ChemicalBook--->CAS DataBase List--->872573-93-8

872573-93-8

872573-93-8 Structure

872573-93-8 Structure
IdentificationBack Directory
[Name]

Ro 3306
[CAS]

872573-93-8
[Synonyms]

CS-770
Ro 3306
RO3306;RO 3306
Ro 3306 USP/EP/BP
5-(6-Quinolinylmethylene)-2-[(2-thienylmethyl)amino]-4(5H)-thiazolone
(5Z)-5-Quinolin-6-ylmethylene-2-[(thiophen-2-ylmethyl)-amino]-thiazol-4-one
(Z)-5-(quinolin-6-ylmethylene)-2-(thiophen-2-ylmethylamino)thiazol-4(5H)-one
4(5H)-Thiazolone, 5-(6-quinolinylmethylene)-2-[(2-thienylmethyl)amino]-, (5Z)-
(5Z)-5-(quinolin-6-ylmethylidene)-2-(thiophen-2-ylmethylamino)-1,3-thiazol-4-one
2-[[(Thiophen-2-yl)methyl]amino]-5-[1-(quinolin-6-yl)meth-(Z)-ylidene]thiazol-4-one
[Molecular Formula]

C18H13N3OS2
[MDL Number]

MFCD17392573
[MOL File]

872573-93-8.mol
[Molecular Weight]

351.445
Chemical PropertiesBack Directory
[Boiling point ]

569.1±60.0 °C(Predicted)
[density ]

1.41
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble5mg/mL, clear
[form ]

powder
[pka]

3.99±0.10(Predicted)
[color ]

white to light brown
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

RO-3306 (872573-93-8) is a selective inhibitor of CDK1 (IC50?= 35 nM versus CDK2 IC50?= 340nM).1,2?It induces G2/M phase cell cycle arrest and apoptosis. Inhibition of CDK1 with RO-3306 has been shown to have synergistic effects with PARP inhibitors in treating various breast cancers.3,4?It has also been demonstrated to overcome apoptotic resistance in BRAFV600E?human colorectal cancer cells.5
[Uses]

Inhibitor of CDK1/cyclin B1 and CDK1/cyclin A. Reversibly arrests human cells at the G2/M border of the cell cycle. Allows for effective cell synchronisation in early mitosis. Downregulates expression of the antiapoptotic proteins Bcl-2 and survivin and blocks p53-mediated induction of p21 and MDM2.
[Biochem/physiol Actions]

RO-3306 is a selective ATP-competitive inhibitor of CDK1. It inhibites CDK1 cyclin B1 activity with Ki of 35 nM, nearly 10-fold selectivity relative to CDK2/cyclin E and over 50-fold relative to CDK4/cyclin D. RO-3306 has been used to cause cell cycle arrest at the G2/M boundary.
[storage]

Store at +4°C
[References]

1) Vassilev?et al.?(2006),?Selective small-molecule inhibitor reveals critical mitotic functions of human CDK1; Proc. Nat. Acad. Sci. USA?103?10660 2) Krasinska?et al.?(2008),?Selective chemical inhibition as a tool to study Cdk1 and Cdk2 functions in the cell cycle; Cell Cycle?7?1702 3) Pierce?et al.?(2013),?Comparative antiproliferative effects of iniparib and olaparib on a panel of triple-negative and non-triple-negative breast cancer cell lines; Cancer Biol. Ther.?14?537 4) Xia?et al.?(2014),?The CDK1 inhibitor RO3306 improves the response of BRCA-proficient breast cancer cells to PARP inhibition;?Int. J. Oncol.?44?735 5) Zhang?et al.?(2018),?Targeting CDK1 and MEK/ERK Overcomes Apoptotic Resistance in BRAF-Mutant Human Colorectal Cancer; Mol. Cancer Res.?16?378
Spectrum DetailBack Directory
[Spectrum Detail]

Ro 3306(872573-93-8)1HNMR
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