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533916 KIFC1 Inhibitor, AZ82 - CAS 1449578-65-7 - Calbiochem

A cell-permeable, potent and selective inhibitor of MT-bound KIFC1 motor domain ATPase activity. Targets centrosome-amplified tumor cells, causes mitotic delay & multipolar spindle formation.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 5-Methyl-N-((R)-1-oxo-1-((R)-pyrrolidin-3-ylamino)-3-(6-(3-(trifluoromethoxy)phenyl)pyridin-3-yl)propan-2-yl)-4-propylthiophene-2-carboxamide, Tctex7 Inhibitor, Knsl2 Inhibitor, Bm4137 Inhibitor, HSET Inhibitor, Kinesin Family Member C1 Inhibitor, MT/KIFC1 Inhibitor

Primary Target: MT/KIFC1
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533916
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
1449578-65-7C₂₈H₃₁F₃N₄O₃S

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      Description
      OverviewA cell-permeable pyridinylpropanylthiophene-carboxamide compound that acts as a potent, reversible, and ATP-competitive (Ki = 43 nM) and microtubule (MT) non-competitive inhibitor of MT-stimulated ATPase activity of KIFC1 (IC50 = 300 nM). However, it does not affect the basal ATPase activity even at high concentrations (~100 µM). Binds to the MT/KIFC1 complex (Kd of 690 nM) with high-affinity and blocks ATP binding and release of ADP. Does not directly interact with KIFC protein that is not associated with MT. Exhibits high degree of selectivity against a panel of nine kinesin motor proteins at a concentration (~ 5 µM) where KIFC1 activity is reduced by 95%. Causes mitotic delay, multipolar spindle formation and centrosome declustering in centrosome-amplified BT-549 cancer cells without affecting normal cells. Also shown to prevent Eg5 inhibition induced monopolar spindles and restores bipolar mitotic spindle formation in HeLa cells at 400 nM.
      Catalogue Number533916
      Brand Family Calbiochem®
      Synonyms5-Methyl-N-((R)-1-oxo-1-((R)-pyrrolidin-3-ylamino)-3-(6-(3-(trifluoromethoxy)phenyl)pyridin-3-yl)propan-2-yl)-4-propylthiophene-2-carboxamide, Tctex7 Inhibitor, Knsl2 Inhibitor, Bm4137 Inhibitor, HSET Inhibitor, Kinesin Family Member C1 Inhibitor, MT/KIFC1 Inhibitor
      DescriptionKIFC1 Inhibitor, AZ82
      References
      ReferencesReference: Wu, J., et al. 2013. ACS Chem. Biol. 8, 2201.
      Product Information
      CAS number1449578-65-7
      FormYellow film
      Hill FormulaC₂₈H₃₁F₃N₄O₃S
      Chemical formulaC₂₈H₃₁F₃N₄O₃S
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetMT/KIFC1
      Purity≥96% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalog Number GTIN
      5.33916.0001 04055977281569

      Documentation

      KIFC1 Inhibitor, AZ82 - CAS 1449578-65-7 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Reference: Wu, J., et al. 2013. ACS Chem. Biol. 8, 2201.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision07-August-2017 JSW
      Synonyms5-Methyl-N-((R)-1-oxo-1-((R)-pyrrolidin-3-ylamino)-3-(6-(3-(trifluoromethoxy)phenyl)pyridin-3-yl)propan-2-yl)-4-propylthiophene-2-carboxamide, Tctex7 Inhibitor, Knsl2 Inhibitor, Bm4137 Inhibitor, HSET Inhibitor, Kinesin Family Member C1 Inhibitor, MT/KIFC1 Inhibitor
      DescriptionA cell-permeable pyridinylpropanylthiophene-carboxamide compound that exhibits selective affinity toward MT/microtubule-bound KIFC1 motor domain (Q305-K673; Kd = 690 nM), but not to uncomplexed KIFC1 or MT, and selectively inhibits MT-induced, but not basal, KIFC1 motor domain ATPase activity (IC50 = 300 nM; [KIFC1] = 30 nM, [MT] = 100 nM, [ATP] = 15 µM) in an ATP-competitive (Ki = 43 nM; [KIFC1] = 125 nM, [MT] = 1.5 µM) and MT-noncompetitive manner, effectively preventing ADP release, while displaying little potency against 9 other kinesin motor proteins (<15% or no inhibition at 5 µM against human CENP-E, Chromokinesin/KIF4A, Eg5, KIFC3, KIF3C, KInesin Heavy Chain/KIF5B, MCAK/KIF2C, MKLP1/KIF23, and A. nidulans BimC/KIF8). KIFC1 knockdown by siRNA or functional inhibition by AZ82 (0.4 to 1.2 µM) is shown to result in mitotic delay and multipolar spindle formation among BT549 population with extra centrosomes due to failure of chromosomes clustering. In cells with normal/two centrosomes, Eg5 inhibition causes monopolar spindles formation, while AZ82 co-treatment (400 nM) offsets the effect of Eg5 inhibition (5 nM AZD4877) and restores bipolar spindles phenotype in mitotic HeLa cells. Off-target cytotoxicity is reported when used at concentrations above 4 µM.
      FormYellow film
      Intert gas (Yes/No) Packaged under inert gas
      CAS number1449578-65-7
      Chemical formulaC₂₈H₃₁F₃N₄O₃S
      Purity≥96% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesReference: Wu, J., et al. 2013. ACS Chem. Biol. 8, 2201.