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Alternative_name
4-(2-Amino-4-oxo-2-imidazolidin-5-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one; Hymenialdisine
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Description
Isolated from sponge Axinella carteri. A potent inhibitor of mitogen-activated protein kinase kinase-1 (MEK-1) (IC₅₀ = 6nM). Blocks the in vivo phosphorylation of the microtubule-binding protein tau at sites that are hyperphosphorylated by glycogen synthase kinase-β (GSK-3β) and CDK5/p35 in Alzheimer’s disease. Inhibitor of DNA damage checkpoint at G2 phase (IC₅₀ = 6 µM), cyclin-dependent kinases CDK1/cyclin B (IC₅₀ = 22 nM), CDK2/cyclin A (IC₅₀= 70 nM), CDK2/cyclin E (IC₅₀= 40 nM), CDK4/cyclin D1 (IC₅₀ = 600 nM), CDK5/p25 (IC₅₀ = 28 nM), GSK-3β (IC₅₀ = 10 nM), and casein kinase 1 (CK1) (IC₅₀ = 35 nM).
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CAS Number
82005-12-7
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Structure Available
Yes
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Salt Form
No
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Molecular Formula
C₁₁H₁₀BrN₅O₂
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Molecular Weight
324.13
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Cell Permeable
Yes
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Purity
≥97% by HPLC
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Solubilities
DMSO (5 mg/ml)
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Handling
Protect from air and light
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Tag Line
A MEK-1 inhibitor
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Storage Condition
-20°C
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Shipping Condition
gel pack
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Shelf Life
24months
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MDL Number
MFCD04037007
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PubChem CID
3036831
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SMILES
C1CNC(=O)C2=C(C1=C3C(=O)N=C(N3)N)C=C(N2)Br
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InChi
InChI=1S/C11H10BrN5O2/c12-6-3-5-4(7-10(19)17-11(13)16-7)1-2-14-9(18)8(5)15-6/h3,15H,1-2H2,(H,14,18)(H3,13,16,17,19)/b7-4+
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InChi Key
ATBAETXFFCOZOY-QPJJXVBHSA-N
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MSDS Available
Yes
