642-44-4 Usage
Uses
Used in Pharmaceutical Industry:
Aminometradine is used as an oral diuretic for the management of edema and treatment of congestive heart failure. Its diuretic action helps to increase urine output, reducing fluid buildup in the body and alleviating symptoms associated with these conditions.
Originator
Mincard,Searle,US,1954
Manufacturing Process
85 parts of monoallylurea are dissolved in 105 parts of acetic anhydride, and
85 parts of cyanoacetic acid are added gradually and the mixture is
maintained at 65°C for 2.5 hours. The mixture is distilled at 20 mm until a
syrup remains. 50 parts of water are added to this syrup and distillation is
resumed. The resulting syrup is dissolved in 96% ethanol at 60°C, stirred with
charcoal and filtered. One to one and one-half volumes of ether are added to
the filtrate at 40°C. Upon cooling the N-cyanoacetyl-N'-allylurea precipitates.
It is collected on a filter and washed with ether. The white crystals melt at
about 142-143°C. The N-cyanoacetyl-N'-allylurea is dissolved by warming with
10% sodium hydroxide. Sufficient 70% sodium hydroxide is added to raise the
pH to 10. The solution is maintained at 60°C for five minutes. After cooling
the crystals are collected on a filter and recrystallized from water. 1-Allyl-6-
amino-1,2,3,4-tetrahydro-2,4-pyrimidinedione is obtained in the form of white
crystals melting at 270-272°C.
334 parts of 1-allyl-6-amino-1,2,3,4-tetrahydro-2,4-pyrirnidinedione are
dissolved in a solution of 88 parts of sodium hydroxide in 1,100 parts of
water. While this mixture is stirred rapidly at 50°C, 430 parts of diethyl sulfate
are added in the course of 30 minutes. Stirring is continued at 50-55°C for
one hour longer, and an alkaline reaction is maintained by occasional additions
of small portions of 20% aqueous sodium hydroxide solution, about 300 parts
in all being required. On cooling, the 1-allyl-3-ethyl-6-amino-1,2,3,4-
tetrahydro-2,4-pyrimidinedione separates as the monohydrate; it is filtered
off, washed with cold water, and recrystallized from water containing a small
amount of sodium hydroxide to hold in solution any unreacted 1-allyl-6-
amino-1,2,3,4-tetrahydro-2,4-pyrimidinedione. The air dried product thus
obtained contains 1 mol of crystal water and melts over a wide range with
dehydration at 75-115°C. After dehydration by treatment with anhydrous
ether, the anhydrous 1-allyl-3-ethyl-6-amino-1,2,3,4-tetrahydro-2,4-
pyrimidinedione melts sharply at about 143-144°C.
Therapeutic Function
Diuretic
Check Digit Verification of cas no
The CAS Registry Mumber 642-44-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,4 and 2 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 642-44:
(5*6)+(4*4)+(3*2)+(2*4)+(1*4)=64
64 % 10 = 4
So 642-44-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H13N3O2/c1-3-5-12-7(10)6-8(13)11(4-2)9(12)14/h3,6H,1,4-5,10H2,2H3
