Identification of 2-[4-[(4-Methoxyphenyl)methoxy]-phenyl]acetonitrile and Derivatives as Potent Oct3/4 Inducers

2015 ◽  
Vol 58 (12) ◽  
pp. 4976-4983 ◽  
Author(s):  
Xinlai Cheng ◽  
Eleni Dimou ◽  
Hamed Alborzinia ◽  
Frank Wenke ◽  
Axel Göhring ◽  
...  
Keyword(s):  
Phenyl Acetonitrile

[4-(Trifluoromethyl)phenyl]acetonitrile

2002 ◽  
Vol 58 (3) ◽  
pp. o145-o147
Author(s):  
Stepan Boitsov ◽  
Jon Songstad ◽  
Karl W. Törnroos
Keyword(s):  
Phenyl Acetonitrile

Potential antidepressants: 2-(Phenylthio)aralkylamines

1989 ◽  
Vol 54 (7) ◽  
pp. 1995-2008 ◽  
Author(s):  
Jiří Jílek ◽  
Jiří Urban ◽  
Petr Taufmann ◽  
Jiří Holubek ◽  
Antonín Dlabač ◽  
...  
Keyword(s):  
Nmr Spectra ◽  
Benzyl Chloride ◽  
Lithium Aluminium Hydride ◽  
Pharmacological Profile ◽  
H Nmr ◽  
Lithium Aluminium ◽  
Alternative Approach ◽  
Phenyl Acetonitrile ◽  
Claisen Reaction ◽  
Pharmacological Testing

Reactions of 2-(phenylthio)benzyl chloride with dimethylamine, diethylamine, pyrrolidine, piperidine, morpholine, and 1-methylpiperazine afforded the title compounds VI-XI. Reaction of 2-(phenylthio)benzaldehyde with nitromethane gave the nitrostyrene XIV which was reduced with lithium aluminium hydride to 2-(2-(phenylthio)phenyl)ethylamine (XVI). This was transformed to the N-methyl and N,N-dimethyl derivatives XVIII and XIX. The Claisen reaction of (2-(phenylthio)phenyl)acetonitrile with ethyl acetate afforded compound XXI which was cleaved by phosphoric acid to (2-(phenylthio)phenyl)acetone (XX). The Leuckart-Wallach reaction afforded the formamide XXIII which was used as starting material for preparing the amines XXIV-XXVI. The alternative approach to these compounds starting by reaction of the aldehyde XII with nitroethane was complicated by the fact that in addition to the nitropropene XV 2-(phenylthio)benzonitrile was also formed. The synthetic use of the inhomogeneous XV resulted then in mixtures of amines XXIV-XXVI with IV-VI which was followed by means of mass and 1H NMR spectra. The amines XXIV-XXVI were oxidized to the sulfoxides XXVII-XXIX. The oily bases were transformed to crystalline salts and spectra of all homogeneous bases were recorded. Pharmacological testing showed the amine VI (VÚFB-15 370) to be a promising potential antidepressant. The amines XI and XXV showed also pharmacological profile of potential antidepressants.

Structure Determination of 2-(3,4-Dihydroisoquinolin-2(1H)-yl)-2-[4-(dimethylamino)phenyl]acetonitrile, an α-Amino Nitrile Obtained by a Modified Strecker Reaction

2017 ◽  
Vol 47 (5) ◽  
pp. 166-172
Author(s):  
Aurora L. Carreño Otero ◽  
José H. Quintana ◽  
José Antonio Henao ◽  
Vladimir V. Kouznetsov ◽  
José Miguel Delgado ◽  
...  
Keyword(s):  
Structure Determination ◽  
Strecker Reaction ◽  
Phenyl Acetonitrile ◽  
Amino Nitrile

scholarly journals 2-{4-[(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methylamino]phenyl}acetonitrile

2009 ◽  
Vol 65 (6) ◽  
pp. o1296-o1296
Author(s):  
Rui Li ◽  
Zhen-Yu Ding ◽  
Yu-Quan Wei ◽  
Jian Ding
Keyword(s):  
Hydrogen Bond ◽  
Dihedral Angle ◽  
Title Compound ◽  
Compound C ◽  
Phenyl Acetonitrile ◽  
Dioxane Ring

The title compound, C15H14N2O4, is approximately planar, with a dihedral angle of 6.48 (4)° between the aminomethylene unit and the planar five-atom part of the dioxane ring, and a dihedral angle of 2.40 (4)° between aminomethylene unit and the phenylene ring. The dioxane ring is envelope shaped, with the dimethyl-substituted C atom that represents the flap 0.535 (8) Å out of the plane. The molecule has an intramolecular N—H...O hydrogen bond.

scholarly journals Computational design, Synthesis of 4,6-dihydroxy-2-phenyl-1-benzofuran-3(2H)-one derivatives as new leads for anti-cancer activity

2019 ◽  
Vol 10 (2) ◽  
pp. 896-908
Author(s):  
Raghava Doonaboyina ◽  
Abhilasha Mittal ◽  
Sridhar Babu Gummadi
Keyword(s):  
Hydrochloric Acid ◽  
Sodium Acetate ◽  
Cancer Cell Line ◽  
Computational Design ◽  
Computational Tools ◽  
Design Synthesis ◽  
Anti Cancer ◽  
Phenyl Acetonitrile ◽  
Computational Design Synthesis ◽  
Cancer Activity

Benzofuranone is a bicyclic ring where a benzene ring fused with a furanone. Computation chemistry plays a major role in the development of new lead molecules. Computational tools docking, virtual screening, ADMET prediction are utilised in the identification of new lead molecules. Synthetic chemistry plays a major in developing a series of potent anti-cancer agents. Benzofuranone was synthesized by reacting benzene diols, and triols with bromo phenyl acetonitrile yielded an imine derivative are converted to a ketone with treatment with hydrochloric acid then cyclised with sodium acetate. The compounds identity and purity were confirmed by spectral and analytical methods. Benzofuranone derivatives are screened antineoplastic activity was performed against human skin cancer cell line G361 at micro molecular concentrations. The compounds IA, IB, ID, IE, IF, was found to be with potent activity.

scholarly journals Docking, Screening, Synthesis of 4-hydroxy-6-methyl-2-phenyl-1-benzofuran-3(2H)-one derivatives as new leads for anti-cancer activity

2019 ◽  
Vol 10 (2) ◽  
pp. 883-895
Author(s):  
Raghava Doonaboyina ◽  
Abhilasha Mittal ◽  
Sridhar Babu Gummadi
Keyword(s):  
Skin Cancer ◽  
Hydrochloric Acid ◽  
Virtual Screening ◽  
Analytical Methods ◽  
Sodium Acetate ◽  
Cancer Cell Line ◽  
Efficient Tool ◽  
Anti Cancer ◽  
Phenyl Acetonitrile ◽  
Cancer Activity

Auroneis a bicyclic ring where a benzene ring fused with a furanone. Docking is an efficient tool in the development of new lead molecules. Docking, virtual screening, ADMET prediction are prominent devices in the identification of new lead molecules. Synthetic chemistry plays a major in developing a series of potent anti-cancer agents. Benzofuranone was synthesized by reacting benzene diols, and triols with bromo phenyl acetonitrile yielded an imine derivative are converted to a ketone with treatment with hydrochloric acid then cyclised with sodium acetate. The compounds identity and purity were confirmed by spectral and analytical methods. Benzofuranone derivatives are screened antineoplastic activity was performed against human skin cancer cell line G361 at micro molecular concentrations. The compound IIIA was found to be with potent activity.

(2,6-Diphenylpiperidin-4-ylidene)(phenyl)acetonitrile

2007 ◽  
Vol 63 (6) ◽  
pp. o2903-o2903 ◽  
Author(s):  
A. Thiruvalluvar ◽  
S. Balamurugan ◽  
A. Manimekalai ◽  
A. Balamurugan
Keyword(s):  
Phenyl Acetonitrile

Synthesis of (2-(phenylthio)phenyl)acetamidines and related amidoximes as potential antidepressants

1988 ◽  
Vol 53 (2) ◽  
pp. 381-388 ◽  
Author(s):  
Karel Šindelář ◽  
Zdeněk Šedivý ◽  
Marta Hrubantová ◽  
Martin Valchář ◽  
Jiřina Metyšová ◽  
...  
Keyword(s):  
Binding Sites ◽  
The Other ◽  
Rat Hypothalamus ◽  
Other Hand ◽  
Phenyl Acetonitrile ◽  
Desipramine Binding

Reactions of ethyl(2-(phenylthio)phenyl)acetimidate (X) hydrochloride with ammonia and the corresponding amines resulted in amidines V-X. Heating (2-(phenylthio)phenyl)acetonitrile with 2-aminoethylammonium toluene-4-sulfonate led to the 2-imidazoline XI. Reactions of (2-(phenylthio)phenyl)acetonitrile and the lower homologue with hydroxylamine gave the amidoximes XIII and XV; XIII was oxidized to the sulfoxide XIV. Compounds VII, XI, and XIII showed some antireserpine activity which indicates thymoleptic and antidepressant potentiality. On the other hand, none of the compounds tested did show any noteworthy affinity to the [3H]imipramine and [3H]desipramine binding sites in the rat hypothalamus.

scholarly journals 2-[4-(Methylsulfonyl)phenyl]acetonitrile

2011 ◽  
Vol 67 (3) ◽  
pp. o574-o574
Author(s):  
Hoong-Kun Fun ◽  
Ching Kheng Quah ◽  
V. Sumangala ◽  
D. Jagadeesh Prasad ◽  
Boja Poojary
Keyword(s):  
Phenyl Acetonitrile
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