21722-31-6

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 74-88-4 methyl iodide 
• 1521-61-5 1,3,5-trimethoxy-2,4-dimethyl benzene 
• 108-24-7 acetic anhydride 
• 81574-58-5 2,4,6-trimethoxy-3-methylbenzaldehyde 
• 14107-97-2 2,4,6-trimethoxytoluene 
• 75-36-5 acetyl chloride 
• 830-79-5 2,4,6-trimethoxybenzaldehyde 
• 621-23-8 1,2,3-trimethoxybenzene 

Downstream Products

• 76142-13-7 1-(2'-hydroxy-4',6'-dimethoxy-3',5'-dimethylphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 

Relevant academic research and scientific papers

Total Syntheses of 4′,6′-Dimethoxy-2'-Hydroxy-3′,5′-Dimethylchalcone Derivatives

Chalcone derivatives afford several pharmacological activities. However, a general synthetic method for 2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone (DMC) derivatives has not been reported thus far. To address this, the preparation of 4',6'-dimethoxy-2'-hydroxy-3',5'-dimethylchalcone (MDMC) derivatives, modified compounds of DMC, in excellent overall yields is reported herein. These compounds have recently attracted growing attention due to their various pharmacological activities. Di-O-methyl-dimethylphloroacetophenone, the key intermediate containing the B-ring moiety, was fabricated by four efficient reaction steps from commercially available phloroglucinol in a 50.1% isolated yield overall. Our synthetic route, which constructs the chalcone skeleton in the final stage via a Claisen–Schmidt condensation of the key intermediate with the desired benzaldehyde derivative, can rapidly produce a vast library of DMC derivatives.

DIMETHYLCHALCONE DERIVATIVES AND PREPARATION METHOD THEREOF

The present invention relates to a dimethalcone (DMC) derivative and a method for producing the same. A compound according to an embodiment of the present invention is represented by chemical formula I: [Chemical Formula I]. In Formula I, R1, R2, and R3 are the same as or different from each other, R1 is a hydroxy group or a methoxy group, R2, and R3 are each independently hydrogen, deuterium, a nitro group, a hydroxyl group, a carbonyl group C1?C10, a nitro group, C1?C10 a hydroxyl group, an 'C2?C10 alkyloxy group', an aryloxy C2?C10 group, an aryloxy group, an alkylthioxy group, a silyl group, a boron group, an alkyl group or an C6?C20 aryl group. (C1?C10. The cycloalkyl group, alkenyl group, alkynyl group, aryl group, aralkyl group, aralkyl group, alkylaryl group, alkylamine group. The substituent may be substituted or unsubstituted with 1 or more substituents selected from the group consisting of an aralkylamine group, a heteroarylamine group, an arylamine group, an arylphosphine group, and a heterocyclic group.

HALOGEN-SUBSTITUTED DIMETHYLCHALCONE DERIVATIVES AND PREPARATION METHOD THEREOF

The present invention relates to dimethylchalcone (DMC) derivatives substituted with halogen and a method for producing the same. A compound according to an embodiment of the present invention is represented by chemical formula I: [Chemical Formula I]. In Formula I, R1 and R2 are the same as or different from each other, R1, and R2 are each independently selected from the group consisting of hydrogen, methoxy, and methoxy. R3, and R4 are each independently hydrogen or halogen elements, and when R3 is hydrogen, R4 R4 is any one selected from the group consisting of halogen elements R3.

Synthesis of methylophiopogonanone a

Ophiopogon Root (root of Ophiopogon japonicus Ker-Gawler, Liliaceae) is a crude drug used as expectorant, anti-cough and tonic in Kampo medicine (traditional Japanese medicine) as well as other traditional medicines of Asian countries. It contains characteristic homoisoflavonoids with methylated ring A. We synthesized methylophiopogonanone A (1), which is a candidate marker compound for identification test of Ophiopogon Root, from phloroglucinol in 9 steps with overall yield of 11.1%.

Synthesis of new C-dimethylated chalcones as potent antitubercular agents

A new class of C-dimethylated-chalcones (9a–q) were synthesized by using 2-hydroxy-3,5-dimethyl-4,6-dimethoxy acetophenone as a key intermediate. The compounds were screened for anti-tubercular activity against Mycobacterium tuberculosis strain (H37Rv) by Microplate Alamar Blue assay (MABA) method at a concentration of 100–0.8 μg/mL. The chalcones, 9a, 9b, 9c, 9k, 9o, and 9p were found to have higher antitubercular activity than the standard drugs, while the remaining compounds showed moderate activity. The antitubercular activity of the chalcones, 9b (MIC90 = 3.98 μM) and 9o (MIC90 = 3.84 μM) was found to be more than two-fold more active than the standard drugs, streptomycin (MIC90 = 10.75 μM) and ciprofloxacin (MIC90 = 9.43 μM), while their antitubercular activity was found to be more than six-fold more active than pyrazinamide (MIC90 = 25.38 μM). Further, the molecular docking studies employing Mycobacterium tuberculosis protein tyrosine phosphatase (MtbPtp) was carried out to observe docking scores.

C-methylisoflavones and their derivatives and producing methods thereof

The present invention biological activity at the time of compared to the rock it was recorded victims of the natural compound C - methyl isocyanate compound (compound 1) this cow [phul [phul] sample, number 6, 8 - methyl-varnish resin (compound 2) and derivatives (compounds 3 - 8) 7 - 8 to step 16 - 24% total yield from commercially available precursors to simply and efficiently copiers. Strategy in sucrose - the [khu [khu] to do reaction (Vilsmeier-a Haack reaction), prepared by methylation reactable with the acylated (Friedel-a Crafts acylation) on grow [phu [phu] [chu] - phosphonites, dog secret conference protocol (Gammill's protocol) and suzuki coupling reaction (Suzuki coupling reactions) main step has been applied. In addition, in the present invention so as to induce RAW264 LPS for compounds 1 - 8. 7 Billion NO generation number in macrophages to assaying for the ability to him. All are made from the test sample concentration depending on reduce the production NO concentration (10 μmol/L) clear cytotoxicity to cells we shall be, 10. 17 To 33. 88 Μmol/L range of IC50 Minimal inhibitory effects on the efficient value mistletoe. As an essential compound 3 (IC50 =10. 17 Μmol/L), compound 1(IC50 =13. 2 Μmol/L), compound 7(IC50 =13. 21 Μmol/L) compound 8 (IC50 =14. 67 Μmol/L) is positive controls is used as an L-a NMMA (N- Monomethyl-a L a-arginine) (IC50 =7. 82 Μmol/L) compared to the number effect significant billion mistletoe. (by machine translation)

First synthesis and in vitro biological assessment of isosideroxylin, 6,8-dimethylgenistein and their analogues as nitric oxide production inhibition agents

A modular and efficient synthesis of the biologically significant C-methylisoflavones isosideroxylin (1), 6,8-dimethylgenistein (2) and their analogues (3–8) is established for the first time. The synthesis is realized in 7-8 steps in overall yields of 16%-24% from commercially inexpensive phloroglucinol and features a high yielding Vilsmeier–Haack reaction, Friedel-Crafts acylation, Gammill's protocol and Suzuki coupling as the pivotal transformations. Next, these compounds evaluated for their inhibitory potency on the production of nitric oxide (NO) in lipopolysaccharide (LPS)-activated RAW-264.7 cells as an indicator of anti-inflammatory activity. The results showed that all the compounds decreased NO production in a dose-dependent manner without marked cytotoxicity and IC50 values are found in the range of 10.17–33.88?μmol/L. Of note, compounds 3 followed by 1, 7 and 8 show comparable inhibitory activity with positive control (N-monomethyl-L-arginine, L-NMMA).

STUDIES ON THE CONSTITUENTS OF OPHIOPOGONIS TUBERS. VII. SYNTHETIC STUDIES OF HOMOISOFLAVONIDS.

Several homoisoflavonoidal compounds, namely the monomethyl ethers ((IIIb) and (IVb)) of methylophiopogonones A and B, isoophiopogonone A monomethyl ether (VIIIb) and desmethylisoophiopogonone B (IXa), which were derived from the constituents of Ophiopogo