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3-Nitrodibenzothiophene, with the molecular formula C12H7NO2S, is a nitro-aromatic compound characterized by its yellow crystalline solid appearance. It is insoluble in water but readily soluble in organic solvents. This chemical is recognized for its potential biological activities and is utilized as a precursor in the synthesis of heterocyclic compounds and as a building block in the pharmaceutical industry.

94764-55-3

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94764-55-3 Usage

Uses

Used in Pharmaceutical Industry:
3-Nitrodibenzothiophene is used as a precursor in the synthesis of various heterocyclic compounds, which are essential in the development of pharmaceuticals. Its role in creating complex molecular structures makes it a valuable component in drug discovery and design.
Used in Dye Production:
In the dye industry, 3-Nitrodibenzothiophene is utilized as a starting material for the production of dyes. Its chemical properties allow for the creation of a range of colors and pigments used in various applications, including textiles, plastics, and printing inks.
Used in Organic Chemicals Production:
3-Nitrodibenzothiophene is also used in the production of other organic chemicals. Its versatility in chemical reactions makes it a useful intermediate in the synthesis of a variety of organic compounds for different industries.
Used in Medicinal Applications:
3-Nitrodibenzothiophene has been studied for its potential as an anti-cancer agent and other medicinal applications. Its biological activities are of interest to researchers seeking new therapeutic agents and treatments for various diseases.
It is crucial to handle and use 3-Nitrodibenzothiophene with caution due to its potential health hazards and toxicity. Proper safety measures should be taken to minimize risks during its production, use, and disposal.

Check Digit Verification of cas no

The CAS Registry Mumber 94764-55-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,4,7,6 and 4 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 94764-55:
(7*9)+(6*4)+(5*7)+(4*6)+(3*4)+(2*5)+(1*5)=173
173 % 10 = 3
So 94764-55-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H7NO2S/c14-13(15)8-5-6-10-9-3-1-2-4-11(9)16-12(10)7-8/h1-7H

94764-55-3Downstream Products

94764-55-3Relevant academic research and scientific papers

Synthesis method of substituted dibenzothiophene compound

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Paragraph 0047; 0051-0052, (2021/03/30)

The invention belongs to the technical field of organic synthesis, and particularly discloses a synthesis method of a substituted dibenzothiophene compound. The method comprises the following steps: reacting halogenated substituted biphenyl with an organic strong base at a low temperature, reacting with ethanedithiol to obtain a high-purity key intermediate mercaptobiphenyl, and carrying out a coupling reaction under the action of a catalyst to obtain the substituted dibenzothiophene compound. The method provided by the invention has the advantages of low raw material cost, mild reaction conditions, short reaction time, simple post-treatment, single reaction product, few byproducts, no impurity difficult to remove, simple process operation, easy obtaining of high-purity products, suitability for large-scale production of the process and the like.

Cyclization of 2-Biphenylthiols to Dibenzothiophenes under PdCl2/DMSO Catalysis

Zhang, Tao,Deng, Guigang,Li, Hanjie,Liu, Bingxin,Tan, Qitao,Xu, Bin

, p. 5439 - 5443 (2018/09/13)

A palladium-catalyzed synthesis of dibenzothiophenes from 2-biphenylthiols is described. This highly efficient reaction employs a simple PdCl2/DMSO catalytic system, in which PdCl2 is the sole metal catalyst and DMSO functions as an oxidant and solvent. This transformation has broad substrate scope and operational simplicity and proceeds in high yield. The synthetic utility was demonstrated by the facile synthesis of helical dinapthothiophene 3 and an eminent organic semiconductor DBTDT 4. Importantly, highly strained trithiasumanene 5, a buckybowl of considerable synthetic challenge, was observed under this catalytic system.

N-Benzyldithiocarbamate Salts as Sulfur Sources to Access Tricyclic Thioheterocycles Mediated by Copper Species

Luo, Bingling,Cui, Qingbin,Luo, Hongwen,Hu, Yumin,Huang, Peng,Wen, Shijun

supporting information, p. 2733 - 2738 (2016/09/13)

Using an easily prepared triethylammonium N-benzyldithiocarbamate salt as a sulfur source, a dual C?S functionalization of cyclic diaryliodoniums to form tricyclic thioheterocycles is realized. Our method uses the readily available copper sulfate to accelerate the chemical transformation under mild conditions. A broad range of cyclic diaryliodoniums with a ring size from 5- to 7-membered can be employed to gain a quick access to tricyclic thioheterocycles including dibenzothiophenes, thioxanthenes, and phenoxathiines. (Figure presented.).

Palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of carbon-sulfur and carbon-hydrogen bonds

Tobisu, Mamoru,Masuya, Yoshihiro,Baba, Katsuaki,Chatani, Naoto

, p. 2587 - 2591 (2016/04/05)

A new process has been developed for the palladium(ii)-catalyzed synthesis of dibenzothiophene derivatives via the cleavage of C-H and C-S bonds. In contrast to the existing methods for the synthesis of this scaffold by C-H functionalization, this new catalytic C-H/C-S coupling method does not require the presence of an external stoichiometric oxidant or reactive functionalities such as C-X or S-H, allowing its application to the synthesis of elaborate π-systems. Notably, the product-forming step of this reaction lies in an oxidative addition step rather than a reductive elimination step, making this reaction mechanistically uncommon.

Efficient synthesis of unsymmetrical dibenzothiophenes by acid-mediated intramolecular cyclization of biaryl methyl sulfoxides

Pandya, Vrajesh B.,Jain, Mukul R.,Chaugule, Balaji V.,Patel, Jigar S.,Parmar, Bhavesh M.,Joshi, Jignesh K.,Patel, Pankaj R.

, p. 497 - 505 (2011/11/29)

Aconvenient and high-yielding synthesis of unsymmetrical dibenzothiophenes has been achieved by an acid-mediated ring closure of the biphenyl ring having a sulfoxide substituent at the ortho position. Various functional groups are well tolerated in this methodology. Taylor & Francis Group, LLC.

TRICYCLIC COMPOUNDS AS MATRIX METALLOPROTEINASE INHIBITORS

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Page/Page column 78-79, (2010/09/17)

The present teachings relate to compounds of formula I: and pharmaceutically acceptable salts and esters thereof, wherein R1, R2, R3, R4, X, and Y are as defined herein. The present teachings also provide methods of making the compounds of formula I and methods of inhibiting matrix metalloproteinases, in particular, MMP-12, that may be involved in pathological disorders found in mammals, including a human.

Identification of an orally efficacious matrix metalloprotease 12 inhibitor for potential treatment of asthma

Li, Wei,Li, Jianchang,Wu, Yuchuan,Rancati, Fabio,Vallese, Stefania,Raveglia, Luca,Wu, Junjun,Hotchandani, Rajeev,Fuller, Nathan,Cunningham, Kristina,Morgan, Paul,Fish, Susan,Krykbaev, Rustem,Xu, Xin,Tam, Steve,Goldman, Samuel J.,Abraham, William,Williams, Cara,Sypek, Joseph,Mansour, Tarek S.

scheme or table, p. 5408 - 5419 (2010/02/28)

MMP-12 plays a significant role in airway inflammation and remodeling. Increased expression and production of MMP-12 have been observed in the lungs of asthmatic patients. Compound 27 was identified as a potent and selective MMP-12 inhibitor possessing go

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