Beclometasone

Names

[ Name ]:
Beclometasone

[Synonym ]:
Beclometasone
(8S,9R,10S,11S,13S,14S,16S,17R)-9-chloro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
Beclomethasone
EINECS 224-585-9
MFCD00135614
Pregna-1,4-diene-3,20-dione, 9-chloro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-
beclometasone 17,21-dipropionate
9-Chloro-11-hydroxy-16-methyl-3,20-dioxopregna-1,4-diene-17,21-diyl dipropanoate

Biological Activity

[Description]:

Beclometasone (Beclomethasone) is a prototype glucocorticoid receptor agonist.

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Glucocorticoid Receptor

Research Areas >> Inflammation/Immunology

[Target]

Glucocorticoid Receptor[1]

[In Vitro]

An inhibition of the normal physiological neutrophil migration and of neutrophil chemotaxis directed by wounding-induced inflammation is detected at 4 h after administration of 25 μM Beclomethasone. Tumour cell invasion and micrometastasis is also reduced in embryos incubated in 25 μM Beclomethasone 4 h before implantation. In addition, the lysyl oxidase inhibitor β-aminoproprionitrile (βAPN) largely reduces fibrillar collagen and enhances the CHT-TF transmigration of neutrophils, leading to a significant increase of tumour cell invasion and subsequent formation of micrometastases. Notably, βAPN inhibits neutrophil chemotaxis induced by inflammation, indicating that the increase of tumour cell invasion in βAPN-treated embryos is correlated with enhanced non-pathological neutrophil migration, but not with inflammation[1].

[Cell Assay]

The transgenic lines Tg(fli1:GFP) and Tg(mpx:GFP) are used in this study. 0.2 mM N-phenylthiourea (PTU) is applied to prevent pigment formation from 1 day post-fertilization (dpf). For Pu.1 knockdown, Pu.1 MO (1 mM for partial knockdown and 2 mM for complete knockdown is injected into the yolk at the one-cell stage. For pharmacological inhibition, the VEGFR tyrosine kinase inhibitors KRN633 (0.1-1 μM) or Sunitinib (0.1-1 μM), Beclomethasone (25 μM) and β-amino-proprionitrile (βAPN, 500 μM) are applied directly to the egg water and refreshed every 2 days. For pharmacological inhibition, Beclomethasone is applied to the embryos 4 h before implantation and KRN633, Sunitinib and βAPN are applied 4-6 h post-implantation. For each cell line or condition, data are representative of ≥ three independent experiments, with ≥30 embryos/group. Experiments are discarded when the survival rate of the control group is <90%[1].

[References]

[1]. He S, et al. Neutrophil-mediated experimental metastasis is enhanced by VEGFR inhibition in a zebrafish xenograft model. J Pathol. 2012 Aug;227(4):431-45.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
630.5±55.0 °C at 760 mmHg

[ Melting Point ]:
210ºC

[ Molecular Formula ]:
C₂₂H₂₉ClO₅

[ Molecular Weight ]:
521.042

[ Flash Point ]:
335.1±31.5 °C

[ Exact Mass ]:
520.222778

[ PSA ]:
94.83000

[ LogP ]:
4.59

[ Vapour Pressure ]:
0.0±4.2 mmHg at 25°C

[ Index of Refraction ]:
1.564

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

In vitro performance of spacers for aerosol delivery during adult mechanical ventilation.

J. Aerosol Med. Pulm. Drug Deliv. 28(2) , 130-6, (2015)

During mechanical ventilation, different aerosol generators are employed with various interfaces. The objective of this study was to evaluate the performance of a range of spacers, including a new dev...

In vitro evaluation of nonconventional accessory devices for pressurized metered-dose inhalers.

Ann. Allergy Asthma Immunol. 113(1) , 55-62, (2014)

The selection of accessory devices for pressurized metered-dose inhalers (pMDIs) by health care professionals is typically cost driven without consideration of how the device modifies clinical outcome...

Air-jet and vibrating-mesh nebulization of niosomes generated using a particulate-based proniosome technology.

Int. J. Pharm. 444(1-2) , 193-9, (2013)

The aerosol properties of niosomes were studied using Aeroneb Pro and Omron MicroAir vibrating-mesh nebulizers and Pari LC Sprint air-jet nebulizer. Proniosomes were prepared by coating sucrose partic...