Porfimer sodium

{{short description|Pharmaceutical drug}}

{{Drugbox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 464210732

| IUPAC_name =

| image = Porfimer Sodium.png

| width = 300

| tradename = Photofrin

| Drugs.com = {{drugs.com|CDI|porfimer_sodium}}

| licence_EU = yes

| licence_US = Photofrin

| pregnancy_AU =

| pregnancy_US = C

| legal_AU =

| legal_UK =

| legal_US = Rx-only

| routes_of_administration = Intravenous

| bioavailability = NA

| protein_bound = ~90%

| metabolism =

| elimination_half-life = 21.5 days (mean)

| excretion = Fecal

| CAS_number_Ref = {{cascite|correct|CAS}}

| CAS_number = 87806-31-3

| index2_label = ethyl ether

| CAS_number2_Ref = {{cascite|correct|CAS}}

| CAS_number2 = 97067-70-4

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = 625J2HS54G

| CAS_supplemental =

| ATC_prefix = L01

| ATC_suffix = XD01

| ATC_supplemental =

| PubChem = 57166

| DrugBank_Ref = {{drugbankcite|changed|drugbank}}

| DrugBank = DB00707

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10482283

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = Y3834SIK5F

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1201707

| C=68 | H=74 | N=8 | O=11

| chemical_formula_comment = (for n=0)

| molecular_weight = 1179.36 g/mol (for n=0)

| smiles = [Na+].CC(O)C1=C(C)C=2C=C5NC(=CC4=NC(=CC=3NC(C=C1N=2)=C(C)C=3CCC(O)=O)C(CCC(O)=O)=C4C)C(C)=C5C(C)OC(C)C6=C(C)C=7C=C%10NC(=CC9=NC(=CC=8NC(C=C6N=7)=C(C)C=8CCC(O)=O)C(CCC(O)=O)=C9C)C(C)=C%10C(C)O

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C68H74N8O11.Na/c1-29-41(13-17-61(79)80)53-28-56-44(16-20-64(85)86)32(4)48(72-56)24-59-68(36(8)52(76-59)25-58-65(37(9)77)33(5)49(73-58)21-45(29)69-53)40(12)87-39(11)67-35(7)50-22-46-30(2)42(14-18-62(81)82)54(70-46)27-55-43(15-19-63(83)84)31(3)47(71-55)23-57-66(38(10)78)34(6)51(74-57)26-60(67)75-50;/h21-28,37-40,71-73,75,77-78H,13-20H2,1-12H3,(H,79,80)(H,81,82)(H,83,84)(H,85,86);/q;+1/b45-21-,46-22-,47-23-,48-24-,49-21-,50-22-,51-26-,52-25-,53-28-,54-27-,55-27-,56-28-,57-23-,58-25-,59-24-,60-26-;

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = CGQHMICGJYKFFJ-ZLJVSRBASA-N

}}

Porfimer sodium, sold as Photofrin, is a photosensitizer used in photodynamic therapy and radiation therapy and for palliative treatment of obstructing endobronchial non-small cell lung carcinoma and obstructing esophageal cancer.

Porfimer is a mixture of oligomers formed by ether and ester linkages of up to eight porphyrin units.{{cite web |url=http://www.accessdata.fda.gov/drugsatfda_docs/label/2008/020451s019lbl.pdf |archive-url=https://web.archive.org/web/20121016140123/http://www.accessdata.fda.gov/drugsatfda_docs/label/2008/020451s019lbl.pdf |url-status=dead |archive-date=October 16, 2012 |title=Porfimer injection Prescribing information}} In practice, a red light source emitting at 630 nm is used to excite the Porfimer oligomers.{{cite journal | vauthors = Usuda J, Kato H, Okunaka T, Furukawa K, Tsutsui H, Yamada K, Suga Y, Honda H, Nagatsuka Y, Ohira T, Tsuboi M, Hirano T | display-authors = 6 | title = Photodynamic therapy (PDT) for lung cancers | journal = Journal of Thoracic Oncology | volume = 1 | issue = 5 | pages = 489–93 | date = June 2006 | pmid = 17409904 | doi = 10.1016/S1556-0864(15)31616-6 | doi-access = free }}

Porfimer is Haematoporphyrin Derivative (HpD) (See PDT).

Approvals and indications

It was approved in Canada in 1993 for the treatment of bladder cancer.

It was approved in Japan in 1994 (for early stage lung cancer?).

It was approved by the U.S. FDA in December 1995 for esophageal cancer, and in 1998, it was approved for the treatment of early non-small cell lung cancer.

In August 2003 the FDA approved its use for Barrett's esophagus.{{cite web |url=http://www.accessdata.fda.gov/psn/printer-full.cfm?id=24 |archive-url=https://web.archive.org/web/20101019161253/http://www.accessdata.fda.gov/psn/printer-full.cfm?id=24 |url-status=dead |archive-date=October 19, 2010 |title=FDA Patient Safety News: Show #20, October 2003 |date=October 2003 |access-date=2009-08-17}}

References

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