Home Quinolines 248281-84-7
248281-84-7,MFCD08689859
Catalog No.:AA002PIF

248281-84-7 | 5-chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide

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100mg
≥98%
in stock  
$105.00   $73.00
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250mg
97%
in stock  
$112.00   $78.00
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1g
97%
in stock  
$245.00   $171.00
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5g
97%
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$834.00   $584.00
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25g
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$2,804.00   $1,963.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002PIF
Chemical Name:
5-chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide
CAS Number:
248281-84-7
Molecular Formula:
C19H17ClN2O3
Molecular Weight:
356.8029
MDL Number:
MFCD08689859
SMILES:
CCN(C(=O)c1c(O)c2c(Cl)cccc2n(c1=O)C)c1ccccc1
Properties
Properties
 
Form:
Solid  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
571  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
3  
XLogP3:
3.7  

Literature

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Journal: Toxicology in vitro : an international journal published in association with BIBRA 20181001

Title: Toxicological characterisation of two novel selective aryl hydrocarbon receptor modulators in Sprague-Dawley rats.

Journal: Toxicology and applied pharmacology 20170701

Title: Oral treatment with laquinimod augments regulatory T-cells and brain-derived neurotrophic factor expression and reduces injury in the CNS of mice with experimental autoimmune encephalomyelitis.

Journal: Journal of neuroimmunology 20121015

Title: Laquinimod modulates B cells and their regulatory effects on T cells in multiple sclerosis.

Journal: Journal of neuroimmunology 20121015

Title: Reduced astrocytic NF-κB activation by laquinimod protects from cuprizone-induced demyelination.

Journal: Acta neuropathologica 20120901

Title: Kinetics of proinflammatory monocytes in a model of multiple sclerosis and its perturbation by laquinimod.

Journal: The American journal of pathology 20120801

Title: Oral laquinimod for multiple sclerosis.

Journal: The New England journal of medicine 20120628

Title: Review of the novelties presented at the 27th Congress of the European Committee for Treatment and Research in Multiple Sclerosis (ECTRIMS) (II).

Journal: Revista de neurologia 20120616

Title: Haematopoietic SCT in severe autoimmune diseases: updated guidelines of the European Group for Blood and Marrow Transplantation.

Journal: Bone marrow transplantation 20120601

Title: Laquinimod, a once-daily oral drug in development for the treatment of relapsing-remitting multiple sclerosis.

Journal: Expert review of clinical pharmacology 20120501

Title: Drugs: An injection of hope.

Journal: Nature 20120412

Title: Placebo-controlled trial of oral laquinimod for multiple sclerosis.

Journal: The New England journal of medicine 20120315

Title: New treatments and treatment goals for patients with relapsing-remitting multiple sclerosis.

Journal: Current opinion in neurology 20120201

Title: Immune mechanisms of new therapeutic strategies in MS: teriflunomide.

Journal: Clinical immunology (Orlando, Fla.) 20120101

Title: Laquinimod in multiple sclerosis.

Journal: Clinical immunology (Orlando, Fla.) 20120101

Title: Current concepts of hyperinflammation in chronic granulomatous disease.

Journal: Clinical & developmental immunology 20120101

Title: Modulation of autoimmune demyelination by laquinimod via induction of brain-derived neurotrophic factor.

Journal: The American journal of pathology 20120101

Title: Current status of the immunomodulation and immunomediated therapeutic strategies for multiple sclerosis.

Journal: Clinical & developmental immunology 20120101

Title: Laquinimod, a quinoline-3-carboxamide, induces type II myeloid cells that modulate central nervous system autoimmunity.

Journal: PloS one 20120101

Title: Immune therapy of multiple sclerosis--future strategies.

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Journal: The Lancet. Neurology 20111101

Title: Multiple sclerosis: pathogenesis and treatment.

Journal: Current neuropharmacology 20110901

Title: Insight into the mechanism of laquinimod action.

Journal: Journal of the neurological sciences 20110715

Title: Effects of low dose methotrexate on relapsing-remitting multiple sclerosis in comparison to Interferon β-1α: A randomized controlled trial.

Journal: Journal of research in medical sciences : the official journal of Isfahan University of Medical Sciences 20110401

Title: Oral laquinimod treatment in multiple sclerosis.

Journal: Neurologia (Barcelona, Spain) 20110301

Title: Laquinimod: a promising oral medication for the treatment of relapsing-remitting multiple sclerosis.

Journal: Expert opinion on drug metabolism & toxicology 20110301

Title: [Current treatment of multiple sclerosis].

Journal: Lege artis medicinae : uj magyar orvosi hirmondo 20110201

Title: Oral therapies for multiple sclerosis: a review of agents in phase III development or recently approved.

Journal: CNS drugs 20110101

Title: Therapeutic approach to multiple sclerosis by novel oral drug.

Journal: Recent patents on inflammation & allergy drug discovery 20110101

Title: Multiple sclerosis therapeutic pipeline: opportunities and challenges.

Journal: The Mount Sinai journal of medicine, New York 20110101

Title: Patient considerations in the management of multiple sclerosis: development and clinical utility of oral agents.

Journal: Patient preference and adherence 20110101

Title: Evidence-based assessment of potential use of fingolimod in treatment of relapsing multiple sclerosis.

Journal: Core evidence 20110101

Title: Development of oral immunomodulatory agents in the management of multiple sclerosis.

Journal: Drug design, development and therapy 20110101

Title: The involvement of neuroinflammation and kynurenine pathway in Parkinson's disease.

Journal: Parkinson's disease 20110101

Title: The impact of utilizing different optical coherence tomography devices for clinical purposes and in multiple sclerosis trials.

Journal: PloS one 20110101

Title: Targeting VIP and PACAP receptor signalling: new therapeutic strategies in multiple sclerosis.

Journal: ASN neuro 20110101

Title: Disease-modifying drug initiation patterns in commercially insured multiple sclerosis patients: a retrospective cohort study.

Journal: BMC neurology 20110101

Title: Oral laquinimod in patients with relapsing-remitting multiple sclerosis: 36-week double-blind active extension of the multi-centre, randomized, double-blind, parallel-group placebo-controlled study.

Journal: Multiple sclerosis (Houndmills, Basingstoke, England) 20101101

Title: Laquinimod interferes with migratory capacity of T cells and reduces IL-17 levels, inflammatory demyelination and acute axonal damage in mice with experimental autoimmune encephalomyelitis.

Journal: Journal of neuroimmunology 20101008

Title: Current and future role of interferon beta in the therapy of multiple sclerosis.

Journal: Journal of interferon & cytokine research : the official journal of the International Society for Interferon and Cytokine Research 20101001

Title: Emerging therapies in relapsing-remitting multiple sclerosis.

Journal: Reviews on recent clinical trials 20100901

Title: Treatment options for multiple sclerosis: current and emerging therapies.

Journal: Pharmacotherapy 20100901

Title: Emerging oral agents for multiple sclerosis.

Journal: The American journal of managed care 20100901

Title: Will the newer oral MS agents be welcomed by managed care organizations?

Journal: The American journal of managed care 20100901

Title: New drug therapies for multiple sclerosis.

Journal: Current opinion in neurology 20100601

Title: Laquinimod, a new oral autoimmune modulator for the treatment of relapsing-remitting multiple sclerosis.

Journal: Current opinion in investigational drugs (London, England : 2000) 20100501

Title: Laquinimod suppress antigen presentation in relapsing-remitting multiple sclerosis: in-vitro high-throughput gene expression study.

Journal: Journal of neuroimmunology 20100415

Title: Multiple sclerosis: a supplement on the disease state, current therapies, and investigational treatments.

Journal: Journal of pharmacy practice 20100401

Title: Emerging multiple sclerosis oral therapies.

Journal: Neurology 20100105

Title: A novel probiotic mixture exerts a therapeutic effect on experimental autoimmune encephalomyelitis mediated by IL-10 producing regulatory T cells.

Journal: PloS one 20100101

Title: Optimizing the benefit of multiple sclerosis therapy: the importance of treatment adherence.

Journal: Patient preference and adherence 20100101

Title: Risks vs benefits of glatiramer acetate: a changing perspective as new therapies emerge for multiple sclerosis.

Journal: Therapeutics and clinical risk management 20100101

Title: Identification of targets and new developments in the treatment of multiple sclerosis--focus on cladribine.

Journal: Drug design, development and therapy 20100101

Title: Multiple sclerosis therapies: molecular mechanisms and future.

Journal: Results and problems in cell differentiation 20100101

Title: Disease-modifying therapies in relapsing-remitting multiple sclerosis.

Journal: Neuropsychiatric disease and treatment 20100101

Title: Emerging oral treatments in multiple sclerosis - clinical utility of cladribine tablets.

Journal: Therapeutics and clinical risk management 20100101

Title: New approaches in the management of multiple sclerosis.

Journal: Drug design, development and therapy 20100101

Title: Emerging therapies for treatment of multiple sclerosis.

Journal: Journal of inflammation research 20100101

Title: The future of multiple sclerosis therapy.

Journal: Pharmacological research 20091001

Title: New oral drugs for multiple sclerosis.

Journal: Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology 20091001

Title: Oral laquinimod therapy in relapsing multiple sclerosis.

Journal: Expert opinion on investigational drugs 20090701

Title: Identification of human S100A9 as a novel target for treatment of autoimmune disease via binding to quinoline-3-carboxamides.

Journal: PLoS biology 20090401

Title: Recent advances in the treatment of amyotrophic lateral sclerosis. Emphasis on kynurenine pathway inhibitors.

Journal: Central nervous system agents in medicinal chemistry 20090301

Title: Review of teriflunomide and its potential in the treatment of multiple sclerosis.

Journal: Neuropsychiatric disease and treatment 20090101

Title: Recent developments in multiple sclerosis therapeutics.

Journal: BMC medicine 20090101

Title: Promising treatments of tomorrow for multiple sclerosis.

Journal: Annals of Indian Academy of Neurology 20090101

Title: New oral disease-modifying therapies for multiple sclerosis.

Journal: F1000 medicine reports 20090101

Title: Kynurenine pathway metabolites in humans: disease and healthy States.

Journal: International journal of tryptophan research : IJTR 20090101

Title: Identification and development of new therapeutics for multiple sclerosis.

Journal: Trends in pharmacological sciences 20081101

Title: Emerging oral drugs for multiple sclerosis.

Journal: Expert opinion on emerging drugs 20080901

Title: Oral laquinimod for treatment of relapsing-remitting multiple sclerosis.

Journal: The Lancet. Neurology 20080801

Title: Laquinimod, a new oral drug for multiple sclerosis.

Journal: Lancet (London, England) 20080621

Title: Effect of laquinimod on MRI-monitored disease activity in patients with relapsing-remitting multiple sclerosis: a multicentre, randomised, double-blind, placebo-controlled phase IIb study.

Journal: Lancet (London, England) 20080621

Title: Evaluation of the effects of a new drug candidate (GEMSP) in a chronic EAE model.

Journal: International journal of biological sciences 20080101

Title: Disease-modifying agents for multiple sclerosis: recent advances and future prospects.

Journal: Drugs 20080101

Title: Novel oral agents for multiple sclerosis.

Journal: Current neurology and neuroscience reports 20070501

Title: Oral disease-modifying treatments for multiple sclerosis: the story so far.

Journal: CNS drugs 20070101

Title: Inhibition of the development of chronic experimental autoimmune encephalomyelitis by laquinimod (ABR-215062) in IFN-beta k.o. and wild type mice.

Journal: Journal of neuroimmunology 20060401

Title: Synthesis and reactivity of laquinimod, a quinoline-3-carboxamide: intramolecular transfer of the enol proton to a nitrogen atom as a plausible mechanism for ketene formation.

Journal: The Journal of organic chemistry 20060217

Title: Determination of the immunomodulator laquinimod in human plasma by liquid chromatography/tandem mass spectrometry; development, validation and application of two methods in clinical pharmacokinetic profiling.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: Cytochrome P450 3A4 is the major enzyme responsible for the metabolism of laquinimod, a novel immunomodulator.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20050601

Title: Treatment with laquinimod reduces development of active MRI lesions in relapsing MS.

Journal: Neurology 20050322

Title: [Future possibilities of the multiple sclerosis treatment].

Journal: Casopis lekaru ceskych 20050101

Title: Laquinimod (ABR-215062) suppresses the development of experimental autoimmune encephalomyelitis, modulates the Th1/Th2 balance and induces the Th3 cytokine TGF-beta in Lewis rats.

Journal: Journal of neuroimmunology 20041101

Title: Synthesis and biological evaluation of new 1,2-dihydro-4-hydroxy-2-oxo-3-quinolinecarboxamides for treatment of autoimmune disorders: structure-activity relationship.

Journal: Journal of medicinal chemistry 20040408

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040101

Title: Determination of laquinimod in plasma by coupled-column liquid chromatography with ultraviolet absorbance detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030305

Title: The new orally active immunoregulator laquinimod (ABR-215062) effectively inhibits development and relapses of experimental autoimmune encephalomyelitis.

Journal: Journal of neuroimmunology 20020901

Title: Suppression of experimental autoimmune neuritis by ABR-215062 is associated with altered Th1/Th2 balance and inhibited migration of inflammatory cells into the peripheral nerve tissue.

Journal: Neuropharmacology 20020401

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Title: Jan Thöne, et al. Laquinimod in the treatment of multiple sclerosis: a review of the data so far. Drug Des Devel Ther. 2016 Mar 14;10:1111-8.

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SDS
Tags:248281-84-7 Molecular Formula|248281-84-7 MDL|248281-84-7 SMILES|248281-84-7 5-chloro-N-ethyl-4-hydroxy-1-methyl-2-oxo-N-phenyl-1,2-dihydroquinoline-3-carboxamide