Home >> Research Area >>Others>>FLAP>> AM679

AM679

FLAP inhibitor CAS# 1206880-66-1

AM679

Catalog No. BCC1354----Order now to get a substantial discount!

Product Name & Size Price Stock
AM679: 5mg $288 In Stock
AM679: 10mg Please Inquire In Stock
AM679: 20mg Please Inquire Please Inquire
AM679: 50mg Please Inquire Please Inquire
AM679: 100mg Please Inquire Please Inquire
AM679: 200mg Please Inquire Please Inquire
AM679: 500mg Please Inquire Please Inquire
AM679: 1000mg Please Inquire Please Inquire
Related Products
  • BAY-X 1005

    Catalog No.:BCC6038
    CAS No.:128253-31-6
  • MK-0591

    Catalog No.:BCC1753
    CAS No.:136668-42-3
  • MK591

    Catalog No.:BCC1766
    CAS No.:147030-01-1

Quality Control of AM679

Number of papers citing our products

Chemical structure

AM679

3D structure

Chemical Properties of AM679

Cas No. 1206880-66-1 SDF Download SDF
PubChem ID 44627267 Appearance Powder
Formula C40H44N4O5S M.Wt 692.87
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : ≥ 100 mg/mL (144.33 mM)
H2O : < 0.1 mg/mL (insoluble)
*"≥" means soluble, but saturation unknown.
Chemical Name 3-[5-[[(2S)-1-acetyl-2,3-dihydroindol-2-yl]methoxy]-3-tert-butylsulfanyl-1-[[4-(5-methoxypyrimidin-2-yl)phenyl]methyl]indol-2-yl]-2,2-dimethylpropanoic acid
SMILES CC(=O)N1C(CC2=CC=CC=C21)COC3=CC4=C(C=C3)N(C(=C4SC(C)(C)C)CC(C)(C)C(=O)O)CC5=CC=C(C=C5)C6=NC=C(C=N6)OC
Standard InChIKey VYXWHVDEWWHDLH-LJAQVGFWSA-N
Standard InChI InChI=1S/C40H44N4O5S/c1-25(45)44-29(18-28-10-8-9-11-33(28)44)24-49-30-16-17-34-32(19-30)36(50-39(2,3)4)35(20-40(5,6)38(46)47)43(34)23-26-12-14-27(15-13-26)37-41-21-31(48-7)22-42-37/h8-17,19,21-22,29H,18,20,23-24H2,1-7H3,(H,46,47)/t29-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of AM679

DescriptionAM679 is a selective inhibitor of 5-Lipoxygenase-activating protein (FLAP).
TargetsFLAP    

AM679 Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

AM679 Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of AM679

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4433 mL 7.2164 mL 14.4327 mL 28.8654 mL 36.0818 mL
5 mM 0.2887 mL 1.4433 mL 2.8865 mL 5.7731 mL 7.2164 mL
10 mM 0.1443 mL 0.7216 mL 1.4433 mL 2.8865 mL 3.6082 mL
50 mM 0.0289 mL 0.1443 mL 0.2887 mL 0.5773 mL 0.7216 mL
100 mM 0.0144 mL 0.0722 mL 0.1443 mL 0.2887 mL 0.3608 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University

Background on AM679

AM679 is a topically applied and potent 5-lipoxygenase-activating protein (FLAP) inhibitor with an IC50 value of 2.2 nM [1] [2].

FLAP and 5-lipoxygenase (5-LO) together convert membrane-derived arachidonic acid to the pro-inflammatory mediator leukotriene epoxide LTA4. LTA4 is hence rapidly converted into either LTB4 by LTA4 hydrolase or LTC4 by LTC4 synthase [2].

Incubation with AM679 for an extended time period (5 h) increased the potency of human blood against LTB4 production with an IC50 value of 53 nM. This time-dependent increase also happened with an IC50 value of 9 nM in rat blood incubated with AM679 for 4 h [2].

Cysteinyl leukotrienes (CysLTs) are known as promoters of inflammation and allergy. Mouse eye infected by RSV began to show increased ocular CysLTs 4 days after infection. AM679 decreased the peak 6- to 8-day of ocular CysLTs by more than 90%. By day 10, concentrations of CysLT for both AM679-treated mouse eyes and control had almost returned to the baseline. A strong correlation between RSV and IL-4 mRNA had been found for human allergic conjunctivitis. 6 days after RSV infection, IL-4 mRNA concentrations were significantly elevated in RSV-infected mouse eyes. Around 14 days, IL-4 mRNA concentrations were hence gradually decreased to near baseline. AM679 could inhibit more than 80% of the IL-4 increase resulted from RSV infection [1].

References:
[1].  Alla Musiyenko, Lucia Correa, Nicholas Stock, et al. A Novel 5-Lipoxygenase-Activating Protein Inhibitor, AM679, Reduces Inflammation in the Respiratory Syncytial Virus-Infected Mouse Eye. Clinical and Vaccine Immunology, 2009, 16(11):1654-1659.
[2].  Nicholas Stock, Christopher Baccei, Gretchen Bain, et al. 5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-
1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5-methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)—A potent FLAP inhibitor.  Bioorganic & Medicinal Chemistry Letters, 2010, 20:213-217.

Featured Products
New Products
 

References on AM679

5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5 -methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)--a potent FLAP inhibitor.[Pubmed:19914828]

Bioorg Med Chem Lett. 2010 Jan 1;20(1):213-7.

A series of potent 5-lipoxygenase-activating protein (FLAP) inhibitors are herein described. SAR studies focused on the discovery of novel alicyclic moieties appended to an indole core to optimize potency, physical properties and off-target activities. Subsequent SAR on the N-benzyl substituent of the indole led to the discovery of compound 39 (AM679) which showed potent inhibition of leukotrienes in human blood and in a rodent bronchoalvelolar lavage (BAL) challenge model.

Identification of two cannabimimetic compounds WIN48098 and AM679 in illegal products.[Pubmed:23937936]

Sci Justice. 2013 Sep;53(3):286-92.

Two synthetic cannabinoids have been identified, during a survey, as new adulterants; they might have been intended to be used as ingredients for smart drugs. The characterization of these compounds has been made by gas chromatography-mass spectrometry (GC-MS), Orbitrap high resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR), leading to the identification of WIN48098, a compound disclosed as a new adulterant in herbal and powder products, and AM679, identified in Italy for the first time. Taking into account the high number of synthetic cannabinoids seized during the last year in Italy, how quickly they appear on the illegal market and the rapidity required for analytical results, a method was developed for the simultaneous quantitation of several synthetic cannabinoids, using gas chromatography-flame ionization detection (GC-FID).

A novel 5-lipoxygenase-activating protein inhibitor, AM679, reduces inflammation in the respiratory syncytial virus-infected mouse eye.[Pubmed:19759251]

Clin Vaccine Immunol. 2009 Nov;16(11):1654-9.

Respiratory syncytial virus (RSV) is an important cause of viral respiratory disease in children, and RSV bronchiolitis has been associated with the development of asthma in childhood. RSV spreads from the eye and nose to the human respiratory tract. Correlative studies of humans and direct infection studies of BALB/c mice have established the eye as a significant pathway of entry of RSV to the lung. At the same time, RSV infection of the eye produces symptoms resembling allergic conjunctivitis. Cysteinyl leukotrienes (CysLTs) are known promoters of allergy and inflammation, and the first step in their biogenesis from arachidonic acid is catalyzed by 5-lipoxygenase (5-LO) in concert with the 5-LO-activating protein (FLAP). We have recently developed a novel compound, AM679, which is a topically applied and potent inhibitor of FLAP. Here we show with the BALB/c mouse eye RSV infection model that AM679 markedly reduced the RSV-driven ocular pathology as well as the synthesis of CysLTs in the eye. In addition, AM679 decreased the production of the Th2 cell cytokine interleukin-4 but did not increase the viral load in the eye or the lung. These results suggest that FLAP inhibitors may be therapeutic for RSV-driven eye disease and possibly other inflammatory eye indications.

Description

AM679 is a potent and selective FLAP inhibitor with IC50s of 2.2 nM/0.6 nM/154 nM for FLAP binding/hLA/hWB respectively.

Keywords:

AM679,1206880-66-1,Natural Products,FLAP, buy AM679 , AM679 supplier , purchase AM679 , AM679 cost , AM679 manufacturer , order AM679 , high purity AM679

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: