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MedKoo Cat#: 315331 | Name: Betamethasone dipropionate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Betamethasone dipropionate is a glucocorticoid steroid with anti-inflammatory and immunosuppressive abilities. It is applied as a topical cream, ointment, lotion or gel (Diprolene) to treat itching and other minor skin conditions such as eczema. Brand names include Alphatrex, Beta-Val, Diprolene, Diprolene AF, Diprosone, and Luxiq. Minor side-effects include dry skin and mild temporary stinging when applied.

Chemical Structure

Betamethasone dipropionate
Betamethasone dipropionate
CAS#5593-20-4 (dipropionate)

Theoretical Analysis

MedKoo Cat#: 315331

Name: Betamethasone dipropionate

CAS#: 5593-20-4 (dipropionate)

Chemical Formula: C28H37FO7

Exact Mass: 504.2523

Molecular Weight: 504.59

Elemental Analysis: C, 66.65; H, 7.39; F, 3.77; O, 22.20

Price and Availability

Size Price Availability Quantity
250mg USD 350.00 2 weeks
500mg USD 550.00 2 Weeks
1g USD 850.00 2 weeks
5g USD 1,450.00 2 weeks
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Related CAS #
378-44-9 (free acid) 5534-05-4 (acibutate) 987-24-6 (acetate) 5593-20-4 (dipropionate) 151-73-5 (sodium phosphate) 2152-44-5 (valerate) 22298-29-9 (benzoate)
Synonym
Alphatrex; BetaVal; Diprolene; Diprolene AF; Diprosone; Luxiq
IUPAC/Chemical Name
(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-(2-(propionyloxy)acetyl)-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl propionate.
InChi Key
CIWBQSYVNNPZIQ-XYWKZLDCSA-N
InChi Code
InChI=1S/C28H37FO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
SMILES Code
CCC(O[C@]1(C(COC(CC)=O)=O)[C@@H](C)C[C@@]2([H])[C@]3([H])CCC4=CC(C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]12C)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Betamethasone dipropionate is a glucocorticoid steroid with anti-inflammatory and immunosuppressive abilities.
In vitro activity:
The effect of calcipotriol and betamethasone on the pro-inflammatory mediators IL-17C, IL-20, IL-6 and IL-8 released from keratinocytes (KCs) upon stimulation with Th17 cell-related cytokines (IL-17A, IL-22 and TNF-α) was evaluated (Fig. 5). Upon treatment with calcipotriol, betamethasone, or the combination, IL-17C and IL-20 secretion was found to be inhibited by 75%, 56% and 86% and by 82%, 60% and 90%, respectively (P < 0.0001 compared to vehicle) (Fig. 5, upper panel). IL-6 secretion was inhibited by 62%, 38% and 73% of the vehicle control with calcipotriol, betamethasone or the combination, respectively (P < 0.0001 compared to vehicle) (Fig. 5, lower panel). Treatment with calcipotriol or betamethasone alone inhibited the secretion of IL-8 by 44% of the vehicle control, while the combination inhibited the secretion of IL-8 more profoundly (64% inhibition) (Fig. 5, lower panel). In summary, these data suggest an additive anti-inflammatory effect in KCs by the two agents in combination in line with the findings from the DC and T cell cultures and the psoriasis explants. Reference: J Dermatol Sci. 2016 Mar;81(3):153-64. https://www.jdsjournal.com/article/S0923-1811(15)30094-3/fulltext
In vivo activity:
The potential of optical coherence tomography (OCT) to determine changes in thickness of the epidermis in response to the topically applied anti-psoriatic betamethasone dipropionate (BD) was evaluated. GsdmA3Dfl/+ mice have an inflammatory hair loss phenotype that includes hyperproliferation and epidermal thickening, hence a potential psoriasis model. Changes in epidermal thickness were evaluated over a period of 10 days, with the mice treated with BD. Initial baseline measurement revealed an average epidermal thickness of 26.92 ± 1.17 μm. After 10 days of treatment with BD, the average epidermal thickness was reduced by 38.8% (P = 0.0001). Reference: Exp Dermatol. 2011 Mar;20(3):269-72. https://onlinelibrary.wiley.com/doi/10.1111/j.1600-0625.2010.01233.x
Solvent mg/mL mM
Solubility
DMSO 105.0 208.09
Ethanol 100.0 198.18
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 504.59 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Lovato P, Norsgaard H, Tokura Y, Røpke MA. Calcipotriol and betamethasone dipropionate exert additive inhibitory effects on the cytokine expression of inflammatory dendritic cell-Th17 cell axis in psoriasis. J Dermatol Sci. 2016 Mar;81(3):153-64. doi: 10.1016/j.jdermsci.2015.12.009. Epub 2015 Dec 23. Erratum in: J Dermatol Sci. 2017 Feb;85(2):147. PMID: 26794805. 2. Zulfakar MH, Alex A, Povazay B, Drexler W, Thomas CP, Porter RM, Heard CM. In vivo response of GsdmA3Dfl/+ mice to topically applied anti-psoriatic agents: effects on epidermal thickness, as determined by optical coherence tomography and H&E staining. Exp Dermatol. 2011 Mar;20(3):269-72. doi: 10.1111/j.1600-0625.2010.01233.x. PMID: 21323746.
In vitro protocol:
1. Lovato P, Norsgaard H, Tokura Y, Røpke MA. Calcipotriol and betamethasone dipropionate exert additive inhibitory effects on the cytokine expression of inflammatory dendritic cell-Th17 cell axis in psoriasis. J Dermatol Sci. 2016 Mar;81(3):153-64. doi: 10.1016/j.jdermsci.2015.12.009. Epub 2015 Dec 23. Erratum in: J Dermatol Sci. 2017 Feb;85(2):147. PMID: 26794805.
In vivo protocol:
1. Zulfakar MH, Alex A, Povazay B, Drexler W, Thomas CP, Porter RM, Heard CM. In vivo response of GsdmA3Dfl/+ mice to topically applied anti-psoriatic agents: effects on epidermal thickness, as determined by optical coherence tomography and H&E staining. Exp Dermatol. 2011 Mar;20(3):269-72. doi: 10.1111/j.1600-0625.2010.01233.x. PMID: 21323746.
1: de Vries AC, Bogaards NA, Hooft L, Velema M, Pasch M, Lebwohl M, Spuls PI. Interventions for nail psoriasis. Cochrane Database Syst Rev. 2013 Jan 31;1:CD007633. doi: 10.1002/14651858.CD007633.pub2. Review. PubMed PMID: 23440816.