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104833 Ack1 Inhibitor, AIM-100 - CAS 873305-35-2 - Calbiochem

104833
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Overview

Replacement Information

Key Spec Table

Empirical FormulaCAS #
C₂₃H₂₁N₃O₂873305-35-2

Products

Catalogue NumberPackaging Qty/Pack
104833-10MG Glass bottle 10 mg
Description
OverviewA cell-permeable furopyrimidine that acts as a potent, ATP-binding site-targeting, Ack1-selective inhibitor (IC50 = 22 nM) and effectively prevents receptor-mediated Ack1 activation (by >90% in MEF & LAPC4 cultures; 16 h 800 nM), while exhibiting much reduced potency against Lyn, Lck, Abl1 and BTK (IC50 ≥346.7 nM) and no inhibitory activity toward 25 other kinases. Shown to completely inhibit EGF-induced, but not androgen DHT- (dihydrotestosterone) stimulated, AR transcription activity in serum- and androgen-deprived prostate cancer LAPC4 cutlures. Effectively inhibits androgen-independent LNCaP prostate cancer growth both in vitro (by 60%; 72 h 8 µM) and in castrated mice in vivo (4 mg/kg/96 h injections on day 7/11/15/19/23/27 post tumor transplant).
Catalogue Number104833
Brand Family Calbiochem®
Synonyms(S)-5,6-Diphenyl-N-((tetrahydrofuran-2-yl)methyl)furo[2,3-d]pyrimidin-4-amine, Activated Cdc42 Kinase 1 Inhibitor
References
ReferencesMahajan, K., et al. 2012. J. Biol. Chem. 287, 22112.
Mahajan, K., et al. 2012. Am. J. Pathol. 180, 1386.
Mahajan, K., et al. 2010. Prostate 70, 1274.
DiMauro, E.F., et al. 2007. Bioorg. Med. Chem. Lett. 17, 2305.
Product Information
CAS number873305-35-2
FormYellow solid
Hill FormulaC₂₃H₂₁N₃O₂
Chemical formulaC₂₃H₂₁N₃O₂
ReversibleY
Applications
Biological Information
Primary TargetAck1
Primary Target IC<sub>50</sub>22 nM for Ack1
Secondary targetLck, Lyn
Purity≥98% by Chiral HPLC
Enantiomeric excess (ee): 98.29% (based on the ee of (S)-(+)-Tetrahydrofurfurylamine, as determined using Chiral HPLC column)
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 -20°C
Protect from Light Protect from light
Avoid freeze/thaw Avoid freeze/thaw
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C. Stock solutions are stable for up to 6 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Transport Information
Supplemental Information
Specifications

Documentation

References

Reference overview
Mahajan, K., et al. 2012. J. Biol. Chem. 287, 22112.
Mahajan, K., et al. 2012. Am. J. Pathol. 180, 1386.
Mahajan, K., et al. 2010. Prostate 70, 1274.
DiMauro, E.F., et al. 2007. Bioorg. Med. Chem. Lett. 17, 2305.
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.

Revision22-February-2013 JSW
Synonyms(S)-5,6-Diphenyl-N-((tetrahydrofuran-2-yl)methyl)furo[2,3-d]pyrimidin-4-amine, Activated Cdc42 Kinase 1 Inhibitor
DescriptionA cell-permeable furopyrimidine that acts as a potent, ATP-binding site-targeting, Ack1-selective inhibitor (IC50 = 22 nM) and effectively prevents receptor-mediated Ack1 activation (>90% of 10 ng/mL EGF-induced Ack1 Tyr284 phosphorylation in MEF and LAPC4 cells with 16 h 800 nM inhibitor pretreatment), while exhibiting much reduced potency against Lyn, Lck, Abl1 and BTK (IC50 = 346.7, 432.3, 705.9 and 871.7 nM, respectively) and no inhibitory activity toward 25 other kinases. Shown to completely inhibit EGF-induced, but not androgen DHT (dihydrotestosterone)-stimulated, AR (androgen receptor) transcription activity in serum- and androgen-deprived prostate cancer LAPC4 cutlures by preventing Ack1 activation-dependent AR Tyr267 phosphorylation. Effectively inhibits androgen-independent prostate cancer growth both in vitro (by 60% in 72 h 8 µM-treated LNCaP and 108 h 4 µM-treated LAPC4 cultures) and in castrated mice in vivo (18% and 51% of control tumor size on day 27, respectively, of irradiated and non-irradiated active Ack1-expressing LNCaP; Six 4 mg/kg/96 h injections on day 7/11/15/19/23/27 post tumor transplant).
FormYellow solid
Intert gas (Yes/No) Packaged under inert gas
CAS number873305-35-2
Chemical formulaC₂₃H₂₁N₃O₂
Purity≥98% by Chiral HPLC
Enantiomeric excess (ee): 98.29% (based on the ee of (S)-(+)-Tetrahydrofurfurylamine, as determined using Chiral HPLC column)
SolubilityDMSO (100 mg/ml)
Storage -20°C
Protect from light
Avoid freeze/thaw
Do Not Freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C. Stock solutions are stable for up to 6 months at -20°C.
Toxicity Standard Handling
ReferencesMahajan, K., et al. 2012. J. Biol. Chem. 287, 22112.
Mahajan, K., et al. 2012. Am. J. Pathol. 180, 1386.
Mahajan, K., et al. 2010. Prostate 70, 1274.
DiMauro, E.F., et al. 2007. Bioorg. Med. Chem. Lett. 17, 2305.