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Methyl aminolevulinate_Molecular_structure_CAS_33320-16-0)
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Methyl aminolevulinate

Catalog No. DB00992 Name DrugBank
CAS Number 33320-16-0 Website http://www.ualberta.ca/
M. F. C6H11NO3 Telephone (780) 492-3111
M. W. 145.15644 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 866

SYNONYMS

IUPAC name
methyl 5-amino-4-oxopentanoate
IUPAC Traditional name
methyl aminolevulinate
Brand Name
Metvix
Synonyms
Aminolevulinic acid methyl ester
5-Aminolevulinic acid methyl ester

DATABASE IDS

PubChem SID 46507004
PubChem CID 157922
CAS Number 33320-16-0

PROPERTIES

Hydrophobicity(logP) -1.2
Solubility Freely soluble

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Methyl aminolevulinate is a prodrug that is metabolised to Protoporphyrin IX (a photosensitizer) used in photodynamic therapy.
Indication For topical use, in combination with 570 to 670 nm wavelength red light illumination, in the treatment of non-hyperkeratotic actinic keratoses of the face and scalp in immunocompetent patients when used in conjunction with lesion preparation (debridement using a sharp dermal curette).
Pharmacology After topical application of methyl aminolevulinate, porphyrins will accumulate intracellularly in the treated skin lesions. The intracellular porphyrins (including PpIX) are photoactive, fluorescing compounds and, upon light activation in the presence of oxygen, singlet oxygen is formed which causes damage to cellular compartments, in particular the mitochondria. Light activation of accumulated porphyrins leads to a photochemical reaction and thereby phototoxicity to the light-exposed target cells.
Toxicity The severity of local phototoxic reactions such as erythema, pain and burning sensation may increase in case of prolonged application time or very high light intensity.
Affected Organisms
Humans and other mammals
Absorption In vitro, after 24 hours the mean cumulative absorption through human skin was 0.26% of the administered dose.
References
[Link]
Smits T, Moor AC: New aspects in photodynamic therapy of actinic keratoses. J Photochem Photobiol B. 2009 Sep 4;96(3):159-69. Epub 2009 Jun 13. [Pubmed]
External Links
Wikipedia
Drugs.com

REFERENCES

  • Link
  • Smits T, Moor AC: New aspects in photodynamic therapy of actinic keratoses. J Photochem Photobiol B. 2009 Sep 4;96(3):159-69. Epub 2009 Jun 13. Pubmed