WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H317894
CAS#: 1524-88-5 (free)
Description: Flurandrenolide is a synthetic glucocorticoid with anti-inflammatory and anti-allergic properties. Flurandrenolide exerts its effects by interacting with specific cytoplasmic glucocorticoid receptors and subsequently activates glucocorticoid receptor mediated gene expression. The synthesis of certain anti-inflammatory proteins is induced while the synthesis of certain inflammatory mediators is inhibited. As a result, there is an overall reduction in chronic inflammation and autoimmune reactions.
Hodoodo Cat#: H317894
Name: Flurandrenolide
CAS#: 1524-88-5 (free)
Chemical Formula: C24H33FO6
Exact Mass: 436.23
Molecular Weight: 436.514
Elemental Analysis: C, 66.04; H, 7.62; F, 4.35; O, 21.99
Related CAS #: 1524-88-5 (free) 2802-11-1 (acetate)
Synonym: Flurandrenolide, Fludroxycortide, Flurandrenolone; Cordran, Haelan, Drenison
IUPAC/Chemical Name: (2S,6aR,6bS,7S,8aS,8bS,11aR,12aS,12bS)-2-fluoro-7-hydroxy-8b-(2-hydroxyacetyl)-6a,8a,10,10-tetramethyl-5,6,6a,6b,7,8,8a,8b,11a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4(2H)-one
InChi Key: POPFMWWJOGLOIF-XWCQMRHXSA-N
InChi Code: InChI=1S/C24H33FO6/c1-21(2)30-19-9-14-13-8-16(25)15-7-12(27)5-6-22(15,3)20(13)17(28)10-23(14,4)24(19,31-21)18(29)11-26/h7,13-14,16-17,19-20,26,28H,5-6,8-11H2,1-4H3/t13-,14-,16-,17-,19+,20+,22-,23-,24+/m0/s1
SMILES Code: C[C@]12CCC(=O)C=C1[C@H](C[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3C[C@@H]5[C@]4(OC(O5)(C)C)C(=O)CO)C)O)F
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
Solvent | Max Conc. mg/mL | Max Conc. mM | |
---|---|---|---|
Solubility | |||
Soluble in DMSO, not in water | 0.0 | 0.00 |
The following data is based on the product molecular weight 436.51 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Flurandrenolide. 2021 Jan 18. PMID: 29999802.
2: Krueger GG, O'Reilly MA, Weidner M, Dromgoole SH, Killey FP. Comparative efficacy of once-daily flurandrenolide tape versus twice-daily diflorasone diacetate ointment in the treatment of psoriasis. J Am Acad Dermatol. 1998 Feb;38(2 Pt 1):186-90. doi: 10.1016/s0190-9622(98)70238-5. PMID: 9486672.
3: Flurandrenolide tape. Med Lett Drugs Ther. 1972 Oct 27;14(22):83. PMID: 4648569.
4: Setaluri V, Clark AR, Feldman SR. Transmittance properties of flurandrenolide tape for psoriasis: helpful adjunct to phototherapy. J Cutan Med Surg. 2000 Oct;4(4):196-8. doi: 10.1177/120347540000400404. PMID: 11231197.
5: Jones EL, Crumley AF, Cornell RC. New cream vehicle for flurandrenolide. Cutis. 1978 Jun;21(6):881-5. PMID: 350506.
6: Potter K, Konda S, Ren VZ, Wang AL, Srinivasan A, Chilukuri S. Techniques for Optimizing Surgical Scars, Part 2: Hypertrophic Scars and Keloids. Skinmed. 2017 Dec 1;15(6):451-456. PMID: 29282183.
7: Drugs for atopic dermatitis. Med Lett Drugs Ther. 2020 Jun 15;62(1600):89-96. PMID: 32555122.
8: Brubaker RF, Halpin JA. Open-angle glaucoma associated with topical administraion of flurandrenolide to the eye. Mayo Clin Proc. 1975 Jun;50(6):322-6. PMID: 1127998.
9: Feinstein RJ, Halprin KM, Penneys NS, Taylor JR, Schenkman J. Senile purpura. Arch Dermatol. 1973 Aug;108(2):229-32. PMID: 4724128.
10: Pace WE. Topical corticosteroids. Can Med Assoc J. 1973 Jan 6;108(1):ll passim. PMID: 4682644; PMCID: PMC1941119.
11: Peal DS, Mills RW, Lynch SN, Mosley JM, Lim E, Ellinor PT, January CT, Peterson RT, Milan DJ. Novel chemical suppressors of long QT syndrome identified by an in vivo functional screen. Circulation. 2011 Jan 4;123(1):23-30. doi: 10.1161/CIRCULATIONAHA.110.003731. Epub 2010 Nov 15. PMID: 21098441; PMCID: PMC3015011.
12: Ogawa R. Effectiveness of Corticosteroid Tapes and Plasters for Keloids and Hypertrophic Scars. 2020 Dec 8. In: Téot L, Mustoe TA, Middelkoop E, Gauglitz GG, editors. Textbook on Scar Management: State of the Art Management and Emerging Technologies [Internet]. Cham (CH): Springer; 2020. Chapter 56. PMID: 36351109.
13: Carrer V, Alonso C, Oliver MA, Coderch L. In vitro penetration through the skin layers of topically applied glucocorticoids. Drug Test Anal. 2018 Oct;10(10):1528-1535. doi: 10.1002/dta.2412. Epub 2018 Jun 20. PMID: 29788546.
14: Powell RF, Smith EB. Tumbleweed dermatitis. Arch Dermatol. 1978 May;114(5):751-4. PMID: 646398.
15: Kikuchi I, Jono M. Letter: Flurandrenolide-impregnated tape for granuloma gluteale infantum. Arch Dermatol. 1976 Apr;112(4):564. PMID: 1267479.
16: Kobak MW. Possible efficacy of treatment of frostbite of the ears with flurandrenolide ointment: a preliminary report. Eye Ear Nose Throat Mon. 1975 Jan;54(1):68. PMID: 1109352.
17: Rex IH Jr. Lichen amyloidosus. Arch Dermatol. 1970 Jul;102(1):119-21. doi: 10.1001/archderm.102.1.119b. PMID: 5497165.
18: Goustas P, Cork MJ, Higson D. Eumovate (clobetasone butyrate 0.05%) cream: a review of clinical efficacy and safety. J Dermatolog Treat. 2003 Jun;14(2):71-85. doi: 10.1080/09546630310004180. PMID: 12775314.
19: Nurse DS. Letter: Haelan tape. Australas J Dermatol. 1974 Dec;15(3):152. doi: 10.1111/j.1440-0960.1974.tb00550.x. PMID: 4451537.
20: Antczak C, Mahida JP, Bhinder B, Calder PA, Djaballah H. A high-content biosensor-based screen identifies cell-permeable activators and inhibitors of EGFR function: implications in drug discovery. J Biomol Screen. 2012 Aug;17(7):885-99. doi: 10.1177/1087057112446174. Epub 2012 May 9. PMID: 22573732; PMCID: PMC3615554.