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ChemicalBook--->CAS DataBase List--->1095382-05-0

1095382-05-0

1095382-05-0 Structure

1095382-05-0 Structure
IdentificationBack Directory
[Name]

CCT 137690
[CAS]

1095382-05-0
[Synonyms]

CS-56
CCT 137690
CCT137690, >=98%
CCT 137690 USP/EP/BP
CCT-137690; CCT137690
3-((4-(6-Bromo-2-(4-(4-methylpiperazin-1-yl)phenyl)-3H-imidazo[4,5-b]pyridin-7-yl)piperazin-1-
6-Bromo-7-[4-[(5-methyl-3-isoxazolyl)methyl]-1-piperazinyl]-2-[4-(4-methyl-1-piperazinyl)phenyl]-3H-imidazo[4,5-b]pyridine
6-bromo-7-(4-((5-methylisoxazol-3-yl)methyl)piperazin-1-yl)-2-(4-(4-methylpiperazin-1-yl)phenyl)-3H-imidazo[4,5-b]pyridine
3H-Imidazo[4,5-b]pyridine, 6-bromo-7-[4-[(5-methyl-3-isoxazolyl)methyl]-1-piperazinyl]-2-[4-(4-methyl-1-piperazinyl)phenyl]-
3-[[4-[6-Bromo-2-[4-(4-methylpiperazin-1-yl)phenyl]-3H-imidazo[4,5-b]pyridin-7-yl]piperazin-1-yl]methyl]-5-methylisoxazole CCT-137690
[Molecular Formula]

C26H31BrN8O
[MDL Number]

MFCD18206879
[MOL File]

1095382-05-0.mol
[Molecular Weight]

551.5
Chemical PropertiesBack Directory
[density ]

1.424
[storage temp. ]

Store at -20°C
[solubility ]

insoluble in H2O; insoluble in EtOH; ≥6.89 mg/mL in DMSO
[form ]

solid
[color ]

White to light yellow
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H317-H319
[Precautionary statements ]

P280-P305+P351+P338
Hazard InformationBack Directory
[Uses]

CCT 137690 is used in the treatment of acute myeloid leukemia.
[Biological Activity]

cct137690 is an orally bioavailable inhibitor of aurora kinases with ic50 values in a range from 15 to 25 nm [1].aurora kinase is a family of serine/threonine kinases including aurora-a, b and c. they play important roles in the regulation of mitosis and take participate in the causation and progression of various tumors including ovarian, breast, glioma and colon. therefore aurora kinases have been regarded as anti-cancer targets in cancer chemotherapeutics.cct137690 is a selective small-molecular inhibitor of aurora kinases and showed anti-tumor activities both in vitro and in vivo. besides that, cct137690 exerted good stability in mouse liver microsomes [1].when tested toward a panel of 94 kinases, cct137690inhibited 80% activities of veg-fr, aurora-a, and fgf-r1 at concentration of 1 μm. it suppressed the phosphorylation of histone h3 caused by aurora-b. the ic50 values of cct137690 against aurora-b and c were 25 and 19 nm, respectively. cct137690 showed potent anti-proliferation effects on various kinds of tumors such as a2780 ovarian tumor cell (ic50 value of 140 nm), sw620 (ic50 value of 300 nm) and sw48 colon carcinoma (ic50 value of 157 nm). it caused cell cycle perturbations. in addition, cct137690 was found to have synergistic effects with radiotherapy. it increased the sensitivity of sw620 cells to radiation. the combination treatment resulted in much more cell death through apoptosis [1 and 2].in mice model bearing sw620 xenografts, administration of cct137690slowed the growth of tumors without observed toxicity. the ratio of treat/control group based on tumor weight was 37% at the dose of 75 mg/kg. besides that, cct137690 was found to significantly reduced neuroblastoma tumor mass in mycn transgenic mice, which meant cct137690 could benefit patients with mycn-amplified neuroblastoma [1 and 3].
[References]

[1] bavetsias v, large j m, sun c, et al. imidazo [4, 5-b] pyridine derivatives as inhibitors of aurora kinases: lead optimization studies toward the identification of an orally bioavailable preclinical development candidate. journal of medicinal chemistry, 2010, 53(14): 5213-5228.
[2] wu x, liu w, cao q, et al. inhibition of aurora b by cct137690 sensitizes colorectal cells to radiotherapy. j expclin cancer res, 2014, 33(1): 13.
[3] faisal a, vaughan l, bavetsias v, et al. the aurora kinase inhibitor cct137690 downregulates mycn and sensitizes mycn-amplified neuroblastoma in vivo. molecular cancer therapeutics, 2011, 10(11): 2115-2123.
Spectrum DetailBack Directory
[Spectrum Detail]

CCT 137690(1095382-05-0)1HNMR
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