Home Other Building Blocks 357263-13-9
357263-13-9,MFCD09026945
Catalog No.:AA00C6C9

357263-13-9 | Bms-378806

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$63.00   $44.00
- +
5mg
≥98%
in stock  
$276.00   $193.00
- +
10mg
≥98%
in stock  
$488.00   $341.00
- +
50mg
in stock  
$1,397.00   $978.00
- +
100mg
≥99%
in stock  
$2,532.00   $1,773.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C6C9
Chemical Name:
Bms-378806
CAS Number:
357263-13-9
Molecular Formula:
C22H22N4O4
Molecular Weight:
406.4345
MDL Number:
MFCD09026945
SMILES:
COc1ccnc2c1c(c[nH]2)C(=O)C(=O)N1CCN(C[C@H]1C)C(=O)c1ccccc1
Properties
Computed Properties
 
Complexity:
666  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
2  

Downstream Synthesis Route

[1]Wang,Tao;Zhang,Zhongxing;Wallace,OwenB.;Deshpande,Milind;Fang,Haiquan;Yang,Zheng;Zadjura,LisaM.;Tweedie,DonaldL.;Huang,Stella;Zhao,Fang;Ranadive,Sunanda;Robinson,BrettS.;Gong,Yi-Fei;Ricarrdi,Keith;Spicer,TimothyP.;Deminie,Carol;Rose,Ronald;Wang,Hwei-GeneHeidi;Blair,WadeS.;Shi,Pei-Yong;Lin,Pin-Fang;Colonno,RichardJ.;Meanwell,NicholasA.[JournalofMedicinalChemistry,2003,vol.46,#20,p.4236-4239]

[2]Wang,Jingsong;Le,Nhut;Heredia,Alonso;Song,Haijing;Redfield,Robert;Wang,Lai-Xi[OrganicandBiomolecularChemistry,2005,vol.3,#9,p.1781-1786]

[1]Wang,Jingsong;Le,Nhut;Heredia,Alonso;Song,Haijing;Redfield,Robert;Wang,Lai-Xi[OrganicandBiomolecularChemistry,2005,vol.3,#9,p.1781-1786]

[2]Wang,Tao;Zhang,Zhongxing;Wallace,OwenB.;Deshpande,Milind;Fang,Haiquan;Yang,Zheng;Zadjura,LisaM.;Tweedie,DonaldL.;Huang,Stella;Zhao,Fang;Ranadive,Sunanda;Robinson,BrettS.;Gong,Yi-Fei;Ricarrdi,Keith;Spicer,TimothyP.;Deminie,Carol;Rose,Ronald;Wang,Hwei-GeneHeidi;Blair,WadeS.;Shi,Pei-Yong;Lin,Pin-Fang;Colonno,RichardJ.;Meanwell,NicholasA.[JournalofMedicinalChemistry,2003,vol.46,#20,p.4236-4239]

[1]Wang,Tao;Zhang,Zhongxing;Wallace,OwenB.;Deshpande,Milind;Fang,Haiquan;Yang,Zheng;Zadjura,LisaM.;Tweedie,DonaldL.;Huang,Stella;Zhao,Fang;Ranadive,Sunanda;Robinson,BrettS.;Gong,Yi-Fei;Ricarrdi,Keith;Spicer,TimothyP.;Deminie,Carol;Rose,Ronald;Wang,Hwei-GeneHeidi;Blair,WadeS.;Shi,Pei-Yong;Lin,Pin-Fang;Colonno,RichardJ.;Meanwell,NicholasA.[JournalofMedicinalChemistry,2003,vol.46,#20,p.4236-4239]

[1]Wang,Tao;Zhang,Zhongxing;Wallace,OwenB.;Deshpande,Milind;Fang,Haiquan;Yang,Zheng;Zadjura,LisaM.;Tweedie,DonaldL.;Huang,Stella;Zhao,Fang;Ranadive,Sunanda;Robinson,BrettS.;Gong,Yi-Fei;Ricarrdi,Keith;Spicer,TimothyP.;Deminie,Carol;Rose,Ronald;Wang,Hwei-GeneHeidi;Blair,WadeS.;Shi,Pei-Yong;Lin,Pin-Fang;Colonno,RichardJ.;Meanwell,NicholasA.[JournalofMedicinalChemistry,2003,vol.46,#20,p.4236-4239]

[1]Wang,Tao;Zhang,Zhongxing;Wallace,OwenB.;Deshpande,Milind;Fang,Haiquan;Yang,Zheng;Zadjura,LisaM.;Tweedie,DonaldL.;Huang,Stella;Zhao,Fang;Ranadive,Sunanda;Robinson,BrettS.;Gong,Yi-Fei;Ricarrdi,Keith;Spicer,TimothyP.;Deminie,Carol;Rose,Ronald;Wang,Hwei-GeneHeidi;Blair,WadeS.;Shi,Pei-Yong;Lin,Pin-Fang;Colonno,RichardJ.;Meanwell,NicholasA.[JournalofMedicinalChemistry,2003,vol.46,#20,p.4236-4239]

Literature

Title: Aloperine and Its Derivatives as a New Class of HIV-1 Entry Inhibitors.

Journal: ACS medicinal chemistry letters 20160310

Title: Inhibitors of HIV-1 attachment. Part 10. The discovery and structure-activity relationships of 4-azaindole cores.

Journal: Bioorganic & medicinal chemistry letters 20130101

Title: Inhibitors of HIV-1 attachment. Part 11: the discovery and structure-activity relationships associated with 4,6-diazaindole cores.

Journal: Bioorganic & medicinal chemistry letters 20130101

Title: Synthesis and biological evaluation of coumarin derivatives as inhibitors of Mycobacterium bovis (BCG).

Journal: Chemical biology & drug design 20121201

Title: An inducible cell-cell fusion system with integrated ability to measure the efficiency and specificity of HIV-1 entry inhibitors.

Journal: PloS one 20110101

Title: Development of the next generation of HIV-1 integrase inhibitors: pyrazolone as a novel inhibitor scaffold.

Journal: Bioorganic & medicinal chemistry letters 20101115

Title: Protection against HIV-envelope-induced neuronal cell destruction by HIV attachment inhibitors.

Journal: Archives of virology 20100501

Title: Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment. 5. An evolution from indole to azaindoles leading to the discovery of 1-(4-benzoylpiperazin-1-yl)-2-(4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (BMS-488043), a drug candidate that demonstrates antiviral activity in HIV-1-infected subjects.

Journal: Journal of medicinal chemistry 20091210

Title: An antibody-recruiting small molecule that targets HIV gp120.

Journal: Journal of the American Chemical Society 20091118

Title: Heterobiaryl human immunodeficiency virus entry inhibitors.

Journal: Journal of medicinal chemistry 20090723

Title: Betulinic acid derivatives that target gp120 and inhibit multiple genetic subtypes of human immunodeficiency virus type 1.

Journal: Antimicrobial agents and chemotherapy 20080101

Title: Variation in HIV-1 R5 macrophage-tropism correlates with sensitivity to reagents that block envelope: CD4 interactions but not with sensitivity to other entry inhibitors.

Journal: Retrovirology 20080101

Title: Design and synthesis of human immunodeficiency virus entry inhibitors: sulfonamide as an isostere for the alpha-ketoamide group.

Journal: Journal of medicinal chemistry 20071227

Title: Entry inhibitor-based microbicides are active in vitro against HIV-1 isolates from multiple genetic subtypes.

Journal: Virology 20070801

Title: Quantitative determination of BMS-378806 in human plasma and urine by high-performance liquid chromatography/tandem mass spectrometry.

Journal: Journal of separation science 20070601

Title: Potent antiviral synergy between monoclonal antibody and small-molecule CCR5 inhibitors of human immunodeficiency virus type 1.

Journal: Antimicrobial agents and chemotherapy 20061001

Title: Thermodynamics of binding of a low-molecular-weight CD4 mimetic to HIV-1 gp120.

Journal: Biochemistry 20060912

Title: Prediction of the binding mode between BMS-378806 and HIV-1 gp120 by docking and molecular dynamics simulation.

Journal: Biochimica et biophysica acta 20060401

Title: Inhibition of virus entry: an antiviral mechanism of emerging prominence.

Journal: Current opinion in investigational drugs (London, England : 2000) 20060201

Title: Protection of macaques from vaginal SHIV challenge by vaginally delivered inhibitors of virus-cell fusion.

Journal: Nature 20051103

Title: Drug firms donate compounds for anti-HIV gel.

Journal: Nature 20051103

Title: Modification and structure-activity relationship of a small molecule HIV-1 inhibitor targeting the viral envelope glycoprotein gp120.

Journal: Organic & biomolecular chemistry 20050507

Title: Small-molecule inhibitors of HIV-1 entry block receptor-induced conformational changes in the viral envelope glycoproteins.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20040406

Title: Biochemical and genetic characterizations of a novel human immunodeficiency virus type 1 inhibitor that blocks gp120-CD4 interactions.

Journal: Journal of virology 20031001

Title: Discovery of 4-benzoyl-1-[(4-methoxy-1H- pyrrolo[2,3-b]pyridin-3-yl)oxoacetyl]-2- (R)-methylpiperazine (BMS-378806): a novel HIV-1 attachment inhibitor that interferes with CD4-gp120 interactions.

Journal: Journal of medicinal chemistry 20030925

Title: A small molecule HIV-1 inhibitor that targets the HIV-1 envelope and inhibits CD4 receptor binding.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20030916

Title: Wang T, et al. Discovery of 4-benzoyl-1-[(4-methoxy-1H- pyrrolo,3-bpyridin-3-yl)oxoacetyl-2- (R)-methylpiperazine (BMS-378806): a novel HIV-1 attachment inhibitor that interferes with CD4-gp120 interactions. J Med Chem. 2003 Sep 25;46(20):4236-9.

Title: Ho HT, et al. Envelope conformational changes induced by human immunodeficiency virus type 1 attachment inhibitors prevent CD4 binding and downstream entry events. J Virol. 2006 Apr;80(8):4017-25.

Title: Guo Q, et al. Biochemical and genetic characterizations of a novel human immunodeficiency virus type 1 inhibitor that blocks gp120-CD4 interactions. J Virol. 2003 Oct;77(19):10528-36

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 357263-13-9
Tags:357263-13-9 Molecular Formula|357263-13-9 MDL|357263-13-9 SMILES|357263-13-9 Bms-378806