162401-32-3,MFCD00938270
Catalog No.:AA001SZL

162401-32-3 | Roflumilast

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5mg
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10mg
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50mg
99+%
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$12.00   $8.00
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250mg
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1g
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$38.00   $27.00
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5g
99+%
in stock  
$136.00   $95.00
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25g
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$599.00   $419.00
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100g
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$2,045.00 $1,432.00
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA001SZL
Chemical Name:
Roflumilast
CAS Number:
162401-32-3
Molecular Formula:
C17H14Cl2F2N2O3
Molecular Weight:
403.2075
MDL Number:
MFCD00938270
SMILES:
FC(Oc1ccc(cc1OCC1CC1)C(=O)Nc1c(Cl)cncc1Cl)F
Properties
Computed Properties
 
Complexity:
475  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
4.6  

Downstream Synthesis Route
Potassiumsaltof4-amino-3,5-dichloropyridine 
  672883-68-0    162401-32-3 

[1]Patent:WO2004/80967,2004,A1.Locationinpatent:Page9

[2]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[3]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[4]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[5]Patent:CN102964297,2018,B.Locationinpatent:Paragraph0010;0287-0288

[1]Patent:WO2005/26095,2005,A1.Locationinpatent:Page/Pagecolumn7

[2]ResearchonChemicalIntermediates,2013,vol.39,p.2107-2113

[3]Patent:US2014/275551,2014,A1.Locationinpatent:Paragraph0055

[1]Patent:CN104163793,2016,B.Locationinpatent:Paragraph0050-0052

[2]Patent:CN105254559,2016,A.Locationinpatent:Paragraph0045;0046;0047

[3]Patent:CN104513196,2017,B.Locationinpatent:Paragraph0044;0045;0046;0047;0048;0049;0050-0059

[4]Patent:WO2005/41864,2005,A2.Locationinpatent:Page/Pagecolumn143-144

162401-32-3   
roflumilastN-oxide 

[1]Patent:WO2011/163469,2011,A1.Locationinpatent:Page/Pagecolumn17

[2]Patent:CN106256820,2016,A.Locationinpatent:Paragraph0048;0049;0050;0051;0052;0053;0054-0086

[3]AngewandteChemie-InternationalEdition,2020,vol.59,p.281-285    Angew.Chem.,2020,vol.132,p.287-291,5

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Title: PDE4 inhibitor, roflumilast protects cardiomyocytes against NO-induced apoptosis via activation of PKA and Epac dual pathways.

Journal: Cellular signalling 20080501

Title: Suppression of cytokine expression by roflumilast and dexamethasone in a model of chronic asthma.

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Title: Roflumilast: an oral, once-daily selective PDE-4 inhibitor for the management of COPD and asthma.

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Title: Inhibition of phosphodiesterase type 4 decreases stress-induced defecation in rats and mice.

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Title: Effect of roflumilast on inflammatory cells in the lungs of cigarette smoke-exposed mice.

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Title: [Selective phosphodiesterase-4 (PDE-4) inhibitors in COPD].

Journal: Tuberkuloz ve toraks 20080101

Title: Reduction in sputum neutrophil and eosinophil numbers by the PDE4 inhibitor roflumilast in patients with COPD.

Journal: Thorax 20071201

Title: Treating COPD with PDE 4 inhibitors.

Journal: International journal of chronic obstructive pulmonary disease 20071201

Title: Effect of inhaled roflumilast on the prevention and resolution of allergen-induced late phase airflow obstruction in Brown Norway rats.

Journal: European journal of pharmacology 20071001

Title: Roflumilast inhibits leukocyte-endothelial cell interactions, expression of adhesion molecules and microvascular permeability.

Journal: British journal of pharmacology 20071001

Title: Phosphodiesterase 4 inhibitors augment levels of glucocorticoid receptor in B cell chronic lymphocytic leukemia but not in normal circulating hematopoietic cells.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070815

Title: The oral, once-daily phosphodiesterase 4 inhibitor roflumilast lacks relevant pharmacokinetic interactions with inhaled budesonide.

Journal: Journal of clinical pharmacology 20070801

Title: Effect of 1-year treatment with roflumilast in severe chronic obstructive pulmonary disease.

Journal: American journal of respiratory and critical care medicine 20070715

Title: L-454,560, a potent and selective PDE4 inhibitor with in vivo efficacy in animal models of asthma and cognition.

Journal: Biochemical pharmacology 20070615

Title: PDE4 inhibitors as potential therapeutic agents in the treatment of COPD-focus on roflumilast.

Journal: International journal of chronic obstructive pulmonary disease 20070601

Title: Magnesium hydroxide/aluminium hydroxide-containing antacid does not affect the pharmacokinetics of the targeted phosphodiesterase 4 inhibitor roflumilast.

Journal: Journal of clinical pharmacology 20070501

Title: A reporter gene assay for screening of PDE4 subtype selective inhibitors.

Journal: Biochemical and biophysical research communications 20070427

Title: Lack of a pharmacokinetic interaction between steady-state roflumilast and single-dose midazolam in healthy subjects.

Journal: British journal of clinical pharmacology 20070301

Title: Roflumilast, a phosphodiesterase 4 inhibitor, reduces airway hyperresponsiveness after allergen challenge.

Journal: Respiration; international review of thoracic diseases 20070101

Title: Dose-proportional intraindividual single- and repeated-dose pharmacokinetics of roflumilast, an oral, once-daily phosphodiesterase 4 inhibitor.

Journal: Journal of clinical pharmacology 20070101

Title: Steady-state pharmacokinetics of roflumilast and roflumilast N-oxide in patients with mild and moderate liver cirrhosis.

Journal: Clinical pharmacokinetics 20070101

Title: Effect of fluvoxamine on the pharmacokinetics of roflumilast and roflumilast N-oxide.

Journal: Clinical pharmacokinetics 20070101

Title: A 1-year prospective cost-effectiveness analysis of roflumilast for the treatment of patients with severe chronic obstructive pulmonary disease.

Journal: PharmacoEconomics 20070101

Title: Evaluation of PDE4 inhibition for COPD.

Journal: International journal of chronic obstructive pulmonary disease 20061201

Title: Roflumilast, a once-daily oral phosphodiesterase 4 inhibitor, lacks relevant pharmacokinetic interactions with inhaled salbutamol when co-administered in healthy subjects.

Journal: International journal of clinical pharmacology and therapeutics 20061101

Title: Phosphodiesterase type 4 inhibitors cause proinflammatory effects in vivo.

Journal: The Journal of pharmacology and experimental therapeutics 20061001

Title: Investigation of a potential food effect on the pharmacokinetics of roflumilast, an oral, once-daily phosphodiesterase 4 inhibitor, in healthy subjects.

Journal: Journal of clinical pharmacology 20061001

Title: Roflumilast: a phosphodiesterase-4 inhibitor for the treatment of respiratory disease.

Journal: Expert opinion on investigational drugs 20060901

Title: A phosphodiesterase 4 inhibitor inhibits matrix protein deposition in airways in vitro.

Journal: The Journal of allergy and clinical immunology 20060901

Title: The potential role of roflumilast: the new phosphodiesterase-4 inhibitor.

Journal: The Annals of pharmacotherapy 20060601

Title: Roflumilast for the treatment of chronic obstructive pulmonary disease.

Journal: Current opinion in investigational drugs (London, England : 2000) 20060501

Title: Phosphodiesterase type 4 inhibitors for asthma: a real breakthrough or just expensive theophylline?

Journal: Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20060501

Title: Efficacy and safety of roflumilast in the treatment of asthma.

Journal: Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology 20060501

Title: Phosphodiesterase inhibitors in airways disease.

Journal: European journal of pharmacology 20060308

Title: Phosphodiesterase 4 inhibition with roflumilast: a new approach to pulmonary disease.

Journal: Expert opinion on pharmacotherapy 20060301

Title: Inhibition of airway hyperresponsiveness and pulmonary inflammation by roflumilast and other PDE4 inhibitors.

Journal: Pulmonary pharmacology & therapeutics 20060101

Title: Comparison of roflumilast, an oral anti-inflammatory, with beclomethasone dipropionate in the treatment of persistent asthma.

Journal: Allergy 20060101

Title: Phosphodiesterase type 4 expression and anti-proliferative effects in human pulmonary artery smooth muscle cells.

Journal: Respiratory research 20060101

Title: Phosphodiesterase 4 inhibitors for the treatment of asthma and COPD.

Journal: Current medicinal chemistry 20060101

Title: Roflumilast inhibits lipopolysaccharide-induced inflammatory mediators via suppression of nuclear factor-kappaB, p38 mitogen-activated protein kinase, and c-Jun NH2-terminal kinase activation.

Journal: The Journal of pharmacology and experimental therapeutics 20051201

Title: The inhibitory effects of roflumilast on lipopolysaccharide-induced nitric oxide production in RAW264.7 cells are mediated by heme oxygenase-1 and its product carbon monoxide.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.] 20051201

Title: Roflumilast inhibition of pulmonary leukotriene production and bronchoconstriction in ovalbumin-sensitized and -challenged Guinea pigs.

Journal: The Journal of asthma : official journal of the Association for the Care of Asthma 20051201

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20051126

Title: AWD-12-281 (inhaled) (elbion/GlaxoSmithKline).

Journal: Current opinion in investigational drugs (London, England : 2000) 20051101

Title: Roflumilast fully prevents emphysema in mice chronically exposed to cigarette smoke.

Journal: American journal of respiratory and critical care medicine 20051001

Title: Roflumilast for asthma and chronic obstructive pulmonary disease.

Journal: Issues in emerging health technologies 20051001

Title: Roflumilast: a selective phosphodiesterase 4 inhibitor.

Journal: Drugs of today (Barcelona, Spain : 1998) 20051001

Title: Dynamic activation of cystic fibrosis transmembrane conductance regulator by type 3 and type 4D phosphodiesterase inhibitors.

Journal: The Journal of pharmacology and experimental therapeutics 20050801

Title: Roflumilast, an oral, once-daily phosphodiesterase 4 inhibitor, attenuates allergen-induced asthmatic reactions.

Journal: The Journal of allergy and clinical immunology 20050801

Title: Roflumilast--an oral anti-inflammatory treatment for chronic obstructive pulmonary disease: a randomised controlled trial.

Journal: Lancet (London, England) 20050801

Title: PDE4 inhibitors as new anti-inflammatory drugs: effects on cell trafficking and cell adhesion molecules expression.

Journal: Pharmacology & therapeutics 20050601

Title: Selective phosphodiesterase-4 inhibitors in chronic obstructive lung disease.

Journal: Current opinion in pulmonary medicine 20050301

Title: Phosphodiesterase-4 inhibitors for asthma and chronic obstructive pulmonary disease.

Journal: Lancet (London, England) 20050101

Title: The effect of selective phosphodiesterase isoenzyme inhibition on neutrophil function in vitro.

Journal: Pulmonary pharmacology & therapeutics 20050101

Title: Structural basis for the activity of drugs that inhibit phosphodiesterases.

Journal: Structure (London, England : 1993) 20041201

Title: Synthesis and potential anti-inflammatory activity of some tetrahydrophthalazinones.

Journal: Journal of enzyme inhibition and medicinal chemistry 20041201

Title: PDE4 inhibition: a novel approach for the treatment of inflammatory bowel disease.

Journal: Trends in pharmacological sciences 20040801

Title: PDE4 inhibitors in COPD--a more selective approach to treatment.

Journal: Respiratory medicine 20040601

Title: [Recent development of new drugs for the treatment of allergic diseases].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20040501

Title: [Selective phosphodiesterase 4 inhibition. Controlling inflammation--also in patients with COPD].

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Tags:162401-32-3 Molecular Formula|162401-32-3 MDL|162401-32-3 SMILES|162401-32-3 Roflumilast
Catalog No.: AA001SZL
162401-32-3,MFCD00938270
162401-32-3 | Roflumilast
Pack Size: 5mg
Purity: 99+%
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$6.00 $4.00
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Purity: 99+%
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$8.00 $6.00
Pack Size: 50mg
Purity: 99+%
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Pack Size: 250mg
Purity: 99+%
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$17.00 $12.00
Pack Size: 1g
Purity: 99+%
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Pack Size: 5g
Purity: 99+%
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$136.00 $95.00
Pack Size: 25g
Purity: 98%
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Purity: 98%
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$2,045.00 $1,432.00
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Technical Information
Catalog Number: AA001SZL
Chemical Name: Roflumilast
CAS Number: 162401-32-3
Molecular Formula: C17H14Cl2F2N2O3
Molecular Weight: 403.2075
MDL Number: MFCD00938270
SMILES: FC(Oc1ccc(cc1OCC1CC1)C(=O)Nc1c(Cl)cncc1Cl)F
Properties
Complexity: 475  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 26  
Hydrogen Bond Acceptor Count: 6  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 7  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 4.6  
Downstream Synthesis Route
Potassiumsaltof4-amino-3,5-dichloropyridine 
  672883-68-0    162401-32-3 

[1]Patent:WO2004/80967,2004,A1.Locationinpatent:Page9

[2]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[3]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[4]Patent:WO2004/80967,2004,A1.Locationinpatent:Page10

[5]Patent:CN102964297,2018,B.Locationinpatent:Paragraph0010;0287-0288

22889-78-7    672883-68-0    162401-32-3 

[1]Patent:WO2005/26095,2005,A1.Locationinpatent:Page/Pagecolumn7

[2]ResearchonChemicalIntermediates,2013,vol.39,p.2107-2113

[3]Patent:US2014/275551,2014,A1.Locationinpatent:Paragraph0055

162401-62-9    22889-78-7    162401-32-3 

[1]Patent:CN104163793,2016,B.Locationinpatent:Paragraph0050-0052

[2]Patent:CN105254559,2016,A.Locationinpatent:Paragraph0045;0046;0047

[3]Patent:CN104513196,2017,B.Locationinpatent:Paragraph0044;0045;0046;0047;0048;0049;0050-0059

[4]Patent:WO2005/41864,2005,A2.Locationinpatent:Page/Pagecolumn143-144

162401-32-3   
roflumilastN-oxide 

[1]Patent:WO2011/163469,2011,A1.Locationinpatent:Page/Pagecolumn17

[2]Patent:CN106256820,2016,A.Locationinpatent:Paragraph0048;0049;0050;0051;0052;0053;0054-0086

[3]AngewandteChemie-InternationalEdition,2020,vol.59,p.281-285    Angew.Chem.,2020,vol.132,p.287-291,5

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Title: Phosphodiesterase type 4 expression and anti-proliferative effects in human pulmonary artery smooth muscle cells.

Journal: Respiratory research20060101

Title: Phosphodiesterase 4 inhibitors for the treatment of asthma and COPD.

Journal: Current medicinal chemistry20060101

Title: Roflumilast inhibits lipopolysaccharide-induced inflammatory mediators via suppression of nuclear factor-kappaB, p38 mitogen-activated protein kinase, and c-Jun NH2-terminal kinase activation.

Journal: The Journal of pharmacology and experimental therapeutics20051201

Title: The inhibitory effects of roflumilast on lipopolysaccharide-induced nitric oxide production in RAW264.7 cells are mediated by heme oxygenase-1 and its product carbon monoxide.

Journal: Inflammation research : official journal of the European Histamine Research Society ... [et al.]20051201

Title: Roflumilast inhibition of pulmonary leukotriene production and bronchoconstriction in ovalbumin-sensitized and -challenged Guinea pigs.

Journal: The Journal of asthma : official journal of the Association for the Care of Asthma20051201

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20051126

Title: Roflumilast for chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20051126

Title: AWD-12-281 (inhaled) (elbion/GlaxoSmithKline).

Journal: Current opinion in investigational drugs (London, England : 2000)20051101

Title: Roflumilast fully prevents emphysema in mice chronically exposed to cigarette smoke.

Journal: American journal of respiratory and critical care medicine20051001

Title: Roflumilast for asthma and chronic obstructive pulmonary disease.

Journal: Issues in emerging health technologies20051001

Title: Roflumilast: a selective phosphodiesterase 4 inhibitor.

Journal: Drugs of today (Barcelona, Spain : 1998)20051001

Title: Dynamic activation of cystic fibrosis transmembrane conductance regulator by type 3 and type 4D phosphodiesterase inhibitors.

Journal: The Journal of pharmacology and experimental therapeutics20050801

Title: Roflumilast, an oral, once-daily phosphodiesterase 4 inhibitor, attenuates allergen-induced asthmatic reactions.

Journal: The Journal of allergy and clinical immunology20050801

Title: Roflumilast--an oral anti-inflammatory treatment for chronic obstructive pulmonary disease: a randomised controlled trial.

Journal: Lancet (London, England)20050801

Title: PDE4 inhibitors as new anti-inflammatory drugs: effects on cell trafficking and cell adhesion molecules expression.

Journal: Pharmacology & therapeutics20050601

Title: Selective phosphodiesterase-4 inhibitors in chronic obstructive lung disease.

Journal: Current opinion in pulmonary medicine20050301

Title: Phosphodiesterase-4 inhibitors for asthma and chronic obstructive pulmonary disease.

Journal: Lancet (London, England)20050101

Title: The effect of selective phosphodiesterase isoenzyme inhibition on neutrophil function in vitro.

Journal: Pulmonary pharmacology & therapeutics20050101

Title: Structural basis for the activity of drugs that inhibit phosphodiesterases.

Journal: Structure (London, England : 1993)20041201

Title: Synthesis and potential anti-inflammatory activity of some tetrahydrophthalazinones.

Journal: Journal of enzyme inhibition and medicinal chemistry20041201

Title: PDE4 inhibition: a novel approach for the treatment of inflammatory bowel disease.

Journal: Trends in pharmacological sciences20040801

Title: PDE4 inhibitors in COPD--a more selective approach to treatment.

Journal: Respiratory medicine20040601

Title: [Recent development of new drugs for the treatment of allergic diseases].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica20040501

Title: [Selective phosphodiesterase 4 inhibition. Controlling inflammation--also in patients with COPD].

Journal: MMW Fortschritte der Medizin20040429

Title: Anti-inflammatory potential of the selective phosphodiesterase 4 inhibitor N-(3,5-dichloro-pyrid-4-yl)-[1-(4-fluorobenzyl)-5-hydroxy-indole-3-yl]-glyoxylic acid amide (AWD 12-281), in human cell preparations.

Journal: The Journal of pharmacology and experimental therapeutics20040201

Title: [Phosphosdiesterase 4 inhibitors in the treatment of pulmonary diseases].

Journal: Zhonghua jie he he hu xi za zhi = Zhonghua jiehe he huxi zazhi = Chinese journal of tuberculosis and respiratory diseases20040101

Title: Roflumilast: APTA 2217, B9302-107, BY 217, BYK 20869.

Journal: Drugs in R&D20040101

Title: Inhibition of inflammation and remodeling by roflumilast and dexamethasone in murine chronic asthma.

Journal: The Journal of pharmacology and experimental therapeutics20031001

Title: [Roflumilast: a new perspective in therapy of chronic obstructive lung disease].

Journal: Pneumologia (Bucharest, Romania)20030101

Title: Roflumilast Altana Pharma.

Journal: Current opinion in investigational drugs (London, England : 2000)20020801

Title: Inhibition of phosphodiesterase 4 in allergic rhinitis.

Journal: Current allergy and asthma reports20020501

Title: Phosphodiesterase 4 inhibitors for the treatment of COPD.

Journal: Chest20020501

Title: The new phosphodiesterase 4 inhibitor roflumilast is efficacious in exercise-induced asthma and leads to suppression of LPS-stimulated TNF-alpha ex vivo.

Journal: Journal of clinical pharmacology20020301

Title: Lack of DNA binding in the rat nasal mucosa and other tissues of the nasal toxicants roflumilast, a phosphodiesterase 4 inhibitor, and a metabolite, 4-amino-3,5-dichloropyridine, in contrast to the nasal carcinogen 2,6-dimethylaniline.

Journal: Drug and chemical toxicology20020201

Title: Development status of second generation PDE4 inhibitors for asthma and COPD: the story so far.

Journal: Monaldi archives for chest disease = Archivio Monaldi per le malattie del torace20020201

Title: The phosphodiesterase 4 inhibitor roflumilast is effective in the treatment of allergic rhinitis.

Journal: The Journal of allergy and clinical immunology20011001

Title: Anti-inflammatory and immunomodulatory potential of the novel PDE4 inhibitor roflumilast in vitro.

Journal: The Journal of pharmacology and experimental therapeutics20010401

Title: In vivo efficacy in airway disease models of roflumilast, a novel orally active PDE4 inhibitor.

Journal: The Journal of pharmacology and experimental therapeutics20010401

Title: Hatzelmann A, et al. The preclinical pharmacology of roflumilast--a selective, oral phosphodiesterase 4 inhibitor in development for chronic obstructive pulmonary disease. Pulm Pharmacol Ther. 2010 Aug;23(4):235-56.

Title: Rabe KF. Update on roflumilast, a phosphodiesterase 4 inhibitor for the treatment of chronic obstructive pulmonary disease. Br J Pharmacol. 2011 May;163(1):53-67.

Title: Hatzelmann A, et al. Anti-inflammatory and immunomodulatory potential of the novel PDE4 inhibitor roflumilast in vitro. J Pharmacol Exp Ther. 2001 Apr;297(1):267-79.

Title: Richmond BW, et al. Airway bacteria drive a progressive COPD-like phenotype in mice with polymeric immunoglobulin receptor deficiency. Nat Commun. 2016 Apr 5;7:11240.

Title: Ding H, et al. Treatment of obesity-associated overactive bladder by the phosphodiesterase type-4 inhibitor roflumilast. Int Urol Nephrol. 2017 Jul 29.

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