Trioxsalen

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Cat Number

API0232313

CAS Number

3902-71-4

For research use only. We do not supply to patients.

For pharmaceutical-grade products or other inquiries, please contact our experts.

Product Detail Description Customer Q&A

CAS Number

3902-71-4

EINECS

223-459-0

Storage

Store at room temperature

Synonyms

Trioxysalen; Trimethylpsoralen; 4,5',8-Trimethylpsoralen; Trioxisaleno; Trioxysalene; Trioxysalenum

Molecular Formula

C14H12O3

Molecular Weight

228.24

Smiles

CC1=CC(=O)OC2=C1C=C3C=C(OC3=C2C)C

Appearance

White to light yellow powder to crystal

Melting Point

229-231°C

Boiling Point

389.0±30.0°C at 760 mmHg

Relative Density

1.2±0.1

General Description

Trioxsalen is a synthetic psoralen derivative, a furocoumarin, with the chemical structure 2,5,9-trimethyl-7H-furo[3,2-g][1]benzopyran-7-one. It is a white to off-white crystalline powder, practically insoluble in water but soluble in organic solvents. Trioxsalen is a photochemotherapeutic agent that, when activated by UVA radiation, binds to DNA.

Mechanism of Action

Trioxsalen intercalates into DNA and, upon exposure to UVA radiation (320-400 nm), forms covalent crosslinks between the drug and pyrimidine bases in the DNA. This inhibits DNA replication and transcription, leading to the suppression of cell proliferation and the reduction of epidermal turnover. The drug is highly effective in the treatment of hyperproliferative skin disorders.

Application

Trioxsalen is indicated for the treatment of vitiligo, psoriasis, and other disorders of skin pigmentation. It is used in combination with UVA radiation (PUVA therapy) to repigment the skin. The drug is effective in inducing repigmentation in patients with vitiligo, but its use is limited by the risk of phototoxicity and long-term risk of skin cancer.

Does Trioxsalen require strict protection from light during storage?

Yes, it is highly photosensitive. Light exposure causes rapid photodegradation and isomerization of the psoralen ring. Store in light-resistant containers and handle under subdued light.

What is the recommended storage temperature for Trioxsalen?

Store at controlled room temperature (15–25°C). Avoid excessive heat above 30°C, which can soften the powder and accelerate degradation.

Is Trioxsalen stable in tablet and solution formulations?

Tablets are stable when protected from light. Solutions must be protected from light and used immediately after preparation due to photolability.

How is the impurity trioxsalen cis-isomer (a photodegradation product) monitored?

This geometric isomer is specifically quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.

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