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1091221

USP

Captopril disulfide

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

1,1′-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline

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About This Item

Empirical Formula (Hill Notation):
C18H28N2O6S2
CAS Number:
Molecular Weight:
432.55
MDL number:
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

captopril

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

S(SCC(C)C(=O)N2[C@@H](CCC2)C(=O)O)C[C@@H](C)C(=O)N1[C@@H](CCC1)C(=O)O

InChI

1S/C18H28N2O6S2/c1-11(15(21)19-7-3-5-13(19)17(23)24)9-27-28-10-12(2)16(22)20-8-4-6-14(20)18(25)26/h11-14H,3-10H2,1-2H3,(H,23,24)(H,25,26)/t11-,12?,13+,14+/m1/s1

InChI key

ZWKRXBCJAUKDCI-KRCVMZOZSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Captopril disulfide USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Captopril Tablets
  • Captopril
  • Captopril and Hydrochlorothiazide Tablets

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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M S Bathala et al.
Journal of pharmaceutical sciences, 73(3), 340-344 (1984-03-01)
A sensitive, quantitative gas chromatographic-electron capture (GC-EC) method for the determination of captopril in blood and captopril and its disulfide metabolites (collectively) in plasma was developed. After addition of an internal standard and N-ethylmaleimide to the biological samples, excess N-ethylmaleimide
Captopril
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 733-733 (2021)
O H Drummer et al.
European journal of pharmacology, 153(1), 11-17 (1988-08-09)
The ability of captopril and one of its metabolites, the disulphide dimer have been studied for their ability to affect angiotensin I and bradykinin responses. Captopril disulphide dimer (i.v.) potentiated the vasodilatory effects of bradykinin in urethane-anaesthetized rats, at doses
Y Pramar et al.
Journal of clinical pharmacy and therapeutics, 17(3), 185-189 (1992-06-01)
A stability-indicating high performance liquid chromatographic method has been proposed to quantify captopril. The method has been used to determine the stability of captopril in oral liquid dosage forms prepared from either commercially available tablets or powder. The dosage forms
Captopril Tablets
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 43(4), 735-735 (2019)

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