MW 410.6 Da, Purity >97%. Potent and selective CXCR4 antagonist. Shows 8-fold greater affinity than AMD 3100 (ab120718). Potent HIV entry inhibitor (IC50 = ~10 nM). Additionally mobilizes stem cells in vivo.
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- Oncotarget 8:2261-22742016The tissue inhibitor of metalloproteinases-1 (TIMP-1) promotes survival and migration of acute myeloid leukemia cells through CD63/PI3K/Akt/p21 signaling.Applications:Unspecified applicationReactive species:Unspecified reactive speciesDorian Forte,Valentina Salvestrini,Giulia Corradi,Lara Rossi,Lucia Catani,Roberto M Lemoli,Michele Cavo,Antonio CurtiPubMed 27903985
- Biochemical pharmacology 78:993-10002009Pharmacology of AMD3465: a small molecule antagonist of the chemokine receptor CXCR4.Applications:Unspecified applicationReactive species:Unspecified reactive speciesVeronique Bodart et. al.PubMed 19540208
- The American journal of pathology 169:424-322006AMD3465, a novel CXCR4 receptor antagonist, abrogates schistosomal antigen-elicited (type-2) pulmonary granuloma formation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesJerry S Hu,Christine M Freeman,Valerie R Stolberg,Bo Chin Chiu,Gary J Bridger,Simon P Fricker,Nicholas W Lukacs,Stephen W ChensuePubMed 16877345
- Biochemical pharmacology 70:752-612005AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSigrid Hatse,Katrien Princen,Erik De Clercq,Mette M Rosenkilde,Thue W Schwartz,Pedro E Hernandez-Abad,Renato T Skerlj,Gary J Bridger,Dominique ScholsPubMed 16011832
Key facts
- CAS number
- 185991-24-6
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 410.6 Da
- Molecular formula
- C24H38N6
- PubChem identifier
- 483559
- Nature
- Synthetic
Alternative names
C-X-C chemokine receptor type 4, CD184, CD184 antigen, CXCR4_HUMAN, Chemokine (C X C motif) receptor 4, Chemokine CXC Motif Receptor 4, D2S201E, FB22, Fusin, HM89, HSY3RR, LCR1, LESTR, Leukocyte-derived seven transmembrane domain receptor, Lipopolysaccharide associated protein 3, NPY3R, NPYR, NPYRL, NPYY3, NPYY3R, Neuropeptide Y receptor Y3, Probable G protein coupled receptor lcr1 homolog, SDF-1 receptor, SEVEN-TRANSMEMBRANE-SEGMENT RECEPTOR, Stromal cell-derived factor 1 receptor, WHIM, WHIMS
Recommended products
MW 410.6 Da, Purity >97%. Potent and selective CXCR4 antagonist. Shows 8-fold greater affinity than AMD 3100 (ab120718). Potent HIV entry inhibitor (IC50 = ~10 nM). Additionally mobilizes stem cells in vivo.
Key facts
- CAS number
- 185991-24-6
- Purity
- > 97%
- Form
- Solid
- Molecular weight
- 410.6 Da
- Molecular formula
- C24H38N6
- PubChem identifier
- 483559
- Nature
- Synthetic
- Solubility
Soluble in water to 50 mM.
Soluble in DMSO to 25 mM.
- Biochemical name
- 2-Pyridinemethanamine, N-((4-(1,4,8,11-tetraazacyclotetradec-1-ylmethyl)phenyl)methyl)-
- Biological description
Potent and selective CXCR4 antagonist. Shows 8-fold greater affinity than AMD 3100 (ab120718). Potent HIV entry inhibitor (IC50 = ~10 nM). Additionally mobilizes stem cells in vivo.
- Canonical SMILES
- C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CNCC3=CC=CC=N3
- InChI
- InChI=1S/C24H38N6/c1-2-13-29-24(5-1)20-28-19-22-6-8-23(9-7-22)21-30-17-4-12-26-15-14-25-10-3-11-27-16-18-30/h1-2,5-9,13,25-28H,3-4,10-12,14-21H2
- InChIKey
- CWJJHESJXJQCJA-UHFFFAOYSA-N
- IUPAC name
- N-(pyridin-2-ylmethyl)-1-[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methanamine
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store under desiccating conditions, The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
CXCR4 also known as C-X-C chemokine receptor type 4 is a G protein-coupled receptor that is involved in signal transduction. It has a molecular weight of approximately 41 kDa. CXCR4 is ubiquitously expressed across various tissues including immune cells like T and B lymphocytes as well as in bone marrow brain and heart. It binds specifically with the ligand CXCL12 also known as stromal cell-derived factor 1 (SDF-1) facilitating responses such as cell migration and proliferation.
- Biological function summary
CXCR4 plays an important role in the immune system hematopoiesis and angiogenesis. It does not function alone and is often part of a larger protein complex where it recruits and activates other G proteins. The receptor mediates chemotactic responses directing cells to sites of inflammation or injury. Its interaction with CXCL12 is critical for maintaining immune surveillance aiding in the movement and positioning of immune cells.
- Pathways
CXCR4 integrates into significant cellular signaling pathways such as the PI3K/AKT pathway and the MAPK pathway. It collaborates closely with signaling proteins like AKT1 and MAPK1 impacting cell survival and growth. These pathways are essential for various cellular functions including cell cycle progression and apoptosis regulation. The cross-talk between CXCR4 and these pathways underlines its influence on cell fate decisions.
- Associated diseases and disorders
CXCR4 is implicated in cancer metastasis and HIV entry into cells. Overexpression of CXCR4 is observed in several cancers contributing to tumor growth and metastasis. The interaction between CXCR4 and CXCL12 facilitates the infiltration and spread of cancer cells. Additionally in HIV CXCR4 serves as a coreceptor along with CD4 allowing the virus to enter and infect host cells. Both cancer and HIV illustrate CXCR4's central role in disease progression and pathogenesis.
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1 product image
Chemical Structure - AMD 3465 hexahydrobromide, CXCR4 antagonist (ab120809)
2D chemical structure image of ab120809, AMD 3465 hexahydrobromide, CXCR4 antagonist
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