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Chemical Structure| 6011-14-9 Chemical Structure| 6011-14-9

Structure of 6011-14-9

Chemical Structure| 6011-14-9

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Product Citations

Product Citations

Rama Joudeh ;

Abstract: FLT3 is an important target for leukemia, mainly acute myeloid leukemia that accounts for up to a third of all acute myeloid leukemia cases. The objective of the present research was the preparation of new pyridone annelated isoindigo derivatives. A series of isoindigos together with their annelated pyridone analogs were synthesized and characterized by MS/NMR spectroscopy. Their inhibitory activity were evaluated in vitro against FLT3 and FLT3 D835Y at 10 μM. The pyridone annelated isoindigos (10a-f) showed 85-100% inhibition. At lower concentrations, compound 10f exhibited excellent inhibitory activity with IC50 (48 nM against FLT3, 84 nM against FLT3D835Y). The isoindigos (14a-j) were inactive (< 28% inhibition), Docking studies for the pyridone annelated isoindigo derivatives (10a-f) showed that this series fit into the binding pocket of FLT3 and FLT3 D835Y. While 10f additionally form stacking with the DFG region. However, isoindigos (14a-j) don’t fit into the binding pocket. Also, they don’t form stacks with the DFG region. Hence, this would explain why isoindigos (14a-j) were inactive.

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Product Details of [ 6011-14-9 ]

CAS No. :6011-14-9
Formula : C2H5ClN2
M.W : 92.53
SMILES Code : N#CCN.[H]Cl
MDL No. :MFCD00012850
InChI Key :XFKYKTBPRBZDFG-UHFFFAOYSA-N
Pubchem ID :11491918

Safety of [ 6011-14-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P403+P233-P405-P501
Class:6.1
UN#:3439
Packing Group:

Application In Synthesis of [ 6011-14-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 6011-14-9 ]
  • Downstream synthetic route of [ 6011-14-9 ]

[ 6011-14-9 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 131543-46-9 ]
  • [ 6011-14-9 ]
  • [ 6270-63-9 ]
References: [1] Patent: US2805223, 1955, , .
  • 2
  • [ 6011-14-9 ]
  • [ 67492-50-6 ]
  • [ 52516-37-7 ]
References: [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 39, p. 10510 - 10514[2] Angew. Chem., 2014, vol. 126, # 39, p. 10678 - 10682,5.
  • 3
  • [ 6011-14-9 ]
  • [ 501-53-1 ]
  • [ 75-36-5 ]
  • [ 51030-44-5 ]
References: [1] Tetrahedron Letters, 1993, vol. 34, # 46, p. 7459 - 7462.
 

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