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Details

Stereochemistry RACEMIC
Molecular Formula C17H9Cl2FN4O2
Molecular Weight 391.183
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LETRAZURIL

SMILES

FC1=CC=C(C=C1)C(C#N)C2=C(Cl)C=C(C=C2Cl)N3N=CC(=O)NC3=O

InChI

InChIKey=XQKYUBTUOHHNDV-UHFFFAOYSA-N
InChI=1S/C17H9Cl2FN4O2/c18-13-5-11(24-17(26)23-15(25)8-22-24)6-14(19)16(13)12(7-21)9-1-3-10(20)4-2-9/h1-6,8,12H,(H,23,25,26)

HIDE SMILES / InChI
Letrazuril is the p-fluoro analogue of diclazuril, a benzeneacetonitrile which is active against Eimeria spp., the causative agent of coccidiosis in poultry. Letrazuril is better absorbed and unlike diclazuril produces detectable plasma drug levels in humans following oral administration. In experimental studies on neonatal mice infected with Cryptosporidium parvum, oral administration of letrazuril for 4 days reduced stool oocyst counts by 95-98%, with complete clearing of oocysts from the stool in 47% of animals receiving the higher dose. Letrazuril has the potential to be an effective agent in the treatment of AIDS-related Cryptosporidiosis, without associated major toxicity. Severely immunocompromised AIDS patients with refractory cryptosporidiosis may show a modest, short-lived response to letrazuril. Letrazuril had been in phase I clinical trials for the treatment of cryptosporidiosis. However, this study was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pilot studies of azithromycin, letrazuril and paromomycin in the treatment of cryptosporidiosis.
1997-02
Treatment with letrazuril of refractory cryptosporidial diarrhea complicating AIDS.
1995-09-01
A phase I study of letrazuril in AIDS-related cryptosporidiosis.
1994-08
Successful treatment of AIDS-related cryptosporidial sclerosing cholangitis.
1993-11
Successful treatment of cryptosporidiosis in an AIDS patient with letrazuril.
1993-09
Letrazuril therapy for cryptosporidiosis: clinical response and pharmacokinetics.
1993-03

Sample Use Guides

50 to 100 mg daily for 6 weeks
Route of Administration: Oral
Name Type Language
(±)-(2,6-DICHLORO-4-(4,5-DIHYDRO-3,5-DIOXO-AS-TRIAZIN-2(3H)-YL)PHENYL)(P-FLUOROPHENYL)ACETONITRILE
Preferred Name English
LETRAZURIL
INN   MART.  
INN  
Official Name English
letrazuril [INN]
Common Name English
LETRAZURIL [MART.]
Common Name English
Code System Code Type Description
INN
6445
Created by admin on Mon Mar 31 19:17:19 GMT 2025 , Edited by admin on Mon Mar 31 19:17:19 GMT 2025
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EPA CompTox
DTXSID60869392
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NCI_THESAURUS
C170113
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ChEMBL
CHEMBL2104819
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FDA UNII
U8736VCB22
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EVMPD
SUB08443MIG
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SMS_ID
100000082594
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MESH
C080736
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PUBCHEM
59745
Created by admin on Mon Mar 31 19:17:19 GMT 2025 , Edited by admin on Mon Mar 31 19:17:19 GMT 2025
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DRUG BANK
DB12663
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CAS
103337-74-2
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