Identification | Back Directory | [Name]
MEPHENESIN | [CAS]
59-47-2 | [Synonyms]
Rhex Ortol Sinan Tolax Xeral a1141 Tolcil Tolsil Tolsin Anxine Avesyl Avosyl Avoxil Avoxyl bdh312 byk-m1 Myopan Myopen Myopna Myolax Myoten Myoxyl sq1156 Temian Myanil Myanol Myasin Mephin A 1141 Daserd Glytol Prolax rp3602 Saserol Relaxar Relaxil Relaxyl RP 3602 Halabar Glyotol Mc 2303 Diloxol Daserol Curaril Mephson Mephate SQ 1156 Tolbart Tokerol Myoxane Myosera Byk-m 1 BDH 312 Atensin Toloxyn Tolhart Torulox Tolulox Tolynol Tolyspaz Tolydrin Tolofren Tolosate Tolserol Tolseron Thoxidil Myocaine Myocuran Myoserol Myolysin Nembusen Nephelor Noctynol Oranixon Oronixon Tolansin Moctynol Myanesin Mephedan Mephelor Mephosal Mepherol Mephesin Dioloxal Dioloxol Findolar Findolor Curythan Renarcol Prolaxin Proloxin Relaxant Sansdolor Anatensin Glykresin Glukresin Kinavosyl Mervaldin Mianesina Miolisina Mefensina Lissephen Mephensin Myastenin Mycocuran Spasmolyn Thioxidil Cresodiol Tolulexin MEPHENESIN ageflexcge Mefenesina Lissenphan Curarythan Seconesinz Cresoxydiol Spartoloxin Spartoloxyn Memphenesin Mephenesine Ageflex cge Walco-Nesin Walko-Nesin Myodetensin Myodetensine Decontractil Decontractyl Rex regulans Rhex regulans Mephenesin-D5 Cresossidiolo Rhex 'hobeino' MEPHENESIN,POWDER Kresoxypropandiol CRESOXYPROPANEDIOL Cresossipropandiolo glycerylo-tolylether 1-O-(o-Tolyl)glycerol o-cresolglycerylether Glyceryl o-Tolyl ether 1-o-Tolylglycerol ether o-Cresyl glycerol ether o-Kresol-glycerinaether o-Cresol glyceryl ether O-CRESYL-A-GLYCERYL ETHER A-(O-TOLYL) GLYCERYL ETHER 1-ortho-tolylglycerolether 1-Ortho-tolylglycerol ether 3-(o-tolyloxy)-2-propanediol 3-(O-TOLOXY)-1,2-PROPANEDIOL alpha-(o-tolyl)glycerylether glycerol alpha-o-tolyl ether ALPHA-GLYCERYL-O-CRESYL ETHER alpha-(o-Tolyl)glyceryl ether O-CRESYL-ALPHA-GLYCERYL ETHER 3-(o-Tolyloxy)propane-1,2-diol 3-(2-Tolyloxy)-1,2-propanediol 3-(O-TOLYLOXY)-1,2-PROPANEDIOL 1,2-Propanediol, 3-(o-tolyloxy)- 3-(2-Methylphenoxy)-1,2-propandiol 3-(ORTHO-TOLYLOXY)-1,2-PROPANEDIOL 3-[2-METHYLPHENOXY]-1,2-PROPANEDIOL 3-(2-methylphenoxy)propane-1,2-diol 3-(o-Methylphenoxy)-1,2-propanediol 1,2-Propanediol, 3-(2-methylphenoxy)- 1 2-DIHYDROXY-3-(2-METHYLPHENOXY) PROPANE alpha,beta-Dihydroxy-gamma-(2-methylphenoxy)propane Mephenesin,iGluR,inhibit,Ionotropic glutamate receptors,Inhibitor | [EINECS(EC#)]
200-427-4 | [Molecular Formula]
C10H14O3 | [MDL Number]
MFCD00004718 | [MOL File]
59-47-2.mol | [Molecular Weight]
182.22 |
Chemical Properties | Back Directory | [Melting point ]
69-71 °C(lit.)
| [Boiling point ]
153-154 °C4 mm Hg(lit.)
| [density ]
1.0966 (rough estimate) | [refractive index ]
1.5320 (estimate) | [Fp ]
153-154°C/4mm | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in alcohol | [form ]
Solid | [pka]
13.52±0.20(Predicted) | [color ]
White | [Merck ]
14,5850 |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36 | [Safety Statements ]
26 | [WGK Germany ]
2
| [RTECS ]
TZ1225000
| [HS Code ]
2909498090 | [Toxicity]
LD50 in mice, rats, hamsters (mg/kg): 471, 283, 322 i.p.; 990, 945, 821 orally (Roszkowski); LD50 in mice (mM/kg): 2.83 i.p.; 10.53 orally (Dresel, Slater) |
Hazard Information | Back Directory | [Originator]
Tolserol,Squibb,US,1948 | [Uses]
muscle relaxant (skeletal) | [Definition]
ChEBI: 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 an aromatic ether and a glycerol ether. It is functionally related to an o-cresol. | [Manufacturing Process]
Into an iron or copper reaction vessel having an efficient stirring device and furnished with a refluxing column and condenser, were charged 330 lb of high quality meta-cresol and 150 lb of glycerol, together with 25 lb of sodium acetate to serve as the catalyst in the reaction. The reaction mixture, of this composition, was then heated to 250°C. The water of the reaction distilled off during the heating as the ether formation proceeded, this removal of water from the reaction chamber being promoted by the presence of the excess of phenol, some of which also continued to distill over. Towards the end of the reaction, after about 12 hours, when about 60% of the glycerol had been converted, at which point the reaction slowed down and the distillate was mainly cresol, the batch was cooled and 50 gallons of water were added to it along with 150 lb of xylene. As the result of these additions and the cooling down of the material the batch stratified into an aqueous layer containing unreacted glycerol, polyglycerols and sodium acetate, and a nonaqueous layer containing the ethers that had been formed in the reaction, together with unreacted cresol which remained in the reaction chamber, dissolved in the xylene that had been added to the batch. The aqueous layer was then separated and the water content removed therefrom by evaporation to a degree suitable for the recovery of the glycerol and sodium acetate contents of the layer, for their reuse in the process in a succeeding batch therein. The separated nonaqueous layer containing the ethers was distilled to recover the xylene and cresol contents respectively as the early fractions of the layer thus subjected to distillation. The cresol thus recovered, together with the cresol recovered from the distillate obtained during the heating of the reaction mixture, was returned to the process for reuse in a succeeding batch. Redistillation of the ether mixture recovered is usually necessary and desirable, particularly from the point of view of removing last traces of cresol therefrom. The yield of mixed ethers in this example was about 200 lb, in the relative proportions stated of about 70 parts of monoether to 30 of diether. | [Brand name]
Tolserol (Bristol-Myers Squibb);Bioglan m/q;Decontracyl-baum;Geno-sal;Glykresinum;Glyptol;Kencaps;Mefentil;Mepha-gesic;Mephesol;Midisalb-m;Myocalm;Myolisysin;Neo-xoline-m;Nochyrol;Relaxil-g;Rhex "hobein";Salimed compound;Walconesin. | [Therapeutic Function]
Muscle relaxant | [World Health Organization (WHO)]
Mephenesin, a centrally acting muscle relaxant and sedative, was
introduced in 1948 and its use has subsequently been associated with some of the
undesirable features of barbiturate use. It is of limited efficacy since it is shortacting
and does not relieve the spasticity associated with chronic neurological
disorders. It has therefore been largely superseded by benzodiazepines but it
remains available in some countries. |
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