Imidlactone,I: N-(2-Phenylethyl)-1,3-dihydro-isobenzofuran-1-imine

Imidolactones, I N-(2-Phenylethyl)-1,3-dihydroisobenzofuran- 1-imines N-(2-Phenylethyl)-2-(hydroxymethyl)-benzamides 1 cyclize on treatment with SOCl₂ to yield the N-(2-phenylethyl)-1,3-dihydroisobenzofuranimines 5 which are characterized by their spectra and by chemical reactions. The imidolactones 5 may be reduced by NaBH₄ to yield the N-(2-phenylethyl)-2-(hydroxymethyl)benzylamines 3 .     

N-羟乙基-2-(3''''-硝基联苯基-4-亚甲磺酰基)乙酰胺的合成

目的：合成磷酸二酯酶3B（PDE3B）选择性抑制剂N-羟乙基-2-（3＇-硝基联苯基-4-亚甲磺酰基）乙酰胺.方法：以对溴苄溴为初始原料经Williamson成醚反应、氧化、酰化和Suzuki偶联4步反应合成了目标化合物.结果：目标产物的结构经核磁共振氢谱、碳谱、质谱及红外光谱等确证,4步反应的总收率为24.8%.结论：该合成路线原料易得,操作简便,可用于放大制备.     

Imidlactone, 2. Mitt. N-(2-Phenylethyl)-isochroman-1-imine

Imidolactones, II: N-(2-Phenylethyl)-isochromane-1-imines Starting with the N-(2-phenylethyl)-2-(2-hydroxyethyl)-benzamides 1 the N-(2-phenylethyl)-isochromane-1-imines 2 are prepared in good yields. In a one-pot-method the crude 6-membered imidolactone-hydrochlorides 2·HCl formed from the δ-hydroxyamides 1 may be reduced to the δ- hydroxyamines 3 and – contrary to the 5-membered compounds – isomerised to the δ-chloroamides 5 ; under more vigorous conditions the lactames 4 are formed. These reactions are described in detail.     

Synthese und Pharmakodynamische Aktivität von 2-(3-(2-Phenylethyl)benzofuran-2-yl)-N-propyl-ethanamin

Synthesis and Pharmacodynamic Activity of 2-(3-(2-Phenylethyl)benzofuran-2-yl)-N-propyl-ethanamine The benzofuranethanamines 3a and 3b were synthesized and pharmacologically tested to investigate structure-activity relationships with antiarrhythmic compounds. The key-step in the synthesis was the chemoselective reduction of the chloroacetyl-dihydrobenzofurane 5 to chloroethylbenzofurane 9 using triethylsilane/BF₃ ? Et₂O. Results of a series of further attempts to reduce 5 are also described. Pharmacological investigations on isolated guinea pig heart muscle preparations showed that 3a exhibits similar negative inotropic and negative chronotropic action in comparison to propafenone and the conformationally restricted benzofurane 1a . In contrast to these substances, however, 3a shows no β₁-adrenozeptor blocking activity.     

New 2-(2-Phenylethyl) Chromones from Bothriochloa Ischaemum

Two new 2-(2-Phenylethyl) chromones were isolated from Bothriochloa ischaemum (Gramineae). They were characterized as 5-hydroxy-6-methoxy-2-[2-(2-hydroxyphenyl)-ethyl]-chromone(1) and 5-hydroxy-2-[2-(2-hydroxyphenyl)-ethyl]-chromone(2) by means of spectroscopic analysis, especially 2D-NMR experiments.     

Antimicrobial and genotoxic activities of N-(2-hydroxyethyl)-1,2-benzisothiazol-3(2H)-thione carbamic esters

The antimicrobial properties of N-(2-hydroxyethyl)-1,2-benzisothiazol-3(2H)-thione (1a,b) and its carbamic esters 2a,b-6a,b were tested in vitro against Gram positive and Gram negative bacteria, yeasts and dermatophytes. All compounds markedly inhibit the growth of Gram positive bacteria exhibiting MIC values ranging from 1.25 to 10 micrograms/ml. A strong antifungal activity is exerted against dermatophytes with MICs, in general, between 0.7 and 12 micrograms/ml. Structure-activity relationship studies show that these compounds are, in most cases, more effective than the corresponding benzisothiazolone analogues 7-12. None of the tested compounds shows genotoxic properties by Bacillus subtilis rec-assay and Salmonella-microsome test.     

Imidlactone, 4. Mitt.: N- (2-Phenylethyl)-hexahydroisochroman-1-imine

Imidolactones, IV¹⁾: N-(2-Phenylethyl)-hexahydroisochromane-1-imines The aminolysis of cis-hexahydroisochromane-2-one (cis- 2 ) with the 2-phenylethylamines 1 can be regulated in such a way that mainly the cis- or mainly the trans-δ-hydroxyamides 3 result. These compounds react with SOCl₂ to the corresponding isochromane-1-imines 4 (not isolable in our case), the structure of which is proofed by hydrolysis to 1 and 2 , as well as by preparative reaction to the δ-chloroamides 5 and by reduction to the δ-aminoalcoholes 6 . All reactions of 3 and of 4 proceed with retention of the configuration.     

Synthesis and antidepressant-like action of N-(2-hydroxyethyl) cinnamamide derivatives in mice

This study described the chemical synthesis and pharmacological evaluation of a series of N-(2-hydroxyethyl) cinnamamide derivatives. The structures of them were characterized by IR, ¹H-NMR, MS and elemental analysis. Their antidepressant activities were evaluated by the forced swimming test (FST) and tail suspension test (TST). Pharmacological results of these compounds showed that some of them, given orally, significantly reduced the immobility time in the FST and TST, indicating the antidepressant-like action. Among them, compounds N-(2-hydroxyethyl)cinnamamide (1g), (E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-hydroxyethyl)acrylamide (1i) and (E)-N-(2-hydroxyethyl)-3-(3-hydroxyphenyl)acrylamide (1n), active in the two models, were considered as the most promising compounds in this study.     

Synthesis and Antifungal Activity Evaluation of 1-(2-Benzyloxy-2-Phenylethyl)-1,2,3-Triazole Miconazole Analogs

Pharmaceutical Chemistry Journal - Aseries of 1-(2-aryloxy-2-phenylethyl)-1,2,3-triazole derivatives (Miconazole analogs) was obtained via copper catalyzed azide-alkyne cycloaddition as the key...     

Pro-Apoptotic Activity of 4-Isopropyl-2-(1-Phenylethyl) Aniline Isolated from Cordyceps bassiana

Cordyceps species including Cordyceps bassiana are a notable anti-cancer dietary supplement. Previously, we identified several compounds with anti-cancer activity from the butanol fraction (Cb-BF) of Cordyceps bassiana. To expand the structural value of Cb-BF-derived anti-cancer drugs, we employed various chemical moieties to produce a novel Cb-BF-derived chemical derivative, KTH-13-amine-monophenyl [4-isopropyl-2-(1-phenylethyl) aniline (KTH-13-AMP)], which we tested for anti-cancer activity. KTH-13-AMP suppressed the proliferation of MDA-MB-231, HeLa, and C6 glioma cells. KTH-13-AMP also dose-dependently induced morphological changes in C6 glioma cells and time-dependently increased the level of early apoptotic cells stained with annexin V-FITC. Furthermore, the levels of the active full-length forms of caspase-3 and caspase-9 were increased. In contrast, the levels of total forms of caspases-3, caspase-8, caspase-9, and Bcl-2 were decreased in KTH-13-AMP treated-cells. We also confirmed that the phosphorylation of STAT3, Src, and PI3K/p85, which is linked to cell survival, was diminished by treatment with KTH-13-AMP. Therefore, these results strongly suggest that this compound can be used to guide the development of an anti-cancer drug or serve as a lead compound in forming another strong anti-proliferative agent.     

Oxidation von N-(Hydroximino-alkyl)-aminen

Oxidation of N-(Hydroximinoalkyl)amines The dehydrogenation of E-ω-aminoacetophenone oximes with mercury EDTA leads to oxonitrones via the nitrones. Neighbouring group participation cannot take place in this process. Dehydrogenation of the isomeric ω-piperidinopropiophenone oximes yields the isomeric oxime lactams and from the Z-isomer mainly a tetrahydroanabasine derivative, while the reaction of the E-isomer proceeds via the bicyclic nitrone.