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Submit ReviewAMD 3100 octahydrochloride
Description: Highly selective CXCR4 antagonist
Alternative Names: JM 3100,Plerixafor
Chemical Name: 1,1'-[1,4-Phenylenebis-(methylene)]-bis-(1,4,8,11-tetraazacyclotetradecane) octahydrochloride
Biological Activity for AMD 3100 octahydrochloride
AMD 3100 octahydrochloride is a highly selective CXCR4 chemokine receptor antagonist (IC50 values are 0.02 - 0.13 and > 25 μM for CXCR4 and most other chemokine receptors, respectively). Also CXCR7 allosteric agonist. Switches inflammatory responses from Th2 to Th1 type and reduces airway hyperresponsiveness in a mouse model of asthma. Potently inhibits HIV-1 and HIV-2 replication in vitro (EC50 = 4 - 35 nM) and mobilizes hematopoietic stem cells in vivo. Attenuates cocaine place preference and locomotor stimulation in rats. Attenuates microglial activation neurological function after ischemic stroke in mice. Inhibits tumor cell migration and proliferation in vitro and in vivo in a range of cancers.
Technical Data for AMD 3100 octahydrochloride
| M. Wt | 794.48 |
| Formula | C28H54N8.8HCl |
| Storage | Store at -20°C |
| CAS Number | 155148-31-5 |
| PubChem ID | 65014 |
| InChI Key | UEUPDYPUTTUXLJ-UHFFFAOYSA-N |
| Smiles | C1(CN3CCCNCCNCCCNCC3)=CC=C(CN2CCCNCCNCCCNCC2)C=C1.Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for AMD 3100 octahydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 79.45 | 100 |
Preparing Stock Solutions for AMD 3100 octahydrochloride
The following data is based on the product molecular weight 794.48. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.26 mL | 6.29 mL | 12.59 mL |
| 5 mM | 0.25 mL | 1.26 mL | 2.52 mL |
| 10 mM | 0.13 mL | 0.63 mL | 1.26 mL |
| 50 mM | 0.03 mL | 0.13 mL | 0.25 mL |
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Product Datasheets for AMD 3100 octahydrochloride
References for AMD 3100 octahydrochloride
References are publications that support the biological activity of the product.
Bridger et al (1995) Synthesis and structure-activity relationships of phenylenebis(methylene)-linked bis-tetraazamacrocycles that inhibits HIV replication. Effects of macrocyclic ring size and substituents on the aromatic linker. J.Med.Chem. 38 366 PMID: 7830280
Hogaboam et al (2005) The therapeutic potential in targeting CCR5 and CXCR4 receptors in infectious and allergic pulmonary disease. Pharmacol.Ther. 107 314 PMID: 16009428
Hatse et al (2002) Chemokine receptor inhibition by AMD3100 is strictly confined to CXCR4. FEBS Letts. 527 255 PMID: 12220670
Paganessi et al (2011) Effective mobilization of hematopoietic progenitor cells in G-CSF mobilization defective CD26-/- mice through AMD3100-induced disruption of the CXCL12-CXCR4 axis. Exp.Hematol. 39 384 PMID: 21168468
Kim et al (2017) Chemokines and cocaine: CXCR4 receptor antagonist AMD3100 attenuates cocaine place preference and locomotor stimulation in rats. Brain Behav.Immun. 62 30 PMID: 27575003
Wu et al (2017) A novel CXCR4 antagonist CX549 induces neuroprotection in stroke brain. Cell.Transplant. 26 571 PMID: 27938478
Burger and Peled et al (2009) CXCR4 antagonists: targeting the microenvironment in leukemia and other cancers. Leukemia 23 43 PMID: 18987663
Kalatskaya et al (2009) MD3100 Is a CXCR7 ligand with allosteric agonist properties. Mol.Pharmacol, 75 1240 PMID: 19255243
If you know of a relevant reference for AMD 3100 octahydrochloride, please let us know.
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16 Citations for AMD 3100 octahydrochloride
Citations are publications that use Tocris products. Selected citations for AMD 3100 octahydrochloride include:
Zhang et al (2013) Selection of bone metastasis seeds by mesenchymal signals in the primary tumor stroma. Neoplasia 154 1060 PMID: 23993096
Chigaev et al (2011) Discovery of very late antigen-4 (VLA-4, alpha4beta1 integrin) allosteric antagonists. J Biol Chem 286 5455 PMID: 21131351
Ahmed et al (2017) Agarose Spot as a Comparative Method for in situ Analysis of Simultaneous Chemotactic Responses to Multiple Chemokines. Sci Rep 7 1075 PMID: 28432337
Sakitani (2017) CXCR4-expressing Mist1 + progenitors in the gastric antrum contribute to gastric cancer development. Oncotarget 8 111012 PMID: 29340033
Kouzoukas et al (2015) Macrophage Migration Inhibitory Factor Mediates PAR-Induced Bladder Pain. PLoS One 10 e0127628 PMID: 26020638
Casanova-Acebes et al (2013) Rhythmic modulation of the hematopoietic niche through neutrophil clearance. Cell 153 1025 PMID: 23706740
Griffiths (2018) Anti-fibrotic effects of CXCR4-targeting i-body AD-114 in preclinical models of pulmonary fibrosis. Sci Rep 8 3212 PMID: 29453386
He et al (2018) Circadian Expression of Migratory Factors Establishes Lineage-Specific Signatures that Guide the Homing of Leukocyte Subsets to Tissues. Immunity 49 1175 PMID: 30527911
Chu et al (2015) CXCR4 Antagonism Attenuates the Development of Diabetic Cardiac Fibrosis. Neoplasia 10 e0133616 PMID: 26214690
Cavnar et al (2015) Modeling selective elimination of quiescent cancer cells from bone marrow. Cell 17 625 PMID: 26408255
Beck et al (2014) CXCR4 and a cell-extrinsic mechanism control immature B lymphocyte egress from bone marrow. J Exp Med 211 2567 PMID: 25403444
Mycko et al (2014) Brain glycolipids suppress T helper cells and inhibit autoimmune demyelination. J Neurosci 34 8646 PMID: 24948818
Farkas et al (2014) CXCR4 inhibition ameliorates severe obliterative pulmonary hypertension and accumulation of C-kit+ cells in rats. PLoS One 9 e89810 PMID: 24587052
Arjunan et al (2018) Oral Pathobiont Activates Anti-Apoptotic Pathway, Promoting both Immune Suppression and Oncogenic Cell Proliferation. Sci Rep 8 16607 PMID: 30413788
Ray et al (2011) Noninvasive imaging reveals inhibition of ovarian cancer by targeting CXCL12-CXCR4. Am J Pathol 13 1152 PMID: 22241961
Laschke et al (2011) Endothelial progenitor cells contribute to the vascularization of endometriotic lesions. Development 178 442 PMID: 21224081
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