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  3. Captopril disulfide

Captopril disulfide  (Synonyms: SQ 14551)

Cat. No.: HY-123068 Purity: 99.29%
Handling Instructions Technical Support

Captopril disulfide (SQ 14551) is an orally active disulfide dimer prodrug. Captopril disulfide is metabolized to Captopril and acts as a Bradykinin potentiator. Captopril disulfide enhances the vasodilatory effect of Bradykinin in anesthetized rats and the contractile response of isolated guinea pig ileum to Bradykinin. Captopril disulfide exhibits antihypertensive activity in spontaneously hypertensive rats. Captopril disulfide can be used in hypertension-related research.

For research use only. We do not sell to patients.

Captopril disulfide

Captopril disulfide Chemical Structure

CAS No. : 64806-05-9

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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Based on 1 publication(s) in Google Scholar

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Description

Captopril disulfide (SQ 14551) is an orally active disulfide dimer prodrug. Captopril disulfide is metabolized to Captopril and acts as a Bradykinin potentiator. Captopril disulfide enhances the vasodilatory effect of Bradykinin in anesthetized rats and the contractile response of isolated guinea pig ileum to Bradykinin. Captopril disulfide exhibits antihypertensive activity in spontaneously hypertensive rats. Captopril disulfide can be used in hypertension-related research[1][2].

In Vitro

Captopril disulfide (0.1-10 μM) potentiates 0.01 μM bradykinin-induced contractions in isolated guinea pig ileum, with no significant activity at 0.1 μM and 1.0 μM, a 285% of control potentiation at 10 μM, and an EC50 of 3.0 μM[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Parmacokinetics
Species Dose Route AUC AUC0-∞ Cmax Tmax T1/2 Bioavailability
Rat[1] 10 mg/kg p.o. 1.413 μg·h/mL 3.08 μg·h/mL 0.546 μg/mL 120 min 341 min 33 %
Rat[1] 10 mg/kg i.v. 7.133 μg·h/mL 9.2 μg·h/mL / / / /
In Vivo

Following single administration of Captopril disulfide (10 mg/kg; p.o., i.v.) to Sprague-Dawley rats, the active captopril monomer is rapidly generated, producing significant plasma ACE inhibitory effects, and captopril-related substances accumulate in the kidneys, liver, and lungs[1].
Captopril disulfide (0.1-1.0 mg/kg; i.v.; single bolus) enhances bradykinin-induced vasodilation in anesthetized rats[2].
Captopril disulfide (10 mg/kg; p.o.; single administration) exerts a significant hypotensive effect in spontaneously hypertensive rats[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Sprague-Dawley (either sex, 140-220 g)[1]
Dosage: 10 mg/kg
Administration: p.o.; single dose; i.v.; single dose
Result: Rapidly generated active captopril monomers, and captopril-like substances accumulate in the kidneys, liver, and lungs.
Animal Model: Sprague-Dawley (male, 220-280 g, urethane-anesthetized normotensive)[2]
Dosage: 0.1 mg/kg; 0.3 mg/kg; 1.0 mg/kg
Administration: i.v.; single bolus
Result: Caused 25% blockade of AI pressor responses at 0.3 mg/kg.
Caused AI pressor response blockade similar to captopril at 1.0 mg/kg.
Increased Bradykinin-mediated vasodepressor response amplitude to 132% of control (32% potentiation) and prolonged duration to 128% of control at 0.1 mg/kg.
Increased BK-mediated vasodepressor response amplitude to 285% of control (185% potentiation) and prolonged duration to 112% of control at 0.3 mg/kg.
Increased BK-mediated vasodepressor response amplitude to 225% of control and prolonged duration to 135% of control at 1.0 mg/kg.
Required a dose of 0.11 mg/kg to potentiate BK amplitude by 50% of maximum response, 0.08 mg/kg to potentiate BK duration by 50% of maximum response, and 0.8 mg/kg to inhibit AI responses by 50%.
Animal Model: Spontaneously hypertensive rat (SHR) (male, 240-280 g)[2]
Dosage: 10 mg/kg
Administration: p.o.; single dose
Result: Caused a small blood pressure reduction at 30 minutes post-dose, with peak effects at 6 hours: systolic blood pressure fell by 46 mmHg, and diastolic blood pressure fell by 32 mmHg.
Produced reductions not statistically different from those induced by captopril at the same dose.
Allowed blood pressures to return to pre-dose values by 24 hours post-dose.
Molecular Weight

432.55

Formula

C18H28N2O6S2

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

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

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

DMSO : 116.67 mg/mL (269.73 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.3119 mL 11.5594 mL 23.1187 mL
5 mM 0.4624 mL 2.3119 mL 4.6237 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 2.3119 mL 11.5594 mL 23.1187 mL 57.7968 mL
5 mM 0.4624 mL 2.3119 mL 4.6237 mL 11.5594 mL
10 mM 0.2312 mL 1.1559 mL 2.3119 mL 5.7797 mL
15 mM 0.1541 mL 0.7706 mL 1.5412 mL 3.8531 mL
20 mM 0.1156 mL 0.5780 mL 1.1559 mL 2.8898 mL
25 mM 0.0925 mL 0.4624 mL 0.9247 mL 2.3119 mL
30 mM 0.0771 mL 0.3853 mL 0.7706 mL 1.9266 mL
40 mM 0.0578 mL 0.2890 mL 0.5780 mL 1.4449 mL
50 mM 0.0462 mL 0.2312 mL 0.4624 mL 1.1559 mL
60 mM 0.0385 mL 0.1927 mL 0.3853 mL 0.9633 mL
80 mM 0.0289 mL 0.1445 mL 0.2890 mL 0.7225 mL
100 mM 0.0231 mL 0.1156 mL 0.2312 mL 0.5780 mL
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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Captopril disulfide
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