CAS Number872573-93-8
Synonyms(5Z)-5-(quinolin-6-ylmethylidene)-2-[(thiophen-2-ylmethyl)amino]-1,3-thiazol-4(5H)-one; (5Z)-5-(quinolin-6-ylmethylidene)-2-(thiophen-2-ylmethylamino)-1,3-thiazol-4-one; (5Z)-5-(6-Quinolinylmethylene)-2-[(2-thienylmethyl)amino]-1,3-thiazol-4(5H)-one
Molecular FormulaC18H13N3OS2
Molecular Weight351.445
Density1.4±0.1 g/cm3
Boiling Point569.1±60.0 °C at 760 mmHg
Appearancewhite to light brown
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 872573-93-8 |
| Catalog No. | 2A-1170277 |
| Chinese Name | 2-[[(噻吩-2-基)甲基]氨基]-5-[1-(喹啉-6-基)甲-(Z)-亚基]噻唑-4-酮 |
| Synonyms | (5Z)-5-(quinolin-6-ylmethylidene)-2-[(thiophen-2-ylmethyl)amino]-1,3-thiazol-4(5H)-one; (5Z)-5-(quinolin-6-ylmethylidene)-2-(thiophen-2-ylmethylamino)-1,3-thiazol-4-one; (5Z)-5-(6-Quinolinylmethylene)-2-[(2-thienylmethyl)amino]-1,3-thiazol-4(5H)-one |
| Molecular Formula | C18H13N3OS2 |
| Molecular Weight | 351.445 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 569.1±60.0 °C at 760 mmHg |
| Appearance | white to light brown |
| Water Solubility | DMSO: soluble5mg/mL, clear |
| Storage Condition | 2-8°C |
| Application | Ro-3306 is a potent and selective CDK1 inhibitor with Ki values of 20 nM, 35 nM and 340 nM for CDK1, CDK1/cyclin B1 and CDK2/cyclin E respectively. |
| PubChem ID | 16734849 |
| InChI | InChI=1S/C18H13N3OS2/c22-17-16(24-18(21-17)20-11-14-4-2-8-23-14)10-12-5-6-15-13(9-12)3-1-7-19-15/h1-10H,11H2,(H,20,21,22)/b16-10- |
| InChI Key | XOLMRFUGOINFDQ-YBEGLDIGSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Ro-3306 is a potent and selective inhibitor of CDK1, with Kis of 20 nM, 35 nM and 340 nM for CDK1, CDK1/cyclin B1 and CDK2/cyclin E, respectively. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> CDK Research Areas >> Cancer Target CDK1:20 nM (Ki) CDK1/cyclinB1:35 nM (Ki) CDK1/cyclin A:110 nM (Ki) CDK2/cyclinE:340 nM (Ki) PKCδ:318 nM (Ki) SGK:497 nM (Ki) ERK:1980 nM (Ki) In Vitro RO-3306 is an ATP-competitive inhibitor, and inhibits CDK1/cyclin A complexes with Ki of 110 nM. RO-3306 blocks the cell cycle in the G2/M phase of human cancer cells. RO-3306 (4 μM) induces apoptosis in cancer cells[1]. RO-3306 (5 μM) induces G2/M-phase cell cycle arrest and apoptosis of AML cells in a time-dependent manner. RO-3306 treatment significantly increases the percentage of Annexin V-positive cells in G1-phase cells without affecting the cell cycle distribution. RO-3306 enhances p53-mediated apoptosis. RO-3306 cooperates with Nutlin-3 in activating Bax and inducing mitochondrial apoptosis. RO-3306 (5 μM) downregulates antiapoptotic p21, Bcl-2 and survivin protein expression in AML. RO-3306 inhibits p53-induced p21 synthesis. RO-3306 does not inhibit RNA polymerase II CTD phosphorylation[2]. RO-3306 (10 μM) effectively arrests oocyte maturation. RO-3306 reduces the blastocyst formation in oocytes[3]. Kinase Assay The CDK assays are run by using recombinant human CDK/cyclin complexes (CDK1/cyclin B1, CDK1/cyclin A, CDK2/cyclin E, and CDK4/cyclin D) expressed and isolated from Hi5 insect cells. GST-cyclin B1, CDK1, GST-cyclin-E, CDK2, GST-CDK4, and cyclin D, are used in the assay. The GST-tagged proteins are coexpressed and purified in complex with their partners. All assays use a His-6-tagged fragment of pRB (amino acids 385-928) as a substrate. The protein is expressed from a construct. It is expressed in M15 Escherichia coli cells and bound on a Ni-chalated agarose column pretreated with 1 mM imidazole and eluted with 500 mM imidazole. The eluted protein is dialyzed against 20 mM Hepes, pH 7/6.25 mM MgCl2/1.5 mM DTT, aliquoted, and stored at −80°C. References [1]. Vassilev LT, et al. Selective small-molecule inhibitor reveals critical mitotic functions of human CDK1. Proc Natl Acad Sci U S A. 2006 Jul 11;103(28):10660-5. [2]. Kojima K, et al. Cyclin-dependent kinase 1 inhibitor RO-3306 enhances p53-mediated Bax activation and mitochondrial apoptosis in AML. Cancer Sci. 2009 Jun;100(6):1128-36. [3]. Jang WI, et al. A specific inhibitor of CDK1, RO-3306, reversibly arrests meiosis during in vitro maturation of porcine oocytes. Anim Reprod Sci. 2014 Jan 30;144(3-4):102-8. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 569.1±60.0 °C at 760 mmHg Molecular Formula C18H13N3OS2 Molecular Weight 351.445 Flash Point 298.0±32.9 °C Exact Mass 351.049988 PSA 111.38000 LogP 3.24 Appearance of Characters white to light brown Vapour Pressure 0.0±1.6 mmHg at 25°C Index of Refraction 1.746 Storage condition 2-8°C Water Solubility DMSO: soluble5mg/mL, clear |
| Use of | Properties Name Ro-3306 Synonym More Synonyms RO-3306 Biological Activity Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> CDK Research Areas >> Cancer CDK1:20 nM (Ki) PKCδ:318 nM (Ki) SGK:497 nM (Ki) ERK:1980 nM (Ki) References [1]. Vassilev LT, et al. Selective small-molecule inhibitor reveals critical mitotic functions of human CDK1. Proc Natl Acad Sci U S A. 2006 Jul 11;103(28):10660-5. [2]. Kojima K, et al. Cyclin-dependent kinase 1 inhibitor RO-3306 enhances p53-mediated Bax activation and mitochondrial apoptosis in AML. Cancer Sci. 2009 Jun;100(6):1128-36. [3]. Jang WI, et al. A specific inhibitor of CDK1, RO-3306, reversibly arrests meiosis during in vitro maturation of porcine oocytes. Anim Reprod Sci. 2014 Jan 30;144(3-4):102-8. Chemical & Physical Properties Molecular Formula C18H13N3OS2 Exact Mass 351.049988 PSA 111.38000 Appearance of Characters white to light brown Index of Refraction 1.746 |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip. |
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