, NSC-36140, NSC-50788, NSC757857, s5032, SBB056988, STL430456, AKOS015912866, Tox21_111356_1, CS-5340, DB13583, NSC-757857, IDI1_000076, NCGC00094908-02, NCGC00094908-03, NCGC00094908-06, DA-55344, SY235005, 3-[(2-methylphenyl)oxy]propane-1,2-diol, SBI-0051654.P002, AB00052216, M3076, NS00001081, ST50407278, 3-(2-Methylphenoxy)-1 pound not2-propanediol, D02595, D97581, AB00052216_04, EN300-7408655, Q3333250, SR-05000001772-1, SR-05000001772-2, SR-05000001772-3, BRD-A55469827-001-01-7, BRD-A55469827-001-07-4
Theoretical properties:
molecular_formula: C10H14O3
molecular_weight: 182.22 g/mol
exact_mass: 182.094294304 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 13
topological_polar_surface_area: 49.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Sparingly soluble
Descriptions:
pubchem: 1-(2-methylphenyl)glycerol is a glycerol ether in which a single 2-methylphenyl group is attached at position 1 of glycerol via an ether linkage. It is a glycerol ether and an aromatic ether. It is functionally related to an o-cresol.
chebi: A glycerol ether in which a single 2-methylphenyl group is attached at position 1 of glycerol via an ether linkage.
chembl: MEPHENESIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Mephenesin (INN), also called myanesin, is a centrally acting muscle relaxant. It can be used as an antidote for strychnine poisoning. Mephenesin however presents with the major drawbacks of having a short duration of action and a much greater effect on the spinal cord than the brain, resulting in pronounced respiratory depression at clinical doses and therefore a very low therapeutic index. It is especially dangerous and potentially fatal in combination with alcohol and other depressants.  Mephenesin was the inspiration for the synthesis of a derivative of 1,3-propanediol, meprobamate, by Bernard Ludwig and Frank Berger,.  Mephenesin is no longer available in North America but is used in Italy and a few other countries. Its use has largely been replaced by the related drug methocarbamol, which is better absorbed.
Mephenesin may be an NMDA receptor antagonist. Mephenesin was previously used in France as an OTC muscle relaxant called Décontractyl but was taken out of production by Sanofi Aventis and due to a French Health Ministry decree in July 2019.