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Sigma-Aldrich

5-Methoxypsoralen

99%

Synonym(s):

4-Methoxyfuro[3,2-g]benzopyrane-7-one, Bergapten, Geralen, Heraclin, Majudin

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About This Item

Empirical Formula (Hill Notation):
C12H8O4
CAS Number:
484-20-8
Molecular Weight:
216.19
Beilstein/REAXYS Number:
19560
EC Number:
207-604-5
MDL number:
MFCD00010272
UNSPSC Code:
12352103
PubChem Substance ID:
24856667

Quality Level

200

assay

99%

mp

190-193 °C (lit.)

SMILES string

COc1c2C=CC(=O)Oc2cc3occc13

InChI

1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3

InChI key

BGEBZHIAGXMEMV-UHFFFAOYSA-N

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Application

5-Methoxypsoralen has been studied for its use in oral photochemotherapy in the treatment of psoriasis and other skin diseases.

pictograms

Exclamation markHealth hazard
GHS07,GHS08

signalword

Warning

Hazard Classifications

Carc. 2 - Muta. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M T Conconi et al.
Pharmacology & toxicology, 82(4), 193-198 (1998-05-19)
The in vitro antiproliferative activity and in vivo phototoxicity of some methyl derivatives of 5-methoxypsoralen and 5-methoxyangelicin, i.e. 4,4'-dimethyl-5-methoxyangelicin (compound I), 3,4'-dimethyl-5-methoxyangelicin (compound II), 4,4'-dimethyl-5-methoxypsoralen (compound III); and 3,4'-dimethyl-5-methoxypsoralen (compound IV), have been investigated. The effects of the compounds were
Suncerae I Smith et al.
The Analyst, 135(5), 943-952 (2010-04-27)
Upon UV photoactivation, psoralen analogs form covalent mono-adducts and cross-links with DNA at thymine residues. Electrospray ionization mass spectrometric analysis allowed rapid and efficient determination of the reaction percentages of each psoralen analog with DNA duplexes containing different binding sites
S Tzaneva et al.
The British journal of dermatology, 162(3), 655-660 (2009-09-23)
Ultraviolet (UV) A1 and psoralen plus UVA (PUVA) are effective treatment options for severe atopic dermatitis (AD); however, their relative efficacy has not yet been determined in a head-to-head study. To compare UVA1 and oral 5-methoxypsoralen (5-MOP) plus UVA with
W McNeely et al.
Drugs, 56(4), 667-690 (1998-11-07)
5-Methoxypsoralen, a naturally occurring linear furocoumarin, has been successfully used in combination with ultraviolet (UV) A irradiation [psoralen plus UV (PUVA)] to manage psoriasis and vitiligo. In patients and volunteers, PUVA 5-methoxypsoralen causes a dose-related increase in cutaneous photosensitivity. However
M Inzinger et al.
The British journal of dermatology, 165(3), 640-645 (2011-05-14)
Few studies have directly compared the clinical efficacy of psoralen plus ultraviolet A (PUVA) vs. biologics in the treatment of psoriasis. To compare the clinical efficacy of PUVA and biologic therapies for psoriasis under daily life conditions. Data from a
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