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Timegadine (hydrochloride)

CAT: 0804-HY-100125ASize: 1 EachDry Ice: NoHazardous: No
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Description
Timegadine hydrochloride (SR1368 hydrochloride) is the hydrochloride salt form of Timegadine. Timegadine hydrochloride is an orally active inhibitor for COX and lipo-oxygenase, that inhibits COX in washed rabbit platelets and rat brain with IC50 of 5 nM and 20 μM, inhibits lipo-oxygenase in in horse and washed rabbit platelets with IC50 of 100 μM. Timegadine hydrochloride exhibits anti-arthritis activity[1].
CAS Number
71080-06-3
Product Name Alternative
SR1368 (hydrochloride)
UNSPSC
12352005
Target
COX
Related Pathways
Immunology/Inflammation
Field of Research
Inflammation/Immunology
Smiles
CC1=NC2=C(C(/N=C(NC3CCCCC3)/NC4=NC=CS4)=C1)C=CC=C2.Cl
Molecular Formula
C20H24ClN5S
Molecular Weight
401.96
References & Citations
[1]George S, et al. The influence of food intake on the bioavailability of timegadine, a novel non-steroidal anti-inflammatory drug. Br J Clin Pharmacol. 1983 Apr;15 (4) :495-8.|[2]Ahnfelt-Rønne I, et al. A new antiinflammatory compound, timegadine (N-cyclohexyl-N"-4-[2-methylquinolyl]-N'-2-thiazolylguanidine), which inhibits both prostaglandin and 12-hydroxyeicosatetraenoic acid (12-HETE) formation. Biochem Pharmacol. 1980 Dec;29 (2
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-Cyclohexyl-N'-(2-methyl-4-quinolineyl)-N''-thiazol-2-ylguanidinemonohydrochloride
CAS Number71080-06-3
PubChem CID44151069
IUPAC Name2-cyclohexyl-1-(2-methylquinolin-4-yl)-3-(1,3-thiazol-2-yl)guanidine;hydrochloride
Molecular FormulaC20H24ClN5S
Molecular Weight402.0
Topological Polar Surface Area90.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count27
Formal Charge0
Complexity479
SMILES
CC1=NC2=CC=CC=C2C(=C1)NC(=NC3CCCCC3)NC4=NC=CS4.Cl
InChI
InChI=1S/C20H23N5S.ClH/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);1H
InChIKey
IWMWBGDREQGECL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-Cyclohexyl-N'-(2-methyl-4-quinolineyl)-N''-thiazol-2-ylguanidinemonohydrochloride
CAS: 71080-06-3
CID: 44151069
Formula: C20H24ClN5S
MW: 402.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.0
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass401.1440947
Monoisotopic Mass401.1440947
Topological Polar Surface Area90.4 Ų
Heavy Atom Count27
Formal Charge0
Complexity479
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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