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Zofenopril calcium

CAS No.
81938-43-4
Chemical Name:
Zofenopril calcium
Synonyms
ZOFENOPRIL CALCIUM SALT;Bifril;Zofenil;SQ26991;Zoprace;Bifril-d5;Zofenil-d5;SQ26991;ZOPRACE;ZOFENOPRIL CALCIUM;Zofenopril Calciun Salt
CBNumber:
CB9789184
Molecular Formula:
C22H25CaNO4S2
Molecular Weight:
471.64
MDL Number:
MFCD08704648
MOL File:
81938-43-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:11:55
Product description Number Pack Size Price
Zofenopril Calcium Z0041 25MG $29
Zofenopril Calcium Z0041 100MG $81
Zofenopril (calcium salt) ≥98% 29525 5mg $69
Zofenopril (calcium salt) ≥98% 29525 10mg $106
Zofenopril (calcium salt) ≥98% 29525 25mg $248
More product size

Zofenopril calcium Properties

Melting point >250°C
alpha D23 -67.6° (c = 1 in methanol/HCl)
storage temp. Inert atmosphere,2-8°C
solubility DMSO: >5mg/mL
form powder
color white to off-white
CAS DataBase Reference 81938-43-4(CAS DataBase Reference)
FDA UNII 88ZQ329PU2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Environment (GHS09)
GHS09
Signal word  Warning
Hazard statements  H410
Precautionary statements  P273-P501
Hazard Codes  N
Risk Statements  50/53
Safety Statements  60-61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
HS Code  2933.99.5300

Zofenopril calcium price More Price(83)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical Z0041 Zofenopril Calcium 81938-43-4 25MG $29 2026-04-30 Buy
TCI Chemical Z0041 Zofenopril Calcium 81938-43-4 100MG $81 2026-04-30 Buy
Cayman Chemical 29525 Zofenopril (calcium salt) ≥98% 81938-43-4 5mg $69 2026-04-30 Buy
Cayman Chemical 29525 Zofenopril (calcium salt) ≥98% 81938-43-4 10mg $106 2026-04-30 Buy
Cayman Chemical 29525 Zofenopril (calcium salt) ≥98% 81938-43-4 25mg $248 2026-04-30 Buy
Product number Packaging Price Buy
Z0041 25MG $29 Buy
Z0041 100MG $81 Buy
29525 5mg $69 Buy
29525 10mg $106 Buy
29525 25mg $248 Buy

Zofenopril calcium Chemical Properties,Uses,Production

Antihypertensives

Zofenopril calcium is an angiotensin converting enzyme inhibitor (ACEI) class of anti-hypertensive drugs, it is successfully developed by the US Bristol-Myers Squibb Company for the first time. It is introduced to market by the Italian Menarini pharmaceutical ,on January 8, 2001, for the first time it is listed in Italy and other European countries, trade names Bifril, Zofenil, Zopranol, it is useful in the treatment of mild to moderate essential hypertension, as well as for acute myocardial infarction patients within 24 hours, symptomatic or asymptomatic, hemodynamically stable and not receiving thrombolytic therapy. This product can significantly reduce mortality of cardiovascular disease in high-risk patients and incidence of life-threatening cardiovascular events, ,which lays a sound basis for the prevention and treatment of cardiovascular disease, showing a bright future. These drugs are more attractive in treatment of patients with hypertension (they have a higher incidence of coronary heart disease risk than the normal blood pressure population ) .
Angiotensin-converting enzyme inhibitors (ACEI) is an important kind of anti-hypertensive drugs, since 1981, the first orally active angiotensin converting enzyme inhibitor (ACEI) captopril was listed, there has been at least 20 species of ACEI on the market, this year under the calcium channel blocker (CCB), a non-peptide angiotensin ⅱ (AngⅡ) receptor inhibitor leading the general trend of the market , ACEI kinds of drugs are still unique, occupying 1/5 of the world cardiovascular drug market share ,they ease the crisis of hundreds of millions of primary, secondary hypertension patients . In recent years a number of large-scale clinical studies have shown that ACEI has a protective effect on the heart, blood vessels and kidneys , especially for heart protection, clinical manifestations:
1. increase coronary blood flow.
2. reduce the left ventricular hypertrophy.
3. reduce the recurrence rate and mortality of myocardial infarction .
4. Mitigate pathological ventricular remodeling and dysfunction.
5. reduce the incidence and mortality of congestive heart failure.
Furthermore, ACEI also achieves gratifying results in the treatment of diabetic nephropathy .

Pharmacological effects

Zofenopril calcium is a long-acting ACE inhibitor containing a mercapto group on the chemical structure, it is a prodrug, having lipophilic character , in vivo it plays efficacy as free thiol group zofenopril by esterase hydrolysis. Because the role of thiol group, it has stronger antioxidant properties. In addition to having the general ACEI effect of the treatment of hypertension and congestive heart failure , it also combines a unique effect on myocardial infarction.
Zofenopril calcium compared to other ACE inhibitors, it has the following advantages:
1. zofenopril and captopril can protect the myocardium, and resist myocardial ischemia, high concentrations of enalapril, ramiprilat, Fosinoprilat have no myocardial protection.
2. strong lipophilic, high concentrations in the heart. zofenopril calcium is 200 times higher than Enalapril , and 1,500 times higher than ramipril in the heart.
3. it can be significant and long-term in cardiac ACE inhibition. Captopril and fosinopril also have this effect, but they have shorter duration of action.
4. it can improve left ventricular function after ischemia, increase coronary blood flow, reduce creatine kinase (CK) release, but fosinopril does not have this effect.
5. against the heart and other target organ damage caused by free radicals, the effect strength is better than others.
Zofenopril calcium ,in addition to similar anti-hypertension and congestive heart failure like other ACE inhibitors ,can prevent and treat myocardial infarction ,it may become the drug of choice for the treatment and prevention of myocardial infarction with hypertension .
The above information is edited by the Chemicalbook of Tian Ye.

Uses

ACEI (angiotensin-converting enzyme inhibitors) class of antihypertensive drugs

Description

Zofenopril is a prodrug form of the angiotensin-converting enzyme (ACE) inhibitor zofenoprilat. Zofenopril is hydrolyzed by cardiac esterases in vivo to form zofenoprilat. It inhibits ACE with an IC50 value of 0.9 nM in heart tissue homogenates and inhibits cardiac ACE activity in isolated perfused rat hearts. It reduces mean arterial blood pressure in two kidney-one clip renal hypertensive (2K-1C) rats and spontaneously hypertensive rats (SHRs) when administered at doses of 2.2, 6.6, and 22 mg/kg. Unlike the ACE inhibitor ramipril , zofenopril does not affect bronchoalveolar lavage fluid (BALF) levels of bradykinin or prostaglandin E2 (PGE2; ) or increase coughing induced by citric acid in guinea pigs.

Description

Zofenopril calcium was introduced as a second-generation angiotensinconverting enzyme (ACE) inhibitor for the treatment of acute myocardial infarction. Zofenopril, rapidly hydrolyzed by cardiac esterase, is actually a S-benzoyl prodrug of the active component zofenopril-sulfhydryl (zofenoprilat), the latter being the ACE inhibitor responsible for the improvement of postischemic contractile function and for the reduction of cardiac cell death. It was suggested that ACE inhibition alone was not sufficient to explain the cardioprotective effects; the antioxidant properties demonstrated in vitro and in viva could partly explain the strong anti-ischemic effects. In rats with CHF after myocardial infarction, zofenopril attenuated ventricular enlargement and cardiac hypertrophy. It was also shown in isolated globally ischemic rat hearts that the cardioprotective effect of zofenopril was stereoselective. Clinical studies in healthy volunteers comparing zofenopril with enalapril demonstrated that the rate of hydrolysis of the former was faster; at 30 or 60 mg, ACE was completely inhibited in most volunteers until 12h after administration. In patients with anterior acute myocardial infarction, a g-week treatment with zofenopril significantly reduced the incidence of death or severe CHF and also improved the chance of surviving the next year.

Chemical Properties

Off-White to Light Yellow Crystalline Solid

Originator

Bristol-Myers Squibb (US)

Uses

Angiotensin-converting enzyme ACE inhibitor. A prodrug that is de-esterified to the active inhibitor, the sulfhydryl group containing metabolite, Zofenoprilat

Uses

adenosine A2a receptor agonist

Definition

ChEBI: An organic calcium salt that is the hemicalcium salt of zofenopril. A prodrug for zofenoprilat.

Manufacturing Process

9.9 g (0.031 mole) of cis-4-phenylthio-L-proline is suspended in 100 ml of water (pH 5.6) and the pH is adjusted to 10.2 by the addition of about 20 ml of 10% sodium bicarbonate to provide a clear solution. The pH is then adjusted to 9.5 by the addition of about 4.5 ml of concentrated HCl. The solution is kept at 30°C while 8.1 g (0.033 mole) of (D)-3-(benzoylthio)-2- methylpropanoic acid chloride in 30 ml of toluene is added simultaneously with 100 ml of 10% sodium bicarbonate to keep the pH at 9.3. After about 1/4 of the acid chloride is added, a slimy precipitate begins to form which persists throughout the reaction. After stirring the reaction mixture at pH 9.3 for 2.5 h, it is made strongly acidic by adding 20% HCl in the presence of ethyl acetate. The aqueous layer is extracted twice with 350 ml portions of ethyl acetate and the combined organic layers are washed with 300 ml of saturated brine and dried (MgSO 4 ). The solvent is removed to yield 11.8 g of foamy solid cis-1-[D-3-(benzoylthyo)-2-methyl-1-oxopropyl]-4-(phenylthio)-L-proline hydrochloride.
To a solution of this cis-1-[D-3-(benzoylthyo)-2-methyl-1-oxopropyl]-4- (phenylthio)-L-proline hydrochloride 11.8 g (0.027 mole) in 70 ml of acetonitrile there is added about 6.0 g of dicyclohexylamine in 25 ml of ether. A white crystalline precipitate forms immediately. After standing overnight in the cold room, the solid is filtered and washed with ether to yield (cis)-1-[D- 3-(benzoylthio)-2-methyl-1-oxopropyl]-4-(phenylthio)-L-proline, dicyclohexylamine salt (1:1).
he slightly moist (cis)-1-[D-3-(benzoylthio)-2-methyl-1-oxopropyl]-4- (phenylthio)-L-proline dicyclohexylamine salt is stirred for 2.5 h in a mixture of 300 ml of ethyl acetate and 200 ml of 10% potassium bisulfate. Two clear layers form. The aqueous layer is extracted with two 200 ml portions of ethyl acetate and the combined organic layers are dried (MgSO 4 ). The solvent is removed to yield 10.1 g of foamy solid (cis)-1-[D-3-(benzoylthio)-2-methyl-1- oxopropyl]-4-(phenylthio)-L-proline; melting point 42-44°C.
In practice it is usually used as calcium salt (2:1).

brand name

Zoprace (Bristol-Myers Squibb);Zantipres.

Therapeutic Function

Antihypertensive

References

[1] G J GROVER. Effects of different angiotensin-converting enzyme (ACE) inhibitors on ischemic isolated rat hearts: relationship between cardiac ACE inhibition and cardioprotection.[J]. Journal of Pharmacology and Experimental Therapeutics, 1991, 257 3: 919-929.
[2] J M DEFORREST. Preclinical pharmacology of zofenopril, an inhibitor of angiotensin I converting enzyme.[J]. Journal of Cardiovascular Pharmacology, 1989, 13 6: 887-894. DOI: 10.1097/00005344-198906000-00011
[3] CECILIA CIALDAI. Differences between zofenopril and ramipril, two ACE inhibitors, on cough induced by citric acid in guinea pigs: role of bradykinin and PGE2.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2010: 455-461. DOI: 10.1007/s00210-010-0563-0

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View Lastest Price from Zofenopril calcium manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Zofenopril calcium pictures 2026-05-11 Zofenopril calcium
81938-43-4
$34.00-131.00 99.63% 10g TargetMol Chemicals Inc.
Zofenopril calcium pictures 2025-08-30 Zofenopril calcium
81938-43-4
$1.00 1KG 98% 20T Shaanxi Dideu Medichem Co. Ltd
Zofenopril calcium pictures 2021-07-13 Zofenopril calcium
81938-43-4
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
  • Zofenopril calcium pictures
  • Zofenopril calcium
    81938-43-4
  • $10.00-15.00
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd

Zofenopril calcium Spectrum

L-Proline,1-[(2S)-3-(benzoylthio)-2-Methyl-1-oxopropyl]-4-(phenylthio)-, calciuM salt(2:1), (4S)- SQ26991 SQ26991;ZOPRACE Zoprace Zofenopril calcium, >=98.5% (4S)-1-[(2S)-3-(benzoylthio)-2-methyl-1-oxopropyl]-4-(phenylthio)-L-proline calcium salt ZOFENOPRIL CALCIUM [1(S),4(S)]-1-(3-Mercapto-2-methyl-1-oxopropyl)-4-phenyl-thio-L-proline-S-benzoyl Ester Calcium Salt Bifril Zofenil (4s)-n-[3-(benzoylsulfanyl)-2(s)-methylpropionyl]-4-(phenylsulfanyl)-l-proline calcium salt [(4S)-(2S)-3-(benzoylthio)-2-methylpro-pionyl-4-(phenylthio)-L-prolinelcalcium ZOFENOPRILCALCIUMSALT(FORRESEARCHONLY) Zofenopril Calciun Salt (4S)-(2S)-3-(BENZOYLTHIO)-2-METHYLPRO-PIONYL-4 -(PHENYLTHIO)-L-PROLINEL CALCIUM SALT Bifril-d5 [1(S),4(S)]-1-(3-Mercapto-2-Methyl-1-oxopropyl)-4-phenyl-thio-L-proline-S-benzoyl-d5 Ester CalciuM Salt Zofenil-d5 Zofenopril calcium USP/EP/BP Zofenopril calcium Impurities Zofenopril calciumQ: What is Zofenopril calcium Q: What is the CAS Number of Zofenopril calcium Q: What is the storage condition of Zofenopril calcium Q: What are the applications of Zofenopril calcium Calcium (2S,4S)-1-((S)-3-(benzoylthio)-2-methylpropanoyl)-4-(phenylthio)pyrrolidine-2-carboxylate Zofenopril calcium, 10 mM in DMSO ZOFENOPRIL CALCIUM SALT 81938-43-4 C44H44CaN2O8S4 C22H22NO4S205Ca C22H22NO4S2Ca 2C22H22NO4S2Ca C22H22NO4S212Ca All Inhibitors Inhibitors Intermediates & Fine Chemicals MTS & Sulfhydryl Active Reagents Pharmaceuticals API