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Daphnetin

Daphnetin structure

CAS No:
486-35-1
Formula:
C9H6O4
Chemical Name:
Daphnetin
Synonyms:
2H-1-Benzopyran-2-one,7,8-dihydroxy-;Daphnetin;Coumarin,7,8-dihydroxy-;7,8-Dihydroxy-2H-1-benzopyran-2-one;Daphnetol;7,8-Dihydroxycoumarin;Ruixiangsu;NSC 633563;7,8-Dihydroxy-2H-chromen-2-one
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Description

Daphnetin (7,8-dihydroxycoumarin), one coumarin derivative isolated from plants of the Genus Daphne, is a protein kinase inhibitor, with IC50s of 7.67 μM, 9.33 μM and 25.01 μM for EGFR, PKA and PKC in vitro, respectively[1][2]. Daphnetin (7,8-dihydroxycoumarin) is a secondary metabolite of plants used in folk medicine to counter inflammatory and allergic diseases, also has been clinically used in the treatment of coagulation disorders, rheumatoid arthritis with anti-malarian and anti-pyr

7,8-dihydroxycoumarin is a hydroxycoumarin.

Daphnetin Basic Attributes

Molecular Weight：

178.14

Exact Mass：

178.14

EC Number：

207-632-8

UNII：

XC84571RD2

NSC Number：

633563

DSSTox ID：

DTXSID00197560

HScode：

2932209090

Characteristics

PSA：

66.8

XLogP3：

1.2

Appearance：

solid

Density：

1.6±0.1 g/cm3

Melting Point：

262 °C

Boiling Point：

430.4°C at 760 mmHg

Flash Point：

184.5±22.2 °C

Refractive Index：

1.689

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

25-36/37/38-20/21

safety instructions：

22-24/25-36-26-36/37/39

RTECS Number：

GN6382600

Marks：

Precautionary statement(s)：

P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362

Hazard Statements：

H315

Drug Information

MeSH Entry Terms：

7,8-dihydroxycoumarin

Daphnetin Use and Manufacturing

General procedure: An open reaction vessel containing a mixture of the phenol (1.0 mmol), propiolic acid (1.1 mmol), and Yb(OTf)General procedure: The appropriate o-hydroxybenzaldehyde (1 mmol) and ethyl(triphenylphosphoranylidene) acetate(1.2 mmol) were dissolved in N, N-diethylaniline (1.5 mL) and the resulting mixture was stirred under aN2 atmosphere and reflux for 15 min. The solvent was removed under reduced pressure (1 mmHg, 52 °C) and the resulting brown oil was purified by column chromatography (petroleum ether-ethylacetate, 3:1).

Computed Properties

Molecular Weight:178.14
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:178.02660867
Monoisotopic Mass:178.02660867
Topological Polar Surface Area:66.8
Heavy Atom Count:13
Complexity:248
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It can dilate coronary blood vessels, increase coronary blood flow, reduce myocardial oxygen consumption, improve myocardial metabolism, promote cardiac function recovery, dilate peripheral blood vessels, resist arterial thrombosis and inhibit platelet aggregation; and has the anti-inflammatory effect of stimulating the pituitary-adrenal cortex system

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Daphne capsules
Ingredients	Daphne tin.
Indication	Vitamin K has an antagonistic effect on this product.
Specifications	0.15 g

Daphne capsules
Ingredients	Chemical name: 7,8-dihydroxycoumarin
Indication	Vitamin K has an antagonistic effect on this product.
Specifications	0.15g
Manufacturer	Jilin Province Xidian Pharmaceutical Sci-Tech Development Co., Ltd.

Daphne capsules
Ingredients	Chemical name: 7,8-dihydroxycoumarin
Indication	Vitamin K has an antagonistic effect on this product.
Specifications	0.15g

See More Related Drugs

Registered Holders

Jilin Province Xidian Pharmaceutical Sci-Tech Development Co., Ltd.

China
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