Captopril disulfide

Names

[ Name ]:
Captopril disulfide

[Synonym ]:
Captopril Disulfide
1,1'-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline
CAPTOPRIL DISULFIDE
Captopril Impurity 1

Biological Activity

[Description]:

Captopril disulfide is a metabolite of Captopril with antihypertensive activity[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)

[References]

[1]. Drummer OH, Kourtis S. Bradykinin-potentiating activity of captopril disulphide dimer (SQ 14,551). Eur J Pharmacol. 1988 Aug 9;153(1):11-7.

Chemical & Physical Properties

[ Density]:
1.383g/cm3

[ Boiling Point ]:
714.796ºC at 760 mmHg

[ Melting Point ]:
224-226ºC

[ Molecular Formula ]:
C₁₈H₂₈N₂O₆S₂

[ Molecular Weight ]:
432.55500

[ Flash Point ]:
386.095ºC

[ Exact Mass ]:
432.13900

[ PSA ]:
165.82000

[ LogP ]:
1.66700

[ Index of Refraction ]:
1.6

[ Storage condition ]:
-20?C Freezer

MSDS

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Safety Information

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Captopril disulfide conjugates may act as prodrugs: disposition of the disulfide dimer of captopril in the rat.

Biochem. Pharmacol. 33(22) , 3567-71, (1984)

The absorption and metabolism of the disulfide dimer conjugate of captopril has been studied in the rat following both oral and intravenous dosing and compared with that of the active monomer, captopr...

The pharmacokinetics of captopril and captopril disulfide conjugates in uraemic patients on maintenance dialysis: comparison with patients with normal renal function.

Eur. J. Clin. Pharmacol. 32(3) , 267-71, (1987)

We have measured the plasma concentrations of captopril and total disulfide conjugates of captopril after a 50 mg oral dose in 6 uraemic patients on maintenance dialysis and in 8 hypertensive subjects...

[Determination of captopril plus its disulfide metabolites in human plasma].

Yao Xue Xue Bao 33(8) , 605-9, (1998)

A new and sensitive HPLC method has been developed for the determination of captopril plus its disulfide metabolites (total captopril) in human plasma. Captopril disulfides and the drug covalently bou...