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Merck
CN

Z1252

Sigma-Aldrich

Zofenopril calcium

>98% (HPLC), powder

Synonym(s):

(4S)-1-[(2S)-3-(benzoylthio)-2-methyl-1-oxopropyl]-4-(phenylthio)-L-proline calcium salt

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About This Item

Empirical Formula (Hill Notation):
C22H22NO4S2 · 0.5Ca
CAS Number:
Molecular Weight:
448.58
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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Assay

>98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >5 mg/mL

originator

Bristol-Myers Squibb

storage temp.

2-8°C

SMILES string

[Ca++].C[C@H](CSC(=O)c1ccccc1)C(=O)N2C[C@H](C[C@H]2C([O-])=O)Sc3ccccc3.C[C@H](CSC(=O)c4ccccc4)C(=O)N5C[C@H](C[C@H]5C([O-])=O)Sc6ccccc6

InChI

1S/2C22H23NO4S2.Ca/c2*1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17;/h2*2-11,15,18-19H,12-14H2,1H3,(H,25,26);/q;;+2/p-2/t2*15-,18+,19+;/m11./s1

InChI key

NSYUKKYYVFVMST-LETVYOFWSA-L

Biochem/physiol Actions

Zofenopril is a long-lasting, lipophilic ACE inhibitor. Zofenopril is also an inhibitor of PEPT2, the predominant peptide transporter in kidney and choroid plexus.
Zofenopril is an angiotensin-converting enzyme (ACE) inhibitor and a PEPT2 inhibitor.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Angiotensin Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

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Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Sabina Frascarelli et al.
Journal of cardiovascular pharmacology, 54(5), 456-463 (2009-09-10)
Isolated rat hearts were perfused for 120 minutes in the presence or in the absence of 10 microM zofenoprilat, the active metabolite of zofenopril. At the end of perfusion, cardiac tissue was used to assay sarcoplasmic reticulum (SR) (45)Ca uptake
Evin Bozcali et al.
Acta cardiologica, 67(1), 87-96 (2012-03-30)
The aim of this study is to compare possible protective effects of zofenopril, enalapril and valsartan against both ischaemia/reperfusion injury as well as acute doxorubicin cardiotoxicity. All three agents have never been compared in this setting before. Sixty-four male rats
Francesco Cacciatore et al.
European journal of clinical pharmacology, 67(9), 877-883 (2011-03-30)
The pathogenic role of angiotensin-converting enzyme (ACE) inhibition in hypertensive patients regarding endothelial progenitor-cell (EPC) function is still poorly understood. The aim of the study was to evaluate EPC number, function, and relationship to carotid intima media thickness (IMT) progression.
Ertuğrul Uzar et al.
Progress in neuro-psychopharmacology & biological psychiatry, 36(1), 22-28 (2011-09-06)
The aim of this experiment was to investigate whether nebivolol and zofenopril have protective effects against oxidative damage and apoptosis induced by cerebral ischemia/reperfusion (I/R). There were seven groups of rats, with each containing eight rats. The groups were: the
Giuseppe Sacco et al.
Vascular pharmacology, 50(5-6), 166-170 (2009-04-07)
The angiotensin converting enzyme inhibitor zofenopril has been shown to possess cardioprotective effects toward myocardial damage induced by chronic doxorubicin treatment in the rat. In the present study we have investigated the relationship between cardioprotection exerted by 2 angiotensin converting

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