ChemicalBook--->CAS DataBase List--->934369-14-9

934369-14-9

934369-14-9 Structure

934369-14-9 Structure
IdentificationBack Directory
[Name]

TY-52156
[CAS]

934369-14-9
[Synonyms]

TY-52156
TY52156;TY 52156
N'-(4-chloroanilino)-N-(4-chlorophenyl)-3,3-dimethyl-2-oxo-butanamidine
N-(4-chlorophenyl)-N'-(4-chlorophenylamino)-3,3-dimethyl-2-oxobutanamidine
N-(4-Chlorophenyl)-3,3-dimethyl-2-oxobutanimidic 2-(4-chlorophenyl) hydrazide
Butanimidic acid, N-(4-chlorophenyl)-3,3-dimethyl-2-oxo-, 2-(4-chlorophenyl)hydrazide
[Molecular Formula]

C18H19Cl2N3O
[MDL Number]

MFCD30182278
[MOL File]

934369-14-9.mol
[Molecular Weight]

364.27
Chemical PropertiesBack Directory
[Melting point ]

90-91 °C
[Boiling point ]

62-69 °C(Press: 20 Torr)
[density ]

1.22±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

≥92.8 mg/mL in DMSO; ≥94.6 mg/mL in EtOH; insoluble in H2O
[form ]

crystalline solid
[pka]

0.99±0.50(Predicted)
[color ]

Light yellow to yellow
Hazard InformationBack Directory
[Uses]

TY 52156 is a sphingosine-1-phosphate receptor subtype 3 (S1PR3) antagonist, which is used for the treatment of lung cancer.
[Definition]

ChEBI: TY 52156 is an imidohydrazide resulting from the formal condensation of the hydrazide carbonyl group of N'-(p-chlorophenyl)-3,3-dimethyl-2-oxobutanehydrazide with the amino group of p-chloroaniline. A potent and selective antagonist of sphingosine-1-phosphate receptor 3 (S1PR3). It has a role as a sphingosine-1-phosphate receptor 3 antagonist. It is a member of monochlorobenzenes and an imidohydrazide.
[Biological Activity]

ty 52156 (1-(4-chlorophenylhydrazono)-1-(4-chlorophenylamino)-3,3-dimethyl-2-butanone) is a novel s1p3 receptor antagonist [1].sphingosine 1-phosphate (s1p) is a bioactive lysophospholipid mediator mainly released from activated platelets and implicated in many biological responses, such as angiogenesis, vascular development, and cardiovascular function [1].
[in vitro]

ty-52156 preferentially inhibited the s1p-induced increase in [ca2+]i in s1p3-cho cells. ty-52156 competitively inhibited the dose-dependent [ca2+]i increase elicited by s1p in s1p3-cho with the ki value of ~110 nm for s1p3 receptor. ty-52156 showed submicromolar potency and a high degree of selectivity for s1p3 receptor. ty-52156 (10 μm) inhihbited 24 gpcrs and three ion channels by 〈 30%. s1p dose-dependently decreased cf (coronary flow) in perfused rat heart. s1p dose-dependently induced vasoconstriction in isolated canine cerebral arteries. in hcasmcs, ty-52156 inhibited s1p-induced rho activation.
[in vivo]

in sd rats, oral bioavailability of ty-52156 was ~70.9%. in rats, pretreatment with ty-52156 significantly attenuated fty-720-induced bradycardia, a broad agonist of s1p receptors. pretreatment with ty-52156 prevented the fty-720-p-induced increase in [ca2+]i in a dose-dependent manner.
[storage]

Store at -20°C
[References]

[1] murakami a, takasugi h, ohnuma s, et al. sphingosine 1-phosphate (s1p) regulates vascular contraction via s1p3 receptor: investigation based on a new s1p3 receptor antagonist[j]. molecular pharmacology, 2010, 77(4): 704-713.
Spectrum DetailBack Directory
[Spectrum Detail]

TY-52156(934369-14-9)1HNMR
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