REDAPORFIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C48H38F8N8O8S4
Molecular Weight	1135.111
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNS(=O)(=O)C1=CC=C(F)C(=C1F)C2=C3CCC(=N3)C(=C4NC(C=C4)=C(C5=NC(CC5)=C(C6=CC=C2N6)C7=C(F)C(=CC=C7F)S(=O)(=O)NC)C8=C(F)C(=CC=C8F)S(=O)(=O)NC)C9=C(F)C(=CC=C9F)S(=O)(=O)NC

InChI

InChIKey=CKRVBMUJCFKRND-ZXWMLXKTSA-N

InChI=1S/C48H38F8N8O8S4/c1-57-73(65,66)33-17-5-21(49)37(45(33)53)41-25-9-11-27(61-25)42(38-22(50)6-18-34(46(38)54)74(67,68)58-2)29-13-15-31(63-29)44(40-24(52)8-20-36(48(40)56)76(71,72)60-4)32-16-14-30(64-32)43(28-12-10-26(41)62-28)39-23(51)7-19-35(47(39)55)75(69,70)59-3/h5-9,11,14,16-20,57-61,64H,10,12-13,15H2,1-4H3/b41-25+,41-26+,42-27+,42-29+,43-28+,43-30+,44-31+,44-32+

HIDE SMILES / InChI

Description
Sources: https://www.cancer.gov/publications/dictionaries/cancer-drug/def/photosensitizer-luz-11 | https://www.luzitin.pt/luz11.php

F2BMET (redaporfin or LUZ11), a fluorinated sulfonamide bacteriochlorin, is photosensitizer, with antineoplastic activity upon photodynamic therapy. F2BMET is a third generation bacteriochlorin molecule which has a greater ability to absorb light and convert it into active molecular species (reactive oxygen species), better depth penetration, and improved efficacy. F2BMET has promising Phase I/IIA POC clinical data in advanced head and neck cancer which clearly reinforces the favorable results from non-clinical studies. It has received Orphan Drug Designation (ODD) from EMA in Europe for Biliary tract cancer.

Originator

Approval Year

PubMed

Title	Date	PubMed
The role of strong hypoxia in tumors after treatment in the outcome of bacteriochlorin-based photodynamic therapy.	2014 Aug	24835769
Design of Pluronic-Based Formulation for Enhanced Redaporfin-Photodynamic Therapy against Pigmented Melanoma.	2016 Aug 31	27492026

Name

Type

Language

REDAPORFIN

Official Name

English

3,3',3'',3'''-(7,8,17,18-TETRAHYDROPORPHYRIN-5,10,15,20-TETRAYL)TETRAKIS(2,4-DIFLUORO-N-METHYLBENZENESULFONAMIDE)

Systematic Name

English

BENZENESULFONAMIDE, 3,3',3'',3'''-(7,8,17,18-TETRAHYDRO-21H,23H-PORPHINE-5,10,15,20-TETRAYL)TETRAKIS(2,4-DIFLUORO-N-METHYL-

Systematic Name

English

Redaporfin [WHO-DD]

Common Name

English

F2BMET

Common Name

English

redaporfin [INN]

Common Name

English

LUZ-11

Code

English

Classification Tree Code System Code

EU-Orphan Drug

EU/3/15/1470