63676-22-2Relevant articles and documents
2-Phenylbenzothiophene-based liquid crystalline semiconductors
Zhong, Yu-Jie,Zhao, Ke-Qing,Wang, Bi-Qin,Hu, Ping,Monobe, Hirosato,Heinrich, Beno?t,Donnio, Bertrand
, (2020)
We report herein the design and synthesis of some novel liquid crystalline semiconductors constructed from a biologically and pharmacologically active building block molecule, namely 6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene, presenting efficient luminescence and medium charge mobility rate. A first series of mesogenic 2-phenylbenzothiophene derivatives (nPBT) was simply and rapidly obtained in good yields by successive demethylation/alkylation reactions of the available methoxy precursor. The further stepwise oxidations moreover resulted in two new sets of the corresponding sulfoxide (nPBTO) and sulfone (nPBTO2) derivatives, respectively, that were also mesomorphic. The liquid crystalline behaviour was comprehensively characterized by DSC, POM and SAXS: all compounds exhibit smectic-like behaviour in agreement with their calamitic shape. More specifically, mesogens nPBT showed a SmA phase, with in addition, a higher ordered smectic phase at lower temperature. As for the oxidized mesogens, they displayed a SmA phase only, and over particularly large temperature ranges for the nPBTO with longer chain lengths (n ≥ 8). The photo-physical properties have also been studied both in solution and thin films, and the molecules were found to display strong absorption in the UV/vis domain and intense luminescence in the range of 400–650 nm (yellowish green light) in high quantum yields (up to 62%). Both absorption and luminescence were also found to be affected by the oxidation of the benzothiophene moiety. Finally, the semi-conducting behaviour of three PBT compounds in the various mesophases was investigated by photocurrent TOF technique. Hole mobility rates of ca. 4 × 10?3 cm2 V?1 s?1 were measured in the lower temperature ordered mesophase for all of them, with the best performances (temperature range and mobility values) however obtained for the shortest homolog (n = 6). With such highly reasonable mesomorphic, light-emitting and semiconducting functional features, as well as being cheap and easy to synthesize and to process, these materials become very attractive and may be incorporated into various kinds of electronic devices (OFET and OLED).
Phenyl benzothiophene rod-like liquid crystal compounds and preparation method thereof
-
Paragraph 0049-0051; 0054; 0057, (2020/07/02)
The invention discloses three phenyl benzothiophene rod-like liquid crystal compounds, which can be obtained by simple reaction steps of cheap drug intermediates, can be self-assembled to form orderedsmectic phase liquid crystals and nematic phase liquid crystals, have good chemical stability, and can also be used as optical materials and organic semiconductor materials. The invention also discloses a preparation method of the three liquid crystal compounds.
ANTIESTROGEN COMPOUNDS
-
Paragraph 0090, (2020/01/08)
A genus of proteolysis-targeting chimeras (PROTACs)-type compounds/antiestrogens has now been found that act as selective estrogen receptor degraders (SERDs) and estrogen receptor antagonists by degrading and antagonizing ERa in breast cancer cells. The compounds are of the following genus: The compounds described herein exhibit anti-proliferative effects, and are potentially useful, alone or in combination with other therapies, for the treatment of breast cancer. In general, these compounds combine a tight binding ERa targeting ligand tethered to a recognition motif or degron. Once bound, the degron recruits destructive cellular components and the targeted receptor (i.e., ERa) is degraded (i.e., destroyed) or antagonized.
Polymerizable compound containing benzothiophene
-
Paragraph 0084; 0085; 0086; 0087; 0088, (2016/10/27)
The invention discloses a polymerizable compound represented in a formula I, liquid crystal composition containing the polymerizable compound represented in the formula I as well as a liquid crystal display device. In the formula I, X1-X7 represent H, F or CH3 independently, and Y1 and Y2 represent CH3, CH2F, CHF2 or CF3 independently. The polymerizable compound is particularly suitable for PSVA liquid crystal composition applied to a display or TV, and has no or obviously reduced image sticking after long-term operation.
COMPOSITIONS AND METHODS FOR TREATING ESTROGEN-RELATED MEDICAL DISORDERS
-
Paragraph 0051, (2014/05/24)
Disclosed herein are methods for treatment of estrogen-related medical disorders. The methods of treatment may comprise administering to a subject in need of such treatment a composition comprising a therapeutically effective amount of at least one compound of formula (I) or a pharmaceutically acceptable salt thereof.
Toward selective ERβ agonists for central nervous system disorders: Synthesis and characterization of aryl benzthiophenes
Schopfer, Ulrich,Schoeffter, Philippe,Bischoff, Serge F.,Nozulak, Joachim,Feuerbach, Dominik,Floersheim, Philipp
, p. 1399 - 1401 (2007/10/03)
In an effort to identify selective for the estrogen receptor subtype ERβ, a series of aryl benzthiophenes was synthesized. In a radioligand binding assay and reporter gene assat in HeLa and SH-SY5Y cells, compound were characterized as ERβ-selective agonists. By targeting ERβ in the brain, these compounds could lead to drugs able to separate the beneficial effects of estrogens on mood, learning, and memory from side effects such as the stimulation of edometrial and breast cancer.
2-arylbenzo[B]thiophenes useful for the treatment of estrogen deprivation syndrome
-
, (2008/06/13)
This invention provides methods which are useful for the inhibition of the various medical conditions associated with estrogen deprivation syndrome including osteoporosis and hyperlipidemia utilizing compounds of formula I:
2-phenylbenzo[B]furans, process for their manufacture and pharmaceutical preparations containing them
-
, (2008/06/13)
The invention relates to new furans and thiophenes with the general Formula 1, STR1 in which R1 and R2 independently of one another denote a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a benzyl group, a group C(O)R4, where R4 is an alkyl or alkoxy group having 1 to 10 carbon atoms or a phenyl radical, or a carbamoyl group --C(O)NR5 R6, where R5 and R6 independently of one another are a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and n denotes an integer from 0 to 12 if R3 is a hydrogen atom, or n denotes an integer from 4 to 12 if R3 is an amino group --NR7 R8, where R7 and R8 independently of one another represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms or R7 and R8 together represent an alkylene group --(CH2)m -- or the group --(CH2)2 -- or R3 denotes an amide group --C(O)NR7 R 8, where R7 and R8 have the abovementioned meanings, or R3 denotes a sulphinyl group --S(O)R3, where R9 is the radical --(CH2)m (CF2)o CF3 and m and o are 2, 3, 4, 5 or 6 and x denotes an oxygen or sulphur atom. These new compounds are strong and selective anti-oestrogens, and have therapeutic applications in the treatment of oestrogen-related illnesses.
Antiestrogens. 2. Structure-Activity Studies in a Series of 3-Aroyl-2-arylbenzothiophene Derivatives Leading to thien-3-yl>phenyl>methanone Hydrochloride (LY156758), a Remarkably Effective Estrogen Antagonist with On...
Jones, Charles D.,Jevnikar, Mary G.,Pike, Andrew J.,Peters, Mary K.,Black, Larry J.,at al.
, p. 1057 - 1066 (2007/10/02)
In an effort to prepare nonsteroidal antiestrogens demonstrating greater antagonism and less intrinsic estrogenicity than those currently available, a series of 3-aroyl-2-arylbenzothiophene derivatives was synthesized.These compounds were prepared by Friedel-Crafts aroylation of appropriate O-protected 2-arylbenzothiophene nuclei with basic side-chain-bearing benzoyl chlorides followed by removal of the protective groups to provide the desired compounds containing both hydroxyl and basic side-chain functionality.A particularly useful method for the cleavage of aryl methoxy ethers without removal of (dialkylamino)ethoxy side chain functionality elsewhere in the molecule was found to be AlCl3/EtSH.The benzothiophene derivatives were tested for their ability to inhibit the growth-stimulating action of estradiol on the immature rat uterus.Seemingly minor changes in the side-chain amine moiety were found to have profound effects on the ability of the compounds to antagonize estradiol.Analogues having basic side chains containing cyclic (pyrrolidine, piperidine, and hexamethyleneamine) moieties were found to have less intrinsic estrogenicity and to antagonize estradiol action more completely than their noncyclic counterparts.The most effective antiestrogen in the series, compound 44, thien-3-yl>phenyl>methanone, elicited a modest uterotropic activity that did not increase with increasing dose.In antagonism of estradiol, 44 exhibited a degree of inhibition surpassing that of tamoxifen at any dose tested.The new benzothiophene antiestrogen was also shown to have high affinity for rat uterine cycloplasmic estrogen receptor and to be an inhibitor of the growth of DMBA-induced rat mammary tumors.
2-Phenyl-3-aroylbenzothiophenes useful as antifertility agents
-
, (2008/06/13)
Derivatives of 2-phenyl-3-aroylbenzothiophenes and 2-phenyl-3-aroylbenzothiophene-1-oxides are useful as antifertility agents. Certain of these compounds also are useful in suppressing the growth of mammary tumors.
