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Merck
CN

SML3266

AMD070 hydrochloride

≥98% (HPLC)

Synonym(s):

(S)-N′-((1H-benzo[d]imidazol-2-yl)methyl)-N′-(5,6,7,8-tetrahydroquinolin-8-yl)butane-1,4-diamine hydrochloride, AMD 070 hydrochloride, AMD 11070 hydrochloride, AMD-070 hydrochloride, AMD-11070 hydrochloride, AMD11070 hydrochloride, Mavorixafor, N′-(1H-Benzimidazol-2-ylmethyl)-N′-(S)-5,6,7,8-tetrahydro-quinolin-8-yl-butane-1,4-diamine hydrochloride, X4P-001 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H27N5 · xHCl
Molecular Weight:
349.47 (free base basis)
MDL number:
MFCD23160058
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

NCCCCN([C@@H]1C2=NC=CC=C2CCC1)CC3=NC4=C(C=CC=C4)N3.Cl

InChI

1S/C21H27N5.ClH/c22-12-3-4-14-26(15-20-24-17-9-1-2-10-18(17)25-20)19-11-5-7-16-8-6-13-23-21(16)19;/h1-2,6,8-10,13,19H,3-5,7,11-12,14-15,22H2,(H,24,25);1H/t19-;/m0./s1

InChI key

DBNMEMJSDAAGNZ-FYZYNONXSA-N

Biochem/physiol Actions

AMD070 (AMD11070) is an orally active, reversible and selective CXCR4 (CD184, fusin) antagonist (IC50 = 13 nM against 100 pM 125I-SDF-1α for binding human CD+/CXCR4+ CEM-CCRF cells) that inhibits HIV-1 replication in cultures (IC50/host cells = 2 nM/MT-4 and 26 nM/PBMCs; T-tropic HIV-1NL4.3 strain) with no host cytotoxicity even at concentrations above 23 μM.
Orally active, reversible and selective CXCR4 (CD184, fusin) antagonist that inhibits HIV-1 replication in host cell cultures.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000176054
0000176055
0000176055
0000176054

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Renato T Skerlj et al.
Journal of medicinal chemistry, 53(8), 3376-3388 (2010-03-20)
The redesign of azamacrocyclic CXCR4 chemokine receptor antagonists resulted in the discovery of novel, small molecule, orally bioavailable compounds that retained T-tropic (CXCR4 using, X4) anti-HIV-1 activity. A structure-activity relationship (SAR) was determined on the basis of the inhibition of
Ju Wang et al.
Translational neurodegeneration, 10(1), 12-12 (2021-04-02)
Currently, there is no cure for Alzheimer's disease (AD). Therapeutics that can modify the early stage of AD are urgently needed. Recent studies have shown that the pathogenesis of AD is closely regulated by an endo/lysosomal asparaginyl endopeptidase (AEP). Inhibition
Guiqin Chen et al.
Science advances, 7(16) (2021-04-18)
Netrin-1, a family member of laminin-related secreted proteins, mediates axon guidance and cell migration during neural development. T835M mutation in netrin receptor UNC5C predisposes to the late-onset Alzheimer's disease (AD) and increases neuronal cell death. However, it remains unclear how

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