LIROLDINE

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 Search

SMILES

FC1=CC(=CC=C1NC2=NCCC2)C3=CC=C(NC4=NCCC4)C(F)=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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9418378 | DOI: 10.2174/157340707780809590 | Milne, G.W.A. (2018) Drugs: Synonyms and Properties, retrieved from: https://books.google.ru/books?id=xUlaDwAAQBAJ

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

Title	Date	PubMed
Antiamoebic activity of 3,3'-fluro-4,4'-di-(pyrrolidine-2-ylidene amino)-diphenyl (liroldine), against experimentally infected intestinal and hepatic amoebiasis.	1997-07	9418378

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:26:22 GMT 2025` Edited by `admin` on `Mon Mar 31 18:26:22 GMT 2025`
Record UNII	H7H9M0ICD7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2,2'-(3,3'-DIFLUORO-4,4'-BIPHENYLYLENE)DINITRILODIPYROLIDINE

Preferred Name

English

LIROLDINE

Official Name

English

liroldine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C254