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13665-88-8

13665-88-8 Structure

13665-88-8 Structure
IdentificationBack Directory
[Name]

mopidamol
[CAS]

13665-88-8
[Synonyms]

RA-233
Rapenton
mopidamol
Compound RA-233
2,2',2'',2'''-[[4-Piperidinopyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo]tetraethanol
2,2',2'',2'''-[(4-Piperidinopyrimido[5,4-d]pyrimidine-2,6-diyl)dinitrilo]tetrakisethanol
2,2',2'',2'''-[[4-(1-Piperidinyl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo]tetrakisethanol
Ethanol, 2,2',2'',2'''-[[4-(1-piperidinyl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo]tetrakis- (9CI)
[EINECS(EC#)]

237-145-6
[Molecular Formula]

C19H31N7O4
[MDL Number]

MFCD00867237
[MOL File]

13665-88-8.mol
[Molecular Weight]

421.499
Chemical PropertiesBack Directory
[Melting point ]

157-158°
[Boiling point ]

738.6±70.0 °C(Predicted)
[density ]

1.401±0.06 g/cm3(Predicted)
[pka]

13.85±0.10(Predicted)
Hazard InformationBack Directory
[Originator]

Rapenton,Thomae,W. Germany,1980
[Definition]

ChEBI: Mopidamol is a tertiary amino compound and a dialkylarylamine.
[Manufacturing Process]

3.9 g (0.06 mol) of zinc powder were introduced into a solution of 5.0 g (0.01 mol) of 2,6-bis-(diethanolamino)-4,8-dipiperidino-pyrimido-[5,4-d]-pyrimidine (dipyridamole; see entry under that name for its synthesis) in 120 cc of aqueous 10% formic acid. The resulting mixture was heated on a water bath, while occasionally stirring, until the intense yellow color of the starting compound disappeared, which occurred after about 30 to 40 minutes. Thereafter, the unconsumed zinc powder was separated by vacuum filtration, the virtually colorless filtrate was essentially an aqueous solution of 2,6-bis- (diethanolamino)-8-piperidino-1,2,3,4-tetrahydropyrimido-[5,4-d]pyrimidine.
The filtrate was adjusted to a pH of 9 by adding concentrated ammonia, and then a 1 N aqueous iodine-potassium iodide solution was added dropwise, whereby the tetrahydropyrimido[5,4-d]pyrimidine obtained by hydrogenation with zinc in formic acid was converted by oxidation into 2,6-bis- (diethanolamino)-8-piperidino-pyrimido-[5,4-d]-pyrimidine. The completion of the oxidation was checked by means of a starch solution. The major amount of the oxidation product already separated out as a deep yellow crystalline precipitate during the addition of the iodine solution. After the oxidation reaction was complete, the reaction mixture was allowed to stand for a short period of time, and then the precipitate was separated by vacuum filtration,washed with water and dried. It had a melting point of 157°C to 158°C. The yield was 8.0 g, which corresponds to 95% theory.
[Therapeutic Function]

Platelet aggregation inhibitor
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