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Details

Stereochemistry ACHIRAL
Molecular Formula C3H2N4S
Molecular Weight 126.14
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMITIVIR

SMILES

N#CNC1=NN=CS1

InChI

InChIKey=YUCHAYRHHXJNQK-UHFFFAOYSA-N
InChI=1S/C3H2N4S/c4-1-5-3-7-6-2-8-3/h2H,(H,5,7)

HIDE SMILES / InChI

Molecular Formula C3H2N4S
Molecular Weight 126.14
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Amitivir [LY217896], an amino thiadiazole derivative, is an inhibitor of the enzyme inosine monophosphate dehydrogenase. Amitivir has activity against several influenza A and B viruses. Amitivir possesses broad antiviral activity in vitro and in animal models against or thomyxo-and paramyxoviruses. In phase I studies with healthy volunteers, single doses of up to 500 mg were well tolerated and had predictable pharmacokinetics. Oral LY217896 was in trial for prevention of experimental influenza A virus infection and illness in humans. LY217896 was associated with asymptomatic rises in serum uric acid levels and was ineffective in modifying the virologic or clinical course of experimental influenza A (H1N1) virus infection. Amitivir development was discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Evaluation of the anti-influenza virus activities of 1,3,4-thiadiazol-2-ylcyanamide (LY217896) and its sodium salt.
1990 Nov
Biotransformation of the antiviral agent 1,3,4-thiadiazol-2-ylcyanamide (LY217896) and characteristics of a mesoionic ribose metabolite.
1993 Jan-Feb
Oral LY217896 for prevention of experimental influenza A virus infection and illness in humans.
1994 May
Patents

Sample Use Guides

The efficacy and safety of oral LY217896 for prevention of experimental influenza A/Kawasaki/86 (H1N1) virus infection were assessed in susceptible males randomly assigned to receive LY217896 (75 mg) or placebo once daily for 7 days beginning 24 h prior to viral challenge.
Route of Administration: Oral
In Vitro Use Guide
In nondividing confluent MDCK cells, the 50% inhibitory concentration of LY217896 ranged from 0.37 to 1.19 ug/ml against various strains of influenza A virus and from 0.75 to 1.54 ug/ml against various strains of influenza B virus, with no apparent cytotoxicity.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:34:43 GMT 2023
Edited
by admin
on Fri Dec 15 16:34:43 GMT 2023
Record UNII
R4KR9A9165
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMITIVIR
INN   USAN  
USAN   INN  
Official Name English
amitivir [INN]
Common Name English
AMITIVIR [USAN]
Common Name English
1,3,4-THIADIAZOLE-2-CARBAMONITRILE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2087
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
NCI_THESAURUS C281
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
Code System Code Type Description
FDA UNII
R4KR9A9165
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
PUBCHEM
65912
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104066
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
INN
6963
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
USAN
CC-89
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
SMS_ID
100000087422
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
NCI_THESAURUS
C73194
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
EVMPD
SUB05460MIG
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
CAS
111393-84-1
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID70149637
Created by admin on Fri Dec 15 16:34:43 GMT 2023 , Edited by admin on Fri Dec 15 16:34:43 GMT 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
TARGET ORGANISM->INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY