Home Other Building Blocks 144035-83-6
144035-83-6,MFCD00864786
Catalog No.:AA00AE20

144035-83-6 | Piclamilast

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$56.00   $39.00
- +
5mg
≥98%
in stock  
$182.00   $127.00
- +
10mg
≥98%
in stock  
$333.00   $233.00
- +
25mg
95%
in stock  
$368.00   $258.00
- +
100mg
95%
in stock  
$808.00   $565.00
- +
250mg
95%
in stock  
$1,319.00   $923.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00AE20
Chemical Name:
Piclamilast
CAS Number:
144035-83-6
Molecular Formula:
C18H18Cl2N2O3
Molecular Weight:
381.2531
MDL Number:
MFCD00864786
SMILES:
COc1ccc(cc1OC1CCCC1)C(=O)Nc1c(Cl)cncc1Cl
Properties
Computed Properties
 
Complexity:
438  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
5  
XLogP3:
4.2  

Downstream Synthesis Route

[1]OrganicProcessResearchandDevelopment,1998,vol.2,p.157-168

[2]JournalofMedicinalChemistry,1994,vol.37,p.1696-1703

[3]Patent:EP741707,1998,B1

[4]Patent:US5935978,1999,A

[5]Patent:US5679696,1997,A

33216-52-3   
3-(cyclopentyloxy)-4-methoxybenzamide 
  144035-83-6 

[1]OrganicProcessResearchandDevelopment,1998,vol.2,p.157-168

[2]Patent:US5935978,1999,A

[3]Patent:US5679696,1997,A

Literature

Title: Evaluating the significance of cyclic adenosine monophosphate-mediated signaling in human prostate: a functional and biochemical study.

Journal: Urology 20121001

Title: Design and synthesis of 3,5-disubstituted-1,2,4-oxadiazoles as potent inhibitors of phosphodiesterase4b2.

Journal: Chemical biology & drug design 20120501

Title: Piclamilast inhibits the pro-apoptotic and anti-proliferative responses of A549 cells exposed to H(2)O(2) via mechanisms involving AP-1 activation.

Journal: Free radical research 20120501

Title: Phosphodiesterase 4 inhibition attenuates persistent heart and lung injury by neonatal hyperoxia in rats.

Journal: American journal of physiology. Lung cellular and molecular physiology 20120101

Title: Pharmacological validation of Trypanosoma brucei phosphodiesterases B1 and B2 as druggable targets for African sleeping sickness.

Journal: Journal of medicinal chemistry 20111208

Title: The differential impact of PDE4 subtypes in human lung fibroblasts on cytokine-induced proliferation and myofibroblast conversion.

Journal: Journal of cellular physiology 20110801

Title: Effects of repeated treatment with phosphodiesterase-4 inhibitors on cAMP signaling, hippocampal cell proliferation, and behavior in the forced-swim test.

Journal: The Journal of pharmacology and experimental therapeutics 20110801

Title: New therapeutic options in the management of COPD - focus on roflumilast.

Journal: International journal of chronic obstructive pulmonary disease 20110101

Title: Cytokine-dependent balance of mitogenic effects in primary human lung fibroblasts related to cyclic AMP signaling and phosphodiesterase 4 inhibition.

Journal: Journal of cellular physiology 20100501

Title: Water-soluble PDE4 inhibitors for the treatment of dry eye.

Journal: Bioorganic & medicinal chemistry letters 20100501

Title: Effects of phosphodiesterase 4 inhibition on bleomycin-induced pulmonary fibrosis in mice.

Journal: BMC pulmonary medicine 20100101

Title: PDE8 regulates rapid Teff cell adhesion and proliferation independent of ICER.

Journal: PloS one 20100101

Title: Sildenafil attenuates pulmonary inflammation and fibrin deposition, mortality and right ventricular hypertrophy in neonatal hyperoxic lung injury.

Journal: Respiratory research 20090101

Title: ABCD of the phosphodiesterase family: interaction and differential activity in COPD.

Journal: International journal of chronic obstructive pulmonary disease 20081201

Title: Can the anti-inflammatory potential of PDE4 inhibitors be realized: guarded optimism or wishful thinking?

Journal: British journal of pharmacology 20081001

Title: Phosphodiesterase-4 inhibition attenuates pulmonary inflammation in neonatal lung injury.

Journal: The European respiratory journal 20080301

Title: Effects of phosphodiesterase inhibitors on tension induced by norepinephrine and accumulation of cyclic nucleotides in isolated human prostatic tissue.

Journal: Urology 20080301

Title: Effects of phosphodiesterase 4 inhibition on alveolarization and hyperoxia toxicity in newborn rats.

Journal: PloS one 20080101

Title: Treating COPD with PDE 4 inhibitors.

Journal: International journal of chronic obstructive pulmonary disease 20071201

Title: Correlation between emetic effect of phosphodiesterase 4 inhibitors and their occupation of the high-affinity rolipram binding site in Suncus murinus brain.

Journal: European journal of pharmacology 20071114

Title: Inhibition of TGF-beta induced lung fibroblast to myofibroblast conversion by phosphodiesterase inhibiting drugs and activators of soluble guanylyl cyclase.

Journal: European journal of pharmacology 20071015

Title: SAR of a series of 5,6-dihydro-(9H)-pyrazolo[3,4-c]-1,2,4-triazolo[4,3-alpha]pyridines as potent inhibitors of human eosinophil phosphodiesterase.

Journal: Journal of medicinal chemistry 20070125

Title: Inhibition of phosphodiesterase activity, airway inflammation and hyperresponsiveness by PDE4 inhibitor and glucocorticoid in a murine model of allergic asthma.

Journal: Life sciences 20061026

Title: Effects of ciclamilast, a new PDE 4 PDE4 inhibitor, on airway hyperresponsiveness, PDE4D expression and airway inflammation in a murine model of asthma.

Journal: European journal of pharmacology 20061010

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

Journal: The Journal of pharmacology and experimental therapeutics 20061001

Title: Antidepressant-like effects of PDE4 inhibitors mediated by the high-affinity rolipram binding state (HARBS) of the phosphodiesterase-4 enzyme (PDE4) in rats.

Journal: Psychopharmacology 20060601

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

Journal: Pulmonary pharmacology & therapeutics 20060101

Title: Pharmacological inhibition of phosphodiesterase 4 triggers ovulation in follicle-stimulating hormone-primed rats.

Journal: Endocrinology 20050101

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

Journal: Structure (London, England : 1993) 20041201

Title: Phosphodiesterase IV inhibition by piclamilast potentiates the cytodifferentiating action of retinoids in myeloid leukemia cells. Cross-talk between the cAMP and the retinoic acid signaling pathways.

Journal: The Journal of biological chemistry 20041001

Title: Selective inhibition of purified human phosphodiesterase 4A expressed in yeast cell GL62 by ciclamilast, piclamilast, and rolipram.

Journal: Acta pharmacologica Sinica 20040901

Title: Differential effect of phosphodiesterase IV inhibitor RP73401 on various inflammatory and immune responses relevent to rheumatoid arthritis.

Journal: Pharmacological research 20040501

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 diseases 20040101

Title: Effects of piclamilast, a selective phosphodiesterase-4 inhibitor, on oxidative burst of sputum cells from mild asthmatics and stable COPD patients.

Journal: Lung 20040101

Title: Antidepressant-induced increase in high-affinity rolipram binding sites in rat brain: dependence on noradrenergic and serotonergic function.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: VEGF-induced HUVEC migration and proliferation are decreased by PDE2 and PDE4 inhibitors.

Journal: Thrombosis and haemostasis 20030801

Title: [Comparison of piclamilast with ciclamilast in bronchodilating and antiallergic effects].

Journal: Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences 20030801

Title: Synthesis and biological activities of 1-pyridylisoquinoline and 1-pyridyldihydroisoquinoline derivatives as PDE4 inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20030721

Title: Inhibitor binding to type 4 phosphodiesterase (PDE4) assessed using [3H]piclamilast and [3H]rolipram.

Journal: The Journal of pharmacology and experimental therapeutics 20030501

Title: Essential requirements for substrate binding affinity and selectivity toward human CYP2 family enzymes.

Journal: Archives of biochemistry and biophysics 20030101

Title: Potential role of phosphodiesterase 7 in human T cell function: comparative effects of two phosphodiesterase inhibitors.

Journal: Clinical and experimental immunology 20020601

Title: The selective phosphodiesterase 4 inhibitor RP 73-401 reduced matrix metalloproteinase 9 activity and transforming growth factor-beta release during acute lung injury in mice: the role of the balance between Tumor necrosis factor-alpha and interleukin-10.

Journal: The Journal of pharmacology and experimental therapeutics 20020401

Title: Synthesis and biological evaluation of imidazol-2-one and 2-cyanoiminoimidazole derivatives: novel series of PDE4 inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20020225

Title: Phosphodiesterase isoenzyme families in human osteoarthritis chondrocytes--functional importance of phosphodiesterase 4.

Journal: British journal of pharmacology 20020201

Title: Phthalazine PDE4 inhibitors. Part 3: the synthesis and in vitro evaluation of derivatives with a hydrogen bond acceptor.

Journal: Bioorganic & medicinal chemistry letters 20020107

Title: Is up-regulation of phosphodiesterase 4 activity by PGE2 involved in the desensitization of beta-mimetics in late pregnancy human myometrium?

Journal: The Journal of clinical endocrinology and metabolism 20011101

Title: Anti-TNF-alpha properties of new 9-benzyladenine derivatives with selective phosphodiesterase-4- inhibiting properties.

Journal: Biochemical and biophysical research communications 20011026

Title: Modulation of eotaxin formation and eosinophil migration by selective inhibitors of phosphodiesterase type 4 isoenzyme.

Journal: British journal of pharmacology 20010901

Title: Effects of PDE4 inhibitors on lipopolysaccharide-induced priming of superoxide anion production from human mononuclear cells.

Journal: Mediators of inflammation 20010601

Title: Requirement of additional adenylate cyclase activation for the inhibition of human eosinophil degranulation by phosphodiesterase IV inhibitors.

Journal: European journal of pharmacology 20010406

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

Journal: The Journal of pharmacology and experimental therapeutics 20010401

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

Journal: The Journal of pharmacology and experimental therapeutics 20010401

Title: Role of p38 MAP kinase in LPS-induced airway inflammation in the rat.

Journal: British journal of pharmacology 20010401

Title: Identification of substrate specificity determinants in human cAMP-specific phosphodiesterase 4A by single-point mutagenesis.

Journal: Cellular signalling 20010301

Title: Phthalazine PDE4 inhibitors. Part 2: the synthesis and biological evaluation of 6-methoxy-1,4-disubstituted derivatives.

Journal: Bioorganic & medicinal chemistry letters 20010108

Title: [Inhibition of uterine contractions: new in vitro pharmacological approaches on the pregnant human myometrium].

Journal: Therapie 20010101

Title: Effects of several glucocorticosteroids and PDE4 inhibitors on increases in total lung eosinophil peroxidase (EPO) levels following either systemic or intratracheal administration in sephadex- or ovalbumin-induced inflammatory models.

Journal: Inflammation 20000801

Title: Pharmacological modulation of secondary mediator systems--cyclic AMP and cyclic GMP--on inflammatory hyperalgesia.

Journal: British journal of pharmacology 19990601

Title: The effect of selective phosphodiesterase inhibitors in comparison with other anti-asthma drugs on allergen-induced eosinophilia in guinea-pig airways.

Journal: Pulmonary pharmacology 19950201

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:144035-83-6 Molecular Formula|144035-83-6 MDL|144035-83-6 SMILES|144035-83-6 Piclamilast