3,3'-diindolylmethane is a pharmaceutical intermediate; It can be found in natural phytochemicals belonging to Cruciferae Plants, acid catalyzed reaction products, indole-3-methanol; It has the function of anti-tumor agent; Under the condition of relatively high concentration, the derivative can not only directly accelerate the apoptosis of human cancer cells, but also sensitize trail to induce the apoptosis of human cancer cells; Chemicalbookdim induces a G1 cell ring inhibition in human breast cancer MCF-7 cells through mechanism and inclusion expression; Dim is a potent inhibitor of mitochondrial h+-atpase; As a new plant growth promoter, dim and its derivatives have been used in eco-friendly system research.
Cas No. :1968-05-4
Purity :≥98%
Formula :C17H14N2
Formula Wt. :246.31
Chemical Name :3,3'-Diindolylmethane
Synonym : :3,3'-Diindolylmethane(DIM);Di(1H-indol-3-yl);Plant:Indole;3,3'-DIINDOLYLMETHANE,>=98%(HPLC);3,3'-METHYLENEBIS-1H-INDOLE;3,3'-METHYLENEBISINDOLE;3,3'-METHYLENEDIINDOLE;3,3'-DIINDOLYLMETHANE
Melting Point :167 °C
Boiling Point :230 °C
Solubility : Chloroform (Sparingly), Methanol (Slightly)
Appearance :Off-white powder
Storage stability Recommended storage temperature -20°C.
Preparation Place indole (1.17 g, 10 mmol), CTAB (50% mol) and oxalic acid (50% mol) in a 25 ml single-necked round-bottom flask, add 5 ml deionized water, stir thoroughly for 5 min and then add aqueous formaldehyde solution (0.38 g solution, 5 mmol formaldehyde) dropwise. React for 3 h at room temperature and stop the reaction. The reaction solution was extracted with 15 ml of ethyl acetate in three parts, and the organic phase was collected and dried with anhydrous Na2SO4 for 5 hours. The solvent was removed under reduced pressure and recrystallized from a mixture of methanol and water (methanol/H2ChemicalbookO = 10/1) to give a white solid 3,3'-diindolylmethane in 85% yield. Bioactivity3,3'-Diindolylmethane (DIM) is the main digestion product of indole-3-carbinol, which is a potential anticancer substance in cruciferous vegetables.3,3'-Diindolylmethane (DIM) is a pure strong antagonist of androgenreceptor (AR).
In vitro studies have shown that DIM is an effective radioprotector and mitigator, acting by stimulating ATM-driven DDR-like responses as well as NF-κB survival signaling.DIM can inhibit tumor cell invasion, angiogenesis, proliferation and induce apoptosis by modulating signaling pathways such as AKT, NF-κB and FOXO3. It can also inhibit estrogen-induced gene expression and induce endoplasmic reticulum stress. chemicalbookDIM can alter estrogen metabolism and antagonize estrogen and androgen receptor activity. In vivo studies have shown that DIM is effective against systemic radiation after multiple administrations. In in vivo tests, DIM provided radiation protection or mitigation. In normal tissues, DIM activates ATM. dIM can be administered to mice by oral filling (250 mg/kg) with high bioavailability and no acute t