Verteporfin

From Infogalactic: the planetary knowledge core
(Redirected from Visudyne)
Jump to: navigation, search
Verteporfin
File:Verteporfin.svg
Systematic (IUPAC) name
3-[(23S,24R)-14-ethenyl-5-(3-methoxy-3-oxopropyl)-22,23-bis(methoxycarbonyl)-4,10,15,24-tetramethyl-25,26,27,28-tetraazahexacyclo[16.6.1.13,6.18,11.113,16.019,24]octacosa-1,3,5,7,9,11(27),12,14,16,18(25),19,21-dodecaen-9-yl]propanoic acid
Clinical data
Trade names Visudyne
AHFS/Drugs.com monograph
MedlinePlus a607060
Pregnancy
category
  • US: C (Risk not ruled out)
Legal status
Routes of
administration
Intravenous
Identifiers
CAS Number 129497-78-5 YesY
ATC code S01LA01 (WHO)
PubChem CID: 5362420
DrugBank DB00460 YesY
ChemSpider 21106402 YesY
UNII 0X9PA28K43 YesY
KEGG D01162 YesY
ChEBI CHEBI:60775 YesY
ChEMBL CHEMBL2218885 N
Chemical data
Formula C41H42N4O8
Molecular mass 718.794 g/mol
  • COC(=O)[C@@H]2C(=C\C=C3\c1cc6nc(cc5nc(cc4nc(cc(n1)[C@]23C)C(/C)=C4/CCC(=O)OC)c(CCC(O)=O)c5C)C(/C=C)=C6/C)/C(=O)OC
  • InChI=1S/C41H42N4O8/c1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)25(12-15-37(48)51-6)33(44-30)18-32-24(11-14-36(46)47)21(3)28(43-32)16-31(23)42-29/h9-10,13,16-19,38,43,45H,1,11-12,14-15H2,2-8H3,(H,46,47)/b31-16-,33-18-,34-17-,35-19-/t38-,41+/m0/s1 YesY
  • Key:ZCQHFRFEJXRZDF-YWANUUMDSA-N YesY
 NYesY (what is this?)  (verify)

Verteporfin (trade name Visudyne), a benzoporphyrin derivative, is a medication used as a photosensitizer for photodynamic therapy to eliminate the abnormal blood vessels in the eye associated with conditions such as the wet form of macular degeneration. Verteporfin accumulates in these abnormal blood vessels and, when stimulated by nonthermal red light with a wavelength of 689 nm[1] in the presence of oxygen, produces highly reactive short-lived singlet oxygen and other reactive oxygen radicals, resulting in local damage to the endothelium and blockage of the vessels.[2][3]

Verteporfin is also used off-label for the treatment of central serous retinopathy.[4]

Administration

Verteporfin is given intravenously, 15 minutes before laser treatment.[2]

Contraindications

Porphyria.[2]

Side effects

Most common side effects are blurred vision, headache, and local effects at the injection site. Also, photosensitivity; it is advised to avoid exposure to sunlight and unscreened lighting until 48 hours after the injection of verteporfin.[2]

Interactions

Verteporfin is known to interact with the herbal remedy feverfew (Tanacetum parthenium), the latter of which seems to act as an antagonist to verteporfin for unknown reasons. Taking the two substances simultaneously is inadvisable.[5]

Verteporfin has no influence on the liver enzyme CYP3A4, which metabolises many pharmaceutical drugs.[2]

References

  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. 2.0 2.1 2.2 2.3 2.4 Verteporfin monograph
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. Lua error in package.lua at line 80: module 'strict' not found.

External links