An ACE inhibitor
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Labeled Version(s)
25235Captopril-d3
Metabolite(s)
28018Captopril Disulfide
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Captopril

Item No. 15313

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(2S)-3-mercapto-2-methyl-1-oxopropyl]-L-proline
CAS Number
62571-86-2
Synonyms
  • SA 333
  • SQ 14,225
Molecular Formula
C9H15NO3S
Formula Weight
217.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 3 mg/ml
SMILES
OC([C@@H]1CCCN1C([C@H](C)CS)=O)=O
InChi Code
InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1
InChi Key
FAKRSMQSSFJEIM-RQJHMYQMSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Captopril is an inhibitor of angiotensin-converting enzyme (ACE; IC50 = 23 nM for the rabbit lung enzyme).1,2 It inhibits contractions in isolated guinea pig ileal segments induced by angiotensin I or bradykinin (IC50s = 23 and 3 nM, respectively) but not those induced by angiotensin II, histamine, acetylcholine, serotonin (5-HT), or prostaglandin E1 (PGE1; IC50s = >10 µM for all).2 Captopril (0.1-1 mg/kg) inhibits angiotensin I-induced pressor responses in conscious normotensive rats.1 It reduces mean blood pressure in two kidney-one clip renal hypertensive (2K-1C) rats and spontaneously hypertensive rats (SHRs). Captopril also reduces cytopathogenicity induced by herpes simplex virus 1 (HSV-1) in SH-SY5Y human neuroblastoma cells.3 Formulations containing captopril have been used in the treatment of hypertension, congestive heart failure, and diabetic nephropathy.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rubin, B., Antonaccio, M.J., and Horovitz, Z.P. Captopril (SQ 14,225) (D-3-mercapto-2-methylpropranoyl-L-proline): A novel orally active inhibitor of angiotensin-converting enzyme and antihypertensive agent. Prog. Cardiovasc. Dis. 21(3), 183-194 (1978).

    2. DeForrest, J.M., Waldron, T.L., Krapcho, J., et al. Preclinical pharmacology of zofenopril, an inhibitor of angiotensin I converting enzyme. J. Cardiovasc. Pharmacol. 13(6), 887-894 (1989).

    3. Wofford, A., Merritt, J., Jackson, C.A., et al. Abstract P630: Captopril reduces cytopathic effects in herpes simplex virus 1 (HSV-1) Infected SH-SY5Y cells. Hypertension 66, (2015).