Abstract
The optimized synthesis of benzidronate involves the reaction of phenylacetic acid with 3 equivalents of phosphorus trichloride and 1 equivalent of phosphorous acid in methanesulfonic acid at 85 °C followed by hydrolysis, pH adjustment and purifications. The positive effect of phosphorous acid on the yield is a novel observation and is probably limited to this model. The heap of our experimental data obtained by varying the molar equivalent quantities of the P-reagents (PCl3 and P(OH)3) and reacting also phenylacetic chloride and ethyl phenylacetate allowed us to draw conclusions on the possible intermediates.
Keywords: Benzidronate, intermediates, optimization, phosphorous acid, phosphorus trichloride.
Letters in Drug Design & Discovery
Title:Efficient Synthesis of Benzidronate Applying of Phosphorus Trichloride and Phosphorous Acid
Volume: 12 Issue: 1
Author(s): Alajos Grun, Rita Kovacs, David Illes Nagy, Sandor Garadnay, Istvan Greiner and Gyorgy Keglevich
Affiliation:
Keywords: Benzidronate, intermediates, optimization, phosphorous acid, phosphorus trichloride.
Abstract: The optimized synthesis of benzidronate involves the reaction of phenylacetic acid with 3 equivalents of phosphorus trichloride and 1 equivalent of phosphorous acid in methanesulfonic acid at 85 °C followed by hydrolysis, pH adjustment and purifications. The positive effect of phosphorous acid on the yield is a novel observation and is probably limited to this model. The heap of our experimental data obtained by varying the molar equivalent quantities of the P-reagents (PCl3 and P(OH)3) and reacting also phenylacetic chloride and ethyl phenylacetate allowed us to draw conclusions on the possible intermediates.
Export Options
About this article
Cite this article as:
Grun Alajos, Kovacs Rita, Nagy Illes David, Garadnay Sandor, Greiner Istvan and Keglevich Gyorgy, Efficient Synthesis of Benzidronate Applying of Phosphorus Trichloride and Phosphorous Acid, Letters in Drug Design & Discovery 2015; 12 (1) . https://dx.doi.org/10.2174/1570180811666141001004732
DOI https://dx.doi.org/10.2174/1570180811666141001004732 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Relationship Between Body Mass Index and Reproduction
Current Women`s Health Reviews Prophylactic Vaccine Strategies and the Potential of Therapeutic Vaccines Against Herpes Simplex Virus
Current Pharmaceutical Design Classical and Innovative Insulin Sensitizing Drugs for the Prevention and Treatment of NAFLD
Current Pharmaceutical Design The Current WHO Classification of Tumours of the Central Nervous System: Histopathology and Additional Diagnostic Methods
Current Medical Imaging The Role of Co-Infections in Mother-to-Child Transmission of HIV
Current HIV Research Coumarin and Derivates as Lipid Lowering Agents
Current Topics in Medicinal Chemistry Platelet Turnover in Atherothrombotic Disease
Current Pharmaceutical Design Biochemical Markers of Autoimmune Diseases of the Nervous System
Current Pharmaceutical Design Monoclonal Antibodies in the Treatment of Systemic Lupus Erythematosus
Current Drug Targets Microbial Antigenic Pressure and Evolution of the Immune Response: Toward a Better Understanding of the Human Immune System in Health and Disease and Therapeutic Interventions
Endocrine, Metabolic & Immune Disorders - Drug Targets Unique Insights into the Actions of CNS Agents: Lessons from Studies of Chlorpyrifos and Other Common Pesticides
Central Nervous System Agents in Medicinal Chemistry Gene Transfer for Inborn Errors of Metabolism of the Liver: The Clinical Perspective
Current Pharmaceutical Design Ginkgo biloba as an Alternative Medicine in the Treatment of Anxiety in Dementia and other Psychiatric Disorders
Current Drug Metabolism Using Biologic Agents in Pediatric Rheumatologic Diseases
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry The Role of Peptidyl Prolyl Isomerases in Aging and Vascular Diseases
Current Molecular Pharmacology Anticancer Agents for Treatment of Tumors in the Central Nervous System by Correspondent Substituent Substitution and Elucidation by Pattern Recognition Methods
Medicinal Chemistry Transition in Infant and Young Child Feeding Practices in India
Current Diabetes Reviews Chromatin Modification and Senescence
Current Pharmaceutical Design Advances and Challenges in Kidney Organoids
Current Stem Cell Research & Therapy Cell and Gene-Based Therapies for the Lysosomal Storage Diseases
Current Gene Therapy