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Details

Stereochemistry RACEMIC
Molecular Formula C37H42N4O2.2Cl.Sn
Molecular Weight 764.371
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge -4

SHOW SMILES / InChI
Structure of ROSTAPORFIN

SMILES

[Cl-].[Cl-].[SnH4].CCOC(=O)C1=CC2=C3[N-]C(=CC4=NC(=CC5=C(CC)C(C)=C([N-]5)C=C6N=C2C(C)=C6CC)C(C)=C4CC)[C@@H](C)[C@]13CC

InChI

InChIKey=DILGWZXJUXYRHF-QNVJIRAVSA-K
InChI=1S/C37H43N4O2.2ClH.Sn.2H/c1-10-23-19(6)29-17-33-25(12-3)21(8)34(40-33)26-15-27(36(42)43-14-5)37(13-4)22(9)30(41-35(26)37)18-32-24(11-2)20(7)28(39-32)16-31(23)38-29;;;;;/h15-18,22H,10-14H2,1-9H3,(H-,38,39,40,41,42);2*1H;;;/q-1;;;;;/p-3/t22-,37-;;;;;/m1...../s1

HIDE SMILES / InChI

Molecular Formula Cl
Molecular Weight 35.453
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Sn
Molecular Weight 118.71
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C37H42N4O2
Molecular Weight 574.755
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Rostaporfin (SnET2, Purlytin, REM-001), a second generation photosensitizer drug, that was developed as part of Miravant's PhotoPoint photodynamic therapy (PDT) program, for the potential treatment of wet age-related macular degeneration (AMD). It was found a red light with a wavelength of 664 nm activated the drug. It is injected into the patient, where it distributed and selectively bound to plasma lipoproteins, which were produced in high concentrations by hyperproliferating cells such as cancer cells. In January 2002, results of phase III trials indicated that rostaporfin had not met the primary efficacy endpoint for the wet form of AMD. In addition, rostaporfin has been studied in phase 2 and/or Phase 3 clinical trials in cutaneous metastatic breast cancer (CMBC). It was shown that the drug was able to reduce or eliminate a substantial number of treated CMBC tumors. On March 1, 2018, Adgero Biopharmaceuticals Holdings, Inc. announced that the U.S. Food and Drug Administration (“FDA”) has granted Orphan Drug Designation to REM-001 (rostaporfin), for the treatment of Basal Cell Carcinoma Nevus Syndrome (“BCCNS”). BCCNS is a rare but serious condition with few available therapies and many patients lack treatment options.

Approval Year

PubMed

PubMed

TitleDatePubMed
Rostaporfin (Miravant Medical Technologies).
2002 Feb

Sample Use Guides

Each patient underwent a single photodynamic therapy session in which 1.2 mg/kg of the drug tin ethyl etiopurpurin (Purlytin) was injected and followed 24 hours later by laser light treatment at 660 +/- 3 nm (at 150 mW/cm2 for a total light dose of 200 J/cm2).
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:51 GMT 2023
Edited
by admin
on Fri Dec 15 15:39:51 GMT 2023
Record UNII
466G63QE7G
Record Status Validated (UNII)
Record Version
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Name Type Language
ROSTAPORFIN
INN   MART.   MI   USAN  
INN   USAN  
Official Name English
ROSTAPORFIN [USAN]
Common Name English
rostaporfin [INN]
Common Name English
PHOTREX
Brand Name English
(OC-6-13)-DICHLORO(REL-ETHYL(18R,19S)-3,4,20,21-TETRADEHYDRO-4,9,14,19-TETRAETHYL-18,19-DIHYDRO-3,8,13,18-TETRAMETHYL-20-PHORBINECARBOXYLATO(2-)-.KAPPA.N(SUP 23), .KAPPA.N(SUP 24), .KAPPA.N(SUP 25), .KAPPA.N(SUP 26))TIN
Common Name English
TIN, DICHLORO(REL-ETHYL (18R,19S)-3,4,20,21-TETRADEHYDRO-4,9,14,19-TETRAETHYL-18,19-DIHYDRO-3,8,13,18-TETRAMETHYL-20-PHORBINECARBOXYLATO(2-)-.KAPPA.N23,.KAPPA.N24,.KAPPA.N25,.KAPPA.N26)-, (OC-6-13)-
Systematic Name English
ROSTAPORFIN [MI]
Common Name English
PURLYTIN
Brand Name English
TIN ETHYL ETIOPURPURIN
Common Name English
SNET-2
Code English
ROSTAPORFIN [MART.]
Common Name English
SNET2
Code English
TIN, DICHLORO(REL-ETHYL(18R,19S)-3,4,20,21-TETRADEHYDRO-4,9,14,19-TETRAETHYL-18,19-DIHYDRO-3,8,13,18-TETRAMETHYL-20-PHORBINECARBOXYLATO(2-)-.KAPPA.-N(SUP 23),-.KAPPA.-N(SUP 24),-.KAPPA.-N(SUP 25),-.KAPPA.-N(SUP 26))-, (OC-6-13)-
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 168703
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
FDA ORPHAN DRUG 620517
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
NCI_THESAURUS C1420
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C171132
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
SMS_ID
300000034364
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
INN
7966
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
FDA UNII
466G63QE7G
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
CAS
284041-10-7
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
MERCK INDEX
m9671
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB06659
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
MESH
C063166
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
USAN
KK-52
Created by admin on Fri Dec 15 15:39:51 GMT 2023 , Edited by admin on Fri Dec 15 15:39:51 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY