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Details

Stereochemistry ACHIRAL
Molecular Formula C25H34N2O3
Molecular Weight 410.5491
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TILORONE

SMILES

CCN(CC)CCOC1=CC=C2C(=C1)C(=O)C3=C2C=CC(OCCN(CC)CC)=C3

InChI

InChIKey=MPMFCABZENCRHV-UHFFFAOYSA-N
InChI=1S/C25H34N2O3/c1-5-26(6-2)13-15-29-19-9-11-21-22-12-10-20(30-16-14-27(7-3)8-4)18-24(22)25(28)23(21)17-19/h9-12,17-18H,5-8,13-16H2,1-4H3

HIDE SMILES / InChI

Description

Tilorone (trade names Amixin, Lavomax and others) is the first recognized synthetic, small molecular weight compound that is an orally active interferon inducer. Tilorone induces the formation of interferons (alpha, beta, gamma) by intestinal epithelial cells, hepatocytes, T-lymphocytes, and granulocytes. After ingestion, the maximum production of interferon is determined in the sequence of the intestine - liver - blood after 4-24 hours. Activates the stem cells of the bone marrow, stimulates humoral immunity, increases the production of IgM, IgA, IgG, affects the antibody formation, reduces the degree of immunosuppression, restores the ratio of T-helperers / T-suppressors. The mechanism of antiviral action is associated with the inhibition of translation of virus-specific proteins in infected cells, thereby suppressing the replication of the virus. Effective against influenza viruses and viruses that cause ARVI, hepato- and herpesviruses, incl. CMV and others. The mechanism of antiviral action is associated with the inhibition of translation of virus-specific proteins in infected cells, thereby suppressing the replication of the virus.

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions
PubMed

PubMed

TitleDatePubMed
Antiviral activity and induction of interferon-like substance by quinacrine and acranil.
1973 May
Bis-basic-substituted polycyclic aromatic compounds. A new class of antiviral agents. 3. 2,7-Bis(aminoacyl)fluorenes and -fluorenones.
1974 Aug
Antiviral activity of BL-3849A, a low-molecular-weight oral interferon inducer.
1976 Oct
Effects of tilorone hydrochloride on experimental flavivirus infections in mice.
1977 Mar
Antiviral and interferon-inducing properties of interferon inducers administered with prostaglandins.
1980 Mar
α7 Nicotinic Receptor Agonists: Potential Therapeutic Drugs for Treatment of Cognitive Impairments in Schizophrenia and Alzheimer's Disease.
2010 May 27
Development of a multiparametric cell-based protocol to screen and classify the hepatotoxicity potential of drugs.
2012 May
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Treatment of viral hepatitis A - on the first day of 125 mg 2 times, then - 125 mg after 48 hours. The course - 1.25 g (10 tables.). Treatment of acute hepatitis B - the first two days of 125 mg, then 125 mg after 48 hours, the course of treatment - 2 g (16 table). With prolonged course of hepatitis B, 125 mg twice a day on the first day, then 125 mg after 48 hours. The course of treatment is 2.5 g (20 tablets). Acute hepatitis C - 125 mg / day for the first 2 days of treatment, then 125 mg after 48 hours. The course of treatment is 2.5 g (20 tablets).
Route of Administration: Oral
In Vitro Use Guide
MTS assays were performed to measure the antiproliferative effect of tilorone treatment. Tilorone dihydrochloride (Sigma-Aldrich) was stored as a 10 mM stock solution in DMSO at -20˚C. One thousand PC3 cells were plated in 96-well plates containing 100 μl complete RPMI media. At circa 50% confluence, tilorone dihydrochloride was administered. For experiments the compound was diluted in complete RPMI media to obtain the desired final concentration. After treatment for 72 h (tilorone monotherapy), MTS reagent was added, and absorption at 490 nm was determined using a SoftMax Pro plate reader.
Name Type Language
TILORONE
INN   MI   WHO-DD  
INN  
Official Name English
TILORONE [WHO-DD]
Common Name English
TILORONE [MI]
Common Name English
TILORONE [INN]
Common Name English
Classification Tree Code System Code
EU-Orphan Drug EU/3/18/2069
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
NCI_THESAURUS C281
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
WHO-ATC J05AX19
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
Code System Code Type Description
EVMPD
SUB11057MIG
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
NCI_THESAURUS
C73335
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
INN
2941
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
EPA CompTox
27591-97-5
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
CAS
27591-97-5
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
MERCK INDEX
M10867
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY Merck Index
ChEMBL
CHEMBL47298
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
WIKIPEDIA
TILORONE
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
PUBCHEM
5475
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY
MESH
D013994
Created by admin on Mon Oct 21 20:50:17 UTC 2019 , Edited by admin on Mon Oct 21 20:50:17 UTC 2019
PRIMARY