Propionanilide

The reaction of isocyanates with enamines disubstituted at the -carbon gives -amino- -lactams (107,108). Thus the enamine (16) reacted exothermally with phenylisocyanate to give (33) dimethyl-l-phenyl-4-dimethylamino-2-acetidinone (157), which was converted by acid hydrolysis to 2-formyl-2-methyl propionanilide (158). 

To the stirred solution of 5 parts of N-(4-piperidyl)propionanilide, 6.85 parts sodium carbonate, 0.05 part potassium iodide in 120 parts hexone is added portionwise a solution of 3.8 parts /3-phenylethyl chloride in 24 parts 4-methyl-2-penlanone. The mixture is stirred and refluxed for 27 hours. The reaction mixture is filtered while hot, and the filtrate is evaporated. The oily residue is dissolved in 160 parts diisopropyl ether and the solution is filtered several times until clear, then concentrated to a volume of about 70 parts. The residue is then cooled for about 2 hours at temperatures near 0°C to yield N-[1-((3-phenyl-ethyl)-4-piperidyl] propionanilide, melting at about 83° to 84°C as described in U.S. Patent 3,141,823. 

Methylpentane, Propane Propionamide, see Propanil Propionanilide, see Propanil... 

Photolytic. Photoproducts reported from the sunlight irradiation of propanil (200 mg/L) in distilled water were 3 -hydroxy-4 -chloropropionanilide, 3 -chloro-4 -hydroxypropionanilide, 3, 4 -di-hydroxypropionanilide, 3 -chloropropionanilide, 4 -chloropropionanilide, propionanilide, 3,4-di-chloroaniline, 3-chloroaniline, propionic acid, propionamide, 3,3, 4,4 -tetrachloroazobenzene, and a dark polymeric humic substance. These products formed by the reductive dechlorination, replacement of chlorine substituents by hydroxyl groups, formation of propionamide, hydrolysis... 

Prepare 2 solutions as follows - (A) Dissolve 5 parts N-f4-piperidyl) propionanilide, 6.85 parts sodium carbonate, 0.05 parts potassium iodide in 120 parts hexane. (B) Dissolve 3.8 parts B-phenylethylchloride in 24 parts 4-methyl-2-pentanone. 

C20ll24N2O 61380-02-7) see Alfentanil At-(4-mcthoxymcthyl-4-piperidyl)propionanilide (C AI124N202 61086-18-8) see Alfentanil Sufentanil 2-mcthoxy-5-(methylsulfonyl)benzoic acid (C, Hi(1()7S 50390-76-6) see Tiapridc 2-methoxy-10- 2-methyl-3-(p-toluencsulfonyloxy)propyl -phenothiazinc... 

This was observed in the nitration of acetanilide (Holleman, Hertogs and van der Linden [53] Amall [70]), propionanilide (Amall [70]), anisol (Griffiths, Wal-key and Watson [71] Halverson and Melander [72]). The effect was much less pronounced when toluene was nitrated (Holleman, Vermeulen and de Mooy [54]). 

SYNS FENTANEST FENTANYL CITRATE LEPTANAL McN-JR 4263 MCN-JR-4263-49 PENTANYL N-(l-PHENETHYL-4-PIPERIDIN-YL)PROPIONANILIDE DIHYDROGEN CITRATE O N-(l-PHENETHYI 4-PIPERIDYL)PROPIONANIUDE CITRATE N-(l-PHENETHYL-4-PIPERID-YL)PROPIONANILIDE DIHYDROGEN CITRATE R 4263 R 5240 SUBLIMAZE SUBUMAZE CITRATE... 

By treating the propionanilide 143 with potassium cyanide in refluxing aqueous dimethoxyethane, Bell and Wei - obtained the 1-oxopyrrolo-[ 1,2-a]quinazoline 144. Reaction of the acetanilide 145 with CH acid compounds 146 in dimethylformamide in the presence of sodium hydride yielded the pyrrolo[l,2-fl]quinazoline 147. - ... 

Prilocaine Propitocaine HCl Xylonest -(2-Me-thylphenyl)-2-(propylamino)-propanamide hydrochloride 2-(Propylamino)-o-propionotoluidide hydrochloride -(a-Propylaminopropionyl)-o-to-luidine hydrochloride a-Propylamino-2 -methyl-propionanilide hydrochloride Benzocaine Anesthesin Parathesin Auralgan Otic Ethyl aminobenzoate Chemicae Eormuea Amides... 

Defunctionalization. removed. These include the ben the demethoxylation process in proceeds with good enantiosele propionanilides, which are alu by alkylation, are obtained fron LiCl. A p-toluenesulfinyl gnx reaction of a-(p-toluenesulfin serving its purpose. Dithioaor benzene. ... 

A potent SARM, S-4 (15), was identified which demonstrated rapid and complete oral absorption at low doses and reasonable elimination half-life (t1/2 = 2.6-5.3 h) in rats, suggesting compounds such as this would be excellent candidates for clinical development [88]. These successes focused our efforts on the diaryl propionanilide class of SARMs of which many have been published [89-92], Recent studies demonstrated that these SARMs improve skeletal (soleus) muscle strength, increase lean body mass (LBM), reduce body fat, prevent bone loss in rats, in addition to promising pharmacologic activity in animal models of benign prostatic hypertrophy and male fertility [92-95], Ostarine is the most advanced SARM clinical candidate and has demonstrated exciting data from its initial proof-of-concept phase II clinical trial. GTx reported in December 2006 the results of this clinical trial which was... 

Figure 8.7 Discovery of propionanilide AR agonists in vitro and in vivo.

Johnson Johnson and Subsidiaries - Cyclic Bioisosteres of Propionanilides... 

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