9138. Temoporfin

Nomenclature

CAS number: 122341-38-2
3,3′,3″,3'''-(2,3-Dihydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakisphenol; 2,3-dihydro-5,10,15,20-tetra(m-hydroxyphenyl)porphyrin; 5,10,15,20-tetra(m-hydroxyphenyl)chlorin; m-THPC; dihydro meta-HK7; EF-9; Foscan (Scotia).
C44H32N4O4; mol wt 680.75.
C 77.63%, H 4.74%, N 8.23%, O 9.40%.

Description and references

Second generation systemic photosensitizing agent. Prepn: R. Bonnett, M. C. Berenbaum, EP 337601; eidem, US 4992257 (1989, 1991 both to Efamol Holdings); R. Bonnett et al., Biochem. J. 261, 277 (1989). NMR study: idem et al., J. Chem. Soc. Perkin Trans. 2 1994, 1839. Toxicology study: R. B. Veenhuizen et al., Int. J. Cancer 59, 830 (1994). HPLC determn in plasma and tissue: M. Barberi-Heyob et al., J. Chromatogr. B 688, 331 (1997). Clinical pharmacokinetics: T. Glanzmann et al., Photochem. Photobiol. 67, 596 (1998). Clinical evaluation in photodynamic therapy of malignancies: J.-F. Savary et al., Arch. Otolaryngol. Head Neck Surg. 123, 162 (1997).

Chemical structure

Properties

Purple solid from methanol/water. Absorption max (methanol): 284, 306, 415, 516, 543, 591, 650 nm (ε 16900, 15600, 146000, 11000, 7300, 4400, 22400 l/mol-cm). Sol in polar solvents.

Therapeutic Category

Antineoplastic (photosensitizer).

Keywords

Antineoplastic (Photosensitizer)