MEQUITAZINE Chemical Properties

Melting point:

143-145°C

Boiling point:

469.4±24.0 °C(Predicted)

Density 

1.1330 (rough estimate)

refractive index 

1.5800 (estimate)

storage temp. 

Refrigerator

Water Solubility 

Insoluble in water

solubility 

DMSO : 16 mg/mL (49.62 mM)

form 

powder to crystal

pka

10.43±0.33(Predicted)

color 

White to Almost white

Merck 

14,5864

CAS DataBase Reference

29216-28-2(CAS DataBase Reference)

NIST Chemistry Reference

Mequitazine(29216-28-2)

Safety Information

RIDADR 

UN 2811 6.1/PG III

RTECS 

SP5080000

HazardClass 

6.1

PackingGroup 

III

HS Code 

29349990

MEQUITAZINE Usage And Synthesis

Chemical Properties

White Solid

Originator

Primalan,Berk,UK,1976

Uses

It is an antihistamine

Definition

ChEBI: Mequitazine is a member of phenothiazines.

Manufacturing Process

30 g of phenothiazine were added, all at once, to a suspension of 6 g of sodium amide in 240 ml of anhydrous xylene. The mixture was agitated and heated to reflux. When evolution of ammonia ceased (5 hours), 15 g of 3- chloromethyl-quinuclidine hydrochloride were added portionwise over a period of 50 minutes and reflux was then maintained for 22 hours. After cooling to room temperature, 250 ml of distilled water and 250 ml of ethyl acetate were added to the reaction mixture. The aqueous phase was decanted and extracted twice with a total of 250 ml of methyl acetate. The combined organic extracts were extracted three times with a total of 750 ml of a 10% aqueous solution of tartaric acid. The combined acid solutions were treated with 5 g of animal charcoal, filtered and rendered alkaline on an ice bath with 96 ml of 10 N aqueous caustic soda. The oil which separated was extracted three times with a total of 1.500 ml of ethyl acetate. The combined organic extracts were washed to neutrality by washing twice with a total of 1 liter of distilled water, dried over anhydrous magnesium sulfate and evaporated under reduced pressure on a water bath at 45°C. 17 g of oil were obtained which was purified by chromatography on an inert alumina column. 13.3 g of crystallized product were obtained. 10-(3-Quinuclidinyl-methyl)-phenothiazine having a MP of 130°C to 131°C was obtained by recrystallization in boiling acetonitrile.
The 3-chloromethyl-quinuclidine hydrochloride used as starting material in this process can be obtained as described by Grob and coll., Helv. Chim. Acta, 37 (1954),1689.

Therapeutic Function

Antihistaminic

MEQUITAZINE(29216-28-2)Related Product Information

• Mertansine
• Clindamycin
• Brompheniramine
• Trimethobenzamide
• Danazol
• Loratadine
• Antazoline
• Phenothiazine
• (R)-(+)-Mequitazine
• 1-(2,6-DICHLOROPHENYL)-2-INDOLINONE /MEQUITAZINE
• mequitazine sulfoxide
• MEQUITAZINE, [2-14C]-
• pecazine
• MEQUITAZINE
• Trimeprazine