115-79-7 Usage
Description
Ambenonium chloride, also known as [oxalylbis(iminoethylene)]bis[(o-chlorobenzyl)diethylammonium]dichloride or Mytelase chloride, is a white, odorless powder that is soluble in water and alcohol, slightly soluble in chloroform, and practically insoluble in ether and acetone. It is a symmetrical oxalamide-based bis-quaternary ammonium salt with ethyl and 2-chlorobenzyl groups attached to the nitrogens.
Uses
Used in Pharmaceutical Industry:
Ambenonium chloride is used as a medication for the treatment of myasthenia gravis in patients who do not respond satisfactorily to neostigmine or pyridostigmine. It acts by suppressing the activity of acetylcholinesterase (AChE), which helps in the treatment of the disease. Due to its quaternary ammonium structure, it is absorbed poorly from the gastrointestinal tract and does not cross the blood-brain barrier in moderate doses. Ambenonium chloride is also known for its relatively prolonged duration of action and fewer side effects in the gastrointestinal tract compared to other anticholinesterase agents. The dosage requirements for this drug vary considerably, and the dosage must be individualized according to the patient's response and tolerance.
Originator
Mytelase CL,Winthrop,US,1956
Manufacturing Process
N,N'-Bis(2-Diethylaminoethyl)Oxamide: A solution of 150 grams (1.32 mol) of
2-diethylaminoethylamine in 250 ml of xylene was gradually added to a
solution of 73.0 grams (0.5 mol) of ethyl oxalate in 250 ml of xylene, with
external cooling. The mixture was then refluxed for eight hours, cooled and
diluted with ether. The ether-xylene solution was extracted with 10%
hydrochloric acid, and the hydrochloric acid extracts were in turn extracted
with ether and then made alkaline with 35% sodium hydroxide solution. The
organic material which separated was extracted with ether, and the ether
solution was dried over anhydrous sodium sulfate and concentrated, giving
106.5 grams of N,N'-bis(2-diethylaminoethyl)oxamide, MP 40-42°C.
N,N'-Bis(2-Diethylaminoethyl)Oxamide Bis(2-Chlorobenzochloride): A solution
of 7 grams (0.025 mol) of N,N'-bis(2-diethylaminoethyl)oxamide and 16.1
grams (0.1 mol) of 2-chlorobenzyl chloride in 100 ml of acetonitrile was
refluxed for eleven hours. The solid which separated upon cooling was
collected by filtration and recrystallized by dissolving it in ethanol and adding
ether to cause the product to separate. After drying at about 60°C (1-3 mm)
there was obtained 4.1 grams of N,N'-bis(2-diethylaminoethyl)oxamide bis(2-
chlorobenzochloride), MP 196-199°C.
Therapeutic Function
Cholinesterase inhibitor
Check Digit Verification of cas no
The CAS Registry Mumber 115-79-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 115-79:
(5*1)+(4*1)+(3*5)+(2*7)+(1*9)=47
47 % 10 = 7
So 115-79-7 is a valid CAS Registry Number.
InChI:InChI=1/C28H40Cl2N4O2.2ClH/c1-5-33(6-2,21-23-13-9-11-15-25(23)29)19-17-31-27(35)28(36)32-18-20-34(7-3,8-4)22-24-14-10-12-16-26(24)30;;/h9-16H,5-8,17-22H2,1-4H3;2*1H
