1 -Phenyl-1 -propylamine

A highly stereoselective benzylation has been developed oscr-di branched /3-phenyl -propylamines and -ethanolamines can be synthesized in any desired configuration... 

Removal of one of the ethylene portions of the piperidine ring leaves the phenyl-propylamine skeleton of the phenyl piperidines. These are the most simplified structures still to have opioid receptor activity. The phenylpropylamines still follow the SAR of morphine on the basis that they possess a basic nitrogen which is two carbons away from a central quaternary carbon atom having a benzene ring attached [18]. In the case of methadone (29 Fig. 11.16) [65], the prototype phenyl-propylamine, the quaternary carbon contains another benzene ring and a propio-nyl moiety. The basic nitrogen is still tertiary with two methyl groups present. 

Von Braun6 reported that no cyclization occurred when 3-phenyl-propylamine was treated with formaldehyde dimethyl acetal. However, the Bischler-Napieralski cyclization was later successfully used to prepare 2-benzazepines. Thus, the spirobenzazepine 80 (R1 = OMe R2 = H) was obtained by refluxing 81 with phosphorus pentoxide in benzene ... 

Homolytic intramolecular amination allows the synthesis of tetrahydroquinoline 28 from the 3-phenyl-propylamine 27 (n = 2). The yield of indoline 30 is lower because the aminium cation radical 29 generated from A-chloro-2-phenethylamine 27 (n = 1) undergoes an easy jff-scission reaction to form the benzyl radical (Scheme 9). 

Solasulfoae. i,I - Sulfonylbis(4,l-phenyleneimi-no)]bisf3-phenyl-l,3-propanedisu fonic acid] tetrasodium salt di(>-phenyl propylamine)-4,4 -diphenyl sulfone a,a, -y,y -sodium tetrasulfonate tetrasodium 4,4 -bistv-phenyl -... 

IMmefchyl-y-phenyl.propylamin 12 1.507. 4-MjBfthyl-2-butyl-aiiiim 12 U 645. 2-Methyl-4-butyNanilm 12II645. 2-Methyl-6 tert.-butyi aiii]iii 12.1180. 2-Meth -4-tert. butyl-aiiflin 12.1180. 2-Meth -5-tert.-batyl>uii]in 12 II 645. 4>Athyl-2-mopyi i ii 12 n 646. 

HFP/VDF/HFP sites were crosslinked. Finally, phenyl propylamine seems to add faster onto copolymer than benzylamine does, that latter amine containing one spacer only. 

Reaction of labeled aryl halomethyl ketones with amines furnishes j8-amino[ C] ketones. If e.p. amines are employed, subsequent reduction of the keto group with achiral reducing agents produces diastereomeric mixtures of )8-amino alcohols. The individual diastereomers can usually be separated by achiral chromatographic methods, or if these fail chiral HPLC procedures or salt formation with a chiral acid (e.g. dibenzoyl-L-tartaric acid) may prove successful. This pathway was followed for the preparation of [ C]dilevalol (12), an antihypertensive agent (Figure 6.8). Within this synthetic sequence the reaction of the a-bromomethyl ketone 8 with e.p. (7 )-Wbenzyl-(l-methyl-3-phenyl)propylamine (2)... 

Tri-n-propylamine [102-69-2] M 143.3, b 156.5 , d 0.757, n 1.419, pK 10.66. Dried with KOH and fractionally distd. Also refluxed with toluene-p-sulfonyl chloride and with KOH, then fractionally distd. The distillate, after addn of 2% phenyl isocyanate, was redistd and the residue fractionally distd from sodium. [Takahashi et al. J Org Chem 52 2666 1987.]... 

Prenyl amine (66) was long used in the treatment of angina pectoris, in which condition it was believed to act by inhibiting the uptake and storage of catecholamines in heart tissue. Droprenilamine (69), an analogue in which the phenyl ring is reduced, acts as a coronary vasodilator. One of several syntheses involves simple reductive alkylation of 1,1-diphenyl-propylamine (67) with cyclohexyl acetone (68)... 

Chemical Name 7-phenyl-N-( TphenylethyDbenzenepropanamine hydrochloride Common Name N-(1-phenylethyl)-3,3-diphenyl-propylamine... 

The best results were obtained with amides of (S)- or (/ )-3-methoxy-l-phenyl-2-propylamine, which gave, with linear aliphatic aldehydes, products with enantiomeric excesses greater than 75% using titanium(IV) chloride as the Lewis acid. A transition state involving coordination of the titanium by the carbonyl oxygens of both the amide and the aldehyde was proposed95. 

Propylamine, 3 chloro A, TV dimethyl ], hydrochloride, 55, 128 1-PROP AN AMINE, 3,3 -(phenylphosphini-denc)bis(A, A -dimethyl)- [Phosphine, phenyl-, bis(3-dimethylammopro-... 

Loss of Coordinated Arene. We previously stated that the arene ligand in ruthenium(II)-arene complexes is relatively inert towards displacement under physiological conditions. While this is generally true, there are a few exceptions to this rule and this type of reactivity can be used to advantage. Weakly bound arenes, for instance, can be thermally displaced, a property convenient for the synthesis of ruthenium-arene complexes that are not readily available through more common synthetic routes. This way, the reaction of a precursor dimer, [RuCl2(etb)]2 (etb, ethylbenzoate) (68), with either 3-phenyl-1-propylamine or... 

Microsomal oxidation of amines and phenols may proceed by different ways. For example, it has been shown [42] that phentermine (2-methyl-l-phenyl-2-propylamine) is hydro-xylated to /V-hydroxyphcntcrminc by rat liver cytochrome P-450 system through a normal cytochrome P-450 way ... 

As noted earlier, most classical antidepressant agents consist of propylamine derivatives of tricyclic aromatic compounds. The antidepressant molecule tametraline is thus notable in that it is built on a bicyclic nucleus that directly carries the amine substituent. Reaction of 4-phenyl-l-tetralone (18) (obtainable by Friedel-Crafts cyclization of 4,4-diphenyl butyric acid) with methyl amine in the presence of titanium chloride gives the corresponding Schiff base. Reduction by means of sodium borohydride affords the secondary amine as a mixture of cis (21) and trans (20) isomers. The latter is separated to afford the more active antidepressant of the pair, tametraline (20). 

R)-a-incthylbcnzylairnne (R)-a-( 1 -naphthyl)ethy lamine (R)-a-phenyl-l-propylamine (R)-n orepi n ep h ri n c (R)-2-aminobutane... 

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