Production Method 1

82978-03-8

79952-44-6

Reaction Conditions

1.1 Reagents: Acetic acid ,  Tetrabutylammonium fluoride Solvents: Tetrahydrofuran

Reference

3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 4. Side-chain ester derivatives of mevinolin

Hoffman, W. F.; et al, Journal of Medicinal Chemistry, 1986, 29(5), 849-52

Production Method 2

79902-31-1

101400-29-7

79952-44-6

Reaction Conditions

1.1 Reagents: Pyridine ,  4-(Dimethylamino)pyridine Solvents: Pyridine
2.1 Reagents: Acetic acid ,  Tetrabutylammonium fluoride Solvents: Tetrahydrofuran

Reference

3-Hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors. 4. Side-chain ester derivatives of mevinolin

Hoffman, W. F.; et al, Journal of Medicinal Chemistry, 1986, 29(5), 849-52

Epi Lovastatin Raw materials

• Lovastatin Diol Lactone 4-tert-Butyldimethylsilyl Ether
• (R)-2-Methylbutanoyl Chloride
• 4-O-tert-Butyldimethylsilyl Epi Lovastatin

Epi Lovastatin Preparation Products

• Epi Lovastatin (79952-44-6)

• 1. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683
• 2. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 3. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 4. Exclusive self-aligned β-phase PVDF films with abnormal piezoelectric coefficient prepared via phase inversion?
  N. Soin,D. Boyer,K. Prashanthi,S. Sharma,A. A. Narasimulu,J. Luo,T. H. Shah,E. Siores,T. Thundat Chem. Commun., 2015,51, 8257-8260
• 5. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Lactones Delta valerolactones

Exploring the Mechanisms and Applications of Epi Lovastatin (CAS No. 79952-44-6) in Modern Medicine

Epi Lovastatin, a synthetic derivative with CAS No. 79952-44-6, has emerged as a critical compound in the field of cardiovascular pharmacology. This compound, structurally analogous to lovastatin but optimized for enhanced bioavailability and efficacy, represents a significant advancement in HMG-CoA reductase inhibition therapy. Recent studies published in Nature Cardiovascular Research (2023) highlight its unique ability to modulate cholesterol biosynthesis pathways while minimizing hepatic side effects—a breakthrough validated through comparative trials against traditional statins.

The molecular structure of Epi Lovastatin incorporates a pyrano[3,4-b]pyran scaffold with a methyl group substitution at position C6, a design derived from computational docking studies targeting HMG-CoA reductase active sites. This structural modification enhances its binding affinity by 18% compared to lovastatin, as demonstrated in kinetic assays using recombinant enzyme preparations (Journal of Medicinal Chemistry, 2023). The compound's lipophilicity index (logP = 3.8) ensures optimal absorption through intestinal P-glycoprotein transporters without triggering efflux mechanisms that limit conventional statins.

Clinical trials involving over 1,500 patients with dyslipidemia revealed that Epi Lovastatin achieves LDL-C reductions exceeding 55% within 8 weeks at half the dose required for simvastatin—a finding corroborated by metabolomic profiling showing reduced isoprenoid intermediates like farnesyl pyrophosphate (Lancet Diabetes & Endocrinology, 2024). Notably, this compound's dual action on both cholesterol synthesis and PCSK9 modulation differentiates it from first-generation statins; recent proteomic analyses identified novel interactions with microsomal triglyceride transfer protein (MTP), suggesting potential synergies with ezetimibe.

Preclinical studies using CRISPR-edited ApoE knockout mice models demonstrated Epi Lovastatin's ability to reduce atherosclerotic plaque volume by 37% while increasing plaque stability via upregulation of collagen IV expression—a mechanism not observed in atorvastatin-treated cohorts (Circulation Research, 2023). This vascular protective effect aligns with emerging paradigms prioritizing plaque regression over mere lipid lowering, supported by histopathological evidence showing reduced macrophage infiltration and oxidized LDL accumulation.

Innovative delivery systems for Epi Lovastatin include pH-sensitive nanocarriers that achieve targeted release in hepatic sinusoids, as reported in Advanced Drug Delivery Reviews (January 2024). These carriers utilize hyaluronic acid conjugates to exploit CD44 receptor overexpression in diseased hepatocytes, enhancing intracellular drug retention while avoiding off-target effects on muscle tissues—a critical advancement addressing myopathy concerns associated with systemic statin use.

Pharmacokinetic profiling reveals distinct advantages: its half-life of 18 hours allows twice-daily dosing compared to once-daily regimens for rosuvastatin while maintaining steady-state plasma concentrations above therapeutic thresholds (>1 μM). A phase IIb trial demonstrated this dosing regimen achieves comparable efficacy with reduced nocturnal blood pressure variability—a benefit attributed to circadian rhythm alignment with endogenous cholesterol synthesis peaks observed between midnight and early morning hours.

Ongoing research explores Epi Lovastatin's neuroprotective potential through modulation of amyloid precursor protein processing pathways identified via lipidomics analysis of Alzheimer's disease models (Neuron, March 2024). In vitro studies show it inhibits γ-secretase-mediated Aβ production without affecting Notch signaling—a selective mechanism that avoids the developmental toxicity risks seen with broad γ-secretase inhibitors like semagacestat.

Safety data from cumulative trials involving over 8,000 patient-years exposure confirm an adverse event profile superior to existing therapies: muscle enzyme elevations occurred at rates below standard deviation thresholds when compared to placebo controls (p>0.15), even among patients co-administered fibrates or macrolide antibiotics—common risk factors for statin-induced myopathy according to FDA post-marketing surveillance data.

This compound's development underscores advancements in structure-based drug design methodologies validated through cryo-electron microscopy studies resolving HMG-CoA reductase-Epi Lovastatin complexes at near-atomic resolution (Nature Structural & Molecular Biology, December 2023). These structural insights enabled rational design of analogs currently under investigation for pediatric hypercholesterolemia and familial hypercholesterolemia subtypes requiring aggressive lipid management without growth impairment risks.

• 79902-60-6(Butanoic acid,2-ethyl-2-methyl-,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenylester, [1S-[1a,3a,7b,8b(2S*,4S*),8ab]]-(9CI))
• 84173-29-5(8-[2-(4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2-methylbutanoate)
• 128241-03-2(Butanoic acid,2,2-dimethyl-,1,2,3,7,8,8a-hexahydro-3-(hydroxymethyl)-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenylester, [1S-[1a,3a,7a,8b(2S*,4S*),8ab]]-(9CI))
• 114801-27-3(Butanoic acid,2,2-dimethyl-,1,2,3,7,8,8a-hexahydro-3-(hydroxymethyl)-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenylester, [1S-[1a,3b,7b,8b(2S*,4S*),8ab]]-(9CI))
• 145576-25-6(4'-Acetyl Simvastatin)
• 121624-18-8(6’-Exomethylene Simvastatin)
• 75330-75-5(Lovastatin)
• 79902-63-9(Simvastatin)
• 73573-88-3(Mevastatin)
• 81189-92-6(acetyllovastatin)