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KHELLIN

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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
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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
LogP
1.770 (est)
EPA Substance Registry System
Khellin (82-02-0)
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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
Toxicity
LD50 in mice, rats (mg/kg): 30.6, 34.4 i.v.; 50.8, 68.8 orally (Busch)

MSDS

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KHELLIN Usage And Synthesis

Uses

vasodilator (coronary), photosensitizer

Uses

Khellin 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.

Definition

ChEBI: 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 name

Ammivin (Marion Merrell Dow); Khelloyd (Hoechst-Roussel).

Synthesis Reference(s)

Journal of Medicinal Chemistry, 26, p. 1672, 1983 DOI: 10.1021/jm00366a002

General Description

Khellin, is reported to be an efficient drug for treating vitiligo when combined with ultraviolet A irradiation.

Purification Methods

Crystallise 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.]

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