ChemicalBook Product Catalog API Nervous system drugs Antipsychotics (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT

(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT

(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Basic information
Product Name:(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
Synonyms:methotrimeprazine maleate;rp7044;Sinogan;Sinogan-Debil;SK&F 5116;SKF 5116;skf5116;Tisercin
CAS:60-99-1
MF:C19H24N2OS
MW:328.47
EINECS:200-495-5
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:60-99-1.mol
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Structure
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Chemical Properties
Melting point 117°C
Boiling point 468.0±45.0 °C(Predicted)
density 1.0897 (rough estimate)
refractive index 1.5950 (estimate)
storage temp. Store at -20°C
solubility Chloroform (Slightly), Methanol (Very Slightly)
pka9.32±0.28(Predicted)
form Solid
color White to Off-White
Water Solubility 20mg/L(25 ºC)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36
RIDADR 3249
RTECS SO6125000
HazardClass 6.1(b)
PackingGroup III
HS Code 2934302300
ToxicityLD50 oral in rat: 1100mg/kg
MSDS Information
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Usage And Synthesis
OriginatorLevoprome ,Lederle,US,1966
Uses(R)-Methotrimeprazine acts as an analgesic agent.
DefinitionChEBI: A member of the class of phenothiazines that is 10H-phenothiazine substituted by a (2R)-3-(dimethylamino)-2-methylpropyl group and a methoxy group at positions 10 and 2 respectively.
Manufacturing Process95% sodamide (2.33 g) is added to a boiling solution of 3- methoxyphenthiazine (12 g) in anhydrous xylene (150 cc) and the mixture is heated with agitation under reflux for 1? hours. A solution of 1- dimethylamino-2-methyl-3-chloropropane (8.2 g) in anhydrous xylene (90 cc) is then run in over a period of 45 minutes while the reaction temperature is maintained and heating under reflux is continued for 18 hours.
After cooling, the reaction mixture is agitated with a mixture of water (40 cc) and a normal solution of methanesulfonic acid (70 cc), the xylene layer is removed and the acid liquors are washed with ether (200 cc). The aqueous phase is then made alkaline with sodium hydroxide (d = 1.33; 10 cc) and the liberated base is extracted with ether. The ethereal solution is dried over anhydrous potassium carbonate and concentrated at normal pressure. On distillation of the residue under reduced pressure 3-(3-methoxy-10- phenthiazinyl)-2-methyl-1-dimethylaminopropane (11.3 g) is obtained, MP 103°C, BP 182° to 191°C/0.15 mm Hg. The hydrochloride prepared in isopropanol melts at about 90°C.
Brand nameLevoprome (Immunex).
Therapeutic FunctionAnalgesic
(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Preparation Products And Raw materials
Raw materialsSodium amide
Phenothiazine (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT Methotrimeprazine Sulfoxide 2-Methoxyphenothiazine
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