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药品详细

Trioxsalen(Trioxsalen)

化学结构式图
中文名
Trioxsalen
英文名
Trioxsalen
分子式
C14H12O3
化学名
4,7,9-trimethyl-2H-furo[3,2-g]chromen-2-one
分子量
Average: 228.2433
Monoisotopic: 228.07864425
CAS号
3902-71-4
ATC分类
D05A 未知
药物类型
small molecule
阶段
approved
商品名
同义名
基本介绍

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.

生产厂家
  • Valeant pharmaceuticals international
封装厂家
参考
Synthesis Reference Not Available
General Reference
  1. van Coevorden AM, Kamphof WG, van Sonderen E, Bruynzeel DP, Coenraads PJ: Comparison of oral psoralen-UV-A with a portable tanning unit at home vs hospital-administered bath psoralen-UV-A in patients with chronic hand eczema: an open-label randomized controlled trial of efficacy. Arch Dermatol. 2004 Dec;140(12):1463-6. Pubmed
  2. Thazhathveetil AK, Liu ST, Indig FE, Seidman MM: Psoralen conjugates for visualization of genomic interstrand cross-links localized by laser photoactivation. Bioconjug Chem. 2007 Mar-Apr;18(2):431-7. Pubmed
  3. Higuchi M, Yamayoshi A, Kobori A, Yamaoka T, Murakami A: Synthesis and properties of photo-reactive antisense oligonucleotides containing 2’-O-psoralen-conjugated adenosine. Nucleic Acids Symp Ser (Oxf). 2005;(49):331-2. Pubmed
剂型
规格
化合物类型
Type small molecule
Classes Not Available
Substructures Not Available
适应症
药理
Indication Trioxsalen is a pigmenting photosensitizing agent used in conjunction with ultraviolet light in the treatment of vitiligo.
Pharmacodynamics Trioxsalen ispharmacologically inactive but when exposed to ultraviolet radiation or sunlight it is converted to its active metabolite to produce a beneficial reaction affecting the diseased tissue.
Mechanism of action After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death.
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms Not Available
Pathways Not Available
理化性质
Properties
State solid
Experimental Properties
Property Value Source
melting point 234.5 °C PhysProp
Predicted Properties
Property Value Source
water solubility 6.27e-02 g/l ALOGPS
logP 3.26 ALOGPS
logP 2.95 ChemAxon
logS -3.6 ALOGPS
pKa (strongest basic) -2.7 ChemAxon
physiological charge 0 ChemAxon
hydrogen acceptor count 1 ChemAxon
hydrogen donor count 0 ChemAxon
polar surface area 39.44 ChemAxon
rotatable bond count 0 ChemAxon
refractivity 64.86 ChemAxon
polarizability 24.77 ChemAxon
药物相互作用
Drug Interaction
Fosphenytoin The hydantoin decreases the effect of psoralene
Phenytoin The hydantoin decreases the effect of psoralene
食物相互作用
  • avoid eating limes, figs, parsley, parsnips, mustard, carrots, and celery while you are being treated with trioxsalen

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