33386-20-8

Basic information

• Product Name: 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine
• Synonyms: 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine;4-(Aminobutyl)-1-(2-pyrimidinyl)-piperazine
• CAS NO: 33386-20-8
• Molecular Formula: C₁₂H₂₁N₅
• Molecular Weight: 235.32864
• Product Categories: BUILDING BLOCKS
• Mol File: 33386-20-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 404.4°C at 760 mmHg
• Flash Point: 198.4°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 9.47E-07mmHg at 25°C
• Refractive Index: 1.553
• PKA: 10.56±0.10(Predicted)
• CAS DataBase Reference: 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine(33386-20-8)
• EPA Substance Registry System: 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine(33386-20-8)

Safety Data

• Hazardous Substances Data: 33386-20-8(Hazardous Substances Data)

Usage

General Description

1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine is a chemical compound with the molecular formula C13H22N6. It is a piperazine derivative and has a pyrimidine ring as part of its structure. 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine has potential therapeutic applications, particularly in the field of pharmaceuticals as it can act as a ligand for various receptors. It has been studied for its potential use as an antipsychotic and anxiolytic agent, and also shows promise as an antihistaminic agent. Additionally, 1-(2-Pyrimidinyl)-4-(4-aminobutyl)piperazine is used in the research and development of new drugs due to its ability to modulate neurotransmitter systems in the brain.

InChI:InChI=1/C12H21N5/c13-4-1-2-7-16-8-10-17(11-9-16)12-14-5-3-6-15-12/h3,5-6H,1-2,4,7-11,13H2

Upstream product

• 33386-14-0 4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyronitrile 
• 20980-22-7 N-(2-pyridinyl)piperazine 
• 5394-18-3 2-(4-bromobutyl)isoindoline-1,3-dione 
• 94021-22-4 1-(2-pyrimidyl)piperazine dihydrochloride 
• 184947-05-5 N-(2-Bromobutyl)phthalimide 
• 81461-73-6 8-(2-Pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane Bromide 

Downstream Products

• 95847-63-5 1-(4-Anthraniloylaminobutyl)-4-(2-pyrimidinyl)piperazine 
• 138273-92-4 (1S,5R)-3-[4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl]-3-aza-bicyclo[3.2.0]heptane-2,4-dione 
• 36505-84-7 BUSPIRONE 
• 114298-18-9 2-<4-<4-(2-pyrimidinyl)-1-piperazinyl>butyl>hexahydro-4,7-etheno-1H-cyclobutisoindole-1,3(2H)-dione 
• 87760-53-0 tandospirone 
• 138273-91-3 (3aR,7aS)-4,7-Diphenyl-2-[4-(4-pyrimidin-2-yl-piperazin-1-yl)-butyl]-hexahydro-isoindole-1,3-dione 

Relevant articles and documents

PROCESS FOR THE SYNTHESIS OF GEPIRONE

Disclosed is a process for the synthesis of gepirone of formula (I) from 8-(pyrimidin-2-yl)-5,8-diazaspiro[4,5]decan-5-ium bromide. The process according to the invention is economically efficient and easily industrially scalable.

3-aminoalkylamino-2H-1,4-benzoxazines and 3-aminoalkylamino-2H-1,4-benzothiazines: dopamine receptor subtype specific ligands

Disclosed are compounds of the formula: or the pharmaceutically acceptable acid addition salts thereof, wherein: Ar represents aryl or heteroaryl; R1 and R2 are the same or different and represent organic or inorganic substituents; R5 is hydrogen or C1-C6 alkyl; W represents CH or nitrogen; X is oxygen or sulfur; and A represents an alkylene group, which compounds bind selectively with high affinity to the dopamine D4 receptor subtype and are therefore of use in treatment of various neuropsychological disorders.

Synthesis and anxiolytic activity of N-substituted cyclic imides (1R*,2S*3R*,4S*)-N-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-2,3-b icyclo[2.2.1]heptanedicarboxime (Tandospirone) and related compounds

A series of cyclic imides bearing a ω-(4-aryl and 4-heteroaryl-1-piperazinyl)alkyl moieties was synthesized and tested in vivo for anxiolytic activity. The in vitro binding affinities of these compounds were also examined for 5-HT(1A) receptor sites. Structure-activity relationships within these series are discussed. One of these compounds, (1R*,2S*,3R*,4S*)-N-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-2,3- bicyclo[2.2.1]heptanedicarboximide (1: tandospirone), was found to be equipotent with buspirone in its anxiolytic activity and more anxio-selective than buspirone and diazepam. Tandospirone (1) is currently undergoing clinical evaluation as a selective anxiolytic agent.