Hispolon

Base Information

• Chemical Name: Hispolon
• CAS No.: 173933-40-9
• Molecular Formula: C12H12O4
• Molecular Weight: 220.22
• DSSTox Substance ID: DTXSID701045719
• Nikkaji Number: J710.444H
• Wikipedia: Hispolon
• Wikidata: Q15634151
• Metabolomics Workbench ID: 104655
• ChEMBL ID: CHEMBL452722
• Mol file: 173933-40-9.mol

Synonyms:hispolon

Chemical Property of Hispolon

Chemical Property:

• Melting Point: 150.0-151.9 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 477.2±45.0 °C(Predicted)
• PKA: 8.35±0.60(Predicted)
• PSA: 0.00000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 0.00000
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 306

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C=C(C=CC1=CC(=C(C=C1)O)O)O
• Isomeric SMILES: CC(=O)/C=C(/C=C/C1=CC(=C(C=C1)O)O)\O

Technology Process of Hispolon

There total 9 articles about Hispolon 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: 60.0%

(3Z,5E)-6-(3,4-dimethoxyphenyl)-4-hydroxyhexa-3,5-dien-2-one (443308-31-4) → (3Z,5E)-6-(3,4-dihydroxyphenyl)-4-hydroxyhexa-3,5-dien-2-one (173933-40-9)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 38.0%

acetylacetone (123-54-6,81235-32-7) + 3,4-dihydroxybenzaldehyde (139-85-5) → (3Z,5E)-6-(3,4-dihydroxyphenyl)-4-hydroxyhexa-3,5-dien-2-one (173933-40-9)

Guidance literature:

acetylacetone; With boron trioxide; boric acid tributyl ester; at 90 ℃; for 0.5h;

3,4-dihydroxybenzaldehyde; With N-butylamine; at 85 ℃; for 4.5h;

DOI:10.1016/j.jinorgbio.2019.110857

Reference yield: 27.0%

acetylacetone (123-54-6,81235-32-7) + 3,4-dihydroxybenzaldehyde (139-85-5) → C12H12O4 (173933-40-9)

Guidance literature:

3,4-dihydroxybenzaldehyde; With triethyl borate; In 1,4-dioxane; at 60 ℃; for 0.5h;

acetylacetone; With boron trioxide; In 1,4-dioxane; at 80 ℃; for 6h;

With piperidine; In 1,4-dioxane; at 90 ℃; for 1.5h;

DOI:10.1016/j.bmcl.2019.06.052

upstream raw materials:

(3Z,5E)-6-(3,4-dimethoxyphenyl)-4-hydroxyhexa-3,5-dien-2-one

3,4-dimethoxy-trans-cinnamic acid

(E)-3,4-dimethoxycinnamic chloride

3,4-dimethoxy-benzaldehyde

Refernces

• 1、 Hotsumi, Mayumi,Tajiri, Misato,Nikaido, Yuri,Sato, Taki,Makabe, Koki,Konno, Hiroyuki. "Design, synthesis, and evaluation of a water soluble C5-monoketone type curcumin analogue as a potent amyloid β aggregation inhibitor". supporting information. p. 2157 - 2161. Retrieved 2019/07/03.
• 2、 Ley, Jakob P.,Paetz, Susanne,Blings, Maria,Hoffmann-Luecke, Petra,Bertram, Heinz-Juergen,Krammer, Gerhard E.. "Structural analogues of homoeriodictyol as flavor modifiers. Part III: Short chain gingerdione derivatives". experimental part. p. 6656 - 6664. Retrieved 2010/04/06.