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AMD 3465 (hexahydrobromide)

CAT: 0804-HY-15971-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15971-01Size:5 mg
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Description
AMD 3465 hexahydrobromide (GENZ-644494 hexahydrobromide) is a potent antagonist of CXCR4, inhibits binding of 12G5 mAb and CXCL12AF647 to CXCR4, with IC50s of 0.75 nM and 18 nM in SupT1 cells; AMD 3465 also potently inhibits the replication of X4 HIV strains (IC50: 1-10 nM), but has no effect on CCR5-using (R5) viruses.
CAS Number
185991-07-5
Product Name Alternative
GENZ-644494 (hexahydrobromide)
UNSPSC
12352005
Target
CXCR; HIV
Type
Reference compound
Related Pathways
Anti-infection; GPCR/G Protein; Immunology/Inflammation
Applications
COVID-19-anti-virus
Field of Research
Infection; Endocrinology
Assay Protocol
https://www.medchemexpress.com/AMD-3465-hexahydrobromide.html
Purity
98.0
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : ≥ 38 mg/mL
Smiles
[H]Br.[H]Br.[H]Br.[H]Br.[H]Br.[H]Br.C1(CNCC2=CC=C(CN3CCNCCCNCCNCCC3)C=C2)=NC=CC=C1
Molecular Formula
C24H44Br6N6
Molecular Weight
896.07
References & Citations
[1]Hatse S, et al. AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor. Biochem Pharmacol. 2005 Sep 1;70 (5) :752-61.|[2]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.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
CXCR4; HIV-1; HIV-2
Citation 01
Biomed Pharmacother. 2021 Jun:138:111476.|Immunity. 2025 Aug 12:S1074-7613 (25) 00314-0.|J Labelled Comp Radiopharm. 2018 May 15;61 (5) :438-446. |Patent. US20180263995A1.|Br J Haematol. 2023 May;201 (3) :459-469.

Chemical Information

AMD 3465 hexahydrobromide
CAS Number185991-07-5
PubChem CID9897616
IUPAC NameN-(pyridin-2-ylmethyl)-1-[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methanamine;hexahydrobromide
Molecular FormulaC24H44Br6N6
Molecular Weight896.1
Topological Polar Surface Area64.3
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Heavy Atom Count36
Formal Charge0
Complexity413
SMILES
C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CNCC3=CC=CC=N3.Br.Br.Br.Br.Br.Br
InChI
InChI=1S/C24H38N6.6BrH/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;6*1H
InChIKey
ARHBIBDGWDRBJH-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of AMD 3465 hexahydrobromide
CAS: 185991-07-5
CID: 9897616
Formula: C24H44Br6N6
MW: 896.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight896.1
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass895.86662
Monoisotopic Mass889.87277
Topological Polar Surface Area64.3 Ų
Heavy Atom Count36
Formal Charge0
Complexity413
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count7
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
B3397-25AMD 3465 hexahydrobromide
bs-6432C-01AMD-3465 hexahydrobromide
A11953-25AMD 3465 Hexahydrobromide 25mg
A11953-5AMD 3465 Hexahydrobromide 5mg
A11953-50AMD 3465 Hexahydrobromide 50mg
A11953-10AMD 3465 Hexahydrobromide 10mg
A11953-200AMD 3465 Hexahydrobromide 200mg
A11953-100AMD 3465 Hexahydrobromide 100mg
A11953-10mM-DAMD 3465 Hexahydrobromide 10mM * 1mL in DMSO
KHA99107-01AMD 3465

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