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A5602

Sigma-Aldrich

AMD3100 octahydrochloride hydrate

≥97% (NMR), solid, CXCR4 antagonist

Synonym(s):

1,1′-[1,4-Phenylenebis(methylene)]bis-1,4,8,11-tetraazacyclotetradecane octahydrochloride, JM3100, Plerixafor, SID791

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About This Item

Empirical Formula (Hill Notation):
C28H54N8 · 8HCl · xH2O
CAS Number:
Molecular Weight:
794.47 (anhydrous basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Product Name

AMD3100 octahydrochloride hydrate, ≥97% (NMR), solid

Quality Level

Assay

≥97% (NMR)

form

solid

storage condition

desiccated

solubility

H2O: ≥10 mg/mL, clear

originator

Sanofi Aventis

storage temp.

−20°C

SMILES string

Cl[H].Cl[H].Cl[H].Cl[H].Cl[H].Cl[H].Cl[H].Cl[H].[H]O[H].C1CNCCNCCCN(CCNC1)Cc2ccc(CN3CCCNCCNCCCNCC3)cc2

InChI

1S/C28H54N8.8ClH.H2O/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;1H2

InChI key

GKFHDCZYJHUPEN-UHFFFAOYSA-N

Application

AMD3100 is a highly specific chemokine receptor CXCR4 antagonist. AMD3100 has been used in a study to determine the blockade of CXCR4 in oral squamous cell carcinoma and inhibition of lymph node metastases.

Biochem/physiol Actions

AMD3100 is a highly specific chemokine receptor CXCR4 antagonist.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Sapna Devi et al.
The Journal of experimental medicine, 210(11), 2321-2336 (2013-10-02)
Blood neutrophil homeostasis is essential for successful host defense against invading pathogens. Circulating neutrophil counts are positively regulated by CXCR2 signaling and negatively regulated by the CXCR4-CXCL12 axis. In particular, G-CSF, a known CXCR2 signaler, and plerixafor, a CXCR4 antagonist
Andreas Lundqvist et al.
Journal of immunology (Baltimore, Md. : 1950), 191(12), 6241-6249 (2013-11-19)
Plerixafor (Mozobil) is a CXCR4 antagonist that rapidly mobilizes CD34(+) cells into circulation. Recently, plerixafor has been used as a single agent to mobilize peripheral blood stem cells for allogeneic hematopoietic cell transplantation. Although G-CSF mobilization is known to alter
Christine Feig et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(50), 20212-20217 (2013-11-28)
An autochthonous model of pancreatic ductal adenocarcinoma (PDA) permitted the analysis of why immunotherapy is ineffective in this human disease. Despite finding that PDA-bearing mice had cancer cell-specific CD8(+) T cells, the mice, like human patients with PDA, did not
Kelli P A MacDonald et al.
Journal of immunology (Baltimore, Md. : 1950), 192(7), 3180-3189 (2014-03-04)
The majority of allogeneic stem cell transplants are currently undertaken using G-CSF mobilized peripheral blood stem cells. G-CSF has diverse biological effects on a broad range of cells and IL-10 is a key regulator of many of these effects. Using
David H McDermott et al.
Blood, 123(15), 2308-2316 (2014-02-14)
Warts, hypogammaglobulinemia, infections, and myelokathexis (WHIM) syndrome is a rare immunodeficiency disorder caused by gain-of-function mutations in the G protein-coupled chemokine receptor CXCR4. The CXCR4 antagonist plerixafor, which is approved by the US Food and Drug Administration (FDA) for stem

Questions

1–5 of 5 Questions  
  1. is this pharmaceutical grade for use in vivo? cat A5602-5mg AMD3100

    1 answer
    1. This product is intended for research use only and not suitable for human or veterinary use. This material is not tested for in vivo or in vitro applications. However, there are available publications referencing this compound being used successfully in animal models. Please see the link below to review an example of one such paper:
      https://www.sciencedirect.com/science/article/pii/S2211124719300671?via%3Dihub

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  2. What is the solubility of Product A5602, AMD3100 octahydrochloride hydrate?

    1 answer
    1. AMD3100 octahydrochloride hydrate is soluble in water at 22 mg/ml.

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  3. Can solutions of Product A5602, AMD3100 octahydrochloride hydrate, be stored?

    1 answer
    1. Sigma-Aldrich has not evaluated the solution stability of A5602.  If no information on the solution stability is found from a literature search, we would recommend that that you prepare solutions fresh.

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  4. What biological effects has been reported for Product A5602, AMD3100 octahydrochloride hydrate?

    1 answer
    1. This is a highly specific chemokine receptor CXCR4 antagonist. CXCR4 has been implicated in inflammation, cancer, and HIV infection.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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