69014-14-8

69014-14-8 structure

Name: Tiotidine
Chemical Name: 1-cyano-3-[2-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]ethyl]-2-methylguanidine
CAS Number: 69014-14-8
Molecular Formula: C₁₀H₁₆N₈S₂
Molecular Weight: 312.41800
Catalog: Signaling Pathways GPCR/G Protein Histamine Receptor
Create Date: 2018-02-18 08:00:00
Modify Date: 2024-01-13 18:28:06
Tiotidine (ICI 125211) is a potent and selective antagonist of histamine H2-receptor (pA2=7.3-7.8 for guinea-pig right atrium). Tiotidine has low affinity for both the H1 and the H3 receptors[1][2].

Name	1-cyano-3-[2-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]ethyl]-2-methylguanidine
Synonyms	ICI 125,211 TIOTIDINE Tiotidinum Tiotidina

Description	Tiotidine (ICI 125211) is a potent and selective antagonist of histamine H2-receptor (pA2=7.3-7.8 for guinea-pig right atrium). Tiotidine has low affinity for both the H1 and the H3 receptors[1][2].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
Target	H2 Receptor:7.3-7.8 (pA2) H1 receptor:<4.5 (pA2) H3 Receptor:4.8 (pA2)
In Vitro	Tiotidine competitively antagonizes the positive chronotropic action of histamine with an apparent dissociation constant of 30 μM (23-38 μM). Tiotidine abolishes H2-mediated increases in contractile force leaving H2-mediated negative inotropic responses unopposed. The actions of histamine at the A-V node, manifested by lengthening of the P-R interval and A-V block, are attenuated by 2.5 x 10(-7) M Tiotidine[2]. Tiotidine actually behaves as an inverse agonist in U-937 cells, diminishing basal cAMP levels[3].
References	[1]. Barth H, et al. Structural requirements of imidazole compounds to be inhibitors or activators of histaminemethyltransferase: investigation of histamine analogues and H2-receptor antagonists. [2]. Trzeciakowski JP, et al. The cardiac pharmacology of tiotidine (LCL 125, 211): a new histamine H2-receptor antagonist. J Pharmacol Exp Ther. 1980 Sep;214(3):629-34. [3]. Monczor F, et al. Tiotidine, a histamine H2 receptor inverse agonist that binds with high affinity to an inactive G-protein-coupled form of the receptor. Experimental support for the cubic ternary complex model. Mol Pharmacol. 2003 Aug;64(2):512-20.

Density	1.5g/cm3
Boiling Point	543.6ºC at 760 mmHg
Molecular Formula	C₁₀H₁₆N₈S₂
Molecular Weight	312.41800
Flash Point	282.5ºC
Exact Mass	312.09400
PSA	188.54000
LogP	1.98258
Index of Refraction	1.728