Beclomethasone (also called Beclometasone) is a topically used anti-inflammatory corticosteroid used in treatment of asthma and rhinitis. In addition, Beclomethasone dipropionate has been reported to be previously developed as aqueous nasal formulations for the treatment of Allergic rhinitis. Moreover, Beclomethasone dipropionate has shown the availability in dry nasal aerosol formulations as chiorofluoro carbon metered-dose inhaler nasal sprays.

Physicochemical Properties

Molecular Formula	C22H29CLO5
Molecular Weight	408.919
Exact Mass	520.222
CAS #	4419-39-0
Related CAS #	Beclometasone dipropionate;5534-09-8;Beclomethasone-d5;1263143-48-1
PubChem CID	20469
Appearance	White to off-white solid powder
Density	1.3±0.1 g/cm3
Boiling Point	630.5±55.0 °C at 760 mmHg
Melting Point	210ºC
Flash Point	335.1±31.5 °C
Vapour Pressure	0.0±4.2 mmHg at 25°C
Index of Refraction	1.564
LogP	4.59
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	2
Heavy Atom Count	28
Complexity	805
Defined Atom Stereocenter Count	8
SMILES	C[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)CO)O)C)O)Cl)C
InChi Key	NBMKJKDGKREAPL-DVTGEIKXSA-N
InChi Code	InChI=1S/C22H29ClO5/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,23)17(26)10-20(16,3)22(12,28)18(27)11-24/h6-7,9,12,15-17,24,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21-,22-/m0/s1 SMILES
Chemical Name	9-Chloro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione
Synonyms	Beclometasone Beclomethasone
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	Four hours after the administration of 25 micrograms of beclomethasone, there was inhibition of both injury-induced inflammation-guided neutrophil chemotaxis and normal physiological neutrophil migration. Moreover, incubating embryos in 25 μM beclomethasone four hours before to implantation decreased tumor cell invasion and micrometastases. Furthermore, β-aminopropionitrile (βAPN), a lysyl oxidase inhibitor, has the ability to dramatically lower fibrillar collagen and accelerate neutrophil CHT-TF movement, which in turn increases tumor cell invasion and the subsequent development of micrometastases. Interestingly, βAPN prevents neutrophil chemotaxis generated by inflammation, suggesting that greater non-pathological neutrophil migration but not inflammation is linked to higher tumor cell invasion in βAPN-treated embryos [1].
Toxicity/Toxicokinetics	Effects During Pregnancy and Lactation ◉ Summary of Use during Lactation Although not measured, the amounts of inhaled corticosteroids absorbed into the maternal bloodstream and excreted into breastmilk are probably too small to affect a breastfed infant. Expert opinion considers inhaled, nasal and oral corticosteroids acceptable to use during breastfeeding. ◉ Effects in Breastfed Infants None reported with any corticosteroid. Three infants were breastfed for 6 months during maternal treatment with beclomethasone dipropionate by inhaler. ◉ Effects on Lactation and Breastmilk Relevant published information was not found as of the revision date.
References	[1]. Neutrophil-mediated experimental metastasis is enhanced by VEGFR inhibition in a zebrafish xenograft model. J Pathol. 2012 Aug;227(4):431-45.
Additional Infomation	Beclomethasone is a 17alpha-hydroxy steroid that is prednisolone in which the hydrogens at the 9alpha and 16beta positions are substituted by a chlorine and a methyl group, respectively. It has a role as an anti-inflammatory drug and an anti-asthmatic drug. It is an 11beta-hydroxy steroid, a 17alpha-hydroxy steroid, a 20-oxo steroid, a 21-hydroxy steroid, a corticosteroid, a glucocorticoid, a 3-oxo-Delta(1),Delta(4)-steroid, a chlorinated steroid, a primary alpha-hydroxy ketone and a tertiary alpha-hydroxy ketone. It is functionally related to a prednisolone. It derives from a hydride of a pregnane. Beclomethasone is a Corticosteroid. The mechanism of action of beclomethasone is as a Corticosteroid Hormone Receptor Agonist. Beclomethasone is a synthetic glucocorticoid with anti-inflammatory and immunomodulating properties. After cell surface receptor attachment and cell entry, beclomethasone enters the nucleus where it binds to and activates specific nuclear receptors, resulting in an altered gene expression and inhibition of proinflammatory cytokine production. An anti-inflammatory, synthetic glucocorticoid. It is used topically as an anti-inflammatory agent and in aerosol form for the treatment of ASTHMA. See also: Beclomethasone Dipropionate (active moiety of); Beclomethasone Dipropionate Monohydrate (active moiety of).

Solubility Data

Solubility (In Vitro)

DMSO : ≥ 32 mg/mL (~78.25 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.25 mg/mL (5.50 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 22.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.25 mg/mL (5.50 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 22.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.25 mg/mL (5.50 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 22.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.4455 mL	12.2273 mL	24.4547 mL
	5 mM	0.4891 mL	2.4455 mL	4.8909 mL
	10 mM	0.2445 mL	1.2227 mL	2.4455 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.