1801-99-6

Upstream product

• 108-98-5 thiophenol 
• 100-47-0 benzonitrile 
• 98-88-4 benzoyl chloride 
• 7283-41-2 thiosalicilyc acid 
• 591-51-5 phenyllithium 
• 147-93-3 Thiosalicylic acid 
• 1237533-86-6 S-(2-benzoylphenyl) dimethylcarbamothioate 
• 108-95-2 phenol 
• 117-99-7 2-Hydroxybenzophenone 
• 131117-88-9 O-(2-benzoylphenyl) dimethylthiocarbamate 

Downstream Products

• 476653-23-3 [2-(benzotriazol-1-ylmethylsulfanyl)phenyl](phenyl)methanone 
• 476653-35-7 {2-[1-(benzotriazol-1-yl)ethylsulfanyl]phenyl}(phenyl)methanone 
• 178678-56-3 2-((2-benzoylphenylthio)methyl)-2-ethylhexanal 
• 178678-73-4 1-((2-Benzoylphenylthio)methyl)cyclohexanecarboxaldehyde 
• 958301-27-4 phenyl[2-(1-phenylethylthio)phenyl]methanone 
• 1334400-85-9 2-(1-methoxy-3-phenylpropyl)-3-phenylbenzo[b]thiophene 
• 1334400-86-0 2-(1-methoxy-2-phenylethyl)-3-phenylbenzo[b]thiophene 
• 1334400-87-1 2-(1-methoxypentyl)-3-phenylbenzo[b]thiophene 
• 1334400-96-2 2-(1-ethoxypentyl)-3-phenylbenzo[b]thiophene 
• 1334400-79-1 3-phenyl-2-(3-phenylpropenyl)benzo[b]thiophene 

Relevant academic research and scientific papers

Substituted Benzothietes: Synthesis and a Quantum Chemical Investigation of Their Cycloreversion Properties

A flexible synthesis for highly substituted benzothietes that does not require flash-vacuum pyrolysis was developed. This allows for the use of a number of functional groups and nonvaporizable molecules. Highly stabilized derivatives were isolated. The molecular orbital properties of various benzothietes were evaluated by density functional methods. The mechanism of the cycloreversion of the four-membered ring was compared to that of the oxygen-containing analogues.

Difluorocarbene-triggered cyclization: Synthesis of (hetero)arene-fused 2,2-difluoro-2,3-dihydrothiophenes

An efficient method for the synthesis of (hetero)arene-fused 2,2-difluoro-2,3-dihydrothiophene derivatives using readily available sodium chlorodifluoroacetate (ClCF2CO2Na) has been developed. This transformation is achieved through a combination of a thi

Enantioselective Synthesis of Indolines, Benzodihydrothiophenes, and Indanes by C?H Insertion of Donor/Donor Carbenes

We employ a single catalyst/oxidant system to enable the asymmetric syntheses of indolines, benzodihydrothiophenes, and indanes by C?H insertion of donor/donor carbenes. This methodology enables the rapid construction of densely substituted five-membered rings that form the core of many drug targets and natural products. Furthermore, oxidation of hydrazones to the corresponding diazo compounds proceeds in situ, enabling a relatively facile one- or two-pot protocol in which isolation of potentially explosive diazo alkanes is avoided. Regioselectivity studies were performed to determine the impact of sterics and electronics in donor/donor metal carbene C?H insertions to form indolines. This methodology was applied to a variety of substrates in high yield, diastereomeric, and enantiomeric ratios and to the synthesis of a patented indane estrogen receptor agonist with anti-cancer activity.

ALDEHYDE CAPTURE LIGATION TECHNOLOGY FOR SYNTHESIS OF AMIDE BONDS

The present invention relates to ligation agents and their use in making an amide ligation product. Methods of making the ligation agents are also disclosed.

Aldehyde capture ligation for synthesis of native peptide bonds

Chemoselective reactions for amide bond formation have transformed the ability to access synthetic proteins and other bioconjugates through ligation of fragments. In these ligations, amide bond formation is accelerated by transient enforcement of an intramolecular reaction between the carboxyl and the amine termini of two fragments. Building on this principle, we introduce an aldehyde capture ligation that parlays the high chemoselective reactivity of aldehydes and amines to enforce amide bond formation between amino acid residues and peptides that are difficult to ligate by existing technologies.

ALDEHYDE CAPTURE LIGATION TECHNOLOGY FOR SYNTHESIS OF AMIDE BONDS

The present invention relates to ligation agents and their use in making an amide ligation product. Methods of making the ligation agents are also disclosed.

Facile preparation of 3-substituted benzisothiazoles from o-mercaptoacylphenones

(Chemical Equetion Presentation) A synthesis of 3-substituted benzisothiazoles starting from readily available o-mercaptoacylphenones is presented. The key cyclization step features a mild S-nitrosation and its succeeding intramolecular aza-Wittig reactio

Discovery of potent, nonsystemic apical sodium-codependent bile acid transporter inhibitors (part 1)

Elevated plasma levels of low-density lipoprotein (LDL) cholesterol are a major risk factor for atherosclerosis leading to coronary artery disease (CAD), which remains the main cause of mortality in Western society. We believe that by preventing the reabsorption of bile acids, a minimally absorbed apical sodium-codependent bile acid transporter (ASBT) inhibitor would lower the serum cholesterol without the potential systemic side effects of an absorbed drug. A series of novel benzothiepines (3R,3R′-2,3,4,5-tetrahydro-5-aryl-1- benzothiepin-4-ol 1,1-dioxides) were synthesized and tested for their ability to inhibit the apical sodium dependent bile acid transport (ASBT)-mediated uptake of [14C] taurocholate (TC) in H14 cells. A 3R,4R,5R/3S,4S,5S racemate was found to have greater potency than the other three possible racemates. Addition of electron-donating groups such as a dimethylamino substituent at the 7 position greatly enhanced potency, and incorporation of a long-chain quaternary ammonium substituent on the 5-phenyl ring was useful in minimizing systemic exposure of this locally active ASBT inhibitor while also increasing water solubility and maintaining potency. The reported results describe the synthesis and SAR development of this benzothiepine class of ASBT inhibitors resulting in an 6000-fold improvement in ASBT inhibition with desired minimal systemic exposure of this locally acting drug candidate.

Novel syntheses of 2,3-disubstituted benzothiophenes

The sodium salts of o-sulfanylphenyl ketones 3a-g were treated with α-benzotriazol-1-ylalkyl chlorides 4a,b to give intermediates 5a-k in good yields. Compounds 5a-k, on treatment successively with LDA and Ti (0), gave benzothiophenes 7a-k.

Hypolipidaemic compounds

The invention provides novel 1,4-benzothiazepine compounds substituted with hydroxy or a group containing hydroxy, compositions comprising such compounds and their use in the treatment or prophylaxis of treating clinical conditions in which inhibition of bile acid uptake is indicated, for example, hyperlipidemia and atherosclerosis.