Introduction：Basic information about CAS 858668-07-2|EMD534085, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | EMD534085 |
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| CAS Number | 858668-07-2 | Molecular Weight | 476.534 |
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| Density | 1.2±0.1 g/cm3 | Boiling Point | 609.5±55.0 °C at 760 mmHg |
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| Molecular Formula | C25H31F3N4O2 | Melting Point | / |
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| MSDS | / | Flash Point | 322.4±31.5 °C |
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Names
| Name | 1-[[(2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl]methyl]-3-[2-(dimethylamino)ethyl]urea |
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| Synonym | More Synonyms |
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EMD534085 BiologicalActivity
| Description | EMD534085 is a potent and selective inhibitor of the mitotic kinesin-5 with an IC50 of 8 nM. |
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| Related Catalog | Signaling Pathways >>Cell Cycle/DNA Damage >>KinesinSignaling Pathways >>Cytoskeleton >>KinesinResearch Areas >>Cancer |
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| Target | Kinesin-5:8 nM (IC50) |
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| In Vitro | EMD 534085 does not inhibit any other tested kinesins (BimC, CEN-PE, Chromokinesin, KHC, KIF3C, KIFC3, MKLP-1, and MCAK) at 1 μM or 10 μM concentration, showing selectively over kinesin-5. EMD 534085 binds to the allosteric pocket of kinesin-5[1]. EMD534085 induces rapid cell death in HL60 during mitotic arrest. Caspase-8, −9, −3, −7 are activated; Parp1 is cleaved; Mcl1 and XIAP are degraded in EMD534085-treated HL60 cells. EMD534085 treated HL60 cells also shows significantly accumulated phospho-Histone H3 level starting at 6 hrs post thymidine release[2]. |
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| In Vivo | In a low dose PK of EMD 534085 in mice the clearance is 1.8 L/h/kg on average, the volume of distribution is 7.4 L/kg and the half life around 2.5 h. The bioavailability in high dose experiments (>10 mg/kg) is always above 50% in mice. Intraperitonal administration of EMD 534085 enables significant systemic exposure in mice leading to a significant tumor growthreduction without toxic side effects[1]. |
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| Cell Assay | Epithelial cell lines HeLa and MCF7 are synchronized in G2-phase using RO-3306. Cells are treated with 10 µM RO-3306 for 16 hrs, and then are ished and released to either warm growth medium or medium supplemented with 500 nM EMD534085[2]. |
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| References | [1]. Schiemann K, et al. The discovery and optimization of hexahydro-2H-pyrano[3,2-c]quinolines (HHPQs) as potent and selective inhibitors of the mitotic kinesin-5. Bioorg Med Chem Lett. 2010 Mar 1;20(5):1491-5. [2]. Tang Y, et al. Rapid induction of apoptosis during Kinesin-5 inhibitor-induced mitotic arrest in HL60 cells. Cancer Lett. 2011 Nov 1;310(1):15-24. |
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Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
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| Boiling Point | 609.5±55.0 °C at 760 mmHg |
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| Molecular Formula | C25H31F3N4O2 |
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| Molecular Weight | 476.534 |
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| Flash Point | 322.4±31.5 °C |
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| Exact Mass | 476.239899 |
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| PSA | 69.12000 |
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| LogP | 3.08 |
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| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
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| Index of Refraction | 1.532 |
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| InChIKey | MARIUIDCPUZLKZ-FUKQBSRTSA-N |
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| SMILES | CN(C)CCNC(=O)NCC1CCC2C(c3ccccc3)Nc3ccc(C(F)(F)F)cc3C2O1 |
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| Storage condition | 2-8℃ |
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Safety Information
Customs
| HS Code | 2934999090 |
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| Summary | 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| unii-al67qx8036 |
| Urea, N-[2-(dimethylamino)ethyl]-N'-[[(2R,4aS,5R,10bS)-3,4,4a,5,6,10b-hexahydro-5-phenyl-9-(trifluoromethyl)-2H-pyrano[3,2-c]quinolin-2-yl]methyl]- |
| 1-[2-(Dimethylamino)ethyl]-3-{[(2R,4aS,5R,10bS)-5-phenyl-9-(trifluoromethyl)-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinolin-2-yl]methyl}urea |
| EMD534085 |
