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CAPTOPRIL DISULFIDE

Product Name
CAPTOPRIL DISULFIDE
CAS No.
64806-05-9
Chemical Name
CAPTOPRIL DISULFIDE
Synonyms
SQ 14551;CAPTOPRDS;CAPTOPRIL DISULFIDE;Captopril-Disuphide;Captopril Impurity J;Captopril Impurity G;Captopril Impurity A;Captopril IMp. A (BP);CAPTOPRIL DISULFIDE USP;Captopril EP IMpurity A
CBNumber
CB9129834
Molecular Formula
C18H28N2O6S2
Formula Weight
432.55
MOL File
64806-05-9.mol
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CAPTOPRIL DISULFIDE Property

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 
Solid
pka
3.29±0.20(Predicted)
color 
White to Off-White
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Safety

WGK Germany 
3
HS Code 
2933999552
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1091221
Product name
Captopril disulfide
Packaging
100mg
Price
$1200
Updated
2025/07/31
Sigma-Aldrich
Product number
BP500
Product name
Captopril disulfide
Purity
British Pharmacopoeia (BP) Reference Standard
Packaging
25MG
Price
$266
Updated
2024/03/01
Cayman Chemical
Product number
28018
Product name
Captopril Disulfide
Packaging
5mg
Price
$121
Updated
2024/03/01
Cayman Chemical
Product number
28018
Product name
Captopril Disulfide
Packaging
25mg
Price
$513
Updated
2024/03/01
Cayman Chemical
Product number
28018
Product name
Captopril Disulfide
Packaging
10mg
Price
$230
Updated
2024/03/01
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CAPTOPRIL DISULFIDE Chemical Properties,Usage,Production

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.).

Chemical Properties

White Solid

Uses

Captopril Disulfide (Captopril EP Impurity A) is 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.

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

CAPTOPRIL DISULFIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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CAPTOPRIL DISULFIDE Suppliers

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64806-05-9, CAPTOPRIL DISULFIDERelated Search:

Ion pair reagent Captopril 1-[(2R)-3-Hydroxy-2-Methyl-1-oxopropyl]-L-proline Canagliflozin Dimer alpha-Capecitabine 5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine CAPECITABINE related substance USP (2S)-1-[(2S)-2-Methyl-3-Methylsulfinylpropanoyl]pyrrolidine-2-carboxylic acid 5'-deoxy-5-fluore-N-[(pentoyloxy)carbonyl]cytidine 2',3'-diacetate pentyl(1-((2R,3R,4R,5R)-3,4-bis(((2S,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)oxy)-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate 2'-O-(5'-Deoxy-β-D-ribofuranosyl) Capecitabine 5'-Deoxy-5-fluorocytidine 1-[(2S)-3-BroMo-2-Methyl-1-oxopropyl]-L-proline (2S)-1-[2-Methylpropanoyl]-pyrrolidine-2-carboxylic Acid Captopril tablets DIISOBUTYL DISULFIDE CAPTOPRIL DISULFIDE CAPTOPRIL IMP. A (EP): CAPTOPRIL DISULPHIDE MM

  • CAPTOPRIL DISULFIDE
  • CAPTOPRIL DISULFIDE USP
  • CAPTOPRIL DISULFIDE USP(CRM STANDARD)
  • CAPTOPRIL DISULFIDE WHO(CRM STANDARD)
  • CAPTOPRIL DISULPHIDE BP STANDARD
  • Captopril ImpurityⅠ:Captopril Disulfide{ 1,1'-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline CAPTOPRDS}
  • Imp. A (EP):1,1'-[Disulfanediylbis-[(2S)-2-methyl-1-oxopropane-3,1-diyl]]-bis[(2S)-pyrrolidine-2-carboxylic] Acid(Captopril Disulfide)
  • Captopril Impurity A
  • Captopril Impurity G
  • Captopril Impurity J
  • (2S,2'S)-1,1'-[Disulphanediylbis[(2S)-2-methyl-1-oxopropane-3,1-diyl]-bis[pyrrolidine-2-carboxylic] acid
  • Captopril Impurity 1(Captopril EP Impurity A)
  • CAPTOPRIL DISULPHIDE BP STANDARD(CRM STANDARD)
  • CAPTOPRIL DISULPHIDE BP(CRM STANDARD)
  • 1,1'-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline
  • CAPTOPRDS
  • SQ 14551
  • (1,1-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline CAPTOPRDS
  • 1,1'-[Dithiobis[(S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline
  • Captopril Disulfide (100 mg)
  • Captopril Disulde (100 mg)
  • Captopril IMp. A (BP)
  • Captopril EP IMpurity A
  • Captopril-Disuphide
  • 1,1'-[Disulfanediylbis-[(2S)-2-meth
  • L-Proline, 1,1'-[dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-
  • CaptoprilDisuphide(CaptoprilImpurityI)
  • Captopril EP Impurity A-d6
  • Captopril EP Impurity A (Captopril disulphide)
  • Captopril ImpurityⅠ:Captopril Disulfide{ 1,1’-[Dithiobis[(2S)-2-methyl-1-oxo-3,1-propanediyl]]bis-L-proline CAPTOPRDS}
  • Captopril Disulfide (1091221)
  • (2S,2'S)-1,1'-((2S,2'S)-3,3'-disulfanediylbis(2-methylpropanoyl))bis(pyrrolidine-2-carboxylic acid)
  • 1,1′-[disulfanediylbis[(2S)-2-methyl-1-oxopropane-3,1- diyl]]bis[(2S)-pyrrolidine-2-carboxylic] acid
  • 1,1'-[Disulfanediylbis-[(2S)-2-methyl-1-oxopropane-3,1-diyl]]-bis[(2S)-pyrrolidine-2-carboxylic] Aci
  • 1,1'-[Disulfanediylbis-[(2S)-2-methyl-1-oxopropane-3,1-diyl]]-bis[(2S)-pyrrolidine-2-carboxylic] Acid (Captopril Disulfide)
  • 64806-05-9
  • 64806-05-09
  • C18H28N2O6S2
  • 43255
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals