34168-56-4

Basic information

• Product Name: Catalpol
• Synonyms: Catalponol
• CAS NO: 34168-56-4
• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30222
• Mol File: 34168-56-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 369.8°Cat760mmHg
• Flash Point: 157.8°C
• Appearance: /
• Density: 1.095g/cm³
• Vapor Pressure: 4.02E-06mmHg at 25°C
• Refractive Index: 1.559
• CAS DataBase Reference: Catalpol(CAS DataBase Reference)
• NIST Chemistry Reference: Catalpol(34168-56-4)
• EPA Substance Registry System: Catalpol(34168-56-4)

Safety Data

• Hazardous Substances Data: 34168-56-4(Hazardous Substances Data)

Usage

General Description

Catalpol is a natural chemical compound found in plants such as Rehmannia glutinosa and other herbs. It is known for its anti-inflammatory and antioxidant properties, and has been used in traditional medicine for its potential therapeutic effects on various health conditions. Research has suggested that catalpol may have neuroprotective effects and could be beneficial for supporting brain health. It has also been studied for its potential to help manage diabetes, as it may enhance insulin secretion and improve glucose tolerance. Additionally, catalpol has demonstrated potential anti-cancer and anti-aging properties, making it an intriguing compound for further scientific exploration and potential medicinal applications.

InChI:InChI=1/C15H18O2/c1-10(2)7-8-11-9-14(16)12-5-3-4-6-13(12)15(11)17/h3-7,11,14,16H,8-9H2,1-2H3/t11-,14+/m1/s1

Upstream product

• 1255144-47-8 C₂₁H₃₂O₂Si 

Downstream Products

• 58190-97-9 catalponone 
• 74351-53-4 p-bromobenzoylepicatalponol 
• 70368-23-9 (2R,4S)-4-hydroxy-2-(3-methylbut-2-enyl)tetralin-1-one 
• 3568-90-9 deoxylapachol 

Relevant articles and documents

Efficient enantioselective syntheses of sertraline, 2-epicatalponol and catalponol from tetralin-1,4-dione

Tetralin-1,4-dione, the stable tautomer of dihydroxynaphthalene, was reduced with catecholborane in the presence of 3,3-diphenyl-1-butyltetrahydro- 3H-pyrrolo[1,2-c][1,3,2]oxazaborole as catalyst to give enantiomerically highly enriched 4-hydroxy1-tetralone (99% ee) in an efficient one-pot procedure. The R-enantiomer provided a rapid access to sertraline while the S-enantiomer was converted into 2-epicatalponol and catalponol. A more selective enantioselective route to the antithermitic catalponol made use of the planar chiral tricarbonylchromium complex of hydroxytetralone. Its precursor chromium(tricarbonyl)[η6-(1-4,4a,8a)-tetralin-5,8dione] was obtained via direct complexation of 1,4-dihydroxynaphthalene using chromium(tricarbonyl)tris(ammonia) and boron trifluoride etherate as source of the chromium(tricarbonyl) fragment. Enolate prenylation was best carried out in the presence of a tetraamine ligand. Complete inversion of the stereogenic center bearing the prenyl group of the initially obtained tetralone complex was achieved via enolate formation followed by protonation.