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ChemicalBook--->CAS DataBase List--->863127-77-9

863127-77-9

863127-77-9 Structure

863127-77-9 Structure
IdentificationMore
[Name]

Dasatinib monohydrate
[CAS]

863127-77-9
[Synonyms]

DASATINIB
dasatinib monohydrate
n-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide monohydrate
n-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-1,3-thiazole-5-carboxamide
Dasatinib(TINIBS)
N-(2-Chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide monohydrate
[EINECS(EC#)]

638-874-6
[Molecular Formula]

C22H28ClN7O3S
[MDL Number]

MFCD08704581
[Molecular Weight]

506.021
[MOL File]

863127-77-9.mol
Chemical PropertiesBack Directory
[Melting point ]

>223° (dec.)
[storage temp. ]

Keep in dark place,Sealed in dry,Store in freezer, under -20°C
[solubility ]

DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
[form ]

Solid
[color ]

White to Off-White
[Stability:]

Hygroscopic
[InChIKey]

XHXFZZNHDVTMLI-UHFFFAOYSA-N
[SMILES]

N(C1=NC=C(C(=O)NC2C(=CC=CC=2C)Cl)S1)C1N=C(C)N=C(N2CCN(CCO)CC2)C=1.O
[CAS DataBase Reference]

863127-77-9(CAS DataBase Reference)
Safety DataBack Directory
[HS Code ]

29339900
Hazard InformationBack Directory
[Uses]

antineoplastic
[Definition]

ChEBI: A hydrate that is the monohydrate of dasatinib. It is used for the treatment of chronic, accelerated, or myeloid or lymphoid blast phase chronic myeloid leukemia. Note that the name 'dasatinib' is used to refer to the monohydrate (USAN) as well as to anhyd ous dasatinib (INN).
[Brand name]

Sprycel (Bristol-Myers Squibb).
[Biological Activity]

chronic myeloid leukemia (cml) is a disease characterized by the presence of the philadelphia (ph+) chromosome and its oncogenic product, bcr-abl, that is present in >90% of the patients. dasatinib (bms-354825) is a novel, potent, and multitargeted kinase inhibitor that targets abl, src, kit, pdgfr, and other tyrosine kinases.
[in vitro]

dasatinib is a potent atp-competitive inhibitor in biochemical assays with broad-spectrum antiproliferative activities against hematological and solid tumor cell lines. dasatinib was more potent than imatinib at inhibiting nonmutated bcr-abl kinase activity. in addition, the kinase activity of 14 out of 15 different clinically relevant, imatinib-resistant bcr-abl isoforms was successfully inhibited [1].
[in vivo]

mice were dosed with dasatinib or vehicle alone by gavage for 2 weeks, beginning 3 days after injection of ba/f3 cells. all vehicle-treated mice developed progressive disease. in contrast, dasatinib–treated mice harboring nonmutant bcr-abl or the clinically common imatinib-resistant mutation m351t appeared healthy with no evidence of weight loss, lethargy, or ruffled fur and showed more than one log lower levels of bioluminescent activity after 2 weeks of therapy [2].
[IC 50]

0.55 and 3.0 nm for src and bcr-abl tyrosine kinases, respectively
[References]

[1] shah np, tran c, lee fy, chen p, norris d, sawyers cl. overriding imatinib resistance with a novel abl kinase inhibitor. science. 2004 jul 16;305(5682):399-401.
[2] monika conchon, carla maria boquimpani de moura freitas, maria aparecida do carmo rego, and josé wilson ramos braga junior. dasatinib -
Spectrum DetailBack Directory
[Spectrum Detail]

Dasatinib monohydrate(863127-77-9)1HNMR
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