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AA-CW236

SIGMA/SML1761 - ≥98% (HPLC)

Synonym: 4-(2-(5-(Chloromethyl)-4-(4-(trifluoromethoxy)phenyl)-1H-1,2,3-triazol-1-yl)ethyl)-3,5-dimethylisoxazole

CAS Number: 1869921-96-9
Empirical Formula (Hill Notation): C17H16ClF3N4O2
Molecular Weight: 400.78
Linear Formula: C17H16ClF3N4O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1761-25MG 25 mg
 $434.00
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C17H16ClF3N4O2/c1-10-14(11(2)27-23-10)7-8-25-15(9-18)16(22-24-25)12-3-5-13(6-4-12)26-17(19,20)21/h3-6H,7-9H2,1-2H3
InChI key MPDMMSRZEHOFPA-UHFFFAOYSA-N
Quality Level 100 
SMILES string CC1=C(CCN2N=NC(C3=CC=C(OC(F)(F)F)C=C3)=C2CCl)C(C)=NO1
solubility DMSO: 25 mg/mL protein, clear
storage temp. 2-8°C
Application: AA-CW236 has been used as an inhibitor of m6G DNA methyltransferase in mouse embryo fibroblasts.
Biochem/physiol Actions: AA-CW236 is a cell-permeable chloromethyl triazole (CMT) derivative that acts as a non-pseudosubstrate inhibitor against human O(6)-alkylguanine DNA methyltransferase (MGMT) by targeting MGMT active site Cys145 for covalent modification (KI = 24 nM, kinact = 0.03/min), displaying little affinity toward cysteines from other cellular proteins. AA-CW236 pretreatment (1 μM) effectively prevents MGMT from repairing DNA damage, causing significantly more upregulated O6-alkylguanine accumulation than the pseudosubstrate inhibitor Lomeguatrib (1 μM) when co-administered with the DNA-alkylating agent Temozolomide/TMZ (300 μM) in MCF-7 cells. Likewise, AA-CW236 is shown to boost TMZ toxicity in Caco-2 cultures (IC50 = 227 and 673 μM, respectively, with or without 3 μM AA-CW236 co-treatment).
Biochem/physiol Actions: AA-CW236 is a cell-permeable chloromethyl triazole (CMT) derivative that acts as a non-pseudosubstrate inhibitor against human O(6)-alkylguanine DNA methyltransferase (MGMT).
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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