52580-57-1Relevant articles and documents
Preparation method and application of tetrahydrobenzothiophene compound and pharmaceutical composition
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, (2021/10/16)
The invention belongs to the field of medicines, and particularly relates to a tetrahydrobenzothiophene compound as well as a pharmaceutical composition and a preparation method and application thereof. The tetrahydrobenzothiophene compound is a compound I as shown I. In-flight R1 And R2 The C1 -4 is a saturated/unsaturated hydrocarbon group. - OCH3 , OCH2 CH3 Phenyl, substituted phenyl, NO2 One - COR of - OH - F, Cl - Br. I - H R1 AND R2 Or different. R3 It is-F. - Cl, Br, I, OH, Amino, C1 -4 saturated/unsaturated hydrocarbon group, OCH3 , OCH2 CH3 , H, Wherein one of them is, n ≥ 5, n Being an integer. The compound effectively inhibits salmonella by inhibiting the synthesis of ATP-dependent transporter in the lipopolysaccharide synthesis pathway. Aeruginosa, escherichia coli and staphylococcus aureus.
Discovery of new apoptosis-inducing agents for breast cancer based on ethyl 2-amino-4,5,6,7-tetra hydrobenzo[b]thiophene-3-carboxylate: Synthesis, in vitro, and in vivo activity evaluation
Barakat, Assem,Boraei, Ahmed T. A.,Eltamany, Elsayed H.,Gad, Emad M.,Hammad, Magdy S. A. G.,Nafie, Mohamed S.
, (2020/06/29)
A multicomponent synthesis was empolyed for the synthesis of ethyl 2-amino-4,5,6,7- tetrahydrobenzo[b]thiophene-3-carboxylate 1. An interesting cyclization was obtained when the amino-ester 1 reacted with ethyl isothiocyanate to give the benzo[4,5]thieno[
In vitro and in vivo evaluation of the antimalarial MMV665831 and structural analogs
Carlier, Paul R.,Ding, Sha,Fike, Katherine R.,Klemba, Michael
, (2020/07/03)
Antimalarial candidates possessing novel mechanisms of action are needed to control drug resistant Plasmodium falciparum. We were drawn to Malaria Box compound 1 (MMV665831) by virtue of its excellent in vitro potency, and twelve analogs were prepared to probe its structure–activity relationship. Modulation of the diethyl amino group was fruitful, producing compound 25, which was twice as potent as 1 against cultured parasites. Efforts were made to modify the phenolic Mannich base functionality of 1, to prevent formation of a reactive quinone methide. Homologated analog 28 had reduced potency relative to 1, but still inhibited growth with EC50 ≤ 200 nM. Thus, the antimalarial activity of 1 does not derive from quinone methide formation. Chemical stability studies on dimethyl analog 2 showed remarkable hydrolytic stability of both the phenolic Mannich base and ethyl ester moieties, and 1 was evaluated for in vivo efficacy in P. berghei-infected mice (40 mg/kg, oral). Unfortunately, no reduction in parasitemia was seen relative to control. These results are discussed in the context of measured plasma and hepatocyte stabilities, with reference to structurally-related, orally-efficacious antimalarials.
INHIBITORS OF MICROBIALLY INDUCED AMYLOID
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Paragraph 0359; 0360, (2020/09/30)
The present disclosure provides compounds useful for the prevention of amyloid formation and the treatment of amyloid related disorders, including synucleopathies such as Parkinson's Disease.
4,5,6,7-tetrahydrobenzothiophene compound application
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Paragraph 0012, (2019/10/29)
The invention provides an application of a 4,5,6,7-tetrahydrobenzothiophene compound, in particular to an application of a compound with a structure in a formula (I) in preparing a beta-N-acetylhexosaminidase OfHex1 inhibitor. The invention provides that the compound with the structure in the formula (I) has a better inhibiting effect on the beta-N-acetylhexosaminidase OfHex1, can be used for pestcontrol, and has easily available raw materials and less synthesis difficulty, and can be used for industrial development.
Synthesis and evaluation of new 2-aminothiophenes against: Mycobacterium tuberculosis
Thanna, Sandeep,Knudson, Susan E.,Grzegorzewicz, Anna,Kapil, Sunayana,Goins, Christopher M.,Ronning, Donald R.,Jackson, Mary,Slayden, Richard A.,Sucheck, Steven J.
, p. 6119 - 6133 (2016/07/06)
Tuberculosis (TB) and its drug resistant forms kills more people than any other infectious disease. This fact emphasizes the need to identify new drugs to treat TB. 2-Aminothiophenes (2AT) have been reported to inhibit Pks13, a validated anti-TB drug target. We synthesized a library of 42 2AT compounds. Among these, compound 33 showed remarkable potency against Mycobacterium tuberculosis (Mtb) H37RV (MIC = 0.23 μM) and showed an impressive potency (MIC = 0.20-0.44 μM) against Mtb strains resistant to isoniazid, rifampicin and fluoroquinolones. The site of action for the compound 33 is presumed to be Pks13 or an earlier enzyme in the mycolic acid biosynthetic pathway. This inference is based on structural similarity of the compound 33 with known Pks13 inhibitors, which is corroborated by mycolic acid biosynthesis studies showing that the compound strongly inhibits the biosynthesis of all forms of mycolic acid in Mtb. In summary, these studies suggest 33 represents a promising anti-TB lead that exhibits activity well below toxicity to human monocytic cells.
Synthesis and SAR of thiophene containing kinesin spindle protein (KSP) inhibitors
Pinkerton, Anthony B.,Lee, Tom T.,Hoffman, Timothy Z.,Wang, Yan,Kahraman, Mehmet,Cook, Travis G.,Severance, Daniel,Gahman, Timothy C.,Noble, Stewart A.,Shiau, Andrew K.,Davis, Robert L.
, p. 3562 - 3569 (2008/12/23)
We have identified and synthesized a series of thiophene containing inhibitors of kinesin spindle protein. SAR studies led to the synthesis of 33, which was co-crystallized with KSP and determined to bind to an allosteric pocket previously described for o
Convenient Heterocyclization Reactions with Ethyl 2-Amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate: Synthesis of Thiazole, Isoxazole, Pyrazole, Pyrimidine and Pyridazine Derivatives
Zohdi, Hussein F.,Wardakhan, Wagnat W.,Doss, Senot H.,Mohareb, Rafat M.
, p. 2526 - 2545 (2007/10/03)
Ethyl 2-amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate (1) reacts with different reagents to afford thiazole, pyrazole, isoxazole, pyrimidine and pyridazine derivatives with interesting biological activities.
Heterocyclic β-Enamino Esters, 27. Synthesis of Heterocondensed 6H-1,3-Oxazin-6-ones from N-Acylenamino Esters in the System Triphenylphosphane/Hexachloroethane/Triethylamine
Achakzi, Darwizah,Ertas, Muemtaz,Appel, Rolf,Wamhoff, Heinrich
, p. 3188 - 3194 (2007/10/02)
A simple ring closure reaction of N-acylenamino esters (1b, e, 2, 3a - f, 7) in the system triphenylphosphane/hexachloroethane/triethylamine is described proceeding with high yields.Under chlorinating 3-ester cleavage heterocondensed 6H-1,3-oxazin-6-ones
