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64806-05-9

64806-05-9 Structure

64806-05-9 Structure
IdentificationBack Directory
[Name]

CAPTOPRIL DISULFIDE
[CAS]

64806-05-9
[Synonyms]

SQ 14551
CAPTOPRDS
CAPTOPRIL DISULFIDE
Captopril Impurity A
Captopril Impurity G
Captopril Impurity J
Captopril IMp. A (BP)
Captopril EP IMpurity A
CAPTOPRIL DISULFIDE USP
Captopril Disulde (100 mg)
Captopril Disulfide (100 mg)
CAPTOPRIL DISULPHIDE BP STANDARD
CAPTOPRIL DISULPHIDE BP(CRM STANDARD)
CAPTOPRIL DISULFIDE USP(CRM STANDARD)
CAPTOPRIL DISULFIDE WHO(CRM STANDARD)
CAPTOPRIL DISULPHIDE BP STANDARD(CRM STANDARD)
1,1'-[Dithiobis[(S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline
1,1'-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline
(1,1-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline CAPTOPRDS
[Molecular Formula]

C18H28N2O6S2
[MDL Number]

MFCD08063643
[MOL File]

64806-05-9.mol
[Molecular Weight]

432.55
Chemical PropertiesBack Directory
[Appearance]

White Solid
[Melting point ]

224-226°C
[Boiling point ]

714.8±60.0 °C(Predicted)
[density ]

1.383±0.06 g/cm3(Predicted)
[storage temp. ]

-20?C Freezer
[solubility ]

DMSO (Slightly), Ethanol (Slightly, Sonicated), Methanol (Slightly, Sonicated)
[form ]

neat
[pka]

3.29±0.20(Predicted)
[color ]

White to Off-White
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

A metabolite of Captopril. A new antihypertensive agent
[Definition]

ChEBI: An organic disulfide in which the disulfide bond links two units of captopril. It is a secondary metabolite of captopril.
[Description]

Captopril disulfide is a metabolite and symmetrical disulfide form of the angiotensin converting enzyme (ACE) inhibitor captopril . Captopril disulfide is the main degradation product of captopril and is formed by oxidation. It is a potential impurity in commercial preparations of captopril. Captopril disulfide inhibits angiotensin I-induced increases in mean arterial pressure in anesthetized dogs (ID50 = 0.231 mg/kg, i.v.).
[References]

[1] T KOMAI. In vitro studies on the metabolic pathway of SQ 14225 (Captopril) and mechanism of mixed disulfide formation.[J]. Journal of pharmacobio-dynamics, 1981, 4 9: 677-684. DOI: 10.1248/bpb1978.4.677
[2] BENEDETTA PASQUINI . Cyclodextrin- and solvent-modified micellar electrokinetic chromatography for the determination of captopril, hydrochlorothiazide and their impurities: A Quality by Design approach[J]. Talanta, 2016, 160: Pages 332-339. DOI: 10.1016/j.talanta.2016.07.038
[3] N O’HARA  K H  H Ono. Potentiation of bradykinin-induced decrease of blood pressure in dogs by SO 14,551, the disulfide metabolite of captopril.[J]. Japanese journal of pharmacology, 1982, 32 5: 934-937. DOI: 10.1254/jjp.32.934
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2933999552
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