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Merck
CN

275727

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
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
24856667
EC Number:
207-604-5
Beilstein/REAXYS Number:
19560
MDL number:
MFCD00010272

Key Documents

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Product Name

5-Methoxypsoralen, 99%

InChI key

BGEBZHIAGXMEMV-UHFFFAOYSA-N

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

SMILES string

COc1c2C=CC(=O)Oc2cc3occc13

assay

99%

mp

190-193 °C (lit.)

Quality Level

200

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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

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0566
BCBS5261V
BCBQ3469V
S39967V
S39967

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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
Silke B Bodendiek et al.
European journal of medicinal chemistry, 44(5), 1838-1852 (2008-12-06)
The voltage-gated potassium channel Kv1.3 constitutes an attractive pharmacological target for the treatment of effector memory T cell-mediated autoimmune diseases such as multiple sclerosis and psoriasis. Using 5-methoxypsoralen (5-MOP, 1), a compound isolated from Ruta graveolens, as a template we
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
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
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
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