IUPAC/Chemical Name
Ethyl 4-(4-(diethylamino)phenyl)-2-((2,4-difluorophenyl)amino)thiazole-5-carboxylate
InChi Key
UZNNDDDSGCMQOQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H23F2N3O2S/c1-4-27(5-2)16-10-7-14(8-11-16)19-20(21(28)29-6-3)30-22(26-19)25-18-12-9-15(23)13-17(18)24/h7-13H,4-6H2,1-3H3,(H,25,26)
SMILES Code
O=C(C1=C(C2=CC=C(N(CC)CC)C=C2)N=C(NC3=CC=C(F)C=C3F)S1)OCC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
Dynarrestin is a aminothiazole inhibitor of cytoplasmic dyneins 1 and 2.
In vitro activity:
Dynarrestin acts reversibly to inhibit cytoplasmic dynein 1-dependent microtubule binding and motility in vitro without affecting ATP hydrolysis. It rapidly and reversibly inhibits endosome movement in living cells and perturbs mitosis by inducing spindle misorientation and pseudoprometaphase delay. Dynarrestin reversibly inhibits cytoplasmic dynein 2-dependent intraflagellar transport (IFT) of the cargo IFT88 and flux of Smo within cilia without interfering with ciliogenesis and suppresses Hh-dependent proliferation of neuronal precursors and tumor cells.
Reference: Cell Chem Biol. 2018 Apr 19;25(4):357-369.e6. https://pubmed.ncbi.nlm.nih.gov/29396292/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
20.0 |
46.35 |
| DMSO |
46.8 |
108.52 |
| PBS (pH 7.2) |
0.3 |
0.70 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
431.50
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Hayashi K, Miyamoto MG, Niwa S. Effects of dynein inhibitor on the number of motor proteins transporting synaptic cargos. Biophys J. 2021 May 4;120(9):1605-1614. doi: 10.1016/j.bpj.2021.02.018. Epub 2021 Feb 20. PMID: 33617835; PMCID: PMC8204214.
2. Höing S, Yeh TY, Baumann M, Martinez NE, Habenberger P, Kremer L, Drexler HCA, Küchler P, Reinhardt P, Choidas A, Zischinsky ML, Zischinsky G, Nandini S, Ledray AP, Ketcham SA, Reinhardt L, Abo-Rady M, Glatza M, King SJ, Nussbaumer P, Ziegler S, Klebl B, Schroer TA, Schöler HR, Waldmann H, Sterneckert J. Dynarrestin, a Novel Inhibitor of Cytoplasmic Dynein. Cell Chem Biol. 2018 Apr 19;25(4):357-369.e6. doi: 10.1016/j.chembiol.2017.12.014. Epub 2018 Jan 27. PMID: 29396292; PMCID: PMC8543760.
In vitro protocol:
1. Hayashi K, Miyamoto MG, Niwa S. Effects of dynein inhibitor on the number of motor proteins transporting synaptic cargos. Biophys J. 2021 May 4;120(9):1605-1614. doi: 10.1016/j.bpj.2021.02.018. Epub 2021 Feb 20. PMID: 33617835; PMCID: PMC8204214.
2. Höing S, Yeh TY, Baumann M, Martinez NE, Habenberger P, Kremer L, Drexler HCA, Küchler P, Reinhardt P, Choidas A, Zischinsky ML, Zischinsky G, Nandini S, Ledray AP, Ketcham SA, Reinhardt L, Abo-Rady M, Glatza M, King SJ, Nussbaumer P, Ziegler S, Klebl B, Schroer TA, Schöler HR, Waldmann H, Sterneckert J. Dynarrestin, a Novel Inhibitor of Cytoplasmic Dynein. Cell Chem Biol. 2018 Apr 19;25(4):357-369.e6. doi: 10.1016/j.chembiol.2017.12.014. Epub 2018 Jan 27. PMID: 29396292; PMCID: PMC8543760.
1: Höing S, Yeh TY, Baumann M, Martinez NE, Habenberger P, Kremer L, Drexler HCA, Küchler P, Reinhardt P, Choidas A, Zischinsky ML, Zischinsky G, Nandini S, Ledray AP, Ketcham SA, Reinhardt L, Abo-Rady M, Glatza M, King SJ, Nussbaumer P, Ziegler S, Klebl B, Schroer TA, Schöler HR, Waldmann H, Sterneckert J. Dynarrestin, a Novel Inhibitor of Cytoplasmic Dynein. Cell Chem Biol. 2018 Apr 19;25(4):357-369.e6. doi: 10.1016/j.chembiol.2017.12.014. Epub 2018 Jan 27. PMID: 29396292; PMCID: PMC8543760.
2: Dietel E, Brobeil A, Delventhal L, Tag C, Gattenlöhner S, Wimmer M. Crosstalks of the PTPIP51 interactome revealed in Her2 amplified breast cancer cells by the novel small molecule LDC3/Dynarrestin. PLoS One. 2019 May 10;14(5):e0216642. doi: 10.1371/journal.pone.0216642. PMID: 31075141; PMCID: PMC6510450.
3: Hayashi K, Miyamoto MG, Niwa S. Effects of dynein inhibitor on the number of motor proteins transporting synaptic cargos. Biophys J. 2021 May 4;120(9):1605-1614. doi: 10.1016/j.bpj.2021.02.018. Epub 2021 Feb 20. PMID: 33617835; PMCID: PMC8204214.
