SCOPARONE

SCOPARONE Basic information
Product Name:SCOPARONE
Synonyms:Scoparone 120-08-1;6,7-dihydroxy-3,4-dimethyl-1-benzopyran-2-one;6,7-dimethoxy-coumari;6,7-Dimethoxycoumarine;aesculetindimethylether;escoparone;scoparon;6,7-DIMETHOXY-CHROMEN-2-ONE
CAS:120-08-1
MF:C11H10O4
MW:206.19
EINECS:204-369-0
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Coumarins;API intermediates
Mol File:120-08-1.mol
SCOPARONE Structure
SCOPARONE Chemical Properties
Melting point 143-145 °C (lit.)
Boiling point 265.04°C (rough estimate)
density 1.0858 (rough estimate)
refractive index 1.4389 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility >8.4mg/mL in DMSO
form Powder
Merck 13,8479
LogP1.331 (est)
CAS DataBase Reference120-08-1(CAS DataBase Reference)
NIST Chemistry Reference2H-1-benzopyran-2-one, 6,7-dimethoxy-(120-08-1)
Safety Information
Hazard Codes Xn
Risk Statements 23/24/25-36-22
Safety Statements 27/28-36/37/39-45-26
RIDADR 2811
WGK Germany 3
RTECS GN6550000
HazardClass 6.1(b)
PackingGroup III
HS Code 29322090
MSDS Information
SCOPARONE Usage And Synthesis
UsesScoparone-13C2D6 is a by-product in the synthesis of Scopoletin-13C,d3 (S200502). Scopoletin-13C,d3, is the labeled analogue of Scopoletin (S200500), used for cosmetics, topical formulations, and foods. Scoparone-13C2D6 is also the labeled form of Scoparone (S199980), which regulates the expression of Th1/Th2 cytokines and IgE and is effective in treating allergic rhinitis.
DefinitionChEBI: Scoparone is a member of the class of coumarins that is esculetin in which the two hydroxy groups at positions 6 and 7 are replaced by methoxy groups. It is a major constituent of the Chinese herbal medicine Yin Chen Hao, and exhibits a variety of pharmacological activities such as anti-inflammatory, anti-allergic, and anti-tumor activities. It has a role as a plant metabolite, an anti-inflammatory agent, an antilipemic drug, an immunosuppressive agent, an antihypertensive agent and an anti-allergic agent. It is a member of coumarins and an aromatic ether. It is functionally related to an esculetin.
Synthesis Reference(s)Synthesis, p. 1026, 1986 DOI: 10.1055/s-1986-31859
General Description6,7-Dimethoxycoumarin inhibits the in vitro growth of Phytophthora citrophthora, Verticillium dahliae, Penicillium digitatum, P. italicum, Colletotrichum gloeosporioides, Diplodia natalensis and Hendersonula toruloidea. Determination and pharmacokinetic study of 6,7-dimethoxycoumarin in rat plasma after intragastric administration of different decoctions of Yinchenhao Tang by reversed-phase HPLC method with UV detection has been reported.
Safety ProfilePoison by ingestion and intraperitoneal routes. Experimental reproductive effects. An anthypertensive agent. When heated to decomposition it emits acrid smoke and irritating fumes.
SCOPARONE Preparation Products And Raw materials
Raw materialsDimethyl sulfate-->Esculetin
ESCULETIN DIBENZYL ETHER 6,7-DIETHOXY-4-METHYLCOUMARIN 6,7-Diethoxy-4-(trifluoromethyl)coumarin scopolin 6,7-DIMETHOXYCOUMARIN-4-ACETIC ACID 6,7-DIACETOXY-4-METHYLCOUMARIN 4-HYDROXY-5,6,7-TRIMETHOXYCHROMEN-2-ONE SCOPARONE 7,8-METHYLENEDIOXY-6-METHOXYCOUMARIN 6,7-DIMETHOXY-4-ETHYLCOUMARIN 6,7,8-TRIMETHOXYCOUMARIN 8-ACETYL DIMETHOXYCOUMARIN 6,7-DIMETHOXY-4-METHYLCOUMARIN 6,7-DIMETHOXY-4-(TRIFLUOROMETHYL)COUMARIN 4-BROMOMETHYL-6,7-DIMETHOXYCOUMARIN 6,7-DIALLYLOXY-4-METHYLCOUMARIN 4-PHTHALIMIDYLMETHYL-6,7-DIMETHOXYCOUMARIN Oxamarin

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