CAS 79712-55-3|(±)-Tazifylline

Introduction:Basic information about CAS 79712-55-3|(±)-Tazifylline, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(±)-Tazifylline
CAS Number79712-55-3Molecular Weight472.60400
Density1.34g/cm3Boiling Point705.1ºC at 760 mmHg
Molecular FormulaC23H32N6O3SMelting Point/
MSDS/Flash Point380.2ºC

Names

Name7-[2-hydroxy-3-[4-(3-phenylsulfanylpropyl)piperazin-1-yl]propyl]-1,3-dimethylpurine-2,6-dione
SynonymMore Synonyms

(±)-Tazifylline BiologicalActivity

Description(±)-Tazifylline is a potent, selective and long-acting histamine H1 receptor antagonist.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Histamine ReceptorSignaling Pathways >>Immunology/Inflammation >>Histamine ReceptorResearch Areas >>Neurological Disease
Target

H1-receptor[1]

In VitroTazifylline potently inhibits contractions evoked by stimulation of histamine H1-receptors in isolated guinea pig ilea and exhibits high affinity for these receptors in radioligand binding studies in vitro Tazifylline has much lower affinity for histamine H2-receptors, alpha- and beta-adrenoceptors, 5-hydroxytryptamine and muscarinic receptor subtypes. Tazifylline poorly inhibits the release of histamine from rat peritoneal mast cells[1].
In VivoIn rats, guinea pigs and dogs the antihistaminic effect of Tazifylline is rapid in onset and long-lived. In anesthetized guinea pigs, Tazifylline markedly inhibits histamine-induced bronchoconstriction and protects conscious animals from the lethal effect of large doses of the amine. In conscious rats, Tazifylline is more potent in reducing the inflammatory effects of intradermal histamine than that evoked by anaphylactic reaction. In conscious dogs, orally administered Tazifylline inhibits histamine-induced skin inflammation for long periods of time and in anesthetized animals attenuated that portion of the histamine-evoked hypotension attributable to stimulation of H1-receptors. Large oral doses of Tazifylline does not reduce spontaneous locomotor activity in mice, nor do they produce overt symptoms of behavioral depression in conscious rats[1].
References

[1]. Poizot A, et al. Animal pharmacology of the selective histamine H1-receptor antagonist tazifylline. Arzneimittelforschung. 1986 Apr;36(4):695-702.

Chemical & Physical Properties

Density1.34g/cm3
Boiling Point705.1ºC at 760 mmHg
Molecular FormulaC23H32N6O3S
Molecular Weight472.60400
Flash Point380.2ºC
Exact Mass472.22600
PSA113.83000
LogP0.47040
Index of Refraction1.668
InChIKeyJTOUASWUIMAMAD-UHFFFAOYSA-N
SMILESCn1c(=O)c2c(ncn2CC(O)CN2CCN(CCCSc3ccccc3)CC2)n(C)c1=O

Synonyms

Tazifyllinum
Tazifilina [Spanish]
tazifylline
Tazifylline [INN]
7-[3-[4-(3-phenylthiopropyl)-1-piperazinyl]-2-hydroxypropyl]-theophylline
3,7-dihydro-1,3-dimethyl-7-<3-<4-<3-(phenylthio)propyl>piperazin-1-yl>-2-hydroxypropyl>-1H-purine-2,6-dione
Tazifyllinum [Latin]
UNII-F45OX6FZWP
Tazifilina
(±)-Tazifylline
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