Aminomethylation properties

VA/crotonates/vinyl neodecanoate copolymer is the most used polymer in aerosol hair sprays (ca 1993). Like its precursor above, it has free carboxyhc acid groups which can be neutralized to give various film properties. Recommended neutralizing agents include aminomethyl propanol, ammonium hydroxide, and dimethyl stearamine. Recommended percent neutralization is 90%, but products can be found in the 80—110% range. 

Table 3 gives the corresponding physical properties of some commercially important substituted pyridines having halogen, carboxyHc acid, ester, carboxamide, nitrile, carbiaol, aminomethyl, amino, thiol, and hydroxyl substituents. 

Adams JH, Cook RM, Hudson D, Jammalamadaka V, Lyttle MH, Songster MF. A reinvestigation of the preparation, properties, and applications of aminomethyl and 4-methylbenzhydrylamine polystyrene resins. J Org Chem 1998 63 3706-3716. 

Diaminodiphenyl sulfone (DDS), 10 454 cis -1,3 -D i( aminomethyl)cyclohexane, physical properties of, 2 500t MS-l,4-Di(aminomethyl)cyclohexane, physical properties of, 2 500t MS,tra s-l,3-Di(aminomethyl)cyclohexane, physical properties of, 2 500t MS,tra s-l,4-Di(aminomethyl)cyclohexane, physical properties of, 2 500t trans -1,3 -D i( aminomethyl)cyclo hexane, physical properties of, 2 500t... 

The 4-phenyl and 4-phenyl-2-oxo analogues of (6, n = 3 R1 = R2 = Me) have been reported to exhibit sedative properties [13]. Several carboxamides (7) with a 4-phenyl group have been claimed to be useful as tranquillizers [ 14]. A variety of central effects of the 1-substituted 5-phenyl derivatives (8) has been studied [10]. The 2-(substituted aminomethyl)tetrahydro-l-benzazepine and octahydropyrazino[ l,2-c]-l-benzazepine derivatives have no pharmacological activity on the CNS [15]. 1-Substituted tetrahydro-l-benzazepines having an aminoalkyl group at position 3 are claimed to potentiate the activity of 5-hydroxytryptophan [16]. 

Benzoic acids substituted with a basic side chain also are also of interest as pro-moieties whose physicochemical properties and rates of enzymatic hydrolysis can readily be modulated. A number of drugs have been converted to prodrugs with this type of pro-moiety, e.g., hydrocortisone, prednisolone, acyclovir, chloramphenicol, and paracetamol [148] [149], These prodrugs appear well suited as parenteral formulations, being water-soluble, stable in slightly acidic solution, and readily hydrolyzed enzymatically. As examples, we consider here the hydrolysis in human plasma of a number of (aminomethyl)ben-zoates of metronidazole (8.109-8.115, Sect. 8.5.5.1, Table 8.9) [138], These prodrugs are very rapidly activated, which may be beneficial for parenteral administration. However, this type of pro-moiety may be cleaved too rapidly after oral administration to be of interest for poorly absorbed drugs. 

The introduction of guanidine [94,138, 252, 254] and quaternary ammonium [94] groups into 2-aminomethyl-l,4-benzodioxan leads to compounds with adrenergic neurone blocking properties similar to those of guanethidine and the... 

Dossing, A. Toftlund, H. Hazell, A. Bourassa, J. Ford, P. C. Crystal structure, luminescence and other properties of some lanthanide complexes of the polypyridine ligand 6,6,-bis[bis(2-pyridylmethyl)aminomethyl]-2,2,-bipyridine. J. Chem. Soc., Dalton Trans. 1997, (3), 335-339. 

Preparation and Properties of 7V-(Hydroxy-carbonylmethyl)aminomethyl Alkyl- and Arylphosphinic Acids and Derivatives... 

Vallin, D., Huguet, J., Vert, M. Acid-base and chiroptical properties of partially quatemized optically active poly[thio-l-(N,N-diethyl-aminomethyl)ethylene], in Polymeric amines and ammonium salts, (ed.) Goethals, E. J., p. 219, New York, Pergamon Press 1980... 

Maicr, L., Preparation and properties of N-(hydroxy-carbonylmcthyl)aminomethyl alkyl- and arylphosphinic adds and derivatives, ACS Symp. Ser., 171 (Phosphorus Chem.), 251, 1981 Chem. Ahstr., %, 85657,... 

The corresponding 8-methyl derivative, tcctochrysin 488, having diuretic properties, is synthesized by hydrogenolysis of the aminomethylated intermediate. ... 

Molecules of type I are the classical product of reactions between monofunctional reactants. In many cases, they can be considered to be derived from the functionalization of a substrate or, reciprocally, of an amine, in order to attach chemical moieties purposely designed for specific uses, without substantially affecting the essential molecular structure. This is the case, for instance, of the antibiotic substance 494, which assumes hydrophilic properties upon aminomethylation of the pharmacologically active substrate having an amino acidic residue, or of the complexant agent 495,- as well as of the polyacrylamide Mannich base 502. - ... 

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