Trioxsalen

Names

[ Name ]:
Trioxsalen

[Synonym ]:
EINECS 223-459-0
4,2',8-trimethylpsoralen
4,5',8-Trimethylpsoralen
2,5,9-Trimethyl-7H-furo[3,2-g]chromen-7-one
Trisoralen
7H-Furo(3,2-g)(1)benzopyran-7-one, 2,5,9-trimethyl-
6-Hydroxy-β,2,7-trimethyl-5-benzofuranacrylic Acid δ-Lactone
2,5,9-Trimethyl-7H-furo[3,2-g][1]benzopyran-7-one
2,5,9-trimethylfuro[3,2-g]chromen-7-one
Trioxysalenum
Trioxysalene
UNII-Y6UY8OV51T
Trioxisaleno
7H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl-
trioxysalen
MFCD00005010
Elder 8011
4,5′,8-Trimethylpsoralen
Trioxsalen
4,5‘,8-Trimethylpsoralen
2,5,9-Trimethylfuro[3,2-g]benzopyran-7-one
Trimethylpsoralen

Biological Activity

[Description]:

Trioxsalen is a furanocoumarin and a psoralen derivative, in conjunction with UV-A for phototherapy treatment of vitiligo and hand eczema. After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
389.0±30.0 °C at 760 mmHg

[ Melting Point ]:
229-231ºC(lit.)

[ Molecular Formula ]:
C₁₄H₁₂O₃

[ Molecular Weight ]:
228.243

[ Flash Point ]:
189.1±24.6 °C

[ Exact Mass ]:
228.078644

[ PSA ]:
43.35000

[ LogP ]:
3.80

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.613

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
DMSO: soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LV1576000

CHEMICAL NAME :: 7H-Furo(3,2-g)(1)benzopyran-7-one, 2,5,9-trimethyl-

CAS REGISTRY NUMBER :: 3902-71-4

BEILSTEIN REFERENCE NO. :: 0221723

LAST UPDATED :: 199806

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C14-H12-O3

MOLECULAR WEIGHT :: 228.26

WISWESSER LINE NOTATION :: T C566 DO LVOJ B1 E1 J1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >22 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >7 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >3 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: DNA damage

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 3 mg/L

REFERENCE :: BICHAW Biochemistry. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1962- Volume(issue)/page/year: 20,1431,1981 *** REVIEWS *** IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,357,1986 IARC Cancer Review:Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 40,357,1986 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,366,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5360 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 340 (estimated) No. of Female Employees: 180 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H314-H351

[ Precautionary Statements ]:
P260-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
C: Corrosive;

[ Risk Phrases ]:
R34;R40

[ Safety Phrases ]:
26-36/37/39-45

[ RIDADR ]:
UN 1759 8

[ WGK Germany ]:
2

[ RTECS ]:
LV1576000

[ HS Code ]:
2932999099

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Mitotic cohesin subunit Mcd1 regulates the progression of meiotic recombination in budding yeast.

J. Microbiol. Biotechnol. 25 , 598-605, (2015)

The cohesin complex holds sister chromatids together and prevents premature chromosome segregation until the onset of anaphase. Mcd1 (also known as Scc1), the α-kleisin subunit of cohesin, is a key re...

Rad51-mediated replication fork reversal is a global response to genotoxic treatments in human cells.

J. Cell Biol. 208(5) , 563-79, (2015)

Replication fork reversal protects forks from breakage after poisoning of Topoisomerase 1. We here investigated fork progression and chromosomal breakage in human cells in response to a panel of suble...

Psoralen conjugates for visualization of genomic interstrand cross-links localized by laser photoactivation.

Bioconjug. Chem. 18(2) , 431-7, (2007)

DNA interstrand cross-links are formed by chemotherapy drugs as well as by products of normal oxidative metabolism. Despite their importance, the pathways of cross-link metabolism are poorly understoo...