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Merck

W1020

Sigma-Aldrich

W146 hydrate

≥98% (HPLC)

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C16H27N2O4P · xH2O
Número de CAS:
Peso molecular:
342.37 (anhydrous basis)
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

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Quality Level

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

methanol: soluble (with 0.1% TFA)

originator

Novartis

storage temp.

2-8°C

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

InChI key

DQKSZHVSROOTFY-XFULWGLBSA-N

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Este artículo
A6770M8407S3445
W146 hydrate ≥98% (HPLC)

W1020

W146 hydrate

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

methanol: soluble (with 0.1% TFA)

solubility

H2O: insoluble

solubility

H2O: insoluble

solubility

DMSO: ≥20 mg/mL, H2O: ≥20 mg/mL

color

off-white

color

, yellow to very dark yellow to very dark orange

color

-

color

off-white to light brown

General description

W146 hydrate functions as an orthosteric antagonist.[1] It is associated with blood lymphopenia and lung edema in mice.[2]

Application

W146 hydrate has been used to assess vascular permeability in mice.[3]

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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    Visite la Librería de documentos

    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
    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)
    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
    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)

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