Home Bromides 441798-33-0
441798-33-0,MFCD17167076
Catalog No.:AA0039KM

441798-33-0 | N-[5-(4-Bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'-propylsulfamide

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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0039KM
Chemical Name:
N-[5-(4-Bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'-propylsulfamide
CAS Number:
441798-33-0
Molecular Formula:
C19H20Br2N6O4S
Molecular Weight:
588.2729
MDL Number:
MFCD17167076
SMILES:
CCCNS(=O)(=O)Nc1ncnc(c1c1ccc(cc1)Br)OCCOc1ncc(cn1)Br
Properties
Computed Properties
 
Complexity:
642  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
32  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
11  
XLogP3:
3.7  

Downstream Synthesis Route

[1]Bolli,MartinH.;Boss,Christoph;Binkert,Christoph;Buchmann,Stephan;Bur,Daniel;Hess,Patrick;Iglarz,Marc;Meyer,Solange;Rein,Josiane;Rey,Markus;Treiber,Alexander;Clozel,Martine;Fischli,Walter;Weller,Thomas[JournalofMedicinalChemistry,2012,vol.55,#17,p.7849-7861]

[2]CurrentPatentAssignee:LAURUSLABSLIMITED-WO2017/93903,2017,A1

[3]Jagtap,KunalM.;Niphade,NavnathC.;Gaikwad,ChandrashekharT.;Shinde,GorakshanathB.;Toche,RaghunathB.;Joshi,DivyeshR.;Mathad,VijayavitthalT.[MonatsheftefurChemie,2018,vol.149,#3,p.653-661]

[1]Bolli,MartinH.;Boss,Christoph;Binkert,Christoph;Buchmann,Stephan;Bur,Daniel;Hess,Patrick;Iglarz,Marc;Meyer,Solange;Rein,Josiane;Rey,Markus;Treiber,Alexander;Clozel,Martine;Fischli,Walter;Weller,Thomas[JournalofMedicinalChemistry,2012,vol.55,#17,p.7849-7861]

[2]CurrentPatentAssignee:LAURUSLABSLIMITED-WO2017/93903,2017,A1

[3]Jagtap,KunalM.;Niphade,NavnathC.;Gaikwad,ChandrashekharT.;Shinde,GorakshanathB.;Toche,RaghunathB.;Joshi,DivyeshR.;Mathad,VijayavitthalT.[MonatsheftefurChemie,2018,vol.149,#3,p.653-661]

149506-35-4   
macitentan 

[1]JournalofMedicinalChemistry,2012,vol.55,p.7849-7861

[2]Patent:WO2017/93903,2017,A1

[3]MonatsheftefurChemie,2018,vol.149,p.653-661

706811-25-8   
macitentan 

[1]JournalofMedicinalChemistry,2012,vol.55,p.7849-7861

[2]Patent:WO2017/93903,2017,A1

[3]MonatsheftefurChemie,2018,vol.149,p.653-661

146533-41-7   
macitentan 

[1]JournalofMedicinalChemistry,2012,vol.55,p.7849-7861

[2]Patent:WO2015/121397,2015,A1

[3]Patent:WO2015/121397,2015,A1

[4]Patent:WO2016/203489,2016,A1

[5]Patent:WO2016/203489,2016,A1

[6]Patent:WO2017/33016,2017,A1

[7]Patent:WO2017/93903,2017,A1

[8]Patent:WO2017/191565,2017,A1

[9]MonatsheftefurChemie,2018,vol.149,p.653-661

Literature

Title: From the Cover: MechanisticInsights in Cytotoxic and Cholestatic Potential of the Endothelial Receptor Antagonists Using HepaRG Cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20170601

Title: Endothelin-1 receptor antagonists in fetal development and pulmonary arterial hypertension.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20150815

Title: Pathways in pulmonary arterial hypertension: the future is here.

Journal: European respiratory review : an official journal of the European Respiratory Society 20121201

Title: Renal, retinal and cardiac changes in type 2 diabetes are attenuated by macitentan, a dual endothelin receptor antagonist.

Journal: Life sciences 20121015

Title: The discovery of N-[5-(4-bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'-propylsulfamide (Macitentan), an orally active, potent dual endothelin receptor antagonist.

Journal: Journal of medicinal chemistry 20120913

Title: Effect of cyclosporine and rifampin on the pharmacokinetics of macitentan, a tissue-targeting dual endothelin receptor antagonist.

Journal: The AAPS journal 20120301

Title: Slow receptor dissociation kinetics differentiate macitentan from other endothelin receptor antagonists in pulmonary arterial smooth muscle cells.

Journal: PloS one 20120101

Title: Macitentan: entry-into-humans study with a new endothelin receptor antagonist.

Journal: European journal of clinical pharmacology 20111001

Title: Macitentan (ACT-064992), a tissue-targeting endothelin receptor antagonist, enhances therapeutic efficacy of paclitaxel by modulating survival pathways in orthotopic models of metastatic human ovarian cancer.

Journal: Neoplasia (New York, N.Y.) 20110201

Title: Macitentan, a tissue-targeting endothelin receptor antagonist for the potential oral treatment of pulmonary arterial hypertension and idiopathic pulmonary fibrosis.

Journal: Current opinion in investigational drugs (London, England : 2000) 20100901

Title: Comparison of the dissolution and pharmacokinetic profiles of two galenical formulations of the endothelin receptor antagonist macitentan.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20091105

Title: Pharmacology of macitentan, an orally active tissue-targeting dual endothelin receptor antagonist.

Journal: The Journal of pharmacology and experimental therapeutics 20081201

Title: Corallo C, et al. Bosentan and macitentan prevent the endothelial-to-mesenchymal transition (EndoMT) in systemic sclerosis: in vitro study. Arthritis Res Ther. 2016 Oct 6;18(1):228.

Title: Sen S, et al. Renal, retinal and cardiac changes in type 2 diabetes are attenuated by macitentan, a dual endothelin receptor antagonist. Life Sci. 2012 Apr 13.

Title: Bruderer S, et al. Effect of cyclosporine and rifampin on the pharmacokinetics of macitentan, a tissue-targeting dual endothelin receptor antagonist. AAPS J. 2012 Mar;14(1):68-78.

Title: Kim SJ, et al. Antivascular therapy for multidrug-resistant ovarian tumors by macitentan, a dual endothelin receptor antagonist.Transl Oncol. 2012 Feb;5(1):39-47.

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Tags:441798-33-0 Molecular Formula|441798-33-0 MDL|441798-33-0 SMILES|441798-33-0 N-[5-(4-Bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'-propylsulfamide