Ciclesonide | CAS#126544-47-6 | Glucocorticoid Receptor Agonist

MedKoo Cat#: 317523 | Name: Ciclesonide

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Description:

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

Ciclesonide is an inhaled corticosteroids, used to ameliorate symptoms of airway inflammatory diseases, such as asthma, allergic rhinitis, and chronic obstructive pulmonary disease. Ciclesonide is a corticosteroid prodrug that is converted to its active form, desisobutyryl-CIC. Des-CIC is a glucocorticoid receptor agonist.

Chemical Structure

Ciclesonide

CAS#126544-47-6

Theoretical Analysis

MedKoo Cat#: 317523

Name: Ciclesonide

CAS#: 126544-47-6

Chemical Formula: C32H44O7

Exact Mass: 540.3087

Molecular Weight: 540.69

Elemental Analysis: C, 71.08; H, 8.20; O, 20.71

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks
50mg	USD 1,350.00	2 Weeks

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Related CAS #

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Synonym

Ciclesonide; Omnaris; Alvesco; Zetonna; RPR 251526; RPR251526; RPR-251526; CIC;

IUPAC/Chemical Name

2-((6aR,6bS,7S,8aS,8bS,10R,11aR,12aS,12bS)-10-cyclohexyl-7-hydroxy-6a,8a-dimethyl-4-oxo-1,2,4,6a,6b,7,8,8a,11a,12,12a,12b-dodecahydro-8bH-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-8b-yl)-2-oxoethyl isobutyrate

InChi Key

LUKZNWIVRBCLON-GXOBDPJESA-N

InChi Code

InChI=1S/C32H44O7/c1-18(2)28(36)37-17-25(35)32-26(38-29(39-32)19-8-6-5-7-9-19)15-23-22-11-10-20-14-21(33)12-13-30(20,3)27(22)24(34)16-31(23,32)4/h12-14,18-19,22-24,26-27,29,34H,5-11,15-17H2,1-4H3/t22-,23-,24-,26+,27+,29+,30-,31-,32+/m0/s1

SMILES Code

O=C1C=C[C@]2(C(CC[C@@]3([C@@]2([C@H](C[C@]4([C@]3(C[C@@]5([C@]4(O[C@@H](O5)C6CCCCC6)C(COC(C(C)C)=O)=O)[H])[H])C)O)[H])[H])=C1)C

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, not in water

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 540.69 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.

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: Sun YH, Ge LT, Jiang JX, Shen HJ, Jia YL, Dong XW, Sun Y, Xie QM. Formoterol synergy with des-ciclesonide inhibits IL-4 expression in IgE/antigen-induced mast cells by inhibiting JNK activation. Eur J Pharmacol. 2015 Aug 15;761:161-7. doi: 10.1016/j.ejphar.2015.05.008. Epub 2015 May 19. PubMed PMID: 26003274. 2: Mallol J, Aguirre V, Gallardo A, Cortez E, Sánchez C, Riquelme C, Córdova P, Martínez M, Galindo A. Effect of once-daily generic ciclesonide on exhaled nitric oxide in atopic children with persistent asthma. Allergol Immunopathol (Madr). 2015 May 20. pii: S0301-0546(15)00055-5. doi: 10.1016/j.aller.2015.01.011. [Epub ahead of print] PubMed PMID: 26001339. 3: Kim CH, Kim JK, Kim HJ, Cho JH, Kim JS, Kim YD, Lee HM, Kim SW, Cho KS, Lee SH, Rhee CS, Dhong HJ, Rha KS, Yoon JH. Comparison of intranasal ciclesonide, oral levocetirizine, and combination treatment for allergic rhinitis. Allergy Asthma Immunol Res. 2015 Mar;7(2):158-66. doi: 10.4168/aair.2015.7.2.158. Epub 2014 Dec 18. PubMed PMID: 25729623; PubMed Central PMCID: PMC4341337. 4: Jamaati H, Malekmohammad M, Fahimi F, Najafi A, Hashemian SM. Efficacy of Low-Dose Ciclesonide and Fluticasone Propionate for Mild to Moderate Persistent Asthma. Tanaffos. 2015;14(1):1-9. PubMed PMID: 26221146; PubMed Central PMCID: PMC4515324. 5: Burghuber OC, Köberl G, Lenk-Feik S, Schantl M, Sander P, Hammer A. Effectiveness and safety of ciclesonide in the treatment of patients with persistent allergic or non-allergic asthma in medical practice (Data from a non-interventional study conducted in Austria). Wien Klin Wochenschr. 2014 Sep;126(17-18):537-48. doi: 10.1007/s00508-014-0576-7. Epub 2014 Aug 15. PubMed PMID: 25123142. 6: Chiu KC, Chou YL, Hsu JY, Lin MS, Lin CH, Chou PC, Chou CL, Wang CH, Kuo HP. Comparison of the efficacy of ciclesonide with that of budesonide in mild to moderate asthma patients after step-down therapy: a randomised parallel-group study. NPJ Prim Care Respir Med. 2014 May 20;24:14010. doi: 10.1038/npjpcrm.2014.10. PubMed PMID: 24841163; PubMed Central PMCID: PMC4373304. 7: Marczak J, Ciebiada M, Górski P. Switching from systemic steroids to ciclesonide restores the hypothalamic pituitary-adrenal axis. Postepy Dermatol Alergol. 2014 May;31(2):59-64. doi: 10.5114/pdia.2014.40924. Epub 2014 Apr 22. PubMed PMID: 25097469; PubMed Central PMCID: PMC4112248. 8: van der Molen T, Kocks JW. The efficacy and safety of inhaled corticosteroids: are we ignoring the potential advantages of ciclesonide? NPJ Prim Care Respir Med. 2014 May 20;24:14013. doi: 10.1038/npjpcrm.2014.13. PubMed PMID: 24841448; PubMed Central PMCID: PMC4373310. 9: Emanuel IA, Blaiss MS, Meltzer EO, Evans P, Connor A. Nasal deposition of ciclesonide nasal aerosol and mometasone aqueous nasal spray in allergic rhinitis patients. Am J Rhinol Allergy. 2014 Mar-Apr;28(2):117-21. doi: 10.2500/ajra.2014.28.4026. Epub 2014 Feb 14. PubMed PMID: 24598007. 10: Berger WE, Prenner B, Turner R, Meltzer EO. A patient preference and satisfaction study of ciclesonide nasal aerosol and mometasone furoate aqueous nasal spray in patients with perennial allergic rhinitis. Allergy Asthma Proc. 2013 Nov-Dec;34(6):542-50. doi: 10.2500/aap.2013.34.3705. PubMed PMID: 24169063. 11: A patient preference and satisfaction study of ciclesonide nasal aerosol and mometasone furoate aqueous nasal spray in patients with perennial allergic rhinitis. Allergy Asthma Proc. 2013 Sep 27. [Epub ahead of print] PubMed PMID: 24079722. 12: Ciclesonide: long-term treatment of persistent asthma--no clear progress. Prescrire Int. 2013 Sep;22(141):207. PubMed PMID: 24171213. 13: Bateman ED. Efficacy and safety of high-dose ciclesonide for the treatment of severe asthma. Expert Rev Respir Med. 2013 Aug;7(4):339-48. doi: 10.1586/17476348.2013.814385. Review. PubMed PMID: 23964625. 14: Mårs U, d'Argy R, Hallbeck K, Miller-Larsson A, Edsbäcker S. Tissue accumulation kinetics of ciclesonide-active metabolite and budesonide in mice. Basic Clin Pharmacol Toxicol. 2013 Jun;112(6):401-11. doi: 10.1111/bcpt.12043. Epub 2013 Feb 7. PubMed PMID: 23256845. 15: Srinivas NR, Ahlawat P, Shaik JB. Allometric modeling of ciclesonide, a nonhalogenated glucocorticoid, and its active metabolite, desisobutyrylciclesonide, using animal-derived pharmacokinetic parameters. Am J Ther. 2013 May-Jun;20(3):261-6. doi: 10.1097/MJT.0b013e31819df738. PubMed PMID: 19417590. 16: Nakaji H, Petrova G, Matsumoto H, Iwata T, Ito I, Oguma T, Inoue H, Tajiri T, Nagasaki T, Kanemitsu Y, Niimi A, Mishima M. Effects of 24-week add-on treatment with ciclesonide and montelukast on small airways inflammation in asthma. Ann Allergy Asthma Immunol. 2013 Mar;110(3):198-203.e3. doi: 10.1016/j.anai.2012.12.016. Epub 2013 Jan 29. PubMed PMID: 23548532. 17: Kramer S, Rottier BL, Scholten RJ, Boluyt N. Ciclesonide versus other inhaled corticosteroids for chronic asthma in children. Cochrane Database Syst Rev. 2013 Feb 28;2:CD010352. doi: 10.1002/14651858.CD010352. Review. PubMed PMID: 23450613. 18: Nave R, Mueller H. From inhaler to lung: clinical implications of the formulations of ciclesonide and other inhaled corticosteroids. Int J Gen Med. 2013;6:99-107. doi: 10.2147/IJGM.S39134. Epub 2013 Mar 7. PubMed PMID: 23516175; PubMed Central PMCID: PMC3598461. 19: Teramoto T, Matsui E, Fukao T, Sakai K, Yonezawa H, Kato Z, Ohnishi H, Kaneko H, Kondo N, Azuma J, Nishima S. Repeated-dose pharmacokinetics of inhaled ciclesonide (CIC-HFA) in Japanese children with bronchial asthma: a phase I study. Allergol Int. 2012 Dec;61(4):619-24. doi: 10.2332/allergolint.11-OA-0378. Epub 2012 Sep 25. PubMed PMID: 23000724. 20: Salava A, Alanko K, Hyry H. A case of systemic allergic dermatitis caused by inhaled budesonide: cross-reactivity in patch tests with the novel inhaled corticosteroid ciclesonide. Contact Dermatitis. 2012 Oct;67(4):244-6. doi: 10.1111/j.1600-0536.2012.02115.x. PubMed PMID: 22957490.