Home Bromides 185991-07-5
185991-07-5,MFCD20926342
Catalog No.:AA003NR3

185991-07-5 | Amd 3465 hexahydrobromide

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2mg
≥97%
in stock  
$109.00   $77.00
- +
5mg
≥95%
in stock  
$138.00   $96.00
- +
10mg
98% by HPLC
in stock  
$206.00   $144.00
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100mg
95%
in stock  
$298.00   $209.00
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250mg
95%
in stock  
$543.00   $380.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003NR3
Chemical Name:
Amd 3465 hexahydrobromide
CAS Number:
185991-07-5
Molecular Formula:
C24H44Br6N6
Molecular Weight:
896.0704
MDL Number:
MFCD20926342
SMILES:
C1CNCCN(CCCNCCNC1)Cc1ccc(cc1)CNCc1ccccn1.Br.Br.Br.Br.Br.Br
Properties
Properties
 
Form:
Solid  
MP:
>200°C (dec.)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
413  
Covalently-Bonded Unit Count:
7  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
10  
Rotatable Bond Count:
6  

Downstream Synthesis Route
CASUnavailable 
  185991-07-5 

[1]Locationinpatent:experimentalpartBridger,GaryJ.;Skerlj,RenatoT.;Hernandez-Abad,PedroE.;Bogucki,DavidE.;Wang,Zhongren;Zhou,Yuanxi;Nan,Susan;Boehringer,EvaM.;Wilson,Trevor;Crawford,Jason;Metz,Markus;Hatse,Sigrid;Princen,Katrien;DeClercq,Erik;Schols,Dominique[JournalofMedicinalChemistry,2010,vol.53,#3,p.1250-1260]

CASUnavailable 
  185991-07-5   
CASUnavailable 

[1]Zhang,Xuran;You,Linyi;Chen,Shuting;Gao,Mengna;Guo,Zhide;Du,Jin;Lu,Jie;Zhang,Xianzhong[Journaloflabelledcompoundsandradiopharmaceuticals,2018,vol.61,#5,p.438-446]

Literature

Title: Stromal cell-derived factor 1α mediates resistance to mTOR-directed therapy in pancreatic cancer.

Journal: Neoplasia (New York, N.Y.) 20120801

Title: Enhancement of the anti-tumor activity of therapeutic monoclonal antibodies by CXCR4 antagonists.

Journal: Leukemia & lymphoma 20120101

Title: CXCR4 antagonism attenuates the cardiorenal consequences of mineralocorticoid excess.

Journal: Circulation. Heart failure 20110901

Title: Imaging CXCR4 expression in human cancer xenografts: evaluation of monocyclam 64Cu-AMD3465.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20110601

Title: Importance of receptor flexibility in binding of cyclam compounds to the chemokine receptor CXCR4.

Journal: Journal of chemical information and modeling 20110124

Title: Synthesis and structure-activity relationships of azamacrocyclic C-X-C chemokine receptor 4 antagonists: analogues containing a single azamacrocyclic ring are potent inhibitors of T-cell tropic (X4) HIV-1 replication.

Journal: Journal of medicinal chemistry 20100211

Title: Pharmacology of AMD3465: a small molecule antagonist of the chemokine receptor CXCR4.

Journal: Biochemical pharmacology 20091015

Title: Targeting the leukemia microenvironment by CXCR4 inhibition overcomes resistance to kinase inhibitors and chemotherapy in AML.

Journal: Blood 20090611

Title: Comparison of the potential multiple binding modes of bicyclam, monocylam, and noncyclam small-molecule CXC chemokine receptor 4 inhibitors.

Journal: Molecular pharmacology 20081201

Title: Molecular mechanism of action of monocyclam versus bicyclam non-peptide antagonists in the CXCR4 chemokine receptor.

Journal: The Journal of biological chemistry 20070914

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

Journal: Virology 20070801

Title: AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor.

Journal: Biochemical pharmacology 20050901

Title: Hatse S, et al. AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor. Biochem Pharmacol. 2005 Sep 1;70(5):752-61.

Title: Yang L, et al. Blocking CXCR4-mediated cyclic AMP suppression inhibits brain tumor growth in vivo. Cancer Res. 2007 Jan 15;67(2):651-8.

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SDS
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