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MedKoo Cat#: 300150 | Name: Betamethasone
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Description:

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

Betamethasone is a moderately potent glucocorticoid steroid with anti-inflammatory and immunosuppressive properties. Unlike other drugs with these effects, betamethasone does not cause water retention. It is applied as a topical cream, ointment, foam, lotion or gel to treat itching. Betamethasone sodium phosphate is sometimes prescribed as an intramuscular injection (I.M) for itching from various ailments including allergic reactions to poison ivy and similar plants.

Chemical Structure

Betamethasone
Betamethasone
CAS#378-44-9 (free acid)

Theoretical Analysis

MedKoo Cat#: 300150

Name: Betamethasone

CAS#: 378-44-9 (free acid)

Chemical Formula: C22H29FO5

Exact Mass: 392.1999

Molecular Weight: 392.46

Elemental Analysis: C, 67.33; H, 7.45; F, 4.84; O, 20.38

Price and Availability

Size Price Availability Quantity
500mg USD 350.00 2 weeks
1g USD 550.00 2 weeks
2g USD 950.00 2 weeks
5g USD 1,950.00 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
(8S9R10S11S13S14S16S17R)9fluoro 1117dihydroxy17(2hydroxyacetyl)101316trimethyl 67891011121314151617dodecahydro 3Hcyclopentaaphenanthren3one.
IUPAC/Chemical Name
(8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one.
InChi Key
UREBDLICKHMUKA-DVTGEIKXSA-N
InChi Code
InChI=1S/C22H29FO5/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 Code
O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@]4(C)[C@](C(CO)=O)(O)[C@@H](C)C[C@@]4([H])[C@]3([H])CCC2=C1
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 is a glucocorticoid with anti-inflammatory and immunosuppressive activities.
In vitro activity:
After treatment with anti-inflammatory drugs, betamethasone (BMS) and peripheral blood mononuclear cells (PBMCs) were exposed to HIV NL4-3 AD8. Multiplexed ELISA was used to measure 28 cytokines to assess inflammation. Flow cytometry was used to measure immune activation (CD38, HLA-DR and CCR5) and HIV infection (p24 production) of CD4+ T cells. BMS potently suppressed inflammation (soluble cytokines, p<0.05) and immune activation (CD4+ T cells, p<0.05). BMS significantly reduced HIV infection of CD4+ T cells only in the LPS (0.98%) and unstimulated (1.7%) conditions (p<0.02). BMS demonstrated potent anti-inflammatory effects, regardless of stimulation condition. Despite uniform immunosuppression, BMS differentially affected HIV infection according to the stimulation conditions, highlighting the complex nature of these interactions. Reference: J Investig Med. 2021 Jan;69(1):28-40. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7803916/
In vivo activity:
Whether betamethasone alters the immunohistochemical expression of proteins that participate in cerebellar Purkinje cell dendritic development and maintenance, including microtubule-associated protein 2 (MAP2), brain-derived neurotrophic factor (BDNF) and the tyrosine kinase B receptor (TrkB), which are located predominantly in the cerebellar molecular layer where Purkinje cell dendritogenesis occurs, was evaluated. It was observed that rats prenatally exposed to a single course of betamethasone showed long-term alterations in the expression of MAP2, BDNF and TrkB. Additionally, these protracted molecular changes were accompanied by anxiety-like behaviors in the elevated plus maze and marble burying tests. Reference: Int J Dev Neurosci. 2015 Jun;43:78-85. https://onlinelibrary.wiley.com/doi/abs/10.1016/j.ijdevneu.2015.04.005
Solvent mg/mL mM
Solubility
Ethanol 14.0 35.67
DMF 25.0 63.70
DMSO 52.7 134.20
DMSO:PBS (pH 7.2) (1:10) 0.1 0.25
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 392.46 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. Cromarty R, Sigal A, Liebenberg LJ, Mckinnon LR, Abdool Karim SS, Passmore JS, Archary D. Betamethasone induces potent immunosuppression and reduces HIV infection in a PBMC in vitro model. J Investig Med. 2021 Jan;69(1):28-40. doi: 10.1136/jim-2020-001424. Epub 2020 Oct 1. PMID: 33004468; PMCID: PMC7803916. 2. Pascual R, Valencia M, Bustamante C. Antenatal betamethasone produces protracted changes in anxiety-like behaviors and in the expression of microtubule-associated protein 2, brain-derived neurotrophic factor and the tyrosine kinase B receptor in the rat cerebellar cortex. Int J Dev Neurosci. 2015 Jun;43:78-85. doi: 10.1016/j.ijdevneu.2015.04.005. Epub 2015 Apr 15. PMID: 25889225.
In vitro protocol:
1. Cromarty R, Sigal A, Liebenberg LJ, Mckinnon LR, Abdool Karim SS, Passmore JS, Archary D. Betamethasone induces potent immunosuppression and reduces HIV infection in a PBMC in vitro model. J Investig Med. 2021 Jan;69(1):28-40. doi: 10.1136/jim-2020-001424. Epub 2020 Oct 1. PMID: 33004468; PMCID: PMC7803916.
In vivo protocol:
1. Pascual R, Valencia M, Bustamante C. Antenatal betamethasone produces protracted changes in anxiety-like behaviors and in the expression of microtubule-associated protein 2, brain-derived neurotrophic factor and the tyrosine kinase B receptor in the rat cerebellar cortex. Int J Dev Neurosci. 2015 Jun;43:78-85. doi: 10.1016/j.ijdevneu.2015.04.005. Epub 2015 Apr 15. PMID: 25889225.
 1: Ma L, Yang Q, Yang H, Wang G, Zheng M, Hao F, Gu J, Sun Q, Cui P, Ge M, Li R, Gao T, Facy P, Kurvits M, Xu Z, Xu J. Calcipotriol plus betamethasone dipropionate gel compared with calcipotriol scalp solution in the treatment of scalp psoriasis: a randomized, controlled trial investigating efficacy and safety in a Chinese population. Int J Dermatol. 2015 Jun 20. doi: 10.1111/ijd.12788. [Epub ahead of print] PubMed PMID: 26094549. 2: Giraddi GB, Siddaraju A, Kumar A, Jain T. Comparison Between Betamethasone and Sodium Hyaluronate Combination with Betamethasone Alone After Arthrocentesis in the Treatment of Internal Derangement of TMJ-Using Single Puncture Technique: A Preliminary Study. J Maxillofac Oral Surg. 2015 Jun;14(2):403-9. doi: 10.1007/s12663-014-0626-8. Epub 2014 May 7. PubMed PMID: 26028866; PubMed Central PMCID: PMC4444658. 3: Cohen G, Natsheh H, Sunny Y, Bawiec CR, Touitou E, Lerman MA, Lazarovici P, Lewin PA. Enhanced Therapeutic Anti-inflammatory Effect of Betamethasone on Topical Administration with Low-Frequency, Low-Intensity (20 kHz, 100 mW/cm(2)) Ultrasound Exposure on Carrageenan-Induced Arthritis in a Mouse Model. Ultrasound Med Biol. 2015 May 20. pii: S0301-5629(15)00308-7. doi: 10.1016/j.ultrasmedbio.2015.04.009. [Epub ahead of print] PubMed PMID: 26003010. 4: Wong W, Maher DP, Iyayi D, Lopez R, Shamloo B, Rosner H, Yumul R. Increased dose of betamethasone for transforaminal epidural steroid injections is not associated with superior pain outcomes at 4 weeks. Pain Physician. 2015 May-Jun;18(3):E355-61. PubMed PMID: 26000682. 5: Sifianou P, Thanou V, Karga H. Metabolic and hormonal effects of antenatal betamethasone after 35 weeks of gestation. J Pediatr Pharmacol Ther. 2015 Mar-Apr;20(2):138-43. doi: 10.5863/1551-6776-20.2.138. PubMed PMID: 25964731; PubMed Central PMCID: PMC4418681. 6: França MS, Moron AF, Araujo Júnior E, Avedissian M, Pares DB, Nardozza LM, Jaqueta CB, Mello LE. Neonatal neuronal apoptosis after betamethasone administration in pregnant Wistar rats. J Matern Fetal Neonatal Med. 2015 Apr 29:1-5. [Epub ahead of print] PubMed PMID: 25923240. 7: Pohl O, Homery MC, Lemaux F, Patat A, Chollet A. Pharmacokinetic interactions of OBE001 and betamethasone in healthy female volunteers. J Clin Pharm Ther. 2015 Jun;40(3):328-32. doi: 10.1111/jcpt.12258. Epub 2015 Feb 26. PubMed PMID: 25899007. 8: Maccari F. Improvement of inflammatory dermatoses severity and quality of life in patients treated with a betamethasone valerate plaster (LIBERE study). J Dermatolog Treat. 2015 Jun 15:1-5. [Epub ahead of print] PubMed PMID: 25898980. 9: Byrne J, Velasco-Torrijos T, Reinhardt R. An RP-HPLC Method for the Stability-Indicating Analysis of Impurities of Both Fusidic Acid and Betamethasone-17-Valerate in a Semi-Solid Pharmaceutical Dosage Form. J Chromatogr Sci. 2015 Apr 19. pii: bmv045. [Epub ahead of print] PubMed PMID: 25896658. 10: Pascual R, Valencia M, Bustamante C. Antenatal betamethasone produces protracted changes in anxiety-like behaviors and in the expression of microtubule-associated protein 2, brain-derived neurotrophic factor and the tyrosine kinase B receptor in the rat cerebellar cortex. Int J Dev Neurosci. 2015 Jun;43:78-85. doi: 10.1016/j.ijdevneu.2015.04.005. Epub 2015 Apr 15. PubMed PMID: 25889225.