Benzamide - CAS 55-21-0
Catalog number: 55-21-0
Not Intended for Therapeutic Use. For research use only.
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Benzamide is a derivative of benzoic acid, it is a natural alkaloid found in the herbs of Berberis pruinosa in nature. Benzamide is slightly soluble in water, and soluble in many organic solvents.
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Benzoic acid amide
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1.Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles.
Shabashov D;Maldonado JR;Daugulis O J Org Chem. 2008 Oct 3;73(19):7818-21. doi: 10.1021/jo801300y. Epub 2008 Sep 3.
A sequence consisting of palladium-catalyzed benzamide ortho-arylation/reaction with (CF3CO)2O was developed allowing a convenient one-pot synthesis of ortho-arylated benzonitriles and fluorenone derivatives. The outcome of this transformation is dependent on the amide N-alkyl substituent. Dehydration of ortho-arylated N-cyclohexyl-benzamides by (CF3CO)2O results in efficient production of benzonitriles. In contrast, o-arylated N-propylbenzamides are converted to fluorenone derivatives.
2.New benzamide-derived 5-HT3 receptor antagonists which prevent the effects of ethanol on extracellular dopamine, and fail to reduce voluntary alcohol intake in rats.
Iusco G;Boido V;Sparatore F;Colombo G;Saba PL;Rossetti Z;Vaccari A Farmaco. 1997 Mar;52(3):141-6.
A set of substituted benzamides, characterized by the presence of a bulky quinolizidine moiety, were subjected to binding assays for 5-HT3 and D2 receptors on membranes obtained from the bovine area postrema ([3H]-GR65630) and the rat striatum ([3H]-spiperone) respectively. These benzamides resulted unsuitable for the recognition of D2 receptors, while a few of them, devoid of 5-HT4 receptor activity, had consistent affinity for central 5-HT3 receptors, inhibiting also potently the ethanol-induced dopamine efflux from the mesolimbic dopamine terminal region. However they failed in attenuating voluntary alcohol consumption in rats, as observed with several other chemically unrelated 5-HT3 antagonists. Thus the 5-HT3-mediated inhibition of alcohol-induced striatal release of dopamine by substituted benzamides is not a requisite for affecting ethanol intake.
3.Preferential tumor radiosensitization by analogs of nicotinamide and benzamide.
Horsman MR;Brown DM;Lemmon MJ;Brown JM;Lee WW Int J Radiat Oncol Biol Phys. 1986 Aug;12(8):1307-10.
The effects of a range of different analogs of nicotinamide and benzamide on the X ray response of the EMT-6 tumor in vivo was investigated. Using an in vivo/in vitro survival assay, sensitization was seen at a dose of 2 mmole/kg for all but one of the analogs tested. The enhancement ratios (ER's) ranged from 1.0 to 1.5. Of particular interest were nicotinamide and SR-4350 which gave large ER's (1.5 and 1.4 respectively) at doses which were only about 12% of the LD50 values. In one normal tissue studied (skin reaction) a large single dose of nicotinamide (8 mmole/kg) only gave an ER of 1.1. These results will be discussed with reference to the mechanisms involved and the clinical implications.
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CAS 55-21-0 Benzamide

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