Tag: 100-200

Photokinetics of two novel photochromic diarylethenes derived from benzothiophene was written by Vazquez, A.;Nudelman, N. Sbarbati. And the article was included in International Journal of Chemical Kinetics in 2012.SDS of cas: 90560-10-4 This article mentions the following:

Two new unsym. substituted photochromic diarylethenes, namely 3-[3, 3,4,4,5,5-hexafluoro-2-(2-methylbenzothien-3-yl)cyclopent-1-en-1-yl]-2-methyl-6-methoxy-1- benzothiophene and 3-[3,3,4,4,5,5-hexafluoro-2-(2-methylbenzothien-3-yl)cyclopent-1-en-1-yl]-2-methyl-6-methoxy-7-nitro-1-benzothiophene, were synthesized. Their optical properties and kinetics of cyclization and cycloreversion were determined in four solvents and compared with the sym. diarylethene (3,3,4,4,5,5-hexafluorocyclopent-1-en-1,2-diyl)bis(2-methyl-1-benzothiophene). While the UV spectra of the three compounds are almost insensitive to solvent changes, the rates of the ring-opening and ring-closure reactions exhibit interesting kinetic behavior that differs from other diarylethenes reported in the literature. The cycloreversion for the three compounds follows first-order kinetics, whereas the cyclization cannot be described by a simple kinetic law. Different approaches were tested, and a complex exponential equation could be derived that fits the exptl. data. The unusual presence of two ring-opened conformational isomers, one of them nonphotochromic, is proposed for the ring-opened compounds to explain the derived kinetic law and observed solvent effects. These results are of interest in relation to the application of the novel diarylethenes as potential optical materials. © 2012 Wiley Periodicals, Inc. Int J Chem Kinet 1-9, 2012. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4SDS of cas: 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.SDS of cas: 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis of nitriles via the iodine-mediated dehydrosulfurization of thioamides was written by Murata, Yuki;Iwasa, Hitomi;Matsumura, Mio;Yasuike, Shuji. And the article was included in Chemical & Pharmaceutical Bulletin in 2020.SDS of cas: 55219-11-9 This article mentions the following:

A simple general method for the synthesis of nitriles using the inexpensive and easy to handle iodine (I₂) is described herein. The reaction of thioamides with I₂ in the presence of triethylamine at room temperature under aerobic conditions afforded various nitriles bearing aryl, vinyl, and alkyl groups in good-to-excellent yields. This method was also effective for conversion of thioureas to cyanamides. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9SDS of cas: 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.SDS of cas: 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochemical Transformation of O-(β-Arylethyl) Arylimidates into 2,4-Diaryl-5-iodoxazoles with 1,3-Diiodo-5,5-dimethylhydantoin was written by Saito, Aya;Togo, Hideo. And the article was included in European Journal of Organic Chemistry in 2020.Name: Benzo[b]thiophene-2-carbonitrile This article mentions the following:

Treatment of O-(β-arylethyl) arylimidates with 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation with a tungsten lamp in 1,2-dichloroethane gave the corresponding 2,4-diaryl-5-iodoxazoles and 2,4-diaryloxazoles in good to moderate yields, resp., depending on the aryl group. It is proposed that the reactions proceeded through the formation of N-iodoimidates by the reaction of O-(β-arylethyl) arylimidates with DIH, followed by the formation of iminyl radicals via homolytic N-I bond cleavage, the 1,5-H shift by the iminyl radicals, the C-I bond formation of the formed carbon-centered radicals with iodine, the nucleophilic cyclization by the imino groups to form 2,4-diaryloxazolines, the oxidation of the formed 2,4-diaryloxazolines to 2,4-diaryloxazoles, and the iodination of the formed 2,4-diaryloxazoles to 2,4-diaryl-5-iodoxazoles with DIH. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Name: Benzo[b]thiophene-2-carbonitrile).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Name: Benzo[b]thiophene-2-carbonitrile

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

One-pot conversion of aromatic bromides and aromatics into aromatic nitriles via aryllithiums and their DMF adduct was written by Ushijima, Sousuke;Moriyama, Katsuhiko;Togo, Hideo. And the article was included in Tetrahedron in 2011.HPLC of Formula: 55219-11-9 This article mentions the following:

Various aromatic bromides and iodides were smoothly converted into the corresponding aromatic nitriles in good to moderate yields by the treatment with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH₃. The same treatment of typical aromatics and heteroaromatics with n-butyllithium and subsequently DMF, followed by treatment with mol. iodine in aq NH₃ also provided the corresponding aromatic nitriles in good yields. Moreover, the same treatment of aromatic bromides and aromatics with half amount of DIH (1,3-diiodo-5,5-dimethylhydantoin) instead of mol. iodine worked effectively to give the corresponding aromatic nitriles, resp., in good yields. These reactions are novel and environmentally benign one-pot methods for the preparation of aromatic nitriles from aromatic bromides and aromatics, resp., through the formation of aryllithiums and their DMF adducts. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9HPLC of Formula: 55219-11-9).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.HPLC of Formula: 55219-11-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

C_17,20-Lyase inhibitors I. Structure-based de novo design and SAR study of C_17,20-lyase inhibitors was written by Matsunaga, Nobuyuki;Kaku, Tomohiro;Itoh, Fumio;Tanaka, Toshimasa;Hara, Takahito;Miki, Hiroshi;Iwasaki, Masahiko;Aono, Tetsuya;Yamaoka, Masuo;Kusaka, Masami;Tasaka, Akihiro. And the article was included in Bioorganic & Medicinal Chemistry in 2004.HPLC of Formula: 70060-13-8 This article mentions the following:

Novel nonsteroidal C_17,20-lyase inhibitors were synthesized using de novo design based on its substrate, 17α-hydroxypregnenolone, and several compounds exhibited potent C_17,20-lyase inhibition. However, in vivo activities in inhibiting testosterone biosynthesis were short-lasting, and to improve the duration of action, a series of benzothiophene derivatives were evaluated. As a result, 4-[(E)-4-(5-fluorobenzo[b]thiophen-2-yl)-3-buten-2-yl]-1H-imidazole, (S)-4-[(E)-4-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-3-buten-2-yl]-1H-imidazole, and 4-(E)-4-(5-fluorobenzo[b]thiophen-2-yl)-2-methyl-3-buten-2-yl-1H-imidazole (I) (IC₅₀=4-9 nM) and 4-[(E)-3-(5-fluoro-3-methylbenzo[b]thiophen-2-yl)-2-propen-1-yl]-1H-imidazole (IC₅₀=27 nM) were identified to have powerful in vivo efficacy with extended duration of action. The key structural determinants for the in vivo efficacy were demonstrated to be the 5-fluoro group on the benzothiophene ring and the 4-imidazolyl moiety. Superimposition of I and 17α-hydroxypregnenolone demonstrated their structural similarity and enabled rationalization of the pharmacol. results. In addition, selected compounds were also identified to be potent inhibitors of human enzyme with IC₅₀ values of 20-30 nM. These results suggest that some benzothiophene inhibitors described in this paper may be promising agents for the treatment of prostate cancer. In the experiment, the researchers used many compounds, for example, 5-Fluoro-1-benzothiophene-2-carboxylic acid (cas: 70060-13-8HPLC of Formula: 70060-13-8).

5-Fluoro-1-benzothiophene-2-carboxylic acid (cas: 70060-13-8) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.HPLC of Formula: 70060-13-8

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Full Color Light Responsive Diarylethene Inks for Reusable Paper was written by Jeong, Woomin;Khazi, Mohammed Iqbal;Park, Dong-Hoon;Jung, Young-Sik;Kim, Jong-Man. And the article was included in Advanced Functional Materials in 2016.Reference of 90560-10-4 This article mentions the following:

“Digitalization” represents one approach to shift society’s dependence on paper-based communication. However, thus far, this tactic has not had a significant impact on global paper consumption, which has risen over the past few decades. The escalating demand of paper making and consumption has resulted in an intensified neg. effect on the environment. Because of this, the development of rewritable paper or erasable ink appears to be an ideal approach to alleviate the increasing demand for paper. In the investigation described herein, novel light-stimulated (UV-vis), reversible color switching, photochromic diarylethene (DE) derivatives are designed, which serve as cyan, magenta, and yellow colored ink materials for full color ink-jet printing. The structures of the DE derivatives are unique in that they contain hydrophilic ethylene glycol chains that enable them to be compatible with aqueous based, ink-jet printing systems. The results of these studies demonstrate that the new DE derivatives can be used in a printing system based on the “write-erase-write” concept that utilizes the same paper multiple times. The approach appears to be ideal for reducing the neg. environmental consequences of paper production and consumption. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Reference of 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Reference of 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Structure-activity relationships of arylimidazopyridine cardiotonics; synthesis and inotropic activity of benzthienyl- and naphthyl-substituted imidazopyridines and purines was written by Robertson, David W.;Krushinski, Joseph H.;Beedle, E. E.;Wyss, V.;Pollock, G. Don;Hayes, J. Scott. And the article was included in European Journal of Medicinal Chemistry in 1986.Recommanded Product: 6-Methoxybenzo[b]thiophene This article mentions the following:

Several ring-annelated analogs I [A, B = N, CH; R, R¹ = H, OMe (1- or 2-naphthyl derivatives)] and II (A, B = N, CH; R = H, OMe; X = S, O, or SO; Y = CH₂, O; z = 1-2) of the potent inotrope isomazole (LY175326) were prepared and evaluated for their inotropic activities. The dihydrobenzthienyl analog of isomazole II (A = N; B = CH; R = OMe; X = SO; Y = CH₂; z = 1) [103811-54-7], was prepared via a 9-step sequence starting from 3-methoxybenzenethiol  [15570-12-4]. All other analogs were synthesized in 2-3 steps from readily available starting materials. In the naphthyl series, only the 2-naphthyl analogs had significant in vitro activity, and the imidazo[4,5-c]pyridine analog [98410-79-8] possessed greater intrinsic potency than either the analogous imidazo[4,5-b]pyridine [89574-50-5] or purine analog [98410-77-6]. I.v. administration of 8 mg/kg of the 2-naphthyl analog I ( A = N; B = CH; R = 3-OMe; R¹ = 6-OMe) [98410-71-0] markedly increased contractility (+ 140 %) while having relatively minor effects on heart rate (+ 14 %); mean arterial blood pressure was not changed. The dihydrobenzthienyl analog of isomazole was the most potent compound tested, with an ED₅₀ in anesthetized dogs of 2.0 mg/kg. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Recommanded Product: 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Recommanded Product: 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Anodic cyanation of benzo[b]thiophenes was written by Yoshida, Kunihisa;Miyoshi, Kohji. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1992.COA of Formula: C9H5NS This article mentions the following:

The electrooxidation of benzo[b]thiophene and 2-methyl- and 3-methylbenzo[b]thiophene was carried out in methanol containing sodium cyanide at a Pt anode in a divided cell. In all instances, heterocyclic ring-substitution products were obtained, together with minor amounts of addition products. With methylbenzo[b]thiophene, a small amount of side-chain-methoxylation product was also formed as a byproduct. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9COA of Formula: C9H5NS).

Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.COA of Formula: C9H5NS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Application of directed metalation in synthesis. Part 4: Expedient synthesis of substituted benzo[b]thiophene and naphthothiophene was written by Mukherjee, Chandrani;Kamila, Sukanta;De, Asish. And the article was included in Tetrahedron in 2003.Recommanded Product: 90560-10-4 This article mentions the following:

A short, simple and inexpensive synthesis of several diversely substituted benzo[b]thiophenes, e.g. I, and one naphthothiophene II is described. The method involves introduction of methylsulfanyl group ortho- to the amide function of readily available N,N-diethylamides of aryl carboxylic acid by directed metalation. Thioindoxyls, obtained in high yields through side-chain deprotonation and cyclization in one pot, are reduced to benzo[b]thiophene or naphthothiophene. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Recommanded Product: 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Recommanded Product: 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT_1A receptor antagonism/SSRI activities. Part 1 was written by Takeuchi, Kumiko;Kohn, Todd J.;Honigschmidt, Nicholas A.;Rocco, Vincent P.;Spinazze, Patrick G.;Koch, Daniel J.;Nelson, David L.;Wainscott, D. Bradley;Ahmad, Laura J.;Shaw, Janice;Threlkeld, Penny G.;Wong, David T.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Application In Synthesis of 6-Methoxybenzo[b]thiophene This article mentions the following:

A series of 1-aryloxy-3-piperidinylpropan-2-ols possessing potent dual 5-HT_1A receptor antagonism and serotonin reuptake inhibition was discovered. 1-(1H-Indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols exhibited selective and high affinity at the 5-HT_1A receptor and serotonin reuptake inhibition at nanomolar concentrations for dual activities. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Application In Synthesis of 6-Methoxybenzo[b]thiophene).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Application In Synthesis of 6-Methoxybenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem