Methoxsalen

Methoxsalen
Clinical data
Trade names	Oxsoralen, Uvadex, 8-mop, others
Other names	xanthotoxin
AHFS/Drugs.com	Consumer Drug Information
License data	US DailyMed: Methoxsalen;
Pregnancy; category	AU: D; ;
Routes of; administration	Extracorporeal, By mouth
ATC code	D05AD02 (WHO) D05BA02 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); US: WARNINGRx-only;
Pharmacokinetic data
Elimination half-life	~2 hours
Identifiers
	IUPAC name 9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one;
CAS Number	298-81-7 ;
PubChem CID	4114;
DrugBank	DB00553 ;
ChemSpider	3971 ;
UNII	U4VJ29L7BQ;
KEGG	D00139 ;
ChEBI	CHEBI:18358 ;
ChEMBL	ChEMBL416 ;
NIAID ChemDB	001590;
CompTox Dashboard (EPA)	DTXSID8020830 ;
ECHA InfoCard	100.005.516
Chemical and physical data
Formula	C12H8O4
Molar mass	216.192 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COc1c2c(ccc(=O)o2)cc3c1occ3;
	InChI InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3 ; Key:QXKHYNVANLEOEG-UHFFFAOYSA-N ;
	(verify)

Methoxsalen (or Xanthotoxin, 8-methoxypsoralen) sold under the brand name Oxsoralen among others, is a medication used to treat psoriasis, eczema, vitiligo, and some cutaneous lymphomas in conjunction with exposing the skin to ultraviolet (UVA) light from lamps or sunlight. Methoxsalen modifies the way skin cells receive the UVA radiation, allegedly clearing up the disease. Levels of individual patient PUVA exposure were originally determined using the Fitzpatrick scale. The scale was developed after patients demonstrated symptoms of phototoxicity after oral ingestion of methoxsalen followed by PUVA therapy. Chemically, methoxsalen is a derivative of psoralen and belongs to a class of organic natural molecules known as furanocoumarins. They consist of coumarin annulated with furan. It can also be injected and used topically.

^ ^a ^b "Uvadex". Therapeutic Goods Administration (TGA). 13 December 2019. Retrieved 25 August 2020.
^ ^a ^b "AusPAR: Methoxsalen". Therapeutic Goods Administration (TGA). 12 December 2019. Retrieved 17 September 2021.
^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
^ "Uvadex- methoxsalen injection, solution". DailyMed. U.S. National Library of Medicine. Retrieved 17 September 2021.
^ "Oxsoralen-Ultra- methoxsalen capsule, liquid filled". DailyMed. U.S. National Library of Medicine. Retrieved 17 September 2021.

[Uvadex_APM_summary-1] "Uvadex". Therapeutic Goods Administration (TGA). 13 December 2019. Retrieved 25 August 2020.

[AusPAR:_Methoxsalen-2] "AusPAR: Methoxsalen". Therapeutic Goods Administration (TGA). 12 December 2019. Retrieved 17 September 2021.

[FDA-AllBoxedWarnings-3] "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.

[Uvadex_FDA_label-4] "Uvadex- methoxsalen injection, solution". DailyMed. U.S. National Library of Medicine. Retrieved 17 September 2021.

[5] "Oxsoralen-Ultra- methoxsalen capsule, liquid filled". DailyMed. U.S. National Library of Medicine. Retrieved 17 September 2021.

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