Plerixafor octahydrochlorideProduct ingredient for Plerixafor
- Name
- Plerixafor octahydrochloride
- Drug Entry
- Plerixafor
Plerixafor is a small-molecule inhibitor of C-X-C chemokine receptor type 4 (CXCR4) that acts as a hematopoietic stem cell mobilizer.5,9 It is used to stimulate the release of stem cells from the bone marrow into the blood in patients with non-Hodgkin's lymphoma (NHL) and multiple myeloma to stimulate their immune system. These stem cells are then collected and used in autologous stem cell transplantation to replace blood-forming cells destroyed by chemotherapy.6,9
As an inhibitor of CXCR4, plerixafor blocks the binding of its ligand, stromal cell-derived factor-1-alpha (SDF-1α). Since CXCR4 and SDF-1α are involved in the trafficking and homing of CD34+ cells to the marrow compartment, blocking this interaction leads to an increase in CD34+ cell circulating levels.5 Compared to placebo with G-CSF, the plerixafor and G-CSF mobilization regimen has a higher probability of achieving the optimal CD34+ cell target for tandem transplantation in fewer apheresis procedures.3
Plerixafor has orphan drug status in the United States and European Union and was approved by the US Food and Drug Administration on December 15, 2008.5,9
- Accession Number
- DBSALT002325
- Structure
Structure for Plerixafor octahydrochloride (DBSALT002325)
- Synonyms
- Plerixafor hydrochloride
- External IDs
- AMD 3100 / AMD-3100 / JM 3100 / JM-3100 / SID 791
- UNII
- OD49913540
- CAS Number
- 155148-31-5
- Weight
- Average: 794.46
Monoisotopic: 790.2605656 - Chemical Formula
- C28H62Cl8N8
- InChI Key
- UEUPDYPUTTUXLJ-UHFFFAOYSA-N
- InChI
- InChI=1S/C28H54N8.8ClH/c1-9-29-15-17-31-13-3-21-35(23-19-33-11-1)25-27-5-7-28(8-6-27)26-36-22-4-14-32-18-16-30-10-2-12-34-20-24-36;;;;;;;;/h5-8,29-34H,1-4,9-26H2;8*1H
- IUPAC Name
- 1-({4-[(1,4,8,11-tetraazacyclotetradecan-1-yl)methyl]phenyl}methyl)-1,4,8,11-tetraazacyclotetradecane octahydrochloride
- SMILES
- Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl.C(N1CCCNCCNCCCNCC1)C1=CC=C(CN2CCCNCCNCCCNCC2)C=C1
- External Links
- ChemSpider
- 58530
- ChEMBL
- CHEMBL2311028
- Predicted Properties
Property Value Source Water Solubility 0.0472 mg/mL ALOGPS logP 0.62 ALOGPS logP -0.43 Chemaxon logS -4 ALOGPS pKa (Strongest Basic) 10.23 Chemaxon Physiological Charge 4 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 6 Chemaxon Polar Surface Area 78.66 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 155.01 m3·mol-1 Chemaxon Polarizability 60.81 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon