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: 2024-11-19 23:02:33
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
Abamectin manufacturer
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