Talaporfin sodium

HCID 5488036
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Basic information

CAS
220201-34-3
Standard SMILES
C=Cc1c(C)c2cc3nc(c(CC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])c4nc(cc5[nH]c(cc1[nH]2)c(C)c5CC)C(C)=C4C(=O)[O-])[C@@H](CCC(=O)[O-])[C@@H]3C.[Na+].[Na+].[Na+].[Na+]
InChIKey
JLWROAPZCOJYGT-OBJGRMLXSA-J
Molecular formula
C38H37N5Na4O9
Average molar mass
799.7 g/mol
Monoisotopic mass
799.21820488

Overview

LS11(talaporfin sodium) is an agent consisting of chlorin e6, derived from chlorophyll, and L-aspartic acid with photosensitizing activity. After intratumoral activation by light emitting diodes, taporfin sodium forms an extended high energy conformational state that generates singlet oxygen, resulting in free radical-mediated cell death. It is used to treat many kinds of cancers.

Names & identifiers

Preferred name
Talaporfin sodium
IUPAC
tetrasodium;(2S)-2-[[2-[(2S,3S)-7-carboxylato-3-(2-carboxylatoethyl)-17-ethenyl-12-ethyl-2,8,13,18-tetramethyl-2,3,23,24-tetrahydroporphyrin-5-yl]acetyl]amino]butanedioate
English name
Talaporfin sodium
Molecular formula
C38H42N5NaO9
Molecular weight
735.77

Names & synonyms

Talaporfin sodiumLaserphyrin220201-34-3Taporfin sodiumNPe6Talaporfin (sodium salt)LS-11Mono-L-aspartyl chlorin e6Talaporfin sodium [USAN]Talaporfin tetrasodium saltME-2906tetrasodium;(2S)-2-[[2-[(2S,3S)-7-carboxylato-3-(2-carboxylatoethyl)-17-ethenyl-12-ethyl-2,8,13,18-tetramethyl-2,3,23,24-tetrahydroporphyrin-5-yl]acetyl]amino]butanedioate
Show more names
ME2906D01985Talaporfin sodiuM saltTalaporfin sodium (jan/usan)Mono-L-Aspartyl Chlorin e6 Tetrasodium Salt (NPe6)
L63605PZ70ME 2906L-Aspartic acid, N-(((7S,8S)-3-carboxy-7-(2-carboxyethyl)-13-ethenyl-18-ethyl-7,8-dihydro-2,8,12,17-tetramethyl-21H,23H-porphin-5-yl)acetyl)-, tetrasodium saltTetrasodium (2S)-2-((((7S,8S)-3-carboxylato-7-(2-carboxylatoethyl)-13-ethenyl-18-ethyl-2,8,12,17-tetramethyl-7,8-dihydroporphyrin-5-yl)acetyl)amino)butanedioateAptocineTalaporfinsodiumLaserphyrin (TN)Tetrasodium (2S)-2-[[[(7S,8S)-3-carboxylato-7-(2-carboxylatoethyl)-13-ethenyl-18-ethyl-2,8,12,17-tetramethyl-7,8-dihydroporphyrin-5-yl]acetyl]amino]butanedioate

Database identifiers

CAS
220201-34-3、220680-62-6
PubChem CID
5488036
DTXSID
DTXSID70420519
UNII
L63605PZ70

Properties

Computed structural properties

Topological polar surface area
247 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
11
Rotatable bonds
8
Heavy atoms
56

Physicochemical properties

storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility
2 · DMSO:2.0(Max Conc. mg/mL);2.5(Max Conc. mM)Water:50.0(Max Conc. mg/mL);62.52(Max Conc. mM)
form
A solid
color
Purple to black
SMILES
O=C(C[C@H](NC(C/C1=C2[C@@H](CCC(O[Na])=O)[C@H](C)C(/C=C3N/C(C(C=C)=C\3C)=C\C4=N/C(C(CC)=C4C)=C\C5=C(C(C(O[Na])=O)=C1N5)C)=N\2)=O)C(O[Na])=O)O[Na]
NCI Dictionary of Cancer Terms
talaporfin sodium

Safety & regulation

Safety data

wgk
WGK 3
Storage Class
11 - Combustible Solids

Chemistry & industry

Pharmacology

Mechanism of Action · 1 item

Light Sciences Oncology (LSO) aims to en-light-en cancer patients. Light Sciences has developed Light Infusion Therapy (Litx) which is a novel treatment for solid tumors. The therapy involves inserting a flexible light-emitting diode (LED) into a tumor, followed by an injection of LS11 (talaporfin sodium), a light-activated drug. Once the LED activates LS11, molecular oxygen is converted into singlet oxygen, killing tissue within the LED's scope and shutting down the blood supply to the area. The treatment is designed for use on three types of cancers: hepatoma (liver cancer), metastatic colorectal cancer, and Gioma (brain tumor).

Applications

UsesTalaporfin sodium is photosensitizer for use in photodynamic therapy to destroy tumor tissue.

Suppliers24 total

成都健腾生物技术有限公司028-85159085 · [email protected]
武汉布林科技有限公司3456065315 13260619011 · [email protected]
陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]
上海先辉医药科技有限公司13564796979; 13564796979 · [email protected]
上海喀露蓝科技有限公司18149758185 18149758185 · [email protected]

Related reactions

1 records
New reaction record

Compound notes

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