And aminoalkylation

Baranov, G.M., Perekalin, V.V., Ponamarenko, M.V., and Orlovskii, I.A., Synthesis, properties, and structure of nitro- and aminoalkyl(alkene)phospho-nates and their derivatives, Khim. Primen. Fosfororg. Soldin., Tr. Konf., 4th, 228, 1969. 

A comparison between carbamoylmethyl and aminoalkyl esters has been reported for a small series of prodrugs of ibuprofen (8.28) [39]. A further interest of this work is the systematic comparison made between the enantiomers of ibuprofen, i. e., the active (+)-(S)-form and the inactive (-)-(/ )-form. As shown in Table 8.4, the ethyl esters were hydrolyzed very slowly in human plasma, with t1/2 values in the order of 100 - 200 h. In contrast, the hydrolysis of the carbamoylmethyl and aminoalkyl esters occurred with t1/2 values in the order of some or several minutes. The carbamoylmethyl esters were hydrolyzed very rapidly with low substrate enantioselectivity, while the 2-(imidazol-l-yl)ethyl esters were hydrolyzed somewhat more slowly and with marked substrate enantioselectivity. 

Below are some of the references to alkyl am in o-and aminoalkyl-triaZoles ... 

Below are some refs to alkyl amino- and aminoalkyl-guanidine s ... 

Aminium radical cations and aminoalkyl radicals have substantially different spin density distributions and, therefore, substantially different hyperfine coupling (hfc) patterns. Aminium radical cations have appreciable proton hfcs only in the position adjacent to the nitrogen center whereas the neutral aminoalkyl radicals have sizable hfcs in both the a- and (3-positions. CIDNP effects induced in these species are expected to reflect these differences. 

Friedman, L., and H. Shechter Amidation and Aminoalkylation of Olefins Blocking Techniques in Radical Chain Reactions. Tetrahedron Letters No. 7, 238 (1961). 

Fulop and co-workers [124] have reported the synthesis of some new (ami-noalkyl) naphthols and (aminoalkyl) quinolinols 85 in good yields through a one-pot, microwave-assisted three-component modified Mannich reaction of naphthol or quinolinol with two equivalents of an aldehyde using ammonium carbamate or ammonium hydrogen carbonate as solid ammonia sources. It was observed that aliphatic aldehydes did not lead to the formation of the desired (aminoalkyl) quinolinols 85 (Scheme 64). 

Szatmari I, Fulop F (2009) Microwave-assisted one-pot synthesis of (aminoalkyl) naphthols and aminoalkyl) quinolinols by using ammonium carbamate or ammonium hydrogen carbonate as solid ammonia source. Synthesis 5 775-778... 

The method has been used for the preparation of dihalides, e.g., 1,9-dichlorononane (93%) unsaturated halides, e.g., 11-undecylenyl chloride (83%) halo ethers, e.g., /3-ethoxyethyl chloride (80%) halo ketones, e.g., desyl chloride (79%) halo esters, e.g, methyl a-chloropropionate (71%) halo cyanides, e.g., phenylchloroacetonitrile (80%) and aminoalkyl halides,An interesting isomerisation has been observed in liberating 2-diethylamino-l-chloropropane from its hydrochloride salt l-diethylamino-2-chloropropane is formed. ... 

In the course of previous studies devoted to new substituted chloroformates, we were interested in the synthesis of nitro and aminoalkyl chloroformates. 

A number of the antihistamines, particularly the phenothi-azines and aminoalkyl ethers, have antiemetic actions and thus may be u.seful in the treatment of nausea, vomiting, and motion sickness. Also, those agents that produce pronounced. sedation have application as nonpiescription sleeping aids." - "Several of the phenothiazines have limited u.se in Parkinson-like syndromes as a result of their ability to block central muscarinic receptors." -And. a number of antihistamines, including promethazine, pyrilamine. tri-pelennamine and diphenhydramine, display local anesthetic activity that may be therapeutically useful. ... 

Below are some of die references to alkylamino-and aminoalkyl-tetrazoles ... 

Reaction of starch dialdehyde with urea gave a condensation product.442,2633 Carboxyamides,2624 including acrylamide,524,585 were also allowed to react with starch dialdehyde. Condensation can occur between starch dialdehyde and macromolecules containing amido groups, for instance, epichlorohydrin-crosslinked polyamide resin,598 ammonia-diethylamine-epichlorohydrin copolymer,588 dicyanamide-formaldehyde resins,565,566 quaternary alkylam-monium compounds,596,610,611 amino acids,2634,2635 protein,626,2636-2639 and aminoalkylated starch.2515 The reactions are favored by low pH. The guanidino moieties of proteins entered the condensation the most readily. 

Benzoxazine synthesis from quinones and aminoalkyl halides (see 1st edition). 

This approach has been applied [295,298-301] to the reactivity of a large series of carbon-centered radicals (including the benzoyl, hydroxyl alkyl, and aminoalkyl radicals) toward various monomer units (acrylate, methacrylate, vinylether, vinylacetate, etc.). Calculating a and A/i X) yields Zsenth. Linear relationships between Zsenth and A//, are generally found (Equation 10.78). 

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