Home Indole and Oxindoles 608141-41-9
608141-41-9,MFCD18782607
Catalog No.:AA0039LL

608141-41-9 | N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$6.00   $4.00
- +
2mg
98%
in stock  
$7.00   $5.00
- +
5mg
98%
in stock  
$9.00   $7.00
- +
10mg
98%
in stock  
$12.00   $8.00
- +
25mg
98%
in stock  
$15.00   $11.00
- +
50mg
98%
in stock  
$19.00   $14.00
- +
1g
97%
in stock  
$45.00   $32.00
- +
5g
98%
in stock  
$84.00   $59.00
- +
100g
97%
in stock  
$1,407.00   $985.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0039LL
Chemical Name:
N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide
CAS Number:
608141-41-9
Molecular Formula:
C22H24N2O7S
Molecular Weight:
460.5002
MDL Number:
MFCD18782607
SMILES:
CCOc1cc(ccc1OC)[C@H](N1C(=O)c2c(C1=O)c(ccc2)NC(=O)C)CS(=O)(=O)C
Properties
Computed Properties
 
Complexity:
825  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
XLogP3:
1.8  

Downstream Synthesis Route

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[2]Patent:CN107188842,2017,A.Locationinpatent:Paragraph0037-0044

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[20]Patent:WO2017/33116,2017,A1.Locationinpatent:Paragraph00116;00118-00127

[21]Patent:WO2017/85568,2017,A1.Locationinpatent:Page/Pagecolumn21-22

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[1]Patent:CN105294534,2016,A.Locationinpatent:Paragraph0030;0031

[2]Patent:WO2017/59040,2017,A1.Locationinpatent:Paragraph00120

[3]Patent:WO2016/192694,2016,A1.Locationinpatent:Page/Pagecolumn22

[4]Patent:CN106995401,2017,A.Locationinpatent:Paragraph0016;0063;0064;0066-89

[5]Patent:CN105348172,2016,A.Locationinpatent:Paragraph0068;0069

[6]Patent:WO2016/161996,2016,A1.Locationinpatent:Page/Pagecolumn24

[7]Patent:CN105085373,2018,B.Locationinpatent:Paragraph0030;0033;0034

[8]Patent:CN106866493,2017,A.Locationinpatent:Paragraph0047-0048

[9]ChemCatChem,2019,vol.11,p.5808-5813

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[1]Patent:US2014/81032,2014,A1

[2]Patent:CN105330586,2016,A

[3]Patent:WO2016/174685,2016,A1

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Literature

Title: Apremilast: a PDE4 inhibitor for the treatment of psoriatic arthritis.

Journal: Expert opinion on pharmacotherapy 20150501

Title: Apremilast is a selective PDE4 inhibitor with regulatory effects on innate immunity.

Journal: Cellular signalling 20140901

Title: A review of phosphodiesterase-inhibition and the potential role for phosphodiesterase 4-inhibitors in clinical dermatology.

Journal: Dermatology online journal 20140516

Title: Novel systemic drugs for psoriasis: mechanism of action for apremilast, a specific inhibitor of PDE4.

Journal: Journal of the American Academy of Dermatology 20130601

Title: Phosphodiesterase 4-targeted treatments for autoimmune diseases.

Journal: BMC medicine 20130101

Title: Efficacy of apremilast in the treatment of moderate to severe psoriasis: a randomised controlled trial.

Journal: Lancet (London, England) 20120825

Title: Apremilast: a step forward in the treatment of psoriasis?

Journal: Lancet (London, England) 20120825

Title: Novel systemic drugs under investigation for the treatment of psoriasis.

Journal: Journal of the American Academy of Dermatology 20120701

Title: Apremilast mechanism of action and application to psoriasis and psoriatic arthritis.

Journal: Biochemical pharmacology 20120615

Title: A phase 2, open-label, investigator-initiated study to evaluate the safety and efficacy of apremilast in subjects with recalcitrant allergic contact or atopic dermatitis.

Journal: Journal of drugs in dermatology : JDD 20120301

Title: [New therapeutic targets in psoriatic arthritis].

Journal: Reumatologia clinica 20120301

Title: Efficacy and safety of apremilast in chronic cutaneous sarcoidosis.

Journal: Archives of dermatology 20120201

Title: Disposition, metabolism and mass balance of [(14)C]apremilast following oral administration.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20111201

Title: Apremilast, a cAMP phosphodiesterase-4 inhibitor, demonstrates anti-inflammatory activity in vitro and in a model of psoriasis.

Journal: British journal of pharmacology 20100201

Title: Apremilast, a novel PDE4 inhibitor, inhibits spontaneous production of tumour necrosis factor-alpha from human rheumatoid synovial cells and ameliorates experimental arthritis.

Journal: Arthritis research & therapy 20100101

Title: Discovery of (S)-N-[2-[1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl] acetamide (apremilast), a potent and orally active phosphodiesterase 4 and tumor necrosis factor-alpha inhibitor.

Journal: Journal of medicinal chemistry 20090326

Title: An open-label, single-arm pilot study in patients with severe plaque-type psoriasis treated with an oral anti-inflammatory agent, apremilast.

Journal: Current medical research and opinion 20080501

Title: 10th anniversary Inflammation and Immune Diseases Drug Discovery and Development Summit. 20-21 March 2006, New Brunswick, USA.

Journal: Expert opinion on investigational drugs 20060601

Title: CC-1088 Celgene.

Journal: Current opinion in investigational drugs (London, England : 2000) 20050501

Title: CC-10004 .

Journal: Current opinion in investigational drugs (London, England : 2000) 20050501

Title: The effects of selective cytokine inhibitory drugs (CC-10004 and CC-1088) on VEGF and IL-6 expression and apoptosis in myeloma and endothelial cell co-cultures.

Journal: British journal of haematology 20040201

Title: Perez-Aso M, et al. Apremilast, a novel phosphodiesterase 4 (PDE4) inhibitor, regulates inflammation through multiple cAMP downstream effectors. Arthritis Res Ther. 2015 Sep 15;17:249.

Title: Chen LG, et al. Determination of Apremilast in Rat Plasma by UPLC-MS-MS and Its Application to a Pharmacokinetic Study. J Chromatogr Sci. 2016 Sep;54(8):1336-40.

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SDS
Tags:608141-41-9 Molecular Formula|608141-41-9 MDL|608141-41-9 SMILES|608141-41-9 N-{2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-methanesulfonylethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide