U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H17N3O5.2Na
Molecular Weight 377.3028
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OGLUFANIDE SODIUM

SMILES

[Na+].[Na+].N[C@@H](CCC([O-])=O)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C([O-])=O

InChI

InChIKey=GDLPAGOVHZLZEK-JBUFHSOLSA-L
InChI=1S/C16H19N3O5.2Na/c17-11(5-6-14(20)21)15(22)19-13(16(23)24)7-9-8-18-12-4-2-1-3-10(9)12;;/h1-4,8,11,13,18H,5-7,17H2,(H,19,22)(H,20,21)(H,23,24);;/q;2*+1/p-2/t11-,13-;;/m0../s1

HIDE SMILES / InChI
Oglufanide, an angiogenesis inhibitor, an immunomodulator, that originally was developed and registered in Russia under the brand name timogen. Oglufanide inhibits vascular endothelial growth factor (VEGF), which may inhibit angiogenesis. This agent has also been reported to stimulate the immune response to hepatitis C virus and intracellular bacterial infections. Oglufanide was studied in the USA for the treatment of cancer, and in September 2001, it was granted Orphan Drug designation for the treatment of ovarian cancer. In addition, in Australia this drug was involved in phase II clinical trial for the treatment of hepatitis C. Oglufanide is also participated in phase III trials for patients with Kaposi's sarcoma, however, this study was discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Oral absorption enhancement of dipeptide L-Glu-L-Trp-OH by lipid and glycosyl conjugation.
2008
The effects of the EW dipeptide optical and chemical isomers on the CFU-S population in intact and irradiated mice.
2007-03
Effects of structural and "mixed" isomers of Glu-Trp dipeptide on normal hemopoietic stem cells.
2006-02
[Conjugates of 2',3'-didehydro-3'-deoxythymidine with thymogen. Synthesis and anti-HIV activity].
1999-07
Name Type Language
OGLUFANIDE DISODIUM
USAN   WHO-DD  
USAN  
Preferred Name English
OGLUFANIDE SODIUM
Common Name English
L-.ALPHA.-GLUTAMYL-L-TRYPTOPHAN, DISODIUM SALT
Common Name English
GLUFANIDE DISODIUM
Common Name English
Oglufanide disodium [WHO-DD]
Common Name English
Oglufanide sodium [WHO-DD]
Common Name English
OGLUFANIDE DISODIUM [USAN]
Common Name English
IM862
Code English
L-TRYPTOPHAN,L-.ALPHA.-GLUTAMYL-, DISODIUM SALT
Common Name English
IM-862
Code English
Classification Tree Code System Code
NCI_THESAURUS C1742
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
FDA ORPHAN DRUG 147901
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
NCI_THESAURUS C308
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
Code System Code Type Description
ChEMBL
CHEMBL2111029
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
MESH
C060736
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
PUBCHEM
158780
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
DRUG BANK
DBSALT002546
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
NCI_THESAURUS
C2558
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
CAS
237068-57-4
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
FDA UNII
Q60AU1LLNU
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
SMS_ID
100000153087
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
EPA CompTox
DTXSID50178369
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
EVMPD
SUB126902
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY
USAN
LL-93
Created by admin on Mon Mar 31 18:33:00 GMT 2025 , Edited by admin on Mon Mar 31 18:33:00 GMT 2025
PRIMARY