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18977-33-8

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18977-33-8 Usage

Description

2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is a versatile chemical compound characterized by a cyclohexanone ring with two 3,4-dimethoxyphenylmethylene groups attached at the 2 and 6 positions. It is widely recognized for its potential in organic synthesis and pharmaceutical research, particularly in the development of new drugs for anti-inflammatory and analgesic purposes, as well as its ability to inhibit specific enzymes associated with disease progression.

Uses

Used in Pharmaceutical Research:
2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is used as a key intermediate in the synthesis of new drugs, primarily for its potential in creating anti-inflammatory and analgesic medications. Its unique structure allows for the development of compounds that can effectively target and alleviate inflammation and pain.
Used in Enzyme Inhibition Studies:
In the field of enzyme inhibition, 2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is utilized as a research compound to study its effects on specific enzymes that play a role in the progression of certain diseases. By inhibiting these enzymes, it may contribute to the development of treatments that can slow or halt disease advancement.
Used in Organic Synthesis:
2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is employed as a versatile building block in organic synthesis, allowing chemists to create a variety of complex molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Drug Development:
In the pharmaceutical industry, 2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is used as a precursor in the development of innovative drugs. Its unique chemical properties make it a valuable component in the design and synthesis of new therapeutic agents that can address unmet medical needs.
Overall, 2,6-Bis-(3,4-Dimethoxyphenylmethylene)-Cyclohexanone is a promising chemical compound with diverse applications in science and medicine, offering opportunities for the advancement of drug discovery and the development of novel therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 18977-33-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,9,7 and 7 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 18977-33:
(7*1)+(6*8)+(5*9)+(4*7)+(3*7)+(2*3)+(1*3)=158
158 % 10 = 8
So 18977-33-8 is a valid CAS Registry Number.
InChI:InChI=1/C24H26O5/c1-26-20-10-8-16(14-22(20)28-3)12-18-6-5-7-19(24(18)25)13-17-9-11-21(27-2)23(15-17)29-4/h8-15H,5-7H2,1-4H3/b18-12+,19-13+

18977-33-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Bis-(3,4-dimethoxyphenylmethylene)cyclohexanone

1.2 Other means of identification

Product number -
Other names 2,6-BIS(3,4-DIMETHOXYBENZYLIDENE)-1-CYCLOHEXANONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18977-33-8 SDS

18977-33-8Relevant articles and documents

Asymmetrical meta-methoxylated diarylpentanoids: Rational design, synthesis and anti-cancer evaluation in-vitro

Leong, Sze Wei,Chia, Suet Lin,Abas, Faridah,Yusoff, Khatijah

, p. 716 - 728 (2018)

In the present study, a series of forty-five asymmetrical meta-methoxylated diarylpentanoids have been synthesized, characterized and evaluated for their in-vitro anti-cancer potential. Among the forty-five analogs, three compounds (20, 33 and 42) have been identified as lead compounds due to their excellent inhibition against five human cancer cell lines including SW620, A549, EJ28, HT1080 and MCF-7. Structure-activity relationship study on cytotoxicity of tested compounds suggested that the presence of meta-oxygenated phenyl ring played a critical role in enhancing their cytotoxic effects. Compounds 33 and 42 in particular, exhibited strongest cytotoxicity against tested cell lines with the IC50 values ranging from 1.1 to 4.3 μM. Subsequent colony formation assay on SW620 cell line showed that both compounds 33 and 42 possessed strong anti-proliferative activity. In addition, flow cytometry based experiments revealed that these compounds could trigger intracellular ROS production thus inducing G2/M-phase cell arrest and apoptosis. All these results suggested that poly meta-oxygenated diarylpentnoid is a promising scaffold which deserved further modification and investigation in the development of natural product-based anti-cancer drug.

Mechanistic investigations on substituted benzene sulphonamides as apoptosis inducing anticancer agents

Mettu, Akhila,Naikal James Prameela, Subhashini,Talla, Venu,Thumma, Soujanya

, (2020/01/28)

In an approach to develop potent cytotoxic compounds with targeted action, a systematic methodology was employed to design and initially synthesize parent compounds A1, A8, A13 and A14 followed by synthesis of further analogs of A1 (A2-A7) and A8 (A9-A12)

Chiral Cyclohexyl-Fused Spirobiindanes: Practical Synthesis, Ligand Development, and Asymmetric Catalysis

Zheng, Zhiyao,Cao, Yuxi,Chong, Qinglei,Han, Zhaobin,Ding, Jiaming,Luo, Chenguang,Wang, Zheng,Zhu, Dongsheng,Zhou, Qi-Lin,Ding, Kuiling

supporting information, p. 10374 - 10381 (2018/08/03)

1,1′-Spirobiindane has been one type of privileged skeleton for chiral ligand design, and 1,1′-spirobiindane-based chiral ligands have demonstrated outstanding performance in various asymmetric catalysis. However, the access to enantiopure spirobiindane is quite tedious, which obstructs its practical application. In the present article, a facile enantioselective synthesis of cyclohexyl-fused chiral spirobiindanes has been accomplished, in high yields and excellent stereoselectivities (up to >99% ee), via a sequence of Ir-catalyzed asymmetric hydrogenation of α,α′-bis(arylidene)ketones and TiCl4 promoted asymmetric spiroannulation of the hydrogenated chiral ketones. The protocol can be performed in one pot and is readily scalable, and has been utilized in a 25 g scale asymmetric synthesis of cyclohexyl-fused spirobiindanediol (1S,2S,2′S)-5, in >99% ee and 67% overall yield for four steps without chromatographic purification. Facile derivations of (1S,2S,2′S)-5 provided straightforward access to chiral monodentate phosphoramidites 6a-c and a tridentate phosphorus-amidopyridine 11, which were evaluated as chiral ligands in several benchmark enantioselective reactions (hydrogenation, hydroacylation, and [2 + 2] reaction) catalyzed by transition metal (Rh, Au, or Ir). Preliminary results from comparative studies showcased the excellent catalytic performances of these ligands, with a competency essentially equal to the corresponding well-established privileged ligands bearing a regular spirobiindane backbone. X-ray crystallography revealed a close resemblance between the structures of the precatalysts 20 and 21 and their analogues, which ultimately help to rationalize the almost identical stereochemical outcomes of reactions catalyzed by metal complexes of spirobiindane-derived ligands with or without a fused cyclohexyl ring on the backbone. This work is expected to stimulate further applications of this type of readily accessible skeletons in development of chiral ligands and functional molecules.

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