Skip to Content
Merck
CN

W1020

W146 hydrate

≥98% (HPLC)

Synonym(s):

ML056, R-3-amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid hydrate, [(3R)-3-amino-4-[(3-hexylphenyl)amino]-4-oxobutyl]-phosphonic acid

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C16H27N2O4P · xH2O
CAS Number:
909725-61-7
Molecular Weight:
342.37 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329830425
UNSPSC Code:
12352211
MDL number:
MFCD16875441
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

W146 hydrate, ≥98% (HPLC)

InChI key

DQKSZHVSROOTFY-XFULWGLBSA-N

SMILES string

O.CCCCCCc1cccc(NC(=O)[C@H](N)CCP(O)(O)=O)c1

InChI

1S/C16H27N2O4P.H2O/c1-2-3-4-5-7-13-8-6-9-14(12-13)18-16(19)15(17)10-11-23(20,21)22;/h6,8-9,12,15H,2-5,7,10-11,17H2,1H3,(H,18,19)(H2,20,21,22);1H2/t15-;/m1./s1

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

methanol: soluble (with 0.1% TFA)

originator

Novartis

storage temp.

2-8°C

Quality Level

100

Application

W146 hydrate has been used to assess vascular permeability in mice.

Biochem/physiol Actions

Potent S1P(1) competitive antagonist; Ki = 10-77 nM.

Features and Benefits

This compound is featured on the Lysophospholipid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

W146 hydrate functions as an orthosteric antagonist. It is associated with blood lymphopenia and lung edema in mice.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000214818
0000214818
010M4611V
0000049354
0000049353

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Sphingosine-1-Phosphate Signaling in Immunology and Infectious Diseases (2014)
Shahzad Nawaz Syed et al.
International journal of molecular sciences, 21(13) (2020-07-08)
Recent studies suggested an important contribution of sphingosine-1-phospate (S1P) signaling via its specific receptors (S1PRs) in the production of pro-inflammatory mediators such as Interleukin (IL)-1β in cancer and inflammation. In an inflammation-driven cancer setting, we previously reported that myeloid S1PR1
María V Simón et al.
Investigative ophthalmology & visual science, 56(10), 5808-5815 (2015-09-02)
Migration of Müller glial cells is enhanced in proliferative retinopathies, but the mechanisms involved are ill defined. Sphingosine-1-phosphate (S1P) is a bioactive sphingolipid synthesized by sphingosine kinase (SphK), which promotes proliferation, migration, and inflammation, acting as an intracellular mediator and
The sphingosine-1-phosphate receptor-1 antagonist, W146, causes early and short-lasting peripheral blood lymphopenia in mice
Tarrason G, et al.
International Immunopharmacology, 11(11), 1773-1779 (2011)
Impaired endothelial barrier function in apolipoprotein M-deficient mice is dependent on sphingosine-1-phosphate receptor 1
Christensen PM, et al.
Faseb Journal, 30(6), 2351-2359 (2016)

Articles

Lysophospholipid Receptors

Sigma-Aldrich offers many products related to lysophospholipid receptors for your research needs.

Discover Bioactive Small Molecules for Lipid Signaling Research

Discover Bioactive Small Molecules for Lipid Signaling Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service