| Identification | Back Directory | [Name]
AA-CW236 | [CAS]
1869921-96-9 | [Synonyms]
AA-CW236
AA-CW236
(AA-CW-236
AA-CW236 >=98% (HPLC)
1H-1,2,3-Triazole, 5-(chloromethyl)-1-[2-(3,5-dimethyl-4-isoxazolyl)ethyl]-4-[4-(trifluoromethoxy)phenyl]- | [Molecular Formula]
C17H16ClF3N4O2 | [MDL Number]
MFCD30537541 | [MOL File]
1869921-96-9.mol | [Molecular Weight]
400.78 |
| Chemical Properties | Back Directory | [Boiling point ]
535.0±60.0 °C(Predicted) | [density ]
1.43±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: 25mg/mL protein, clear | [form ]
powder | [pka]
-0.37±0.10(Predicted) | [color ]
white to beige | [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 | [InChIKey]
MPDMMSRZEHOFPA-UHFFFAOYSA-N | [SMILES]
CC1=C(CCN2N=NC(C3=CC=C(OC(F)(F)F)C=C3)=C2CCl)C(C)=NO1 |
| Hazard Information | Back Directory | [Uses]
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). |
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| Company Name: |
Sigma-Aldrich
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| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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