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473719-41-4,MFCD11111772
Catalog No.:AA00DB1Y

473719-41-4 | Amg-487

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$82.00   $57.00
- +
5mg
≥98%
in stock  
$256.00   $179.00
- +
10mg
98%
in stock  
$416.00   $292.00
- +
25mg
98%
in stock  
$866.00   $607.00
- +
50mg
98%
in stock  
$1,415.00   $990.00
- +
100mg
98%
in stock  
$2,136.00   $1,495.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DB1Y
Chemical Name:
Amg-487
CAS Number:
473719-41-4
Molecular Formula:
C32H28F3N5O4
Molecular Weight:
603.5910
MDL Number:
MFCD11111772
SMILES:
CCOc1ccc(cc1)n1c(nc2c(c1=O)cccn2)[C@H](N(C(=O)Cc1ccc(cc1)OC(F)(F)F)Cc1cccnc1)C
Properties
Computed Properties
 
Complexity:
997  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
44  
Hydrogen Bond Acceptor Count:
10  
Rotatable Bond Count:
10  
XLogP3:
5.2  

Downstream Synthesis Route

[1]Johnson,Michael;Li,An-Rong;Liu,Jiwen;Fu,Zice;Zhu,Liusheng;Miao,Shichang;Wang,Xuemei;Xu,Qingge;Huang,Alan;Marcus,Andrew;Xu,Feng;Ebsworth,Karen;Sablan,Emmanuel;Danao,Jay;Kumer,Jeff;Dairaghi,Dan;Lawrence,Chris;Sullivan,Tim;Tonn,George;Schall,Thomas;Collins,Tassie;Medina,Julio[BioorganicandMedicinalChemistryLetters,2007,vol.17,#12,p.3339-3343]

[1]Johnson,Michael;Li,An-Rong;Liu,Jiwen;Fu,Zice;Zhu,Liusheng;Miao,Shichang;Wang,Xuemei;Xu,Qingge;Huang,Alan;Marcus,Andrew;Xu,Feng;Ebsworth,Karen;Sablan,Emmanuel;Danao,Jay;Kumer,Jeff;Dairaghi,Dan;Lawrence,Chris;Sullivan,Tim;Tonn,George;Schall,Thomas;Collins,Tassie;Medina,Julio[BioorganicandMedicinalChemistryLetters,2007,vol.17,#12,p.3339-3343]

[1]Johnson,Michael;Li,An-Rong;Liu,Jiwen;Fu,Zice;Zhu,Liusheng;Miao,Shichang;Wang,Xuemei;Xu,Qingge;Huang,Alan;Marcus,Andrew;Xu,Feng;Ebsworth,Karen;Sablan,Emmanuel;Danao,Jay;Kumer,Jeff;Dairaghi,Dan;Lawrence,Chris;Sullivan,Tim;Tonn,George;Schall,Thomas;Collins,Tassie;Medina,Julio[BioorganicandMedicinalChemistryLetters,2007,vol.17,#12,p.3339-3343]

[1]Johnson,Michael;Li,An-Rong;Liu,Jiwen;Fu,Zice;Zhu,Liusheng;Miao,Shichang;Wang,Xuemei;Xu,Qingge;Huang,Alan;Marcus,Andrew;Xu,Feng;Ebsworth,Karen;Sablan,Emmanuel;Danao,Jay;Kumer,Jeff;Dairaghi,Dan;Lawrence,Chris;Sullivan,Tim;Tonn,George;Schall,Thomas;Collins,Tassie;Medina,Julio[BioorganicandMedicinalChemistryLetters,2007,vol.17,#12,p.3339-3343]

Literature

Title: Chemokine receptor antagonists.

Journal: Journal of medicinal chemistry 20121126

Title: Sequential metabolism of AMG 487, a novel CXCR3 antagonist, results in formation of quinone reactive metabolites that covalently modify CYP3A4 Cys239 and cause time-dependent inhibition of the enzyme.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20120701

Title: CXCR3 antagonists: quaternary ammonium salts equipped with biphenyl- and polycycloaliphatic-anchors.

Journal: Bioorganic & medicinal chemistry 20110601

Title: Antagonism of chemokine receptor CXCR3 inhibits osteosarcoma metastasis to lungs.

Journal: International journal of cancer 20091201

Title: Optimization of a series of quinazolinone-derived antagonists of CXCR3.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: An inhibitory metabolite leads to dose- and time-dependent pharmacokinetics of (R)-N-{1-[3-(4-ethoxy-phenyl)-4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-N-pyridin-3-yl-methyl-2-(4-trifluoromethoxy-phenyl)-acetamide (AMG 487) in human subjects after multiple dosing.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20090301

Title: Synthesis and structure-activity relationship of benzetimide derivatives as human CXCR3 antagonists.

Journal: Bioorganic & medicinal chemistry letters 20081101

Title: Johnson M, et al. Discovery and optimization of a series of quinazolinone-derived antagonists of CXCR3. Bioorg Med Chem Lett. 2007 Jun 15;17(12):3339-43.

Title: Walser TC, et al. Antagonism of CXCR3 inhibits lung metastasis in a murine model of metastatic breast cancer. Cancer Res. 2006 Aug 1;66(15):7701-7.

Title: Cambien B, et al. Organ-specific inhibition of metastatic colon carcinoma by CXCR3 antagonism. Br J Cancer. 2009 Jun 2;100(11):1755-64.

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