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Revision as of 16:33, 9 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 468946478 of page Methyl_aminolevulinate for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').  Latest revision as of 14:51, 10 June 2024 edit Marbletan (talk | contribs)Extended confirmed users5,418 edits no longer a stub 
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{{short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}}
{{Drugbox {{Drugbox
| Verifiedfields = changed | Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 462250156 | verifiedrevid = 470457959
| IUPAC_name = methyl 5-amino-4-oxo-pentanoate | IUPAC_name = Methyl 5-amino-4-oxopentanoate
| image = Methyl aminolevulinate.svg | image = Methyl aminolevulinate.svg

<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =
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| legal_status = | legal_status =
| routes_of_administration = | routes_of_administration =

<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
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| elimination_half-life = | elimination_half-life =
| excretion = | excretion =

<!--Identifiers--> <!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}} | CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 33320-16-0 | CAS_number = 33320-16-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 585NM85KYM
| ATC_prefix = L01 | ATC_prefix = L01
| ATC_suffix = XD03 | ATC_suffix = XD03
| ATC_supplemental = | ATC_supplemental =
| PubChem = 16052023 | PubChem = 157922
| DrugBank_Ref = {{drugbankcite|changed|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00992 | DrugBank = DB00992
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 13180320 | ChemSpiderID = 13180320
| ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = <!-- blanked - oldvalue: 1096562 --> | ChEMBL = 1096562
<!--Chemical data-->
| C=6 | H=11 | N=1 | O=3 | C=6 | H=11 | N=1 | O=3
| molecular_weight = 145.156 g/mol
| smiles = O=C(CC(N)C(=O)OC)C | smiles = O=C(CC(N)C(=O)OC)C
| InChI = 1/C6H11NO3/c1-4(8)3-5(7)6(9)10-2/h5H,3,7H2,1-2H3
| InChIKey = FLQHIIVXMKXKFT-UHFFFAOYAN
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H11NO3/c1-4(8)3-5(7)6(9)10-2/h5H,3,7H2,1-2H3 | StdInChI = 1S/C6H11NO3/c1-4(8)3-5(7)6(9)10-2/h5H,3,7H2,1-2H3
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| StdInChIKey = FLQHIIVXMKXKFT-UHFFFAOYSA-N | StdInChIKey = FLQHIIVXMKXKFT-UHFFFAOYSA-N
}} }}

'''Methyl aminolevulinate''' (MAL) is a drug used as a ] in ]. It is a ] that is metabolized to ]. It is marketed as '''Metvix'''.

Metvix cream is applied topically and some time later the skin is illuminated with a proprietary red light (630&nbsp;nm) source (medical lamp 'Aktilite') to activate the photosensitiser.

Metvix is developed by ] and ] has bought all rights to Metvix.<ref>{{cite web|url=http://photocure.com/NEWS/newcontainer/Photocure-divests-Metvix-to-Galderma-for-EUR-51-million/ |title= Photocure Divests Metvix to Galderma for EUR 51 Million |access-date=2010-09-10 |url-status=dead |archive-url=https://web.archive.org/web/20110207120321/http://photocure.com/NEWS/newcontainer/Photocure-divests-Metvix-to-Galderma-for-EUR-51-million/ |archive-date=2011-02-07 }}</ref>

==Approvals and indications==
] with Metvix one week after exposure. Patient has light skin and blue eyes.]]
Methyl aminolevulinate is approved in New Zealand for treatment of ].<ref>{{cite web | vauthors = Ngan V | date = 2003 | url = http://dermnetnz.org/procedures/metvix-pdt.html | title = Methyl aminolevulinate photodynamic therapy (MAL PDT) | work = DermNet NZ }}</ref>

It is now approved in many countries and has been used to treat non-melanoma ] (including ]).<ref>{{cite web | title = New 5 Year Metvix-PDT Data Demonstrate Long-Term Efficacy & Reliability For NM Skin Cancer Treatment | url = https://www.eurekalert.org/pub_releases/2006-01/shi-n5y013106.php | date = 2006 | work = EurekAlert! }}</ref>

It has some advantages over ].<ref name="pmid19682322">{{cite journal | vauthors = O'Connor AE, Gallagher WM, Byrne AT | title = Porphyrin and nonporphyrin photosensitizers in oncology: preclinical and clinical advances in photodynamic therapy | journal = Photochemistry and Photobiology | volume = 85 | issue = 5 | pages = 1053–74 | date = 2009 | pmid = 19682322 | doi = 10.1111/j.1751-1097.2009.00585.x | s2cid = 205950773 | doi-access = free }}</ref>

It has been reported as controversial in some quarters, with severe pain allegedly being experienced by some patients. <ref>{{cite web | title = Concerns raised over ALA skin cancer cream as patients recount 'horrendous' pain | url = http://www.abc.net.au/news/2013-11-16/concerns-raised-over-side-effects-of-skin-cancer-cream/5096496 | date = 16 November 2013 | publisher = Australian Broadcasting Corporation }}</ref>

==References==
{{Reflist}}

{{Chemotherapeutic agents}}

{{DEFAULTSORT:Methyl Aminolevulinate}}
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