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Details

Stereochemistry ACHIRAL
Molecular Formula C20H20F2N4
Molecular Weight 354.3964
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIROLDINE

SMILES

FC1=C(NC2=NCCC2)C=CC(=C1)C3=CC(F)=C(NC4=NCCC4)C=C3

InChI

InChIKey=NHTMYQFUQFNSKL-UHFFFAOYSA-N
InChI=1S/C20H20F2N4/c21-15-11-13(5-7-17(15)25-19-3-1-9-23-19)14-6-8-18(16(22)12-14)26-20-4-2-10-24-20/h5-8,11-12H,1-4,9-10H2,(H,23,25)(H,24,26)

HIDE SMILES / InChI

Molecular Formula C20H20F2N4
Molecular Weight 354.3964
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Liroldine was found effective against both extraintestinal and intestinal amoebiasis in animal models. Its activity against hepatic infection in golden hamsters is comparable with that of different derivatives of nitroimidazoles used for human treatment. Against intestinal amoebiasis in Wistar rats, the activity was superior to nitroimidazoles and chloroquine. Paramomycin was comparable and diloxanide furoate was marginally superior. The comparative in vitro and in vivo studies with standard marketed drugs and liroldine indicate an excellent profile of the compound against experimental amoebiasis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antiamoebic activity of 3,3'-fluro-4,4'-di-(pyrrolidine-2-ylidene amino)-diphenyl (liroldine), against experimentally infected intestinal and hepatic amoebiasis.
1997 Jul
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:22:29 GMT 2023
Edited
by admin
on Fri Dec 15 16:22:29 GMT 2023
Record UNII
H7H9M0ICD7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LIROLDINE
INN  
INN  
Official Name English
2,2'-(3,3'-DIFLUORO-4,4'-BIPHENYLYLENE)DINITRILODIPYROLIDINE
Common Name English
liroldine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C254
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
Code System Code Type Description
FDA UNII
H7H9M0ICD7
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
SMS_ID
100000082543
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105098
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
MESH
C110499
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID40146951
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
INN
6013
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
EVMPD
SUB08531MIG
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
PUBCHEM
65887
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
CAS
105102-20-3
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
NCI_THESAURUS
C66020
Created by admin on Fri Dec 15 16:22:29 GMT 2023 , Edited by admin on Fri Dec 15 16:22:29 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY