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Details

Stereochemistry ACHIRAL
Molecular Formula C20H23N5S
Molecular Weight 365.495
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TIMEGADINE

SMILES

CC1=NC2=C(C=CC=C2)C(N\C(NC3=NC=CS3)=N/C4CCCCC4)=C1

InChI

InChIKey=SQVNITZYWXMWOG-UHFFFAOYSA-N
InChI=1S/C20H23N5S/c1-14-13-18(16-9-5-6-10-17(16)22-14)24-19(25-20-21-11-12-26-20)23-15-7-3-2-4-8-15/h5-6,9-13,15H,2-4,7-8H2,1H3,(H2,21,22,23,24,25)

HIDE SMILES / InChI
Timegadine Is a quinolylguanidine derivative patented by Loevens Kemiske Fabrik Produktionsaktieselskab as an anti-arthritic agent. Timegadine acts as a potent, competitive inhibitor of cyclo-oxygenase and lipo-oxygenase. Timegadine significantly inhibits both the primary and secondary lesions of rats adjuvant arthritis when the treatment is initiated on the day of the disease induction and continues for 28 days. Timegadine is able specifically to prevent the development of the swelling of the non-injected paw until 28 days after the adjuvant injection when administered for 5 days prior to and 5 days after the induction of the disease, in analogy with the effect of cyclophosphamide. In clinical trials, Timegadine significantly improves both biochemical and clinical markers of disease activity, i.e. ESR, serum IgG and IgM, leukocyte and platelet counts, duration of morning stiffness, Ritchie index, number of swollen joints and pain. Timegadine treatment associated with gastrointestinal and allergic side effects.

Approval Year

PubMed

PubMed

TitleDatePubMed
Timegadine: more than a non-steroidal for the treatment of rheumatoid arthritis. A controlled, double-blind study.
1988
Patents

Sample Use Guides

500 mg/day
Route of Administration: Oral
Name Type Language
TIMEGADINE
INN   WHO-DD  
INN  
Official Name English
Timegadine [WHO-DD]
Common Name English
timegadine [INN]
Common Name English
1-CYCLOHEXYL-2-(2-METHYL-4-QUINOLYL)-3-(2-THIAZOLYL)GUANIDINE
Systematic Name English
SR-1368
Code English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
Code System Code Type Description
EVMPD
SUB11062MIG
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
INN
4963
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
SMS_ID
100000077202
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL276368
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
275-184-0
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
PUBCHEM
68902
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
CAS
71079-19-1
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
NCI_THESAURUS
C90909
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
MESH
C028998
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
FDA UNII
1XR74J44UL
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID90221282
Created by admin on Fri Dec 15 15:31:35 GMT 2023 , Edited by admin on Fri Dec 15 15:31:35 GMT 2023
PRIMARY