Home Fluorides 775304-57-9
775304-57-9,MFCD09864996
Catalog No.:AA005T4W

775304-57-9 | 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid

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5mg
98%
in stock  
$6.00   $4.00
- +
10mg
98%
in stock  
$8.00   $6.00
- +
50mg
98%
in stock  
$11.00   $8.00
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100mg
98%
in stock  
$13.00   $9.00
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250mg
98%
in stock  
$19.00   $14.00
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1g
98%
in stock  
$46.00   $32.00
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5g
98%
in stock  
$135.00   $95.00
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10g
98%
in stock  
$203.00   $142.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA005T4W
Chemical Name:
3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid
CAS Number:
775304-57-9
Molecular Formula:
C15H9FN2O3
Molecular Weight:
284.2420
MDL Number:
MFCD09864996
SMILES:
Fc1ccccc1c1onc(n1)c1cccc(c1)C(=O)O
Properties
Properties
 
BP:
503.7°C at 760 mmHg  
Form:
Solid  
MP:
242 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
382  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
3.1  

Upstream Synthesis Route

[1]RussianChemicalBulletin,2015,vol.64,#1,p.142-145

[2]Izv.Akad.Nauk,Ser.Khim.,2015,#1,p.142-145,4

[3]NewJournalofChemistry,2014,vol.38,#7,p.3062-3070

[1]Patent:US2004/204461,2004,A1,.Locationinpatent:Page54

[2]Patent:WO2007/117438,2007,A2,.Locationinpatent:Page/Pagecolumn261

[3]Patent:WO2008/45566,2008,A1,.Locationinpatent:Page/Pagecolumn25-26

[4]Patent:WO2006/110483,2006,A1,.Locationinpatent:Page/Pagecolumn21

[5]AdvancedSynthesisandCatalysis,2017,vol.359,#5,p.772-778

[6]Patent:WO2008/30570,2008,A1,.Locationinpatent:Page/Pagecolumn20-21

[7]Patent:WO2008/30570,2008,A1,.Locationinpatent:Page/Pagecolumn21-23

[8]BioorganicandMedicinalChemistryLetters,2014,vol.24,#11,p.2473-2476

[9]Patent:CN105461650,2016,A,.Locationinpatent:Paragraph0075;0082

[1]Patent:CN106279057,2017,A,.Locationinpatent:Paragraph0023;0024

[1]Patent:WO2008/30570,2008,A1,.Locationinpatent:Page/Pagecolumn23-24

[1]Patent:CN105461650,2016,A,

[2]AdvancedSynthesisandCatalysis,2017,vol.359,#5,p.772-778

[3]Patent:WO2006/110483,2006,A1,

Downstream Synthesis Route

[1]Patent:WO2008/30570,2008,A1.Locationinpatent:Page/Pagecolumn23-24

775304-57-9   
3-5-(2-fluoro-phenyl)-1,2,4oxadiazol-3-ylbenzoicacidsodiumsalt 

[1]Patent:US2004/204461,2004,A1.Locationinpatent:Page54

[2]Patent:WO2015/134711,2015,A1.Locationinpatent:Paragraph00245

[1]Patent:US2004/204461,2004,A1.Locationinpatent:Page54

[2]Patent:WO2007/117438,2007,A2.Locationinpatent:Page/Pagecolumn261

[3]Patent:WO2008/45566,2008,A1.Locationinpatent:Page/Pagecolumn25-26

[4]Patent:WO2006/110483,2006,A1.Locationinpatent:Page/Pagecolumn21

[5]AdvancedSynthesisandCatalysis,2017,vol.359,p.772-778

[6]Patent:WO2008/30570,2008,A1.Locationinpatent:Page/Pagecolumn20-21

[7]Patent:WO2008/30570,2008,A1.Locationinpatent:Page/Pagecolumn21-23

[8]BioorganicandMedicinalChemistryLetters,2014,vol.24,p.2473-2476

[9]Patent:CN105461650,2016,A.Locationinpatent:Paragraph0075;0082

[1]ProceedingsoftheNationalAcademyofSciencesoftheUnitedStatesofAmerica,2010,vol.107,p.4878-4883

[1]BioorganicandMedicinalChemistryLetters,2014,vol.24,p.2473-2476

Literature

Title: Ataluren stimulates ribosomal selection of near-cognate tRNAs to promote nonsense suppression.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20161101

Title: Proposing a mechanism of action for ataluren.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20161101

Title: Orphan drug development in muscular dystrophy: update on two large clinical trials of dystrophin rescue therapies.

Journal: Discovery medicine 20131101

Title: A lack of premature termination codon read-through efficacy of PTC124 (Ataluren) in a diverse array of reporter assays.

Journal: PLoS biology 20130601

Title: A comparative evaluation of NB30, NB54 and PTC124 in translational read-through efficacy for treatment of an USH1C nonsense mutation.

Journal: EMBO molecular medicine 20121101

Title: Gene therapy for muscular dystrophy: lessons learned and path forward.

Journal: Neuroscience letters 20121011

Title: Cystic fibrosis: insight into CFTR pathophysiology and pharmacotherapy.

Journal: Clinical biochemistry 20121001

Title: Read-through compound 13 restores dystrophin expression and improves muscle function in the mdx mouse model for Duchenne muscular dystrophy.

Journal: Human molecular genetics 20120915

Title: Highlights of the North American Cystic Fibrosis Conference 2011.

Journal: Journal of the Royal Society of Medicine 20120601

Title: Rescue of melanocortin 4 receptor (MC4R) nonsense mutations by aminoglycoside-mediated read-through.

Journal: Obesity (Silver Spring, Md.) 20120501

Title: Drug treatment of Duchenne muscular dystrophy: available evidence and perspectives.

Journal: Acta myologica : myopathies and cardiomyopathies : official journal of the Mediterranean Society of Myology 20120501

Title: The chemical compound PTC124 does not affect cellular electrophysiology of cardiac ventricular myocytes.

Journal: Cardiovascular drugs and therapy 20120201

Title: Personalized medicine comes to cystic fibrosis.

Journal: American journal of medical genetics. Part A 20120201

Title: Cystic fibrosis transmembrane conductance regulator-modifying medications: the future of cystic fibrosis treatment.

Journal: The Annals of pharmacotherapy 20120101

Title: Stop codon read-through with PTC124 induces palmitoyl-protein thioesterase-1 activity, reduces thioester load and suppresses apoptosis in cultured cells from INCL patients.

Journal: Molecular genetics and metabolism 20111101

Title: [Therapeutic readthrough strategy for suppression of nonsense mutations in duchenne muscular dystrophy].

Journal: Brain and nerve = Shinkei kenkyu no shinpo 20111101

Title: Chronic ataluren (PTC124) treatment of nonsense mutation cystic fibrosis.

Journal: The European respiratory journal 20110701

Title: PTC124-mediated translational readthrough of a nonsense mutation causing Usher syndrome type 1C.

Journal: Human gene therapy 20110501

Title: Nonsense suppressor therapies rescue peroxisome lipid metabolism and assembly in cells from patients with specific PEX gene mutations.

Journal: Journal of cellular biochemistry 20110501

Title: Current status of pharmaceutical and genetic therapeutic approaches to treat DMD.

Journal: Molecular therapy : the journal of the American Society of Gene Therapy 20110501

Title: PTC124 improves readthrough and increases enzymatic activity of the CPT1A R160X nonsense mutation.

Journal: Journal of inherited metabolic disease 20110401

Title: Daily treatment with SMTC1100, a novel small molecule utrophin upregulator, dramatically reduces the dystrophic symptoms in the mdx mouse.

Journal: PloS one 20110101

Title: Nonsense-mediated mRNA decay and cystic fibrosis.

Journal: Methods in molecular biology (Clifton, N.J.) 20110101

Title: Ataluren (PTC124) induces cystic fibrosis transmembrane conductance regulator protein expression and activity in children with nonsense mutation cystic fibrosis.

Journal: American journal of respiratory and critical care medicine 20101115

Title: Cystic fibrosis transmembrane conductance regulator protein repair as a therapeutic strategy in cystic fibrosis.

Journal: Current opinion in pulmonary medicine 20101101

Title: Read-through strategies for suppression of nonsense mutations in Duchenne/ Becker muscular dystrophy: aminoglycosides and ataluren (PTC124).

Journal: Journal of child neurology 20100901

Title: Membrane blebbing as an assessment of functional rescue of dysferlin-deficient human myotubes via nonsense suppression.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20100901

Title: [Research on mRNA degradation and drug discovery].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20100901

Title: UGA hopping: a sport for nephrologists too?

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20100801

Title: Molecule of the month. Ataluren.

Journal: Drug news & perspectives 20100301

Title: Protein biomarkers in cystic fibrosis research: where next?

Journal: Genome medicine 20100101

Title: Emerging genetic therapies to treat Duchenne muscular dystrophy.

Journal: Current opinion in neurology 20091001

Title: Emerging treatments in cystic fibrosis.

Journal: Drugs 20091001

Title: [Mutation-specific treatments for Duchenne muscular dystrophy].

Journal: Brain and nerve = Shinkei kenkyu no shinpo 20090801

Title: PTC124 for cystic fibrosis.

Journal: Lancet (London, England) 20090425

Title: Update in cystic fibrosis 2008.

Journal: American journal of respiratory and critical care medicine 20090315

Title: Pharmaceuticals targeting nonsense mutations in genetic diseases: progress in development.

Journal: BioDrugs : clinical immunotherapeutics, biopharmaceuticals and gene therapy 20090101

Title: Drug developers aim to treat cystic fibrosis through disease modification.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20081215

Title: New approaches to treatment of primary immunodeficiencies: fixing mutations with chemicals.

Journal: Current opinion in allergy and clinical immunology 20081201

Title: Introducing sense into nonsense in treatments of human genetic diseases.

Journal: Trends in genetics : TIG 20081101

Title: Gunvalson decision sends shockwaves through industry.

Journal: Nature biotechnology 20081101

Title: Reading through premature stop codons with PTC1 24. Project Catalyst to find more Duchenne drugs. Interview by Guenter Scheuerbrandt.

Journal: Acta myologica : myopathies and cardiomyopathies : official journal of the Mediterranean Society of Myology 20081001

Title: Effectiveness of PTC124 treatment of cystic fibrosis caused by nonsense mutations: a prospective phase II trial.

Journal: Lancet (London, England) 20080830

Title: Ignoring the nonsense: a phase II trial in cystic fibrosis.

Journal: Lancet (London, England) 20080830

Title: Pharmacological probing of type 1 autism.

Journal: Journal of autism and developmental disorders 20080801

Title: PTC124, nonsense mutations and Duchenne muscular dystrophy.

Journal: Neuromuscular disorders : NMD 20071001

Title: Studies point way to new therapeutic prospects for muscular dystrophy.

Journal: JAMA 20070926

Title: PTC124 targets genetic disorders caused by nonsense mutations.

Journal: Nature 20070503

Title: Chemical biology: ignore the nonsense.

Journal: Nature 20070503

Title: Emerging drug treatments for cystic fibrosis.

Journal: Expert opinion on emerging drugs 20070501

Title: Safety, tolerability, and pharmacokinetics of PTC124, a nonaminoglycoside nonsense mutation suppressor, following single- and multiple-dose administration to healthy male and female adult volunteers.

Journal: Journal of clinical pharmacology 20070401

Title: Drug evaluation: PTC-124--a potential treatment of cystic fibrosis and Duchenne muscular dystrophy.

Journal: IDrugs : the investigational drugs journal 20061101

Title: Nonsense mutations: running the red light.

Journal: Nature 20051208

Title: Pettit RS, et al. CFTR Modulators for the Treatment of Cystic Fibrosis. P T. 2014 Jul;39(7):500-11.

Title: Welch EM, et al. PTC124 targets genetic disorders caused by nonsense mutations. Nature, 2007, 447(7140), 87-91.

Title: Miller JN, et al. The novel Cln1(R151X) mouse model of infantile neuronal ceroid lipofuscinosis (INCL) for testing nonsense suppression therapy. Hum Mol Genet. 2015 Jan 1;24(1):185-96.

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SDS
Tags:775304-57-9 Molecular Formula|775304-57-9 MDL|775304-57-9 SMILES|775304-57-9 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]benzoic acid