KHELLIN

KHELLIN Basic information
Product Name:KHELLIN
Synonyms:4,9-DIMETHOXY-7-METHYL-5H-FURO[3,2-G]-[1]BENZOPYRAN-5-ONE;4,9-DIMETHOXY-7-METHYLFURO[3,2-G](1)BENZOPYRAN-5-ONE;2-g)(1)benzopyran-5-one,4,9-dimethoxy-7-methyl-5h-furo(;4,9-dimethoxy-7-methyl-5-oxo-1,8-dioxabenz-(f)indene;ammispasmin;ammivin;ammivisnagen;norkel
CAS:82-02-0
MF:C14H12O5
MW:260.24
EINECS:201-392-8
Product Categories:AMIVIN;Herb extract;Inhibitors
Mol File:82-02-0.mol
KHELLIN Structure
KHELLIN Chemical Properties
Melting point 150154°C
Boiling point 180200°C0.05mm Hg
density 1.1954 (rough estimate)
refractive index 1.4560 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form crystalline
color light yellow
Water Solubility 247.2g/L(25 ºC)
Merck 14,5309
BRN 263185
LogP1.770 (est)
EPA Substance Registry SystemKhellin (82-02-0)
Safety Information
Hazard Codes T
Risk Statements 25-38-36/37/38-23/24/25
Safety Statements 36/37/39-45-26
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS LV1050000
HS Code 2932.99.7000
HazardClass 6.1(b)
PackingGroup III
ToxicityLD50 in mice, rats (mg/kg): 30.6, 34.4 i.v.; 50.8, 68.8 orally (Busch)
MSDS Information
ProviderLanguage
SigmaAldrich English
KHELLIN Usage And Synthesis
Usesvasodilator (coronary), photosensitizer
UsesKhellin has been used as a reference standard for supercritical fluid extraction of khellin from Ammi visnaga L. fruits to understand the various medicinal effects of γ-Pyrones by reversed phase HPLC method.
DefinitionChEBI: Khellin is a furanochrome in which the basic tricyclic skeleton is substituted at positions 4 and 9 with methoxy groups and at position 7 with a methyl group. A major constituent of the plant Ammi visnaga it is a herbal folk medicine used for various illnesses, its main effect being as a vasodilator. It has a role as a vasodilator agent, a bronchodilator agent, an anti-asthmatic agent and a cardiovascular drug. It is an organic heterotricyclic compound, an oxacycle and a furanochromone. It is functionally related to a 5H-furo[3,2-g]chromen-5-one.
Brand nameAmmivin (Marion Merrell Dow); Khelloyd (Hoechst-Roussel).
Synthesis Reference(s)Journal of Medicinal Chemistry, 26, p. 1672, 1983 DOI: 10.1021/jm00366a002
General DescriptionKhellin, is reported to be an efficient drug for treating vitiligo when combined with ultraviolet A irradiation.
Purification MethodsCrystallise khellin from H2O, MeOH, pet ether or Et2O. The hydrochloride has m 98o(dec) (from EtOH/HCl). [Beilstein 19 II 236, 19 III/IV 2816, 19/6 V 320.]
KHELLIN Preparation Products And Raw materials
Ampicillin 4,9-DIMETHOXY-7-(TRICHLOROMETHYL)-5H-FURO[3,2-G]CHROMEN-5-ONE 4,9-Dimethoxy-7-(2-phenylethenyl)-5H-furo[3,2-g][1]
benzopyran-5-one
4,9-DIETHOXY-7-METHYL-FURO[3,2-G]CHROMEN-5-ONE KHELLIN(VISAMMIN)(PRIMARY STANDARD) 4,9-DIMETHOXY-7-(TRIFLUOROMETHYL)-5H-FURO[3,2-G]CHROMEN-5-ONE khelloside KHELLIN 4,9-DIMETHOXY-7-PENTAFLUOROETHYL-5H-FURO-[3,2-G]-CHROMENE-5-ONE VISNAGIN,VISNAGIN(RG) CHEMBRDG-BB 5160161 Mecrifurone 4,9-DIMETHOXY-7-(1,1,2,2-TETRAFLUOROETHYL)-5H-FURO-[3,2-G]-CHROMENE-5-ONE KHELLINONE Timefurone Amikhelline 7-DIFLUOROMETHYL-4,9-DIMETHOXY-5H-FURO-[3,2-G]-CHROMENE-5-ONE azaspirium chloride

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