2-Oxo-(2H)-furo(2,3-h)-1-benzopyran

Synonym(s):2H-Furo[2,3-h]-1-benzopyran-2-one;2-Oxo-(2H)-furo(2,3-h)-1-benzopyran;Isopsoralen;NSC 404563

CAS NO.：523-50-2
Empirical Formula: C11H6O3
Molecular Weight: 186.16
MDL number: MFCD00064930
EINECS: 637-055-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 15:41:55

2-Oxo-(2H)-furo(2,3-h)-1-benzopyran Structural

What is 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran?

Description

Angelicin is a furanocoumarin typically isolated from the seeds of P. corylifolia. Like other furanocoumarins, angelicin has antibacterial activities against a number of Gram (+) and Gram (-) bacteria. It has also been shown to prevent tacrine-induced cytotoxicity in human liver-derived HepG2 cells (EC₅₀ = 47 μg/ml) and vascular relaxation in phenylephrine-precontracted rat aorta. Angelicin also weakly inhibits topoisomerase II (IC₅₀ = 404 μM).

Chemical properties

White Solid

The Uses of 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran

Antifungal

What are the applications of Application

Angelicin is an antifungal

Definition

ChEBI: Angelicin is a furanocoumarin.

Synthesis Reference(s)

Tetrahedron, 51, p. 3087, 1995 DOI: 10.1016/0040-4020(95)00070-O

Clinical Use

Angelicin derivatives are used to treat psoriasis and cancer. One way of treating these diseases is by photochemotherapy (PUVA) which combines UV irradiation with photosensitizing chemical. Also, it was shown that it is actively inhibits the synthesis of nucleic acids in tumor cells thereby decreasing their growth.

Properties of 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran

Melting point:	132-134°C
Boiling point:	104°C/4mmHg(lit.)
Density	1.2477 (rough estimate)
refractive index	1.6310 (estimate)
storage temp.	Sealed in dry,Store in freezer, under -20°C
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form	neat
form	Solid
color	White
λmax	302nm(EtOH)(lit.)
BRN	153970
CAS DataBase Reference	523-50-2(CAS DataBase Reference)
NIST Chemistry Reference	2H-furo[2,3-h]-1-benzopyran-2-one(523-50-2)
IARC	3 (Vol. 40, Sup 7) 1987

Safety information for 2-Oxo-(2H)-furo(2,3-h)-1-benzopyran

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.