3,4,5-Trimethoxybenzyl chloride

CAS: 3840-30-0

Ref. 3D-FT55079

Product Information

• Name: 3,4,5-Trimethoxybenzyl chloride
• Synonyms: 1-(Chloromethyl)-3,4,5-trimethoxybenzene, 3,4,5-Trimethoxybenzylchloride, 5-(Chloromethyl)-1,2,3-Trimethoxybenzene, Benzene, 5-(chloromethyl)-1,2,3-trimethoxy-, NSC 100940, Toluene, α-chloro-3,4,5-trimethoxy-

Description

3,4,5-Trimethoxybenzyl chloride (3,4,5-TMBC) is a coumarin derivative that has been shown to have antiproliferative and cytotoxic properties. 3,4,5-TMBC inhibits the growth of bacteria by inhibiting mitochondrial functions. It also has inhibitory properties against the bacterium P. aeruginosa. 3,4,5-TMBC is hydrolyzed in vivo to 3,4,5-trimethoxybenzyl alcohol (TMBAL), which is responsible for its significant cytotoxicity. TMBAL binds to DNA and RNA nucleobases through hydrogen bonding interactions and prevents RNA synthesis by binding to ribosomes. This allows 3,4,5-TMBC to function as an anti-inflammatory agent. The aromatic hydrocarbon group of 3,4,5-TMBC can be used in pharmaceutical preparations as a precursor for the synthesis of other drugs

• Brand: Biosynth

Chemical properties

• Molecular weight: 216.66 g/mol
• Formula: C₁₀H₁₃ClO₃
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C10H13ClO3/c1-12-8-4-7(6-11)5-9(13-2)10(8)14-3/h4-5H,6H2,1-3H3
• InChI key: InChIKey=XXRUQNNAKXZSOS-UHFFFAOYSA-N
• SMILES: COc1cc(CCl)cc(OC)c1OC