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MedKoo Cat#: 414129 | Name: Etiprednol Free Base

Description:

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

Etiprednol Free Base is a synthetic glucocorticoid corticosteroid.

Chemical Structure

Etiprednol Free Base
Etiprednol Free Base
CAS#182069-13-2 (free base)

Theoretical Analysis

MedKoo Cat#: 414129

Name: Etiprednol Free Base

CAS#: 182069-13-2 (free base)

Chemical Formula: C22H30O5

Exact Mass: 374.2093

Molecular Weight: 374.48

Elemental Analysis: C, 70.56; H, 8.08; O, 21.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
182069-13-2 (free base) 199331-40-3 (dicloacetate)
Synonym
Etiprednol Free Base
IUPAC/Chemical Name
ethyl (8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carboxylate
InChi Key
JTXYEERBIZXLJC-DCJXKKNWSA-N
InChi Code
InChI=1S/C22H30O5/c1-4-27-19(25)22(26)10-8-16-15-6-5-13-11-14(23)7-9-20(13,2)18(15)17(24)12-21(16,22)3/h7,9,11,15-18,24,26H,4-6,8,10,12H2,1-3H3/t15-,16-,17-,18+,20-,21-,22-/m0/s1
SMILES Code
CCOC([C@]1(CC[C@H]2[C@@H]3CCC4=CC(C=C[C@@]4([C@H]3[C@H](C[C@]12C)O)C)=O)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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 374.48 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
1: Bodor N, Zubovics Z, Kurucz I, Sólyom S, Bodor E. Potent analogues of etiprednol dicloacetate, a second generation of soft corticosteroids. J Pharm Pharmacol. 2017 Dec;69(12):1745-1753. doi: 10.1111/jphp.12819. Epub 2017 Oct 4. PMID: 28980320. 2: Kurucz I, Tóth S, Németh K, Török K, Csillik-Perczel V, Pataki A, Salamon C, Nagy Z, Székely JI, Horváth K, Bodor N. Potency and specificity of the pharmacological action of a new, antiasthmatic, topically administered soft steroid, etiprednol dicloacetate (BNP-166). J Pharmacol Exp Ther. 2003 Oct;307(1):83-92. doi: 10.1124/jpet.103.053652. Epub 2003 Jul 31. PMID: 12893841. 3: Samir A, Bodor N, Imai T. Identification of esterase involved in the metabolism of two corticosteroid soft drugs. Biochem Pharmacol. 2017 Mar 1;127:82-89. doi: 10.1016/j.bcp.2016.12.010. Epub 2016 Dec 22. PMID: 28017774. 4: Bodor N, Buchwald P. Ophthalmic drug design based on the metabolic activity of the eye: soft drugs and chemical delivery systems. AAPS J. 2005 Dec 7;7(4):E820-33. doi: 10.1208/aapsj070479. PMID: 16594634; PMCID: PMC2750951. 5: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2003 May;25(4):317-40. PMID: 12808477. 6: Bodor N, Buchwald P. Corticosteroid design for the treatment of asthma: structural insights and the therapeutic potential of soft corticosteroids. Curr Pharm Des. 2006;12(25):3241-60. doi: 10.2174/138161206778194132. PMID: 17020532. 7: Csanádi A, Horváth G, Szekeres T, Haskó T, Ila L, Ivanics J, Patthy M, Salát J, Seres G, Pallagi I, Tóth G, Szederkényi F, Kónya A, Tegdes A, Bodor N, Zubovics Z. Etiprednol dicloacetate, a new soft glucocorticoid drug candidate. Development of chemistry. Pharmazie. 2004 May;59(5):349-59. PMID: 15212300. 8: Kurucz I, Németh K, Mészáros S, Török K, Nagy Z, Zubovics Z, Horváth K, Bodor N. Anti-inflammatory effect and soft properties of etiprednol dicloacetate (BNP-166), a new, anti-asthmatic steroid. Pharmazie. 2004 May;59(5):412-6. PMID: 15212312. 9: Patthy M, Seres G, Csanádi A, Szekeres T, Zubovics Z, Bodor N. HPLC separation of related impurities in etiprednol dicloacetate, a novel soft corticosteroid. Pharmazie. 2004 May;59(5):382-6. doi: 10.1002/chin.200431155. PMID: 15212306. 10: Amon A, Pahl A, Szelenyi I. Can corticosteroids be beaten in future asthma therapy? Pharmazie. 2006 Feb;61(2):122-4. PMID: 16526559.