3689-50-7 Usage
Description
Oxomemazine, a phenothiazine-type antihistamine, is a versatile compound with demonstrated antibacterial properties. It is characterized by its ability to combat histamine-induced effects and its effectiveness against Mycobacterium tuberculosis, making it a valuable asset in the medical field.
Uses
Used in Pharmaceutical Industry:
Oxomemazine is used as an antihistamine for treating allergic reactions and symptoms caused by the release of histamine in the body. Its antihistamine properties help alleviate conditions such as itching, swelling, and redness associated with allergies.
Additionally, Oxomemazine is used as an antibacterial agent for targeting Mycobacterium tuberculosis, the bacteria responsible for tuberculosis. Its ability to combat this pathogen makes it a potential candidate for the development of new treatments and therapies against tuberculosis.
Originator
Doxergan,Specia,France,1964
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
Check Digit Verification of cas no
The CAS Registry Mumber 3689-50-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,8 and 9 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3689-50:
(6*3)+(5*6)+(4*8)+(3*9)+(2*5)+(1*0)=117
117 % 10 = 7
So 3689-50-7 is a valid CAS Registry Number.
InChI:InChI=1S/C18H22N2O2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)23(21,22)18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3