7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy-

Base Information

• Chemical Name: 7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy-
• CAS No.: 3779-03-1
• Molecular Formula: C12H10O4
• Molecular Weight: 218.209
• Hs Code.: 2932999099
• European Community (EC) Number: 223-238-9
• NSC Number: 401281
• UNII: ZE8WE76SKK
• DSSTox Substance ID: DTXSID7063188
• Nikkaji Number: J217.677G
• Wikidata: Q72489686
• ChEMBL ID: CHEMBL139604
• Mol file: 3779-03-1.mol

Synonyms:3779-03-1;9-Methoxy-2H-furo[3,2-g]chromen-7(3H)-one;7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy-;9-methoxy-2,3-dihydro-7H-furo[3,2-g]chromen-7-one;9-Methoxy-2,3-dihydrofuro[3,2-g]coumarin;2,3-Dihydroxanthotoxin;9-methoxy-2,3-dihydrofuro[3,2-g]chromen-7-one;4',5'-Dihydro-8-methoxypsoralen;NSC401281;ZE8WE76SKK;CHEMBL139604;NSC-401281;2,3-Dihydro-9-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one;7H-Furo(3,2-g)(1)benzopyran-7-one, 2,3-dihydro-9-methoxy-;9-METHOXY-2,3-DIHYDROFURO(3,2-G)COUMARIN;UNII-ZE8WE76SKK;MLS001179313;SCHEMBL9131770;DTXSID7063188;HMS2837J04;4',5'-Dihydro-8-methoxy Psoralen;EINECS 223-238-9;BDBM50418102;AKOS015961749;NSC 401281;7H-Furo[3, 2,3-dihydro-9-methoxy-;NCGC00247236-01;AC-14685;SMR000477465;FT-0660545;9-Methoxy-2,3-dihydro-furo[3,2-g]chromen-7-one;AO-048/37315006;5-BENZOFURANACRYLIC ACID, 2,3-DIHYDRO-6-HYDROXY-7-METHOXY-, .DELTA.-LACTONE

Chemical Property of 7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy-

Chemical Property:

• Vapor Pressure: 2.69E-07mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 421 °C at 760 mmHg
• Flash Point: 192.2 °C
• PSA: 48.67000
• Density: 1.353 g/cm³
• LogP: 1.73650
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 218.05790880
• Heavy Atom Count: 16
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

4'',5''-Dihydro-8-methoxyPsoralen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=CC3=C1OCC3)C=CC(=O)O2
• Uses: 4',5'-Dihydro-8-methoxypsoralen is a furocouramin derivative with insect antifeeding activity. 4',5'-Dihydro-8-methoxypsoralen is dihydro impurity as well as a metabolite of 8-Methoxypsoralen (M260795 ), also known as Methoxsalen. 4'',5''-Dihydro-8-methoxypsoralen is a furocouramin derivative with insect antifeeding activity. 4'',5''-Dihydro-8-methoxypsoralen is dihydro impurity as well as a metabolite of 8-Methoxypsoralen (M260795), also known as Methoxsalen.

Technology Process of 7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy-

There total 5 articles about 7H-Furo[3,2-g][1]benzopyran-7-one, 2,3-dihydro-9-methoxy- 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: 71.0%

9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one (298-81-7) → 2,3-Dihydroxanthotoxin (3779-03-1)

Guidance literature:

With palladium on activated charcoal; cyclohexene; In ethanol; for 0.5h; Heating;

DOI:10.1021/jo00169a045

Reference yield: 71.0%

→ 2,3-Dihydroxanthotoxin (3779-03-1)

Guidance literature:

Reference yield:

2,3-dihydro-benzofuran-6,7-diol (42484-95-7) → 2,3-Dihydroxanthotoxin (3779-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated sulfuric acid

2: methanol; diethyl ether

With methanol; diethyl ether; sulfuric acid;

upstream raw materials:

diazomethane

Dihydro-8-hydroxypsoralen

9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one

2,3-dihydro-benzofuran-6,7-diol

Downstream raw materials:

4',5'-Dihydro-5-amino-8-methoxypsoralen

Refernces

• 1、 Wulff, Heike,Rauer, Heiko,Düring, Tim,Hanselmann, Christine,Ruff, Katharina,Wrisch, Anja,Grissmer, Stephan,H?nsel, Wolfram. "Alkoxypsoralens, novel nonpeptide blockers of Shaker-type K+ channels: Synthesis and photoreactivity". . p. 4542 - 4549. Retrieved 2007/10/03.
• 2、 -. "7-alkoxycoumarins, dihydropsoralens, and benzodipyranones as photo-activated therapeutic agents and inhibitors of epidermal growth factor". . . Retrieved 2008/06/13.