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MedKoo Cat#: 574681 | Name: Dynole 34-2
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dynole 34-2 is a Dynamin I inhibitor that inhibits receptor-mediated endocytosis (RME).

Chemical Structure

Dynole 34-2
Dynole 34-2
CAS#1128165-88-7

Theoretical Analysis

MedKoo Cat#: 574681

Name: Dynole 34-2

CAS#: 1128165-88-7

Chemical Formula: C25H36N4O

Exact Mass: 408.2889

Molecular Weight: 408.59

Elemental Analysis: C, 73.49; H, 8.88; N, 13.71; O, 3.92

Price and Availability

Size Price Availability Quantity
50mg USD 650.00 2 Weeks
100mg USD 1,150.00 2 Weeks
200mg USD 1,950.00 2 Weeks
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Related CAS #
No Data
Synonym
Dynole 34-2; Dynole-34-2;
IUPAC/Chemical Name
2-Cyano-3-[1-[3-(dimethylamino)propyl]-1H-indol-3-yl]-N-octyl-2-propenamide
InChi Key
MYIMRONQBLZJFI-DYTRJAOYSA-N
InChi Code
InChI=1S/C25H36N4O/c1-4-5-6-7-8-11-15-27-25(30)21(19-26)18-22-20-29(17-12-16-28(2)3)24-14-10-9-13-23(22)24/h9-10,13-14,18,20H,4-8,11-12,15-17H2,1-3H3,(H,27,30)/b21-18+
SMILES Code
O=C(NCCCCCCCC)/C(C#N)=C/C1=CN(CCCN(C)C)C2=C1C=CC=C2
Appearance
Solid powder
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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Dynole 34-2 is a dynamin GTPase inhibitor (IC50s=6.9 and 14.2 µM for dynamin1 and dynamin2 GTPase activity, respectively) with antimitotic effect.
In vitro activity:
All 5 dynoles inhibited cell proliferation (MTT and colony formation assays) in 11 cancer cell lines. The most potent GTPase inhibitor, dynole 34-2, also induced apoptosis, as revealed by cell blebbing, DNA fragmentation, and PARP cleavage. Cell death was induced specifically following cytokinesis failure, suggesting that dynole 34-2 selectively targets dividing cells. Reference: Mol Cancer Ther. 2011 Sep;10(9):1553-62. https://pubmed.ncbi.nlm.nih.gov/21750222/
In vivo activity:
Glioma cell lines and patient-derived GSCs were treated with dynamin inhibitors, Dynole 34-2 and CyDyn 4-36. This study studied about cell viability, and GSC neurosphere formation in vitro and orthotopic tumour growth in vivo. Dynamin inhibition reduced glioblastoma cell line viability and suppressed neurosphere formation and migration of GSCs. Reference: Cancer Invest. 2019;37(3):144-155. https://pubmed.ncbi.nlm.nih.gov/30907150/
Solvent mg/mL mM
Solubility
DMSO 40.9 100.00
Ethanol 20.4 50.00
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 408.59 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.

Recalculate based on batch purity %
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. Chircop M, Perera S, Mariana A, Lau H, Ma MP, Gilbert J, Jones NC, Gordon CP, Young KA, Morokoff A, Sakoff J, O'Brien TJ, McCluskey A, Robinson PJ. Inhibition of dynamin by dynole 34-2 induces cell death following cytokinesis failure in cancer cells. Mol Cancer Ther. 2011 Sep;10(9):1553-62. doi: 10.1158/1535-7163.MCT-11-0067. Epub 2011 Jul 12. PMID: 21750222. 2. Hill TA, Gordon CP, McGeachie AB, Venn-Brown B, Odell LR, Chau N, Quan A, Mariana A, Sakoff JA, Chircop M, Robinson PJ, McCluskey A. Inhibition of dynamin mediated endocytosis by the dynoles--synthesis and functional activity of a family of indoles. J Med Chem. 2009 Jun 25;52(12):3762-73. doi: 10.1021/jm900036m. PMID: 19459681. 3. Luwor R, Morokoff AP, Amiridis S, D'Abaco G, Paradiso L, Stylli SS, Nguyen HPT, Tarleton M, Young KA, O'Brien TJ, Robinson PJ, Chircop M, McCluskey A, Jones NC. Targeting Glioma Stem Cells by Functional Inhibition of Dynamin 2: A Novel Treatment Strategy for Glioblastoma. Cancer Invest. 2019;37(3):144-155. doi: 10.1080/07357907.2019.1582060. Epub 2019 Mar 25. PMID: 30907150.
In vitro protocol:
1. Chircop M, Perera S, Mariana A, Lau H, Ma MP, Gilbert J, Jones NC, Gordon CP, Young KA, Morokoff A, Sakoff J, O'Brien TJ, McCluskey A, Robinson PJ. Inhibition of dynamin by dynole 34-2 induces cell death following cytokinesis failure in cancer cells. Mol Cancer Ther. 2011 Sep;10(9):1553-62. doi: 10.1158/1535-7163.MCT-11-0067. Epub 2011 Jul 12. PMID: 21750222. 2. Hill TA, Gordon CP, McGeachie AB, Venn-Brown B, Odell LR, Chau N, Quan A, Mariana A, Sakoff JA, Chircop M, Robinson PJ, McCluskey A. Inhibition of dynamin mediated endocytosis by the dynoles--synthesis and functional activity of a family of indoles. J Med Chem. 2009 Jun 25;52(12):3762-73. doi: 10.1021/jm900036m. PMID: 19459681.
In vivo protocol:
1. Luwor R, Morokoff AP, Amiridis S, D'Abaco G, Paradiso L, Stylli SS, Nguyen HPT, Tarleton M, Young KA, O'Brien TJ, Robinson PJ, Chircop M, McCluskey A, Jones NC. Targeting Glioma Stem Cells by Functional Inhibition of Dynamin 2: A Novel Treatment Strategy for Glioblastoma. Cancer Invest. 2019;37(3):144-155. doi: 10.1080/07357907.2019.1582060. Epub 2019 Mar 25. PMID: 30907150.
1: Baker JR, O'Brien NS, Prichard KL, Robinson PJ, McCluskey A, Russell CC. Dynole 34-2 and Acrylo-Dyn 2-30, Novel Dynamin GTPase Chemical Biology Probes. Methods Mol Biol. 2022;2417:221-238. doi: 10.1007/978-1-0716-1916-2_17. PMID: 35099803. 2: Robertson MJ, Deane FM, Robinson PJ, McCluskey A. Synthesis of Dynole 34-2, Dynole 2-24 and Dyngo 4a for investigating dynamin GTPase. Nat Protoc. 2014 Apr;9(4):851-70. doi: 10.1038/nprot.2014.046. Epub 2014 Mar 20. PMID: 24651498. 3: Chircop M, Perera S, Mariana A, Lau H, Ma MP, Gilbert J, Jones NC, Gordon CP, Young KA, Morokoff A, Sakoff J, O'Brien TJ, McCluskey A, Robinson PJ. Inhibition of dynamin by dynole 34-2 induces cell death following cytokinesis failure in cancer cells. Mol Cancer Ther. 2011 Sep;10(9):1553-62. doi: 10.1158/1535-7163.MCT-11-0067. Epub 2011 Jul 12. PMID: 21750222. 4: Thomas CN, Alfahad N, Capewell N, Cowley J, Hickman E, Fernandez A, Harrison N, Qureshi OS, Bennett N, Barnes NM, Dick AD, Chu CJ, Liu X, Denniston AK, Vendrell M, Hill LJ. Triazole-derivatized near-infrared cyanine dyes enable local functional fluorescent imaging of ocular inflammation. Biosens Bioelectron. 2022 Nov 15;216:114623. doi: 10.1016/j.bios.2022.114623. Epub 2022 Aug 13. PMID: 36029662. 5: Hill TA, Gordon CP, McGeachie AB, Venn-Brown B, Odell LR, Chau N, Quan A, Mariana A, Sakoff JA, Chircop M, Robinson PJ, McCluskey A. Inhibition of dynamin mediated endocytosis by the dynoles--synthesis and functional activity of a family of indoles. J Med Chem. 2009 Jun 25;52(12):3762-73. doi: 10.1021/jm900036m. PMID: 19459681. 6: Štimac I, Jug Vučko N, Blagojević Zagorac G, Marcelić M, Mahmutefendić Lučin H, Lučin P. Dynamin Inhibitors Prevent the Establishment of the Cytomegalovirus Assembly Compartment in the Early Phase of Infection. Life (Basel). 2021 Aug 25;11(9):876. doi: 10.3390/life11090876. PMID: 34575026; PMCID: PMC8469281. 7: Lynn KS, Easley KF, Martinez FJ, Reed RC, Schlingmann B, Koval M. Asymmetric distribution of dynamin-2 and β-catenin relative to tight junction spikes in alveolar epithelial cells. Tissue Barriers. 2021 Jul 3;9(3):1929786. doi: 10.1080/21688370.2021.1929786. Epub 2021 Jun 10. PMID: 34107845; PMCID: PMC8489912. 8: Sun EW, Matusica D, Wattchow DA, McCluskey A, Robinson PJ, Keating DJ. Dynamin regulates L cell secretion in human gut. Mol Cell Endocrinol. 2021 Sep 15;535:111398. doi: 10.1016/j.mce.2021.111398. Epub 2021 Jul 15. PMID: 34274446. 9: Luwor R, Morokoff AP, Amiridis S, D'Abaco G, Paradiso L, Stylli SS, Nguyen HPT, Tarleton M, Young KA, O'Brien TJ, Robinson PJ, Chircop M, McCluskey A, Jones NC. Targeting Glioma Stem Cells by Functional Inhibition of Dynamin 2: A Novel Treatment Strategy for Glioblastoma. Cancer Invest. 2019;37(3):144-155. doi: 10.1080/07357907.2019.1582060. Epub 2019 Mar 25. PMID: 30907150. 10: Tremblay CS, Chiu SK, Saw J, McCalmont H, Litalien V, Boyle J, Sonderegger SE, Chau N, Evans K, Cerruti L, Salmon JM, McCluskey A, Lock RB, Robinson PJ, Jane SM, Curtis DJ. Small molecule inhibition of Dynamin-dependent endocytosis targets multiple niche signals and impairs leukemia stem cells. Nat Commun. 2020 Dec 4;11(1):6211. doi: 10.1038/s41467-020-20091-6. Erratum in: Nat Commun. 2021 Feb 19;12(1):1288. PMID: 33277497; PMCID: PMC7719179. 11: Lasič E, Stenovec M, Kreft M, Robinson PJ, Zorec R. Dynamin regulates the fusion pore of endo- and exocytotic vesicles as revealed by membrane capacitance measurements. Biochim Biophys Acta Gen Subj. 2017 Sep;1861(9):2293-2303. doi: 10.1016/j.bbagen.2017.06.022. Epub 2017 Jun 29. PMID: 28669852. 12: Dunn VK, Gleason E. Inhibition of endocytosis suppresses the nitric oxide- dependent release of Cl- in retinal amacrine cells. PLoS One. 2018 Jul 25;13(7):e0201184. doi: 10.1371/journal.pone.0201184. PMID: 30044876; PMCID: PMC6059450. 13: Lasič E, Galland F, Vardjan N, Šribar J, Križaj I, Leite MC, Zorec R, Stenovec M. Time-dependent uptake and trafficking of vesicles capturing extracellular S100B in cultured rat astrocytes. J Neurochem. 2016 Oct;139(2):309-323. doi: 10.1111/jnc.13754. Epub 2016 Aug 19. PMID: 27488079. 14: Khan I, Gril B, Steeg PS. Metastasis Suppressors NME1 and NME2 Promote Dynamin 2 Oligomerization and Regulate Tumor Cell Endocytosis, Motility, and Metastasis. Cancer Res. 2019 Sep 15;79(18):4689-4702. doi: 10.1158/0008-5472.CAN-19-0492. Epub 2019 Jul 16. PMID: 31311812; PMCID: PMC8288561. 15: Jackson J, Papadopulos A, Meunier FA, McCluskey A, Robinson PJ, Keating DJ. Small molecules demonstrate the role of dynamin as a bi-directional regulator of the exocytosis fusion pore and vesicle release. Mol Psychiatry. 2015 Jul;20(7):810-9. doi: 10.1038/mp.2015.56. Epub 2015 May 5. PMID: 25939402.

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