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Merck
CN

Z1252

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:
81938-43-4
Molecular Weight:
448.58
UNSPSC Code:
12352200
PubChem Substance ID:
329831603
MDL number:
MFCD11858294

Key Documents

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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

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 key

NSYUKKYYVFVMST-LETVYOFWSA-L

assay

>98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >5 mg/mL

originator

Bristol-Myers Squibb

storage temp.

2-8°C

Quality Level

100

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.

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000019083
0000019084
021M4705V

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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
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
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
Giuseppe Carlucci et al.
Journal of separation science, 33(12), 1717-1722 (2010-05-04)
An HPLC method with DAD detection was developed and validated for the simultaneous determination of zofenopril and hydrochlorothiazide in tablets. The separation was carried out through a gradient elution using an Agilent LiChrospher C18 column (250x4.0 mm id, 5 microm)
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