(-)-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)

form 

Solid

pka

9.32±0.28(Predicted)

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

Toxicity

LD50 oral in rat: 1100mg/kg

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

Originator

Levoprome ,Lederle,US,1966

Uses

(R)-Methotrimeprazine acts as an analgesic agent.

Definition

ChEBI: 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 Process

95% 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 name

Levoprome (Immunex).

Therapeutic Function

Analgesic

(-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT(60-99-1)Related Product Information

• 2-Methoxyphenothiazine
• Phenothiazine
• (-)-10-(3-[DIMETHYLAMINO]-2-METHYLPROPYL)-2-METHOXY-PHENOTHIAZINE MALEATE SALT
• Methotrimeprazine Sulfoxide