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A5602

Sigma-Aldrich

AMD3100 octahydrochloride hydrate

≥97% (NMR), solid

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Synonym(s):
1,1′-[1,4-Phenylenebis(methylene)]bis-1,4,8,11-tetraazacyclotetradecane octahydrochloride, JM3100, Plerixafor, SID791
Empirical Formula (Hill Notation):
C28H54N8 · 8HCl · xH2O
CAS Number:
155148-31-5
Molecular Weight:
794.47 (anhydrous basis)
UNSPSC Code:
51111800
PubChem Substance ID:
24724394
NACRES:
NA.77

Quality Level

100

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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

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

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

    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.

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

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

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
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
Patricia Balsas et al.
Blood, 130(4), 501-513 (2017-05-24)
SOX11 overexpression in mantle cell lymphoma (MCL) has been associated with more aggressive behavior and worse outcome. However, SOX11 oncogenic pathways driving MCL tumor progression are poorly understood. Here, we demonstrate that SOX11 binds to regulatory regions of 2 important
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