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Details

Stereochemistry ABSOLUTE
Molecular Formula C61H63N9O17S4.4Na
Molecular Weight 1414.422
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of PAFOLACIANINE SODIUM

SMILES

[Na+].[Na+].[Na+].[Na+].CC1(C)\C(=C/C=C2\CCCC(\C=C\C3=[N+](CCCCS([O-])(=O)=O)C4=C(C=C(C=C4)S([O-])(=O)=O)C3(C)C)=C2OC5=CC=C(C[C@H](NC(=O)C6=CC=C(NCC7=NC8=C(N=C7)N=C(N)NC8=O)C=C6)C([O-])=O)C=C5)N(CCCCS([O-])(=O)=O)C9=C1C=C(C=C9)S([O-])(=O)=O

InChI

InChIKey=LRVBSDMJFVZFHH-NFVAJSDSSA-J
InChI=1S/C61H67N9O17S4.4Na/c1-60(2)46-33-44(90(81,82)83)22-24-49(46)69(28-5-7-30-88(75,76)77)51(60)26-16-38-10-9-11-39(17-27-52-61(3,4)47-34-45(91(84,85)86)23-25-50(47)70(52)29-6-8-31-89(78,79)80)54(38)87-43-20-12-37(13-21-43)32-48(58(73)74)66-56(71)40-14-18-41(19-15-40)63-35-42-36-64-55-53(65-42)57(72)68-59(62)67-55;;;;/h12-27,33-34,36,48H,5-11,28-32,35H2,1-4H3,(H9-,62,63,64,66,67,68,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86);;;;/q;4*+1/p-4/t48-;;;;/m0..../s1

HIDE SMILES / InChI

Molecular Formula C61H63N9O17S4
Molecular Weight 1322.463
Charge -4
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 3
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

OTL-0038 or OTL-38, a fluorescent-labelled folate receptor-α (FRα) targeted imaging agent that accumulates in vivo in tumor cells expressing FR. OTL38 is currently in ongoing Phase 3 clinical trial in ovarian cancer and successfully completed phase 2 clinical trial in lung cancer. OTL38 is being evaluated for its ability to help surgeons locate and remove hard-to-find cancerous lesions that are often widespread. In 2014, the OTL-38 molecule was granted orphan drug status which can be given to the maker of a drug that treats rare conditions or diseases and offers protection from competition for a period of time. In addition, OTL-38 was studied in phase II clinical trials in the Netherlands for the diagnosis of endometriosis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and composition of amino acid linking groups conjugated to compounds used for the targeted imaging of tumors: a patent evaluation of US20160011199A1.
2016 Nov
Folate receptor-α targeted near-infrared fluorescence imaging in high-risk endometrial cancer patients: a tissue microarray and clinical feasibility study.
2018 Jan 2

Sample Use Guides

0.025 mg/kg of OTL38 (OTL-0038) in 250ml D5W infused intravenously over 60 minutes
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:30:40 UTC 2023
Edited
by admin
on Sat Dec 16 10:30:40 UTC 2023
Record UNII
4HUF3V875C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PAFOLACIANINE SODIUM
USAN  
Official Name English
PAFOLACIANINE SODIUM [USAN]
Common Name English
3H-INDOLIUM, 2-(2-(2-(4-((2S)-2-((4-(((2-AMINO-3,4-DIHYDRO-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)AMINO)-2-CARBOXYETHYL)PHENOXY)-3-(2-(1,3-DIHYDRO-3,3-DIMETHYL-5-SULFO-1-(4-SULFOBUTYL)-2H-INDOL-2-YLIDENE)ETHYLIDENE)-1-CYCLOHEXEN-1-YL)ETHENYL)-3,3-DIMETH
Systematic Name English
OTL38 TETRASODIUM
Code English
CYTALUX
Brand Name English
OTL0038 TETRASODIUM
Code English
Pafolacianine tetrasodium
Common Name English
OTL-0038 TETRASODIUM
Code English
Pafolacianine tetrasodium [WHO-DD]
Common Name English
OTL-38 TETRASODIUM
Code English
2-(2-(2-(4-((2S)-2-(4-(((2-AMINO-4-OXO-3,4-DIHYDROPTERIDIN-6-YL)METHYL)AMINO)BENZAMIDO)-2-CARBOXYETHYL)PHENOXY)-3-(2-(3,3-DIMETHYL-5-SULFO-1-(4-SULFOBUTYL)-1,3-DIHYDRO-2H-INDOL-2-YLIDENE)ETHYLIDENE)CYCLOHEX-1-EN-1-YL)ETHENYL)-3,3-DIMETHYL-5-SULFO-1-(4-SU
Systematic Name English
Code System Code Type Description
CAS
1628858-03-6
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
USAN
HI-70
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
RXCUI
2586858
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
PUBCHEM
135564971
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
SMS_ID
300000028916
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
DAILYMED
4HUF3V875C
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
FDA UNII
4HUF3V875C
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
NCI_THESAURUS
C175835
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
PRIMARY
CAS
1628423-78-8
Created by admin on Sat Dec 16 10:30:41 UTC 2023 , Edited by admin on Sat Dec 16 10:30:41 UTC 2023
NON-SPECIFIC STOICHIOMETRY
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ACTIVE MOIETY