Fluorine-containing pharmaceuticals approved by the FDA in 2020: Synthesis and biological activity
Published 2021 View Full Article
- Home
- Publications
- Publication Search
- Publication Details
Title
Fluorine-containing pharmaceuticals approved by the FDA in 2020: Synthesis and biological activity
Authors
Keywords
Fluorine and compounds, Blockbuster drugs, Modern pharmaceuticals, Synthesis, Drug design and development, Asymmetric synthesis
Journal
CHINESE CHEMICAL LETTERS
Volume 32, Issue 11, Pages 3342-3354
Publisher
Elsevier BV
Online
2021-05-28
DOI
10.1016/j.cclet.2021.05.042
References
Ask authors/readers for more resources
Related references
Note: Only part of the references are listed.- Chemical Aspects of Human and Environmental Overload with Fluorine
- (2021) Jianlin Han et al. CHEMICAL REVIEWS
- Avapritinib: First Approval
- (2020) Sohita Dhillon DRUGS
- Osilodrostat: First Approval
- (2020) Sean Duggan DRUGS
- Discovery and development of plasma kallikrein inhibitors for multiple diseases
- (2020) Zhouling Xie et al. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
- State-of-the-Art Strategies for Targeting RET-Dependent Cancers
- (2020) Vivek Subbiah et al. JOURNAL OF CLINICAL ONCOLOGY
- Oral cedazuridine/decitabine: a phase 2, pharmacokinetic/pharmacodynamic, randomized, crossover study in MDS and CMML
- (2020) Guillermo Garcia-Manero et al. BLOOD
- Tailor‐Made Amino Acids and Fluorinated Motifs as Prominent Traits in the Modern Pharmaceuticals
- (2020) Haibo Mei et al. CHEMISTRY-A EUROPEAN JOURNAL
- Fluorine-containing drugs approved by the FDA in 2019
- (2020) Haibo Mei et al. CHINESE CHEMICAL LETTERS
- Rimegepant: First Approval
- (2020) Lesley J. Scott DRUGS
- Pemigatinib: First Approval
- (2020) Sheridan M. Hoy DRUGS
- Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine
- (2020) Jianlin Han et al. MOLECULES
- New Targets in Lung Cancer (Excluding EGFR, ALK, ROS1)
- (2020) Alessandro Russo et al. Current Oncology Reports
- Contribution of Organofluorine Compounds to Pharmaceuticals
- (2020) Munenori Inoue et al. ACS Omega
- Perfluorocarbons in Chemical Biology
- (2020) Margeaux A. Miller et al. CHEMBIOCHEM
- Recent Developments in the Asymmetric Detrifluoroacetylative Reactions of in situ Generated Mono-Fluorinated Enolates.
- (2020) Li Wang et al. CURRENT ORGANIC CHEMISTRY
- Absorption, Distribution, Metabolism, and Excretion (ADME) of Capmatinib (INC280) in Healthy Male Volunteers and In Vitro Aldehyde Oxidase Phenotyping of the Major Metabolite
- (2020) Ulrike Glaenzel et al. DRUG METABOLISM AND DISPOSITION
- Selumetinib: First Approval
- (2020) Anthony Markham et al. DRUGS
- Capmatinib: First Approval
- (2020) Sohita Dhillon DRUGS
- Ripretinib: First Approval
- (2020) Sohita Dhillon DRUGS
- Tailor-made amino acid-derived pharmaceuticals approved by the FDA in 2019
- (2020) Zizhen Yin et al. AMINO ACIDS
- The role of fluorine in glycomimetic drug design
- (2020) Rachel Hevey CHEMISTRY-A EUROPEAN JOURNAL
- Decitabine/Cedazuridine: First Approval
- (2020) Sohita Dhillon DRUGS
- Recent advances in fluorine-doped/fluorinated carbon-based materials for supercapacitors
- (2020) Teng Wang et al. Energy Storage Materials
- Current Contributions of Organofluorine Compounds to the Agrochemical Industry
- (2020) Yuta Ogawa et al. iScience
- On thermal decomposition kinetics of poly(ethylene-alt- tetrafluoroethylene) using an autocatalytic model
- (2020) Chun Wang et al. JOURNAL OF FLUORINE CHEMISTRY
- Tau PET imaging in neurodegenerative tauopathies—still a challenge
- (2019) Antoine Leuzy et al. MOLECULAR PSYCHIATRY
- Diagnostic accuracy and safety of 16α-[18F]fluoro-17β-oestradiol PET-CT for the assessment of oestrogen receptor status in recurrent or metastatic lesions in patients with breast cancer: a prospective cohort study
- (2019) Sun Young Chae et al. LANCET ONCOLOGY
- Fluorine‐Containing Drugs Approved by the FDA in 2018
- (2019) Haibo Mei et al. CHEMISTRY-A EUROPEAN JOURNAL
- Relugolix: First Global Approval
- (2019) Anthony Markham DRUGS
- Clinical update on hypomethylating agents
- (2019) Matthieu Duchmann et al. INTERNATIONAL JOURNAL OF HEMATOLOGY
- An oral fixed-dose combination of decitabine and cedazuridine in myelodysplastic syndromes: a multicentre, open-label, dose-escalation, phase 1 study
- (2019) Michael R Savona et al. Lancet Haematology
- Fluorine and Lithium: Ideal Partners for High-Performance Rechargeable Battery Electrolytes
- (2019) N. von Aspern et al. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Tau Imaging in Neurodegenerative Diseases Using Positron Emission Tomography
- (2019) Yi Ting Wang et al. Current Neurology and Neuroscience Reports
- Mediator and Additive Free Trifluoromethyl-Fluorination of Terminal Alkenes by Persistent Perfluoroalkyl Radical
- (2019) Azusa Sato et al. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
- Applications of fluorine-containing amino acids for drug design
- (2019) Haibo Mei et al. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
- Perfluoro-3-ethyl-2,4-dimethyl-3-pentyl persistent radical: A new reagent for direct, metal-free radical trifluoromethylation and polymer initiation
- (2019) Haibo Mei et al. JOURNAL OF FLUORINE CHEMISTRY
- A role for fluorine in flavours, fragrances and pheromones?
- (2019) Phillip T. Lowe et al. JOURNAL OF FLUORINE CHEMISTRY
- Detrifluoroacetylative in Situ Generated Cyclic Fluorinated Enolates for the Preparation of Compounds Featuring a C–F Stereogenic Center
- (2019) Jiang Liu et al. ACS Omega
- Oral plasma kallikrein inhibitor BCX7353 for treatment of hereditary angioedema
- (2019) Jacqueline R Hwang et al. Immunotherapy
- The Role of Molecular Testing in the Differential Diagnosis of Salivary Gland Carcinomas
- (2018) Alena Skálová et al. AMERICAN JOURNAL OF SURGICAL PATHOLOGY
- Modern Approaches for Asymmetric Construction of Carbon–Fluorine Quaternary Stereogenic Centers: Synthetic Challenges and Pharmaceutical Needs
- (2018) Yi Zhu et al. CHEMICAL REVIEWS
- Molecular regulation of follicle-stimulating hormone synthesis, secretion and action
- (2018) Nandana Das et al. JOURNAL OF MOLECULAR ENDOCRINOLOGY
- Osimertinib in Untreated EGFR-Mutated Advanced Non–Small-Cell Lung Cancer
- (2018) Jean-Charles Soria et al. NEW ENGLAND JOURNAL OF MEDICINE
- The self-disproportionation of enantiomers (SDE): a menace or an opportunity?
- (2018) Jianlin Han et al. Chemical Science
- Precision Targeted Therapy with BLU-667 for RET -Driven Cancers
- (2018) Vivek Subbiah et al. Cancer Discovery
- Elagolix: First Global Approval
- (2018) Yvette N. Lamb DRUGS
- Oral Plasma Kallikrein Inhibitor for Prophylaxis in Hereditary Angioedema
- (2018) Emel Aygören-Pürsün et al. NEW ENGLAND JOURNAL OF MEDICINE
- Recent progress in the application of fluorinated chiral sulfinimine reagents
- (2018) Haibo Mei et al. JOURNAL OF FLUORINE CHEMISTRY
- Biomarkers for tau pathology
- (2018) Michael Schöll et al. MOLECULAR AND CELLULAR NEUROSCIENCE
- Phosphorus additives for improving high voltage stability and safety of lithium ion batteries
- (2017) Natascha von Aspern et al. JOURNAL OF FLUORINE CHEMISTRY
- Detrifluoroacetylative generation and chemistry of fluorine containing tertiary enolates
- (2017) Lijun Zhang et al. JOURNAL OF FLUORINE CHEMISTRY
- Improved Estrogen Receptor Assessment by PET Using the Novel Radiotracer18F-4FMFES in Estrogen Receptor–Positive Breast Cancer Patients: An Ongoing Phase II Clinical Trial
- (2017) Michel Paquette et al. JOURNAL OF NUCLEAR MEDICINE
- Alectinib versus Crizotinib in Untreated ALK-Positive Non–Small-Cell Lung Cancer
- (2017) Solange Peters et al. NEW ENGLAND JOURNAL OF MEDICINE
- Biological evaluation of both enantiomers of fluoro-thalidomide using human myeloma cell line H929 and others
- (2017) Etsuko Tokunaga et al. PLoS One
- A precision therapy against cancers driven by KIT/PDGFRA mutations
- (2017) Erica K. Evans et al. Science Translational Medicine
- A question of policy: should tests for the self-disproportionation of enantiomers (SDE) be mandatory for reports involving scalemates?
- (2017) Vadim A. Soloshonok et al. TETRAHEDRON-ASYMMETRY
- Fluorinated Compounds in U.S. Fast Food Packaging
- (2017) Laurel A. Schaider et al. Environmental Science & Technology Letters
- Next Generation of Fluorine-Containing Pharmaceuticals, Compounds Currently in Phase II–III Clinical Trials of Major Pharmaceutical Companies: New Structural Trends and Therapeutic Areas
- (2016) Yu Zhou et al. CHEMICAL REVIEWS
- Prophylaxis of hereditary angioedema attacks: A randomized trial of oral plasma kallikrein inhibition with avoralstat
- (2016) Emel Aygören-Pürsün et al. JOURNAL OF ALLERGY AND CLINICAL IMMUNOLOGY
- Fluoride ion batteries: Theoretical performance, safety, toxicity, and a combinatorial screening of new electrodes
- (2016) F. Gschwind et al. JOURNAL OF FLUORINE CHEMISTRY
- Synthesis and quality control of [18F]T807 for tau PET imaging
- (2016) Daniel P. Holt et al. JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS
- 18F-Fluoroestradiol PET: Current Status and Potential Future Clinical Applications
- (2016) G. J. Liao et al. JOURNAL OF NUCLEAR MEDICINE
- Structure-Guided Design of Novel, Potent, and Selective Macrocyclic Plasma Kallikrein Inhibitors
- (2016) Zhe Li et al. ACS Medicinal Chemistry Letters
- Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis
- (2015) Valentine G. Nenajdenko et al. CHEMICAL REVIEWS
- Use of Second- and Third-Generation Tyrosine Kinase Inhibitors in the Treatment of Chronic Myeloid Leukemia: An Evolving Treatment Paradigm
- (2015) Elias Jabbour et al. Clinical Lymphoma Myeloma & Leukemia
- Applications of Fluorine in Medicinal Chemistry
- (2015) Eric P. Gillis et al. JOURNAL OF MEDICINAL CHEMISTRY
- Tau imaging: early progress and future directions
- (2015) Victor L Villemagne et al. LANCET NEUROLOGY
- Identification and characterization of RET fusions in advanced colorectal cancer
- (2015) Anne-France Le Rolle et al. Oncotarget
- A comprehensive examination of the self-disproportionation of enantiomers (SDE) of chiral amides via achiral, laboratory-routine, gravity-driven column chromatography
- (2015) Yuya Suzuki et al. RSC Advances
- Modern Carbon–Fluorine Bond Forming Reactions for Aryl Fluoride Synthesis
- (2014) Michael G. Campbell et al. CHEMICAL REVIEWS
- Enzymatic Fluorination and Biotechnological Developments of the Fluorinase
- (2014) David O’Hagan et al. CHEMICAL REVIEWS
- Beyond the Balz–Schiemann Reaction: The Utility of Tetrafluoroborates and Boron Trifluoride as Nucleophilic Fluoride Sources
- (2014) Alexander J. Cresswell et al. CHEMICAL REVIEWS
- Synthetic Methods for Compounds Having CF3–S Units on Carbon by Trifluoromethylation, Trifluoromethylthiolation, Triflylation, and Related Reactions
- (2014) Xiu-Hua Xu et al. CHEMICAL REVIEWS
- Trifluoromethyltrimethylsilane: Nucleophilic Trifluoromethylation and Beyond
- (2014) Xiao Liu et al. CHEMICAL REVIEWS
- Electrophilic Trifluoromethylation by Use of Hypervalent Iodine Reagents
- (2014) Julie Charpentier et al. CHEMICAL REVIEWS
- 19F Magnetic Resonance Imaging (MRI): From Design of Materials to Clinical Applications
- (2014) Ilaria Tirotta et al. CHEMICAL REVIEWS
- Successful fluorine-containing herbicide agrochemicals
- (2014) Tomoya Fujiwara et al. JOURNAL OF FLUORINE CHEMISTRY
- Recent advances in the trifluoromethylation methodology and new CF3-containing drugs
- (2014) Wei Zhu et al. JOURNAL OF FLUORINE CHEMISTRY
- Design, Synthesis, and Pharmacological Evaluation of Fluorinated Tetrahydrouridine Derivatives as Inhibitors of Cytidine Deaminase
- (2014) Dana Ferraris et al. JOURNAL OF MEDICINAL CHEMISTRY
- The landscape of kinase fusions in cancer
- (2014) Nicolas Stransky et al. Nature Communications
- Development of Electrolytes towards Achieving Safe and High-Performance Energy-Storage Devices: A Review
- (2014) Yu Wang et al. ChemElectroChem
- Gonadotropin-releasing hormone receptors as molecular therapeutic targets in prostate cancer: Current options and emerging strategies
- (2013) Patrizia Limonta et al. CANCER TREATMENT REVIEWS
- Fluorine in Pharmaceutical Industry: Fluorine-Containing Drugs Introduced to the Market in the Last Decade (2001–2011)
- (2013) Jiang Wang et al. CHEMICAL REVIEWS
- Optical Purifications via Self-Disproportionation of Enantiomers by Achiral Chromatography: Case Study of a Series of α-CF3-containing Secondary Alcohols
- (2013) Alexander E. Sorochinsky et al. CHIRALITY
- Emerging Paradigms in the Development of Resistance to Tyrosine Kinase Inhibitors in Lung Cancer
- (2013) Justin F. Gainor et al. JOURNAL OF CLINICAL ONCOLOGY
- Synthesis of fluorine-containing α-amino acids in enantiomerically pure form via homologation of Ni(II) complexes of glycine and alanine Schiff bases
- (2013) José Luis Aceña et al. JOURNAL OF FLUORINE CHEMISTRY
- Synthesis and uses of fluorous and highly fluorinated macrocyclic and spherical molecules
- (2013) Wen-Bin Yi et al. JOURNAL OF FLUORINE CHEMISTRY
- A Phase 2 Study of 16α-[18F]-fluoro-17β-estradiol Positron Emission Tomography (FES-PET) as a Marker of Hormone Sensitivity in Metastatic Breast Cancer (MBC)
- (2013) Lanell M. Peterson et al. MOLECULAR IMAGING AND BIOLOGY
- Crizotinib versus Chemotherapy in Advanced ALK-Positive Lung Cancer
- (2013) Alice T. Shaw et al. NEW ENGLAND JOURNAL OF MEDICINE
- Discovery and in Vivo Evaluation of Potent Dual CYP11B2 (Aldosterone Synthase) and CYP11B1 Inhibitors
- (2013) Erik L. Meredith et al. ACS Medicinal Chemistry Letters
- A systematic review on fluoridated food in caries prevention
- (2012) Maria Grazia Cagetti et al. ACTA ODONTOLOGICA SCANDINAVICA
- Unconventional preparation of racemic crystals of isopropyl 3,3,3-trifluoro-2-hydroxypropanoate and their unusual crystallographic structure: the ultimate preference for homochiral intermolecular interactions
- (2012) José Luis Aceña et al. CHEMICAL COMMUNICATIONS
- GnRH Receptors in Cancer: From Cell Biology to Novel Targeted Therapeutic Strategies
- (2012) Patrizia Limonta et al. ENDOCRINE REVIEWS
- Oxime formation for fluorine-18 labeling of peptides and proteins for positron emission tomography (PET) imaging: A review
- (2012) Xiang-Guo Li et al. JOURNAL OF FLUORINE CHEMISTRY
- Discovery of (5S,6S,9R)-5-Amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate (BMS-927711): An Oral Calcitonin Gene-Related Peptide (CGRP) Antagonist in Clinical Trials for Treating Migraine
- (2012) Guanglin Luo et al. JOURNAL OF MEDICINAL CHEMISTRY
- RET fusion genes are associated with chronic myelomonocytic leukemia and enhance monocytic differentiation
- (2012) P Ballerini et al. LEUKEMIA
- KIF5B-RET fusions in lung adenocarcinoma
- (2012) Takashi Kohno et al. NATURE MEDICINE
- Efficient and Scalable Enantioselective Synthesis of a CGRP Antagonist
- (2012) David K. Leahy et al. ORGANIC LETTERS
- Self-disproportionation of enantiomers of non-racemic chiral amine derivatives through achiral chromatography
- (2012) Tsuyoshi Nakamura et al. TETRAHEDRON
- Discovery of BMS-846372, a Potent and Orally Active Human CGRP Receptor Antagonist for the Treatment of Migraine
- (2012) Guanglin Luo et al. ACS Medicinal Chemistry Letters
- Delineation of the Molecular Mechanisms of Nucleoside Recognition by Cytidine Deaminase through Virtual Screening
- (2011) Stefano Costanzi et al. ChemMedChem
- Biomimetic Transamination – a Metal-Free Alternative to the Reductive Amination. Application for Generalized Preparation of Fluorine-Containing Amines and Amino Acids
- (2011) Jianlin Han et al. CURRENT ORGANIC SYNTHESIS
- Self-Disproportionation of Enantiomers via Sublimation; New and Truly Green Dimension in Optical Purification
- (2011) Jianlin Han et al. CURRENT ORGANIC SYNTHESIS
- A transforming KIF5B and RET gene fusion in lung adenocarcinoma revealed from whole-genome and transcriptome sequencing
- (2011) Y. S. Ju et al. GENOME RESEARCH
- Discovery of 1-{4-[1-(2,6-Difluorobenzyl)-5-[(dimethylamino)methyl]-3-(6-methoxypyridazin-3-yl)-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-6-yl]phenyl}-3-methoxyurea (TAK-385) as a Potent, Orally Active, Non-Peptide Antagonist of the Human Gonadotropin-Releasing Hormone Receptor
- (2011) Kazuhiro Miwa et al. JOURNAL OF MEDICINAL CHEMISTRY
- Erlotinib versus chemotherapy as first-line treatment for patients with advanced EGFR mutation-positive non-small-cell lung cancer (OPTIMAL, CTONG-0802): a multicentre, open-label, randomised, phase 3 study
- (2011) Caicun Zhou et al. LANCET ONCOLOGY
- Gefitinib vs. chemotherapy as first-line therapy in advanced non-small cell lung cancer: Meta-analysis of phase III trials
- (2011) Geoffrey Y. Ku et al. LUNG CANCER
- Bradykinin and the Pathogenesis of Hereditary Angioedema
- (2011) Allen P. Kaplan World Allergy Organization Journal
- Hereditary Angioedema
- (2010) Jerrold H. Levy et al. ANESTHESIA AND ANALGESIA
- Fluorine in health care: Organofluorine containing blockbuster drugs
- (2010) David O’Hagan JOURNAL OF FLUORINE CHEMISTRY
- Rhodium-Catalyzed Asymmetric Arylation ofN-Tosyl Ketimines
- (2010) Ryo Shintani et al. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
- Rational application of self-disproportionation of enantiomers via sublimation—a novel methodological dimension for enantiomeric purifications
- (2010) Hisanori Ueki et al. TETRAHEDRON-ASYMMETRY
- Self-disproportionation of enantiomers of α-trifluoromethyl lactic acid amides via sublimation
- (2009) Manabu Yasumoto et al. JOURNAL OF FLUORINE CHEMISTRY
- Self-disproportionation of enantiomers of isopropyl 3,3,3-(trifluoro)lactate via sublimation: Sublimation rates vs. enantiomeric composition
- (2009) Manabu Yasumoto et al. JOURNAL OF FLUORINE CHEMISTRY
- Discrimination of enantiomeric excess of optically active trifluorolactate by distillation: Evidence for a multi-center hydrogen bonding network in the liquid state
- (2009) Toshimasa Katagiri et al. JOURNAL OF FLUORINE CHEMISTRY
- Self-disproportionation of enantiomers of 3,3,3-trifluorolactic acid amides via sublimation
- (2009) Manabu Yasumoto et al. JOURNAL OF FLUORINE CHEMISTRY
- Synthesis of Deoxytetrahydrouridine
- (2009) Jolanna Norton et al. JOURNAL OF ORGANIC CHEMISTRY
- Evolution of decitabine development
- (2008) Elias Jabbour et al. CANCER
- The Many Roles for Fluorine in Medicinal Chemistry
- (2008) William K. Hagmann JOURNAL OF MEDICINAL CHEMISTRY
- Quantitative Imaging of Estrogen Receptor Expression in Breast Cancer with PET and 18F-Fluoroestradiol
- (2008) L. M. Peterson et al. JOURNAL OF NUCLEAR MEDICINE
Discover Peeref hubs
Discuss science. Find collaborators. Network.
Join a conversationBecome a Peeref-certified reviewer
The Peeref Institute provides free reviewer training that teaches the core competencies of the academic peer review process.
Get Started