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HomeProduct name listOXOMEMAZINE

OXOMEMAZINE

  • CAS NO.:3689-50-7
  • Empirical Formula: C18H22N2O2S
  • Molecular Weight: 330.44
  • MDL number: MFCD00868197
  • EINECS: 222-996-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-07 13:31:19
OXOMEMAZINE Structural

What is OXOMEMAZINE?

Originator

Doxergan,Specia,France,1964

The Uses of OXOMEMAZINE

(±)-Oxomemazine, is a phenothiazine-type antihistamines, that has also shown antibacterial activity against Mycobacterium tuberculosis.

Definition

ChEBI: Oxomemazine is a member of phenothiazines.

Manufacturing Process

Phenothiazine is reacted with 3-dimethylamino-2-methylpropyl chloride in the presence of sodium amide to give 3-(10-phenthiazinyl)-2-methyl-1dimethylaminopropane. 11.9 g of of this intermediate is dissolved with agitation in glacial acetic acid (120 cc). Pure sulfuric acid (d = 1.83; 0.5 cc) is added and a mixture of glacial acetic acid (10 cc) and hydrogen peroxide (8.5 cc of a solution containing 38 g of hydrogen peroxide in 100 cc) is then run in over 20 minutes. The temperature rises from 25°C to 35°C and is then kept at 60°C for 18 hours. The mixture is cooled and water (150 cc) is added and, with cooling, aqueous sodium hydroxide (d = 1.33; 220 cc). The resulting mixture is extracted with ethyl acetate (3 x 100 cc), the solvent is evaporated on a water bath and the residue is recrystallized from heptane (150 cc). 3(9,9-dioxy-10-phenthiazinyl)-2-methyl-1-dimethylaminopropane (78 g) is obtained, MP 115°C.
The corresponding hydrochloride prepared in ethyl acetate and recrystallized from a mixture of ethanol and isopropanol melts at 250°C.

Therapeutic Function

Antihistaminic

Properties of OXOMEMAZINE

Melting point: 115°
Boiling point: 492.4±34.0 °C(Predicted)
Density  1.1453 (rough estimate)
refractive index  1.6000 (estimate)
storage temp.  Store at -20°C
solubility  ≥ 33mg/mL in DMSO
form  Solid
pka 9.31±0.28(Predicted)
color  White to off-white

Safety information for OXOMEMAZINE

Computed Descriptors for OXOMEMAZINE

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