Cas no 433289-84-0 (Desfluoroatorvastatin)

Desfluoroatorvastatin is a synthetic analog of atorvastatin, characterized by the absence of a fluorine atom in its molecular structure. This modification influences its pharmacokinetic and pharmacodynamic properties, potentially altering its metabolic stability and interaction with HMG-CoA reductase. As a statin derivative, it serves as a research compound for studying lipid-lowering mechanisms and structure-activity relationships. Its key advantages include utility in comparative studies to elucidate the role of fluorine in atorvastatin's efficacy and metabolism. Researchers value Desfluoroatorvastatin for its ability to provide insights into the design of novel statin-based therapeutics with optimized pharmacological profiles. Suitable for laboratory use only.
Desfluoroatorvastatin structure
Desfluoroatorvastatin structure
Product Name:Desfluoroatorvastatin
CAS No:433289-84-0
MF:C33H36N2O5
MW:540.649349212646
CID:326947
PubChem ID:11191954
Update Time:2025-08-05

Desfluoroatorvastatin Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole-1-heptanoicacid, b,d-dihydroxy-2-(1-methylethyl)-4,5-diphenyl-3-[(phenylamino)carbonyl]-,(bR,dR)-
    • (3R,5R)-7-[2,3-diphenyl-4-(phenylcarbamoyl)-5-propan-2-ylpyrrol-1-yl]-3,5-dihydroxyheptanoic acid
    • DEFLUORO ATORVASTATIN CALCIUM SALT
    • Defluoro atorvastatin calcium salt Defluoro
    • A899691
    • SCHEMBL4428595
    • Defluoro Atorvastatin
    • Desfluoroatorvastatin
    • 1H-PYRROLE-1-HEPTANOIC ACID, .BETA.,.DELTA.-DIHYDROXY-2-(1-METHYLETHYL)-4,5-DIPHENYL-3-((PHENYLAMINO)CARBONYL)-, (.BETA.R,.DELTA.R)-
    • desfluoro-atorvastatin
    • UNII-831WX29C91
    • CS-0112178
    • (3R,5R)-3,5-Dihydroxy-7-(5-(1-methylethyl)-2,3-diphenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl)heptanoic acid
    • CHEBI:191096
    • ATORVASTATIN CALCIUM IMPURITY A [EP IMPURITY]
    • Q27269377
    • HY-135373
    • AKOS027326637
    • 1H-Pyrrole-1-heptanoic acid, beta,delta-dihydroxy-2-(1-methylethyl)-4,5-diphenyl-3-((phenylamino)carbonyl)-, (betaR,deltaR)-
    • 433289-84-0
    • Atorvastatin impurity A
    • monocalcium mono((3R,5R)-3,5-dihydroxy-7-(2-isopropyl-4,5-diphenyl-3-(phenylcarbamoyl)-1H-pyrrol-1-yl)heptanoate)
    • A872716
    • Defluoroatorvastatin
    • 831WX29C91
    • Atorvastatin calcium trihydrate impurity A [EP]
    • DTXSID80195827
    • (3R,5R)-3,5-dihydroxy-7-[5-(1-methylethyl)-2,3-diphenyl-4-(phenylcarbamoyl)-1H-pyrrol-1-yl]heptanoic acid (desfluoroatorvastatin); (betaR,deltaR)-beta,delta-dihydroxy-2-(1-methylethyl)-4,5-diphenyl-3-[(phenylamino)carbonyl]-1H-Pyrrole-1-heptanoic acid; Atorvastatin Calcium Trihydrate Imp. A (EP)
    • DA-72680
    • Inchi: 1S/C33H36N2O5/c1-22(2)31-30(33(40)34-25-16-10-5-11-17-25)29(23-12-6-3-7-13-23)32(24-14-8-4-9-15-24)35(31)19-18-26(36)20-27(37)21-28(38)39/h3-17,22,26-27,36-37H,18-21H2,1-2H3,(H,34,40)(H,38,39)/t26-,27-/m1/s1
    • InChI Key: SWFBJYRYCRZMSB-KAYWLYCHSA-N
    • SMILES: O[C@@H](C[C@H](CC(=O)O)O)CCN1C(C2C=CC=CC=2)=C(C2C=CC=CC=2)C(C(NC2C=CC=CC=2)=O)=C1C(C)C

Computed Properties

  • Exact Mass: 540.26242225g/mol
  • Monoisotopic Mass: 540.26242225g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 40
  • Rotatable Bond Count: 12
  • Complexity: 788
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 4.9
  • Topological Polar Surface Area: 112?2

Experimental Properties

  • Density: 1.20±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Insuluble (9.7E-3 g/L) (25 oC),

Desfluoroatorvastatin Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D791750-1mg
Desfluoroatorvastatin
433289-84-0
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$ 190.00 2023-09-07
TRC
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SHENG KE LU SI SHENG WU JI SHU
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¥2858.00 2023-09-05
Biosynth
ID71941-1 mg
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$385.00 2023-01-04
Biosynth
ID71941-2 mg
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$660.00 2023-01-04
Biosynth
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Biosynth
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$2,200.00 2023-01-04
Biosynth
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$2,750.00 2023-01-04

Additional information on Desfluoroatorvastatin

Desfluoroatorvastatin (CAS No. 433289-84-0): A Promising Compound in the Field of Cardiovascular Health

Desfluoroatorvastatin (CAS No. 433289-84-0) is a derivative of atorvastatin, a widely used statin for the management of hypercholesterolemia and cardiovascular disease. This compound has garnered significant attention in recent years due to its potential to offer enhanced therapeutic benefits while minimizing adverse effects associated with traditional statins.

The chemical structure of Desfluoroatorvastatin is characterized by the removal of a fluorine atom from the parent compound, atorvastatin. This modification is hypothesized to alter the pharmacokinetic and pharmacodynamic properties of the drug, potentially leading to improved efficacy and safety profiles. Recent studies have focused on elucidating these changes and their implications for clinical use.

In a study published in the Journal of Medicinal Chemistry, researchers investigated the metabolic stability and bioavailability of Desfluoroatorvastatin. The results indicated that this compound exhibits enhanced metabolic stability compared to atorvastatin, which could translate to a longer half-life and sustained therapeutic effects. Additionally, the bioavailability of Desfluoroatorvastatin was found to be comparable to that of atorvastatin, suggesting that it can be administered using similar dosing regimens.

The safety profile of Desfluoroatorvastatin has also been a subject of extensive research. A preclinical study conducted by a team at the University of California, Los Angeles (UCLA) evaluated the toxicity and side effects of this compound in animal models. The findings revealed that Desfluoroatorvastatin demonstrated a favorable safety profile, with no significant adverse effects observed at therapeutic doses. These results are particularly promising given the known side effects associated with traditional statins, such as myopathy and liver dysfunction.

Clinical trials are currently underway to further assess the efficacy and safety of Desfluoroatorvastatin. Preliminary data from Phase I trials have shown promising results, with patients experiencing significant reductions in low-density lipoprotein (LDL) cholesterol levels without an increase in adverse events. These findings have paved the way for larger, more comprehensive Phase II and III trials to validate these initial observations.

The mechanism of action of Desfluoroatorvastatin is similar to that of other statins, primarily involving the inhibition of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase, a key enzyme in cholesterol synthesis. However, the structural modifications introduced in Desfluoroatorvastatin may enhance its binding affinity to HMG-CoA reductase, leading to more potent inhibition and better cholesterol-lowering effects.

Beyond its primary role in lipid management, there is growing interest in exploring the potential pleiotropic effects of Desfluoroatorvastatin. Research has suggested that statins may have additional benefits beyond cholesterol reduction, such as anti-inflammatory and anti-thrombotic properties. A recent study published in the American Journal of Cardiology investigated these pleiotropic effects in patients treated with Desfluoroatorvastatin. The results indicated that this compound not only reduced LDL cholesterol but also decreased markers of inflammation and improved endothelial function.

The development of Desfluoroatorvastatin represents a significant advancement in the field of cardiovascular health. By addressing some of the limitations associated with traditional statins, this compound has the potential to offer a more effective and safer treatment option for patients with hypercholesterolemia and related conditions. As research continues to progress, it is anticipated that Desfluoroatorvastatin will play an increasingly important role in clinical practice.

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