Betamethasone dipropionate is the 17,21-dipropionate ester of betamethasone, a chemical compound, a synthetic corticosteroid. The class of steroid hormones, corticosteroids, produced by the adrenal cortex, consists of glucocorticoids and corticosteroids.
Glucocorticoids (cortisone, cortisol and corticosterone) represent one of the two types of corticosteroids or steroid hormones that are produced by the adrenal cortex and are generated from the zona fasciculata of the adrenal cortex, the second of the two types being corticosteroids that are generated from both the zona fasciculata and the zona glomerulosa of the adrenal cortex. But while glucocorticoids are a single type of corticosteroid, corticosteroids are both glucocorticoids and mineralocorticoids.
- Glucocorticoids control the metabolism of proteins, fats, carbohydrates.
- Corticosteroids control the body's water balance, aldosterone, electrolytes
Appears in the form of a white or whitish powder, incompatible with strong oxidising agents.
What it is used for and where
Medical
Take only under medical supervision
Inflammation is a reaction induced by physical, chemical or biological agents, locally, of vascular tissues characterised, in the extravascular or interstitial environment, by the loss of blood and liquid cells.
Betamethasone has anti-inflammatory, metabolic, immunosuppressive and anti-asthmatic long-acting properties. Specific intracellular glucocorticoid receptors are intercepted by Betamethasone, which binds to DNA, inhibiting the synthesis of certain inflammatory mediators and reducing autoimmune reactions and chronic inflammation. It is administered orally, intravenously, intramuscularly and subcutaneously.
It is used locally as a contrast to inflammatory skin conditions such as eczema, to manage autoimmune disorders, ophthalmic irritations with negligible mineralocorticoid activity. In cases of anaphylactic and allergic reactions, soft tissue lesions, Alzheimer's disease and Addison's disease it is also able to modulate gene expression for anti-inflammatory activity, suppressing the immune system response, however corticosteroids have a tendency to mask some symptoms of infection and overlapping infections may occur during their use (1). The efficacy of betamethasone in nano-betamethasone form in treating experimental nickel-induced contact dermatitis has been shown to be superior to betamethasone (2)
Eye infections are often treated with corticosteroids and antibacterial eye drops containing betamethasone, which helps relieve redness of the eye by reducing inflammation (3).
The US Food and Drug Administration (FDA) has banned the injection of epidural steroids, a non-surgical option to relieve spinal pain, with particulate steroids. This study confirms the efficacy of betamethasone as an appropriate non-particulate steroid for this particular type of injection (4).
Recently, a hydrogel of silk fibroin, a natural fibre of a protein nature produced by certain insects, together with betamethasone encapsulated and injected into intra-articular cavities increased therapeutic efficacy in the inflamed joints of patients with rheumatoid arthritis, a rheumatic disease currently without curative treatment (5).
Some esters, salts and derivatives of this compound also have similar properties, namely: betamethasone-17,21-dipropionate, betamethasone-17-valerate, betamethasone-21-valerate e betamethasone disodium phosphate.
Safety
The long-term use of corticosteroids administered in high doses poses some concern due to side effects. Always ask the physician.
The most relevant studies and their abstracts have been selected to explore this in more depth:
Betamethasone studies
| Appearance | White powder |
Boiling Point
| 603.2±55.0 °C at 760 mmHg |
Melting Point
| 178°C |
Flash Point
| 318.6±31.5 °C |
| Density | 1.2±0.1 g/cm3 |
| PSA | 106.97000 |
| LogP | 4.42 |
| Refraction Index | 1.550 |
Vapor Pressure
| 0.0±3.9 mmHg at 25°C |
| Safety |  |
- Molecular Formula C28H37FO7
- Molecular Weight 504.6
- Exact Mass 504.252319
- CAS 5593-20-4
- UNII 826Y60901U
- EC Number 227-005-2
- DSSTox Substance ID DTXSID3022667
- IUPAC [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
- 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
- InChl Key CIWBQSYVNNPZIQ-XYWKZLDCSA-N
- SMILES CCC(=O)OCC(=O)C1(C(CC2C1(CC(C3(C2CCC4=CC(=O)C=CC43C)F)O)C)C)OC(=O)CC
- MDL number MFCD00062969
- PubChem Substance ID MFCD00133140
- ChEBI 31276
- NCI C47963
- NACRES NA.24
- RXCUI 19254
- RTECS TU4058000
Synonyms:
- Betamethasone 17,21-dipropionate
- Diprolene
- Diprospan
- beta-Methasone 17,21-dipropionate
References_________________________________________________________________
(1) Artini M, Papa R, Cellini A, Tilotta M, Barbato G, Koverech A, Selan L. Effect of betamethasone in combination with antibiotics on gram positive and gram negative bacteria. Int J Immunopathol Pharmacol. 2014 Oct-Dec;27(4):675-82. doi: 10.1177/039463201402700426.
(2) Hudan-Tsilo I, Tokarskyy O, Shevchuk O, Korda M. Chitosan self-assembled polymeric nanoparticles for percutaneous delivery of betamethasone in contact dermatitis. Drug Dev Ind Pharm. 2021 Aug;47(8):1310-1317. doi: 10.1080/03639045.2021.1989457.
(3) Sabry HS, Al-Shohani ADH, Mahmood SZ. Formulation and Evaluation of Levofloxacin and Betamethasone Ophthalmic Emulgel. J Pharm Bioallied Sci. 2021 Apr-Jun;13(2):205-211. doi: 10.4103/jpbs.JPBS_338_20.
(4) Lee GY, Lee JW, Lee E, Yeom JS, Kim KJ, Shin HI, Kang HS. Evaluation of the efficacy and safety of epidural steroid injection using a nonparticulate steroid, dexamethasone or betamethasone: a double-blind, randomized, crossover, clinical trial. Korean J Pain. 2022 Jul 1;35(3):336-344. doi: 10.3344/kjp.2022.35.3.336.
(5) Oliveira IM, Gonçalves C, Shin ME, Lee S, Reis RL, Khang G, Oliveira JM. Anti-Inflammatory Properties of Injectable Betamethasone-Loaded Tyramine-Modified Gellan Gum/Silk Fibroin Hydrogels. Biomolecules. 2020 Oct 17;10(10):1456. doi: 10.3390/biom10101456.
