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Chemistry

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Also known as: Laserphyrin, 220201-34-3, Taporfin sodium, Mono-l-aspartyl chlorin e6, Npe6, Ls-11
Molecular Formula
C38H37N5Na4O9
Molecular Weight
799.7  g/mol
InChI Key
JLWROAPZCOJYGT-OBJGRMLXSA-J
FDA UNII
L63605PZ70

Talaporfin
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. (NCI04)
1 2D Structure

Talaporfin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
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
2.1.2 InChI
InChI=1S/C38H41N5O9.4Na/c1-7-20-16(3)24-12-26-18(5)22(9-10-32(45)46)35(42-26)23(11-31(44)41-30(37(49)50)15-33(47)48)36-34(38(51)52)19(6)27(43-36)14-29-21(8-2)17(4)25(40-29)13-28(20)39-24;;;;/h7,12-14,18,22,30,39-40H,1,8-11,15H2,2-6H3,(H,41,44)(H,45,46)(H,47,48)(H,49,50)(H,51,52);;;;/q;4*+1/p-4/t18-,22-,30-;;;;/m0..../s1
2.1.3 InChI Key
JLWROAPZCOJYGT-OBJGRMLXSA-J
2.1.4 Canonical SMILES
CCC1=C(C2=CC3=C(C(=C(N3)C=C4C(C(C(=N4)C(=C5C(=C(C(=N5)C=C1N2)C)C(=O)[O-])CC(=O)NC(CC(=O)[O-])C(=O)[O-])CCC(=O)[O-])C)C)C=C)C.[Na+].[Na+].[Na+].[Na+]
2.1.5 Isomeric SMILES
CCC1=C(C2=CC3=C(C(=C(N3)C=C4[C@H]([C@@H](C(=N4)C(=C5C(=C(C(=N5)C=C1N2)C)C(=O)[O-])CC(=O)N[C@@H](CC(=O)[O-])C(=O)[O-])CCC(=O)[O-])C)C)C=C)C.[Na+].[Na+].[Na+].[Na+]
2.2 Other Identifiers
2.2.1 UNII
L63605PZ70
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Laserphyrin

2. Mono-l-aspartyl Chlorin E6

3. Monoaspartyl Chlorin E6

4. N-aspartyl Chlorin E6

5. N-aspartylchlorin E6

6. Npe6

7. Talaporfin

2.3.2 Depositor-Supplied Synonyms

1. Laserphyrin

2. 220201-34-3

3. Taporfin Sodium

4. Mono-l-aspartyl Chlorin E6

5. Npe6

6. Ls-11

7. Talaporfin Sodium [usan]

8. Talaporfin Tetrasodium Salt

9. Me-2906

10. L63605pz70

11. Me 2906

12. 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

13. 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

14. Aptocine

15. L-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 Salt

16. Talaporfinsodium

17. Laserphyrin (tn)

18. Ls 11 (photosensitizer)

19. Ls11

20. Talaporfin Sodium (jan/usan)

21. Talaporfin Sodium [jan]

22. Chembl2107806

23. Unii-l63605pz70

24. Dtxsid70420519

25. Talaporfin Sodium [mart.]

26. Talaporfin Sodium [who-dd]

27. Me2906

28. At34139

29. Talaporfin Tetrasodium Salt [mi]

30. D01985

31. Q27282754

32. 220680-62-6

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 799.7 g/mol
Molecular Formula C38H37N5Na4O9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count8
Exact Mass799.21820490 g/mol
Monoisotopic Mass799.21820490 g/mol
Topological Polar Surface Area247 Ų
Heavy Atom Count56
Formal Charge0
Complexity1340
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count5
4 Drug and Medication Information
4.1 Drug Indication

Investigated for use/treatment in macular degeneration.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)


Photosensitizing Agents

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)


5.2 Mechanism of Action

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).


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Talaporfin Manufacturers | Traders | Suppliers

Talaporfin Manufacturers, Traders, Suppliers 1
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We have 2 companies offering Talaporfin

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  1. LIGHT SCIENCES ONCOLOGY INC
  2. Meiji Seika Pharma
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