5221-69-2

Upstream product

• 50996-03-7 benzamidoacetone 
• 1464-98-8 N-(prop-2-yn-1-yl)benzamide 
• 146896-53-9 5-methylene-2-phenyl-4,5-dihydrothiazole 
• 133523-82-7 2-phenyl-5-((phenylselanyl)methyl)-4,5-dihydrothiazole 
• 533887-42-2 C₁₆H₁₅NOSSe 
• 98-88-4 benzoyl chloride 
• 1170696-48-6 N-(2-bromoprop-2-enyl)benzothioamide 
• 3581-89-3 5-methylthiazole 
• 591-50-4 iodobenzene 
• 41731-23-1 2-bromo-5-methyl-1,3-thiazole 
• 98-80-6 phenylboronic acid 
• 1826-11-5 2-phenylthiazole 
• 74-88-4 methyl iodide 
• 2227-79-4 benzenecarbothioamide 

Downstream Products

• 210490-50-9 1,2-bis(5-methyl-2-phenyl-3-thiazolyl)-3,3,4,4,5,5-hexafluorocyclopentene 
• 943543-04-2 5-methyl-2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolee 
• 1313913-10-8 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 
• 1313913-12-0 C₃₁H₂₄N₂O₂S₂ 
• 1313913-14-2 C₃₀H₂₂N₂O₂S₂ 
• 859471-93-5 5-(bromomethyl)-2-phenylthiazole 
• 210490-49-6 4-bromo-5-methyl-2-phenylthiazoline 

Relevant academic research and scientific papers

Lead Optimization Generates CYP11B1 Inhibitors of Pyridylmethyl Isoxazole Type with Improved Pharmacological Profile for the Treatment of Cushing's Disease

Cushing's disease, characterized by elevated plasma cortisol levels, can be controlled by inhibition of 11β-hydroxylase (CYP11B1). The previously identified selective and potent CYP11B1 inhibitor 5-((5-methylpyridin-3-yl)methyl)-2-phenylpyridine Ref 7 (IC50= 2 nM) exhibited promutagenic potential as well as very low oral bioavailability in rats (F = 2%) and was therefore modified to overcome these drawbacks. Successful lead optimization resulted in similarly potent and selective 5-((5-methoxypyridin-3-yl)methyl)-3-phenylisoxazole 25 (IC50 = 2 nM, 14-fold selectivity over CYP11B2), exhibiting a superior pharmacological profile with no mutagenic potential. Furthermore, compound 25 inhibited rat CYP11B1 (IC50 = 2 μM) and showed a high oral bioavailability (F = 50%) and sufficient plasma concentrations in rats, providing an excellent starting point for a proof-of-principle study.

ANNELATED PYRROLES AND THEIR USE AS CRAC INHIBITORS

The invention relates to substituted bicyclic pyrroloheterocyclyl compounds of general formula (I), wherein A1 and A2 represent direct bond or C(=O), with the proviso that 0 or 1 of A1 and A2 represents C(=O); m and n independently denote 0, 1, 2 or 3, with the proviso that the sum [n + m] is 1, 2, 3 or 4; R1 denotes H, F, CI, Br, I, CN, CF3, CF2H, CFH2, CO2H, CO2R13, R13, OH. O-R13, NH2, N(H)R13, N(R13)2, R2 represents 0 to 4 substituents, each independently selected from F, CI, Br, CN. CF3, CF2H, CFH2, R13, OH, O-R13, NH2, N(H)R13 and N(R13)2; Ar1 represents phenyl or 5- or 6-membered heteroaryl, in each case unsubstituted or substituted with one, two, three or four substituents, independently selected from F, CI, Br, CN, CF3. CF2H, CFH2, R13 and O- R13; or C3-6-cycloalkyl or 3 to 7 membered heterocycloalkyl, in each case unsubstituted or mono- or polysubstituted; Ar2 represents phenyl or 5- or 6-membered heteroaryl, wherein said phenyl or said heteroaryl may be unsubstituted or mono- or polysubstituted and may be condensed with a 4-, 5-, 6-or 7- membered ring, being carbocyclic or heterocyclic, wherein said condensed ring may be saturated, partially unsaturated or aromatic and may be unsubstituted or mono- or polysubstituted; useful as ICRAC inhibitors, to pharmaceutical compositions containing these compounds and to these compounds for the use in the treatment and/or prophylaxis of diseases and/or disorders, in particular inflammatory diseases and/or inflammatory disorders.

Improving the fatigue resistance of diarylethene switches

When applying photochromic switches as functional units in light-responsive materials or devices, an often disregarded yet crucial property is their resistance to fatigue during photoisomerization. In the large family of diarylethene photoswitches, format

Ligand-free direct C-arylation of heterocycles with aryl halides over a metal-organic framework Cu2(BPDC)2(BPY) as an efficient and robust heterogeneous catalyst

A crystalline porous metal-organic framework Cu2(BPDC) 2(BPY) was synthesized and characterized by X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), hydrogen temperature-programmed reduction (H2-TPR), and nitrogen physisorption measurements. The Cu2(BPDC)2(BPY) exhibited high catalytic activity in direct CH arylation reactions between heterocyles and aryl halides. The Cu 2(BPDC)2(BPY)-catalyzed CH arylation reaction could proceed to higher conversion than that of the reaction using Cu 3(BTC)2, Cu(BDC), Cu(BPDC), and Cu2(BDC) 2(BPY) as catalyst. Furthermore, under our conditions, the Cu 2(BPDC)2(BPY) also exhibited significantly higher activity than that of common copper salts, including Cu(NO3)2, CuCl, CuCl2, and CuI. Excellent reusability of the Cu-MOF in the direct heterocycle CH arylation reaction was achieved.

Direct arylation of heterocycles through C-H bond cleavage using metal-organic-framework Cu2(OBA)2(BPY) as an efficient heterogeneous catalyst

A crystalline porous metal-organic-framework Cu2(OBA)2(BPY) was synthesized and characterized by X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), and nitrogen physisorption measurements. The Cu-MOF was shown to be an efficient heterogeneous catalyst for direct C-arylation of a variety of heterocycles by iodoarenes. The optimal conditions employed tBuOLi in dioxane at elevated temperature. In addition, a leaching test was also conducted to investigate the heterogeneity. Gratifyingly, the MOF catalyst can be facilely recycled several times under identical conditions without remarkable loss in catalytic reactivity. This journal is

Practical synthesis of photochromic diarylethenes in integrated flow microreactor systems

An effective method for the synthesis of photochromic diarylethenes through the generation of heteroaryllithiums and subsequent reaction with octafluorocyclopentene has been developed by using integrated flow microreactor systems. Reactions can be conducted without using cryogenic conditions by virtue of effective temperature and residence time control, although much lower temperatures (-1. Therefore, the present integrated flow microreactor method serves as a practical way of synthesizing various photochromic diarylethene derivatives. Too successful to be cool: An effective method for the synthesis of photochromic diarylethenes has been developed by using integrated flow microreactor systems. Reactions can be conducted without the need for cryogenic conditions by using these systems (see picture). The synthesis of unsymmetrical diarylethenes, which is difficult to achieve by using conventional macro batch systems, has also been accomplished. Copyright

Synthesis of photochromic 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4- naphthoquinone derivatives

2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 1-O, its monoethylene acetal 2-O and methylated derivatives 3-O and 4-O were synthesized and their photochromic properties were investigated. While bisarylnaphthoquinone 1-O was nonphotochromic, it

Synthetic protocol for diarylethenes through Suzuki-Miyaura coupling

The synthesis of a variety of diarylethenes through the Suzuki-Miyaura coupling reaction of 1,2-dichlorohexafluorocyclopentene with arylboronic acids and esters has been developed. Thiophenes with various substituents such as cyano and ester functionalities can be incorporated.

LIGHT-ACTIVATED ACTUATOR ELEMENT

Disclosed is light-driven actuator element characterized in that, inter alia, it can be reduced to micrometer size, is rapidly responsive, and reversibly changes to enable repeated use. The light-driven actuator element includes a crystal of diarylethene

Intramolecular nucleophilic substitution at an sp2 carbon: synthesis of substituted thiazoles and imidazole-2-thiones

The nucleophilic substitution reactions of vinylic bromides with intramolecular thioamide or thiourea moieties proceed to give a series of substituted thiazoles and imidazole-2-thiones.