ChemicalBook >> CAS DataBase List >>Plerixafor 8HCl (AMD3100 8HCl)

Plerixafor 8HCl (AMD3100 8HCl)

CAS No.
155148-31-5
Chemical Name:
Plerixafor 8HCl (AMD3100 8HCl)
Synonyms
JM3100;SID791;CS-907;AMD3100;Bicyclam;BISCYCLAM;AMD3100 HCl;SID791 8HCl;JM 3100 8HCl;AMD3100 8HCl
CBNumber:
CB9453984
Molecular Formula:
C28H54N8
Molecular Weight:
502.78
MDL Number:
MFCD04974488
MOL File:
155148-31-5.mol
MSDS File:
SDS
Last updated:2024-04-16 18:29:06

Plerixafor 8HCl (AMD3100 8HCl) Properties

Melting point 188 - 193°C (dec.)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility H2O: ≥10 mg/mL, clear
form solid
color White
Water Solubility Soluble in water (100mM)
Stability Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 2 months.
EWG's Food Scores 1
NCI Dictionary of Cancer Terms AMD 3100
FDA UNII OD49913540

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS02
Signal word  Danger
Hazard statements  H314-H226
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
Safety Statements  22-24/25
WGK Germany  3

Plerixafor 8HCl (AMD3100 8HCl) price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 239825 InSolution? CXCR4 Antagonist I, AMD3100 155148-31-5 15mg $225 2024-03-01 Buy
Sigma-Aldrich 239820 CXCR4 Antagonist I, AMD3100 155148-31-5 5mg $142 2024-03-01 Buy
Cayman Chemical 10011332 Plerixafor (hydrochloride hydrate) ≥98% 155148-31-5 1mg $18 2024-03-01 Buy
Cayman Chemical 10011332 Plerixafor (hydrochloride hydrate) ≥98% 155148-31-5 5mg $73 2024-03-01 Buy
Sigma-Aldrich A5602 AMD3100 octahydrochloride hydrate ≥97% (NMR), solid 155148-31-5 5mg $123 2024-03-01 Buy
Product number Packaging Price Buy
239825 15mg $225 Buy
239820 5mg $142 Buy
10011332 1mg $18 Buy
10011332 5mg $73 Buy
A5602 5mg $123 Buy

Plerixafor 8HCl (AMD3100 8HCl) Chemical Properties,Uses,Production

Description

Plerixafor (155148-31-5) is a highly selective CXCR4 antagonist (IC50 = 20-130 nM).1,2 Originally investigated as an HIV replication inhibitor.3 Plerixafor has been investigated for the treatment autoimmune diseases and various cancers.4 Clinically useful for the mobilization of hematopoietic stem cells in the treatment of blood cancers.

Uses

Plerixafor Hydrochloride (1:8), is an immunostimulant used to mobilize hematopoietic stem cells in cancer patients. It is a hematopoietic stem cell (HSC) mobilizer that inhibits the CXCR4 chemokine receptor and blocks binding of its ligand, stromal cell-derived factor-1-α (SDF-1-α).

Uses

A specific CXCR4 antagonist.

Uses

Plerixafor 8HCl (AMD3100 8HCl) is the hydrochloride of Plerixafor, a chemokine receptor antagonist for CXCR4 and CXCL12-mediated chemotaxis with IC50 of 44 nM and 5.7 nM, respectively - See more at: http://www.selleckchem.com/products/plerixafor-8hcl-db06

General Description

A symmetrical bicyclam compound that antagonizes CXCL12 (SDF1) binding to CXCR4 (IC50 = 108 and 245 nM using rat and human CXCR4, respectively) and inhibits SDF1-induced Ca2+ flux (by 100% at 100 ng/ml in SUP-T1 and THP-1 cultures) as well as CXCR4-, but not CCR5-, mediated HIV infection (IC50 ≤200 nM), while enhancing the binding of SDF1 to CXCR7 (by ~60% at 1 mM with CXCR7-expressing HEK293T cells) and SDF1-induced β-arrestin recruitment to CXCR7 (EC50 = 6.48 and 11.8 nM, in the presence and absence of 10 μM AMD3100, respectively). Administration AMD3100 via intravenous infusion is also reported to result in hematopoietic stem cell mobilization in humans, dogs, and mice in vivo. Exhibits no inhibitory effects against chemokine-induced signaling via CXCR1/2/3 or CCR1/2/3/4/5/6/7/8/9.

Biological Activity

Highly selective CXCR4 chemokine receptor antagonist (IC 50 values are 0.02 - 0.13 and > 25 μ M for CXCR4 and all other chemokine receptors respectively). Switches inflammatory responses from Th2 to Th1 type and reduces airway hyperresponsiveness in a mouse model of asthma. Potently inhibits HIV-1 and HIV-2 replication in vitro (EC 50 = 4 - 35 nM) and mobilizes hematopoietic stem cells in vivo .

Biochem/physiol Actions

Cell permeable: yes

Clinical Use

Plerixafor hydrochloride, a chemokine CXCR4 (SDF-1) antagonist, was launched by Genzyme for the treatment of enhancing mobilization of hematopoietic stem cells for autologous transplantation in patients with lymphoma and enhancing mobilization of hematopoietic stem cells for transplantation in patients with multiple myeloma. Being a CXCR4 antagonist, a specific cellular chemokine receptor, plerixafor triggers the rapid movement of stem cells out of the bone marrow and into circulating blood where the stem cells can be collected for use in stem cell transplants. Regarding its use for cardiac applications, some clinical data suggests that the presence of stem cells circulating in the bloodstream or directly injected into the hearts of patients who have suffered a heart attack may result in improved cardiac function.

Synthesis

A concise one-pot synthesis was achieved by a rather novel nitrogen protecting strategy. Tetraazacyclotetradecane 88 was protected as its phosphorotriamide 89 by reaction with POCl3 and Et3N in hot DMF. Without isolation, compound 89 was bis-alkylated with dibromide 90 in the presence of sodium carbonate in refluxing DMF overnight to give bis-phosphoramide 91. The crude dimeric bis-phosphoramide was hydrolyzed with 3 M HCl to afford plerixafor hydrochloride (XV) in 62¨C68% yield.

Synthesis_155148-31-5

storage

-20°C (desiccate)

References

1) Donzella, et al. (1998), AMD3100, A Small Molecule Inhibitor of HIV-1 Entry via the CXCR4 Co-Receptor; Nat. Med. 4 72 2) Hatse et al. (2002), Chemokine Receptor Inhibition by AMD3100 Is Strictly Confined to CXCR4; FEBS Lett. 527 255 3) Bridger et al. (1995), Synthesis and Structure-Activity Relationships of Phenylenebis(methylene)-linked Bis-Tetraazamacrocycles That Inhibit HIV Replication. Effects of Macrocyclic Ring Size and Substituents on the aromatic Linker; J. Med. Chem. 38 366 4) Wang et al. (2020), CXCR4 antagonist AMD3100 (plerixafor): from an impurity to a therapeutic agent; Pharmacol. Res. 159 105010

Plerixafor 8HCl (AMD3100 8HCl) Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 188)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12453 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 7377 58
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8822 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Zhengzhou Alfa Chemical Co.,Ltd
+8618530059196 sale04@alfachem.cn China 12431 58
Shandong Hengshannuode Pharmaceutical Technology Co., Ltd.
+8615065888978 admin@hsnordpharma.com China 92 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

View Lastest Price from Plerixafor 8HCl (AMD3100 8HCl) manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Plerixafor 8HCl (AMD3100 8HCl) pictures 2024-04-16 Plerixafor 8HCl (AMD3100 8HCl)
155148-31-5
US $3.00-1.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Plerixafor 8HCl (AMD3100 8HCl) pictures 2023-08-02 Plerixafor 8HCl (AMD3100 8HCl)
155148-31-5
US $50.00 / kg 1kg 99.9% 10000MT Henan Bao Enluo International TradeCo.,LTD
Plerixafor 8HCl (AMD3100 8HCl) pictures 2023-07-01 Plerixafor 8HCl (AMD3100 8HCl)
155148-31-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
SID791 AMD3100 BISCYCLAM JM3100 AMD3100 OCTAHYDROCHLORIDE HYDRATE ANHYDROUS amd3100 octahydrochloride hydrate 1,1'-[1,4-Phenylenebis-(methylene)]-bis-(1,4,8,11-tetraazacyclotetradecane) octahydrochloride, min. 95 % (NMR) AMD3100 hydrate octahydrochloride JM3100, SID791, 1,1μ-[1,4-Phenylenebis(methylene)]bis-1,4,8,11-tetraazacyclotetradecane octahydrochloride 1,1'-[1,4-Phenylenebis(methylene)]bis[1,4,8,11-tetraazacyclotetradecane] 1,1'-[1,4-PHENYLENEBIS(METHYLENE)]BIS-1,4,8,11-TETRAAZACYCLOTETRADECANE OCTAHYDROCHLORIDE 1,4,8,11-Tetraazacyclotetradecane, 1,1'-(1,4-phenylenebis(methylene))bis-, octahydrochloride Bicyclam Plerixafor hydrochloride Plerixafor hcl Plerixafor (hydrochloride hydrate) Plerixafor HCL(JM 3100) Plerixafor 8HCl (DB06809) Plerixafor (octahydrochloride) Plerixafor 8HCl (AMD3100 8HCl) Plerixafor(SynonyM: AMD3100 octahydrochloride hydrate) 1,4,8,11-Tetraazacyclotetradecane, 1,1'-[1,4-phenylenebis(methylene)]bis-, hydrochloride (1:8) JM 3100 8HCl AMD 3100 octahydrochloride(8HCl) AMD 3100 octahydrochloride, >=98% Plerixafor 8HCl 1,1'-[1,4-Phenylenebis-(methylene)]-bis-(1,4,8,11-tetraazacyclotetradecane) octahydrochloride hydrate AMD3100 HCl JM3100 octahydrochloride SID791 octahydrochloride InSolution? CXCR4 Antagonist I, AMD3100 CXCR4 Antagonist I, AMD3100 AMD3100 OCTAHYDROCHLORIDE AMD3100 OCTAHYDROCHLORIDE;AMD-3100; AMD 3100 CS-907 1,1'-[1,4-Phenylenebis(methylene)]bis[1,4,8,11-tetraazacyclotetradecane] hydrochloride (1:8) InSolution CXCR4 Antagonist I, AMD3100 - CAS 155148-31-5 - Calbiochem CXCR4 Antagonist I, AMD3100 - CAS 155148-31-5 - Calbiochem Plerixafor-d8 8HCl AMD3100 8HCl Plerixafor Hydrochloride (1:8) 1,4-Bis[(1,4,8,11-tetraazacyclotetradecan-1-yl)methyl]benzene Octahydrochloride Plerixafor 8HCl (AMD3100 8HCl) USP/EP/BP Plerixafor hydrochloride salt AMD 3100 octahydroch Plerixafor 8HCl (AMD3100) 1,1'-[1,4-Phenylenebis(methylene)]bis[1,4,8,11-tetraazacyclo... 1-[[4-(1,4,8,11-Tetrazacyclotetradec-1-ylmethyl)phenyl]methyl]-1,4,8,11-tetrazacyclotetradecaneoctahydrochloride Plerixafor 13C6 Hydrochloride Plerixafore 8HCl Plerixafor (AMD3100) 8HCl SID791 8HCl 155148-31-5 C28H54N8 C28H54N88HClxH2O C28H54N88HCl C28H62Cl8N8 Cell Signaling and Neuroscience