Dissertation > Excellent graduate degree dissertation topics show

New Pathway for Preparation of Aripiprazole

Author: Morris F. Hiji
Tutor: YuanQiPeng；Zheng Guojun
School: Beijing University of Chemical Technology
Course: Pharmaceutical Engineering
Keywords: Aripiprazole antipsychotic carbostyril phenylpiperazine
CLC: TQ463.53
Type: Master's thesis
Year: 2007
Downloads: 202
Quote: 0
Read: Download Dissertation

Abstract


Aripiprazole is the latest atypical antipsychotic drug that possesses both,post-synaptic dopamine receptor antagonist and dopamine auto-receptoragonist. By having dual activity, it can treat schizophrenia with fewestside-effects.The new pathway for the synthesis of aripiprazole from cheap raw materials,cinnamic acid and 2,3-dichloroaniline is presented.Cinnamic acid was first converted to acid chloride, followed by aminolysis,Friedel-Crafts cyclization and hydrogenation to form the first key intermediate,carbostyril compound with overall yield of 37.36%.The hydrogen sulphate salt of 2,3-dichloroaniline was converted to thecorresponding Aryl Iodide in good yield of 81% by reacting with conc. H2SO4and NaNO2 to form intermediate diazonium salt, which was further displacedby KI. 2,3-dichlorophenylpiperazine（phenylpiperazine compound）, the 2nd keyintermediate, was obtained by reacting Aryl Iodide and piperazine in thepresence of CuI as catalyst, proline as ligand, K2CO3 as base and dimethylsulfoxide as solvent with yield of 20%. The method is simple, utilizes cheapcatalyst and ligand, insensitive to moisture, and it is easy to separate theproduct. 7-hydroxy-3,4-dihydro-2-（1H）-quinolinone （carbostyril compound） wasconverted into 7-（4-chlorobutoxy）-3,4-dihydro-2-（1H）-quinolinone with theyield of 79% and then coupled with phenylpiperazine compound to form finalproduct with yield of 72.5%. The overall yield from cinnamic acid was21.40% and the analytical test and physical properties were correct. Most ofmaterial, reagents and condition applied are simple, easy and cheap; severalsteps can undergo large-scale production.

Related Dissertations

  1. Phenyl piperazine integrin αvβ3 receptor antagonists Design, Synthesis and Biological Activity,R96
  2. 1 antipsychotic aripiprazole synthesis of 2 isoquinoline derivatives research,R914
  3. Study on the Synthesis and the Technology Summary in Pilot Production of Aripiprazole,TQ463.53
  4. Study of Poly(Lactic-co-glycolic Acid) Microspheres Containing XG-07 for Injection,R94
  5. Effects of Risperidone, Quetiapine and Aripiprazole on Glucose and Lipid Metabolism in Schizophrenic Patients,R749.3
  6. Left hydroxypropoxyl piperazine and dropropizine DERIVATIVES,R91
  7. A Clinical Trial of the Efficacy and Safety of Quetiapine and Aripiprazole in the Treatment of Bipolar Depression,R749.4
  8. 2 - phenyl- piperazine compounds Synthesis and Chiral,R914
  9. The Synthesis of 1, 3-dihydro-2H-indol-2-one and It’ Analogues,TQ463.53
  10. The Synthesis of Antipsychotic Drug--Aripiprazole,R914.5
  11. Study of the Practice of Analysis of Low-pole Drugs by Nonaqueous RP-HPLC,R917
  12. A Comparative Study in Earlier Schizophrenic Patients Treated with Aripiprazole、Quetiapine and Risperidone,R749.3
  13. Synthesis of Aripiprazole、Palonosetron and Benzo[de]isoquinolone Derivatives,TQ463.53
  14. The Synthesis of Antipsychotic Drug-Ziprasidone,R914
  15. Synthesis and in Vitro Antibacterial Activity of 3-Substituted-Phenyl-5-Substituted Oxazolidinones,R914
  16. Dheas and Glutamategetec System in Stress Response,R96
  17. Synthesis of Aripiprazole and Benzo[b]thiophene Derivatives,TQ463
  18. The Research on Synthesis of Mirtazapine and Its Intermediates,TQ463
  19. Comparisons on Grey Matter Concentration and White Matter Integrity of the Brain in First-episode, Antipsychotic-naive Schizophrenics,R749.3
  20. Antipsychotic Alone and Antipsychotic Combination with Psychosocial Intervention on Cognitive Function of Schizophrenia,R749.3

CLC: > Industrial Technology > Chemical Industry > Pharmaceutical chemical industry > Production of organic compounds in drug > Heterocyclic compounds drugs > Five section heterocyclic
© 2012 www.DissertationTopic.Net  Mobile