Rostafuroxin

Base Information

• Chemical Name: Rostafuroxin
• CAS No.: 156722-18-8
• Molecular Formula: C23H34 O4
• Molecular Weight: 374.521
• UNII: P848LCX62B
• DSSTox Substance ID: DTXSID20870040
• Nikkaji Number: J851.008C
• Wikipedia: Rostafuroxin
• Wikidata: Q1110424
• NCI Thesaurus Code: C90733
• Metabolomics Workbench ID: 153352
• ChEMBL ID: CHEMBL2068971
• Mol file: 156722-18-8.mol

Synonyms:17-(3-furyl)-5beta-androstane-3,14,17-triol;PST 2238;PST-2238;rostafuroxin

Chemical Property of Rostafuroxin

Chemical Property:

• Vapor Pressure: 6.24E-09mmHg at 25°C
• Boiling Point: 451.3°Cat760mmHg
• PKA: 14.02±0.70(Predicted)
• Flash Point: 226.7°C
• PSA: 73.83000
• Density: 1.226g/cm³
• LogP: 3.98570
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥12.05 mg/mL in DMSO
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 374.24570956
• Heavy Atom Count: 27
• Complexity: 609

Purity/Quality:

99%, ^*data from raw suppliers

Rostafuroxin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3(CCC4(C5=COC=C5)O)O)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@@]3(CC[C@@]4(C5=COC=C5)O)O)C)O
• Recent ClinicalTrials: Antihypertensive Effect of Different Doses of Rostafuroxin in Comparison With Losartan
• Recent EU Clinical Trials: A PROSPECTIVE STUDY TO ASSESS THE INTERACTION BETWEEN PATIENT GENOTYPE AND ROSTAFUROXIN EFFECTS ON ARTERIAL BLOOD PRESSURE AND KIDNEY FUNCTION IN NEVER-TREATED HYPERTENSIVE TYPE 2 DIABETES PATIENTS (AN OPEN LABEL STUDY WITH BLINDED PATIENT GENOTYPE)
• Description: Rostafuroxin potently inhibits binding of endogenous ouabain to the Na+/K+ ATPase (IC50 = 1.7 μM) through the Src-epidermal growth factor receptor (EGFR)-dependent signaling pathway. This blocks the ouabain-dependent increase in Na+/K+ ATPase activity. In cultured renal cells where the Na+/K+ ATPase is upregulated or has increased activity, rostafuroxin normalizes mRNA levels and Na+/K+ ATPase activity. At very low doses (1 and 10 μg/kg for 5-6 weeks) in Milan-hypertensive rats, it decreased the development of hypertension. In a Phase II clinical study, rostafuroxin did not reduce blood pressure in human patients at doses of 0.05-5.0 mg/d.
• Uses: (3β,5β,14β)-21,23-Epoxy-24-Norchola-20,22-diene-3,14,17-triol is used as a receptor blocker in the treatment of hypertension.

Technology Process of Rostafuroxin

There total 3 articles about Rostafuroxin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 5.0%

17α-hydroxydigitoxigenin (26629-41-4) → (3S,5R,8R,9S,10S,13S,14S,17S)-17-((E)-3-Hydroxy-1-hydroxymethyl-propenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,14,17-triol + 17-β-(3-furyl)-5-β-androstane-3-β, 14-β, 17-α-triol (156722-18-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -65 ℃; for 5h;

DOI:10.1021/jm970162e

Reference yield:

17α-hydroxydigitoxigenin (26629-41-4) → 17-β-(3-furyl)-5-β-androstane-3-β, 14-β, 17-α-triol (156722-18-8)

Guidance literature:

With sulfuric acid; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; cyclohexane; ethyl acetate;

Reference yield:

17α-hydroxydigitoxigenin (26629-41-4) → (3S,5R,8R,9S,10S,13S,14S,17S)-17-(2,5-Dihydro-furan-3-yl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,14,17-triol + (3S,5R,8R,9S,10S,13S,14S,17S)-17-((E)-3-Hydroxy-1-hydroxymethyl-propenyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,14,17-triol + 17-β-(3-furyl)-5-β-androstane-3-β, 14-β, 17-α-triol (156722-18-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jm970162e

upstream raw materials:

17α-hydroxydigitoxigenin

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 156722-18-8 (3S,5R,8R,9S,10S,13R,14S,17R)-17-(3-furyl)-10,13-dimethyl-2,3,4,5,6,7, 8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,14,17-triol

Send

Send

Metric Ton KG G Pound L ML

Send

Send