4-Dimethylaminocinnamaldehyde

CAS: 6203-18-5

Ref. 3D-FD10898

Product Information

• Name: 4-Dimethylaminocinnamaldehyde
• Synonyms: (2E)-3-[4-(dimethylamino)phenyl]prop-2-enal, 2-Propenal, 3-[4-(dimethylamino)phenyl]-, 3-(4-Dimethylaminophenyl)propenal, 3-[4-(Dimethylamino)Phenyl]Prop-2-Enal, 3-[4-(Dimethylamino)phenyl]-2-propenal, 4-(Dimethylamino)cinnamaldehyde, 4-(N,N-Dimethylamino)cinnamaldehyde, 4-Dimethylaminocinnamic aldehyde, 4-Dimethylaminozimtaldehyde, Cinnamaldehyde, p-(dimethylamino)-, NSC 62138, p-(Dimethylamino)cinnamaldehyde, p-(Dimethylamino)cinnamic aldehyde, p-(N,N-Dimethylamino)cinnamaldehyde, p-Dimethylaminocinnamaldehyde

Description

4-Dimethylaminocinnamaldehyde (DMAC) is a metabolite of the herbicide paraquat. It has been studied as an anticancer agent that inhibits the proliferation of human carcinoma cell lines and induces apoptosis. DMAC also binds to DNA, inhibiting transfer reactions and preventing the synthesis of unsymmetrical dyes and procyanidins. DMAC has been shown to inhibit inflammation in mice by blocking the production of prostaglandins and leukotrienes. The anti-inflammatory activity is due to its ability to inhibit cyclooxygenase (COX) enzymes, thereby preventing the formation of prostaglandins from arachidonic acid.

• Brand: Biosynth

Chemical properties

• Molecular weight: 175.23 g/mol
• Formula: C₁₁H₁₃NO
• Color/Form: Yellow Powder
• InChI: InChI=1S/C11H13NO/c1-12(2)11-7-5-10(6-8-11)4-3-9-13/h3-9H,1-2H3/b4-3+
• InChI key: InChIKey=RUKJCCIJLIMGEP-ONEGZZNKSA-N
• SMILES: CN(C)c1ccc(/C=C/C=O)cc1