trioxsalen

Trade name: trisoralen

Small moleculeapproved

Approved

Jul 24, 1964

Trioxsalen (trimethylpsoralen, trioxysalen or trisoralen) is a furanocoumarin and a psoralen derivative. It is obtained from several plants, mainly Psoralea corylifolia. Like other psoralens it causes photosensitization of the skin. It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo1 and hand eczema.2 After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms. In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage.3 The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair.Trioxsalen was discontinued by the manufacturer in December 2002. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1960s

  1. Jul 24, 1964

    Earliest FDA Approval

  2. Jul 24, 1964

    Bausch Health Companies — NDA Secondary Org

Indications

Mechanism of action

  • DNAINHIBITOR

    DNA inhibitor

    Photodynamic therapy

Approval history

  • approvedJul 24, 1964

Chemistry & pharmacology

Loading structure…

SMILES

CC1=CC2=CC3=C(OC(=O)C=C3C)C(C)=C2O1
Mol. weight
228.2433 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Discontinued

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • 2',4,8-trimethylpsoralen
  • 2',4,8-trimethylpsoralen
  • 4,5',8-trimethylpsoralen
  • 4,5',8-trimethylpsoralen
  • 4,8,5'-trimethylpsoralen
  • 4,8,5'-trimethylpsoralen
  • 6-hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone
  • 6-hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone
  • trimethylpsoralen
  • trimethylpsoralen
  • trimethylpsoralen
  • trioxisaleno
  • trioxisaleno
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxsalen
  • trioxysalen
  • trioxysalen
  • trioxysalen
  • trioxysalen
  • trioxysalene
  • trioxysalene
  • trioxysalenum
  • trioxysalenum
  • trisoralen
  • trisoralen
  • trisoralen
  • trisoralen
  • trisoralen

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
Bausch Health CompaniesFor profitNDA2Jul 24, 1964
Bausch Health CompaniesFor profitNDA