Benzamide, A-

B. N-Nitroso-N-(2-phenylethyl)benzamide. A solution of 10.4 g. (0.046 mole) of the crude N-(2-phenylethyl)benzamide, 7.36 g. (0.09 mole) of anhydrous sodium acetate, and-50 ml. of glacial acetic acid is placed in a 250-ml. Erlenmeyer flask equipped with a drying tube, and the mixture is cooled to the crystallization point of the acetic acid (Note 1). A solution of dinitrogen tetroxide (Notes 2, 3) in glacial acetic acid (85 ml. of a solution approximately 1M in N2O4) is then added with stirring. The reaction mixture is allowed to warm to about 15° (15 minutes), and then it is poured into a mixture of ice and water. The yellow solid nitroso derivative is dissolved in 75 ml. of carbon tetrachloride, and this solution is washed with 5% sodium bicarbonate, water, and dried. The solution is used directly in the next step. 

Ser proteases PI pocket binder Benzamide, a-keto amide 19, 141... 

Figure 6. Photographs of crystals of benzamide (a) pure (b)-(d) grown in the presence of increasing amounts (from bottorrf to top) of (b) benzoic acid (c) o-toluamid, (d) p-toluamid. The crystals shown in this photograph (and all those following) varied in size from about 0.1 to 5 mm.

Berger, M.R., Bischoff, H., Fritschi, E., Henne, T., Hermann, M., Pool, B.L. et al. (1985) Synthesis, toxicity, and therapeutic efficacy of 4-amino-N-(2 -aminophenyl)-benzamide a new compound preferentially active in slowly growing tumors. Cancer Treatment Reports, 69, 1415-1424. 

In a photolytic decomposition, triazol-l-imine (125) affords (126), benzamide, A-benzoyl... 

V-(4-chloro-2-methylphenyl)benzamide. A mixture of 4-chloro-2-methyl-aniline (14.2 g, 0.10 mol), benzoyl chloride (14.1 g, 0.10 mol) and triethylamine (10.1 g, 0.10 mol) in anhydrous toluene (150 ml) is stirred and refluxed for 3 hours and then allowed to stand for c. 16 hours at room temperature. The resulting solids (mixture of product and salts) are filtered off and stirred at room temperature for c. 1.5 hours with water (150.ml). The solid product is filtered off and recrystallised from dichloromethane-toluene (yield 87%, m.p. 170-171 °C). 

For the synthesis of 1,4-naphthoquinones from benzamides, a tandem lithiation has been performed using intermediates 678 and 679982. Intermediates 679 reacted with... 

IR effect of concentration, amides, oximes in GGI4, propionamide, benzamide, A -ethylacetamide, 3/u. 

There are interesting transition metal-catalyzed-reactions that lead to aryl amides. The use of POCI3 and DMF, with a palladium catalyst, converts aryl iodides to benzamides. A palladium-catalyzed reaction of aryl hahdes and for-mamide leads to benzamide derivatives. Carbonylation is another method that generates amides. When an aryl iodide was treated with a secondary amine and Mo(CO)e, in the presence of 3 equivalents of DBU, 10% Pd(OAc)2, with micro-wave irradiation at 100°C, the corresponding benzamide was obtained. 

ONPC25H20, Benzamide, 2-(diphenylphos-phino)-A/-phenyl-, 27 324 ONPC2sH22, Benzamide, A/-[2-(diphenyl-phosphino)phenyl]-, 27 323 ONdC H27, Neodymium, fert-butylbis(n -cyclopentadienyl)(tetrahydrofuran)-, 27 158... 

Clebopride [inn. usan] (cleboprlde n-ialate [jan]) is a substituted benzamide, a (Dj) DOPAMINE RECEPTOR ANTAGONIST, and has activity as a visceral ANTISPASMODIC and antinauseant and antiemetic. 

Fluress fluorescein oxybuprocaine. flurofamide [inn, usan] (EU 4534) is a benzamide, a UREASE INHIBITOR. 

Nembutal sodium pentobarbitone, nemonapride [inn.jan] (YM 09151-2) is a benzamide, a (Dj) DOPAMINE RECEPTOR ANTAGONIST that has been used as an ANTIPSYCHOTIC in the treatment of schizophrenia, neoarsphenamine [inn] is an arsenical with ANTIMICROBIAL activity, used as a veterinary antiinfective and antisyphilitic. 

In addition to the tricyclics, the butyrophe-nones, and the benzamides, a variety of other structural types have been exploited for their neuroleptic potential. Risperidone (84)is rep-... 

Wei Z-Y, Brown W, Takasaki B et al (2000) N,N-Diethyl-4-(phenylpiperidin-4-ylidene-methyl)benzamide a novel, exceptionally selective, potent delta opioid receptor agonist with oral bioavailability and its analogues. J Med Chem 43 3895-3905... 

Notably, for some benzamides a time-dependent increase in affinity has been observed [34, 56, 57]. Bressi et al. proposed that disruption of an intramolecular hydrogen bond of the NH2 group to the carbonyl oxygen is required for tight binding and may cause the slow binding kinetics [34]. 

Methylphenylaniino)etlianol 2-[(2-Methylphenyl)amino]ethanol 3-Methyl-A/-phenylaniline A/-(4-Melhylphenyl)benzamide A/-Methyl-A4phenylbenzenemelhanamine... 

Explanation. Benzamide—a carboxylic acid amide, essentially possesses very feeble amphoteric properties exclusively, by virtue of the fact that it rmdergoes hydrolysis to give the corresponding acid and ammonia as shown below ... 

A mild, efficient, and oxidant-free rhodium(III)-catalyzed C—H activation/ [4 + 3] annulation reaction of N-phenoxyacetamides 87 and a,P-unsaturated aldehydes 88 with catalyst 89 afforded a range of 1,2-oxazepines 90 with good functional group tolerance (14CC12135).When apphedto Af-phenoxy-benzamides, a 2-benzazepin-l-one derivative was formed unexpectedly. 

Poly(ADP-ribose) synthetase inhibitors, and in particular 3-aminobenzamide, have been used extensively in recent years as probes to elucidate the function of poly(ADP-ribose) in the cell. Our initial report [1] on substituted benzamides as physiologically specific inhibitors was based on the observation that cells grew at an unchanged rate in the presence of 2 mM 3-aminobenzamide, a concentration 1,000 times the Kj value. In general, high concentrations are needed to elicit a cellular response compared to assays in vitro. Interpretation of results is complicated by the possibihty of affecting a target other than poly(ADP-ribose) synthetase. Recently, processes other than ADP-ribosylation have been reported to be altered by benzamides. A major criticism of most work is that the studies entail the use of only one inhibitor, usually 3-aminobenzamide. 

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