Prednisolone Phosphate Sodium | CAS#125-02-0 | Glucocorticoid

MedKoo Cat#: 318565 | Name: Prednisolone Phosphate Sodium

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Description:

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

Prednisolone sodium phosphate is a water soluble form of prednisolone, a glucocorticoid. It is used to treat a variety of inflammatory and autoimmune conditions and some cancers. It is the active metabolite of the drug prednisone and is used especially in patients with liver failure, as these individuals are unable to metabolize prednisone into active prednisolone.

Chemical Structure

Prednisolone Phosphate Sodium

CAS#125-02-0 (Na+ phosphate)

Theoretical Analysis

MedKoo Cat#: 318565

Name: Prednisolone Phosphate Sodium

CAS#: 125-02-0 (Na+ phosphate)

Chemical Formula: C21H27Na2O8P

Exact Mass:

Molecular Weight: 484.39

Elemental Analysis: C, 52.07; H, 5.62; Na, 9.49; O, 26.42; P, 6.39

Price and Availability

Size	Price	Availability
1g	USD 450.00	2 Weeks
5g	USD 750.00	2 Weeks
10g	USD 1,250.00	2 Weeks

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Related CAS #

52-21-1 (acetate) 72064-79-0 (valerate acetate) 630-67-1 (sodium metazoate) 125-02-0 (Na+ phosphate) 50-24-8 (free)

Synonym

Prednisolone Phosphate Sodium; AKOS016010152; AK115681; prednisolone; sodium phosphate Predsol;Pediapred;

IUPAC/Chemical Name

disodium;[2-[(10R,13S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] phosphate

InChi Key

VJZLQIPZNBPASX-UHFFFAOYSA-L

InChi Code

InChI=1S/C21H29O8P.2Na/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19;;/h5,7,9,14-16,18,23,25H,3-4,6,8,10-11H2,1-2H3,(H2,26,27,28);;/q;2*+1/p-2

SMILES Code

CC12CC(C3C(C1CCC2(C(=O)COP(=O)([O-])[O-])O)CCC4=CC(=O)C=CC34C)O.[Na+].[Na+]

Appearance

White to light yellow 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Prednisolone disodium phosphate is a synthetic glucocorticoid with anti-inflammatory and immunomodulating properties.

In vitro activity:

This study reports here a study of Prednisolone treatment using as a model a leukemia cell line with subsequent investigation of resistance-related gene expression. This study analyzed effects of increasing doses of Prednisolone on ALL cell survival and growth, and monitored immediate effects on gene expression through gene expression assays. Upon treatment with escalating Prednisolone concentration, this study observed a gradual decline in cell survival. Prednisolone competitively induces MCL1 expression. Reference: Adv Exp Med Biol. 2021;1339:147-160. https://pubmed.ncbi.nlm.nih.gov/35023102/

In vivo activity:

This study evaluated the effect of in vivo administration of prednisolone on Escherichia coli lipopolysaccharide endotoxin (LPS)-induced increases in plasma RNI and neutrophil mRNA for NOS II and production of RNI in the rat. This study shows that LPS rapidly induces mRNA for NOS II and production of RNI (NO2- and NO3- anion) in rat neutrophils within 2 hr after in vivo administration of a sublethal dose of 0.5 mg/kg, i.v. A pharmacologic dose of prednisolone (50 micrograms/kg, im) given 15 min before LPS-attenuated production of NO2- and NO3- by neutrophils and suppressed LPS-stimulated mRNA for NOS II. 3-Amino, 1,2,4-triazine inhibited NO2- and NO3- production without affecting gene expression for NOS II. Reference: Proc Soc Exp Biol Med. 1994 Mar;205(3):220-9. https://pubmed.ncbi.nlm.nih.gov/7513433/

	Solvent	mg/mL	mM
Solubility
	PBS (pH 7.2)	0.0	20.64
	Water	73.5	151.74

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 484.39 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:

1. G L, Adamaki M, Hatziagapiou K, Geronikolou SA, Tsartsalis AN, Vlahopoulos S. Early and Very Early GRIM19 and MCL1 Expression Are Correlated to Late Acquired Prednisolone Effects in a T-Cell Acute Leukemia Cell Line. Adv Exp Med Biol. 2021;1339:147-160. doi: 10.1007/978-3-030-78787-5_20. PMID: 35023102. 2. Li C, Yang P, Liu B, Bu J, Liu H, Guo J, Hasegawa T, Si H, Li M. Prednisolone induces osteocytes apoptosis by promoting Notum expression and inhibiting PI3K/AKT/GSK3β/β-catenin pathway. J Mol Histol. 2021 Oct;52(5):1081-1095. doi: 10.1007/s10735-021-10006-0. Epub 2021 Jul 23. PMID: 34297260. 3. Rioja I, Bush KA, Buckton JB, Dickson MC, Life PF. Joint cytokine quantification in two rodent arthritis models: kinetics of expression, correlation of mRNA and protein levels and response to prednisolone treatment. Clin Exp Immunol. 2004 Jul;137(1):65-73. doi: 10.1111/j.1365-2249.2004.02499.x. PMID: 15196245; PMCID: PMC1809073. 4. Kolls J, Xie J, LeBlanc R, Malinski T, Nelson S, Summer W, Greenberg SS. Rapid induction of messenger RNA for nitric oxide synthase II in rat neutrophils in vivo by endotoxin and its suppression by prednisolone. Proc Soc Exp Biol Med. 1994 Mar;205(3):220-9. doi: 10.3181/00379727-205-43700. PMID: 7513433.

In vitro protocol:

In vivo protocol:

1. Rioja I, Bush KA, Buckton JB, Dickson MC, Life PF. Joint cytokine quantification in two rodent arthritis models: kinetics of expression, correlation of mRNA and protein levels and response to prednisolone treatment. Clin Exp Immunol. 2004 Jul;137(1):65-73. doi: 10.1111/j.1365-2249.2004.02499.x. PMID: 15196245; PMCID: PMC1809073. 2. Kolls J, Xie J, LeBlanc R, Malinski T, Nelson S, Summer W, Greenberg SS. Rapid induction of messenger RNA for nitric oxide synthase II in rat neutrophils in vivo by endotoxin and its suppression by prednisolone. Proc Soc Exp Biol Med. 1994 Mar;205(3):220-9. doi: 10.3181/00379727-205-43700. PMID: 7513433.

1: Smits EA, Soetekouw JA, van Doormalen I, van den Berg BH, van der Woude MP, de Wijs-Rot N, Vromans H. Quantitative LC-MS determination of liposomal encapsulated prednisolone phosphate and non-encapsulated prednisolone concentrations in murine whole blood and liver tissue. J Pharm Biomed Anal. 2015 Nov 10;115:552-61. doi: 10.1016/j.jpba.2015.07.012. Epub 2015 Jul 26. PubMed PMID: 26319748. 2: Smits EA, Soetekouw JA, Bakker PF, Baijens BJ, Vromans H. Plasma, blood and liver tissue sample preparation methods for the separate quantification of liposomal-encapsulated prednisolone phosphate and non-encapsulated prednisolone. J Liposome Res. 2015 Mar;25(1):46-57. doi: 10.3109/08982104.2014.928887. Epub 2014 Jul 1. PubMed PMID: 24984229. 3: Smits EA, Soetekouw JA, Vromans H. In vitro confirmation of the quantitative differentiation of liposomal encapsulated and non-encapsulated prednisolone (phosphate) tissue concentrations by murine phosphatases. J Liposome Res. 2014 Jun;24(2):130-5. doi: 10.3109/08982104.2013.850593. Epub 2013 Nov 5. PubMed PMID: 24188623. 4: Smits EA, Smits CJ, Vromans H. The development of a method to quantify encapsulated and free prednisolone phosphate in liposomal formulations. J Pharm Biomed Anal. 2013 Mar 5;75:47-54. doi: 10.1016/j.jpba.2012.11.008. Epub 2012 Nov 21. PubMed PMID: 23312384. 5: Hofkens W, Schelbergen R, Storm G, van den Berg WB, van Lent PL. Liposomal targeting of prednisolone phosphate to synovial lining macrophages during experimental arthritis inhibits M1 activation but does not favor M2 differentiation. PLoS One. 2013;8(2):e54016. doi: 10.1371/journal.pone.0054016. Epub 2013 Feb 28. PubMed PMID: 23468840; PubMed Central PMCID: PMC3585322. 6: Cittadino E, Ferraretto M, Torres E, Maiocchi A, Crielaard BJ, Lammers T, Storm G, Aime S, Terreno E. MRI evaluation of the antitumor activity of paramagnetic liposomes loaded with prednisolone phosphate. Eur J Pharm Sci. 2012 Mar 12;45(4):436-41. doi: 10.1016/j.ejps.2011.08.022. Epub 2011 Aug 28. PubMed PMID: 21896328. 7: Richters CD, Paauw NJ, Mayen I, van Bloois L, Metselaer JM, Storm G, du Pont JS, Hoekstra MJ, Kreis RW, Kamperdijk EW. Administration of prednisolone phosphate-liposomes reduces wound contraction in a rat partial-thickness wound model. Wound Repair Regen. 2006 Sep-Oct;14(5):602-7. PubMed PMID: 17014673. 8: Banciu M, Schiffelers RM, Fens MH, Metselaar JM, Storm G. Anti-angiogenic effects of liposomal prednisolone phosphate on B16 melanoma in mice. J Control Release. 2006 Jun 12;113(1):1-8. Epub 2006 Apr 7. PubMed PMID: 16707187. 9: Schiffelers RM, Metselaar JM, Fens MH, Janssen AP, Molema G, Storm G. Liposome-encapsulated prednisolone phosphate inhibits growth of established tumors in mice. Neoplasia. 2005 Feb;7(2):118-27. PubMed PMID: 15802017; PubMed Central PMCID: PMC1501128. 10: Forbes WF. The effect of prednisolone phosphate on the life-span of DBA/2J mice. Exp Gerontol. 1975 Feb;10(1):27-9. PubMed PMID: 1132444. 11: Benvenuto G, Palumbo E, Marcacci M. [Changes in the blood platelet and leukocyte count in rabbits treated with 9-alpha-fluoro-16-beta-methyl-prednisolone phosphate disodium salt]. Boll Soc Ital Biol Sper. 1968 Oct 31;44(20):1696-700. Italian. PubMed PMID: 5721044. 12: BAILEY E, MURPHY D, WEST HF. Oral prednisolone phosphate therapy. Arch Dis Child. 1963 Feb;38:71-4. PubMed PMID: 13969011; PubMed Central PMCID: PMC2019080. 13: NEW and Nonofficial Drugs; prednisolone phosphate sodium (hydeltrasol). J Am Med Assoc. 1959 Sep 5;171:51-3. PubMed PMID: 13857325. 14: Banciu M, Metselaar JM, Schiffelers RM, Storm G. Antitumor activity of liposomal prednisolone phosphate depends on the presence of functional tumor-associated macrophages in tumor tissue. Neoplasia. 2008 Feb;10(2):108-17. PubMed PMID: 18283332; PubMed Central PMCID: PMC2244685. 15: Harigai T, Hagiwara H, Ogawa Y, Ishizuka T, Kaneda S, Kimura J. Prednisolone phosphate-containing TRX-20 liposomes inhibit cytokine and chemokine production in human fibroblast-like synovial cells: a novel approach to rheumatoid arthritis therapy. J Pharm Pharmacol. 2007 Jan;59(1):137-43. PubMed PMID: 17227631. 16: Macsai MS, Goel AK, Michael MM, Wall GM, Sternitzke KD, Abshire RL. Deposition of ciprofloxacin, prednisolone phosphate, and prednisolone acetate in SeeQuence disposable contact lenses. CLAO J. 1993 Jul;19(3):166-8. PubMed PMID: 8375037. 17: Hobden JA, Engel LS, Hill JM, Callegan MC, O'Callaghan RJ. Prednisolone acetate or prednisolone phosphate concurrently administered with ciprofloxacin for the therapy of experimental Pseudomonas aeruginosa keratitis. Curr Eye Res. 1993 May;12(5):469-73. PubMed PMID: 8344070. 18: Mulder CJ, Tytgat GN, Wiltink EH, Houthoff HJ. Comparison of 5-aminosalicylic acid (3 g) and prednisolone phosphate sodium enemas (30 mg) in the treatment of distal ulcerative colitis. A prospective, randomized, double-blind trial. Scand J Gastroenterol. 1988 Oct;23(8):1005-8. PubMed PMID: 3059450. 19: Green K, Downs SJ. Prednisolone phosphate penetration into and through the cornea. Invest Ophthalmol. 1974 Apr;13(4):316-9. PubMed PMID: 4818819. 20: Bellamy D. Long-term action of prednisolone phosphate on a strain of short-lived mice. Exp Gerontol. 1968 Dec;3(4):327-33. PubMed PMID: 4237346.