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1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. [1] The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class. [2] It is a rigid analogue of amphetamine.
Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C 4 H 10 N 2 ·2C 6 H 8 O 7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C 4 H 10 N 2 ·C 6 H 10 O 4 (containing 1 molecule each of piperazine and adipic acid).
N-Methylpiperazine is a common building block used in organic synthesis. [2] For example, N-methylpiperazine is used in the manufacture of various pharmaceutical drugs including cyclizine, [3] meclizine, and sildenafil. The lithium salt, lithium N-methylpiperazide, is used as a reagent in organic synthesis for protection of aryl aldehydes. [4]
It is both a precursor in the synthesis of aripiprazole and one of its metabolites. [1] [2] It is unclear whether 2,3-DCPP is pharmacologically active as a serotonin receptor agonist similar to its close analogue 3-chlorophenylpiperazine (mCPP), though it has been shown to act as a partial agonist of the dopamine D 2 and D 3 receptors. [3]
[4] [5] [6] It begins with alkylation of 2-nitrophenol (1) with isopropyl bromide to give 2-isopropoxynitrobenzene (2). Catalytic hydrogenation of nitro group gives 2-isopropoxyaniline ( 3 ). Intermolecular ring formation of this aniline with bis(2-chloroethyl)amine yields 1-(2-isopropoxyphenyl)piperazine ( 4 ).
A one- or two-fold aldol condensation of N-acetylated 2,5-DKP 8 gives access to 3-dehydro-2,5-diketopiperazines 9 and 3,6-didehydro-2,5-diketopiperazines 10 and the condensation of 8 can controlled in a stepwise fashion using triethylamine in dimethylformamide to give the unsymmetrical 3,6-didehydro-2,5-diketopiperazines 10 (R 1 = Ar 1, R 2 ...
1-(1-Naphthyl)piperazine (1-NP) is a drug which is a phenylpiperazine derivative. It acts as a non-selective, mixed serotonergic agent, ...
The N-acyliminium ion is a very powerful electrophile and most aromatic ring systems will cyclize under mild conditions with good yields. [9] The N-acyliminium Pictet–Spengler reaction. Tadalafil is synthesized via the N-acyliminium Pictet–Spengler reaction. [10] This reaction can also be catalyzed by AuCl 3 and AgOTf. [11]