Ro20-1724 | CAS#29925-17-5 | PDE4 Inhibitor

MedKoo Cat#: 532556 | Name: Ro20-1724

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Description:

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

Ro20-1724 is a widely used inhibitor of cyclic nucleotide phosphodiesterase, selective for PDE4 (IC50 = 2.0 μM)

Chemical Structure

Ro20-1724

CAS#29925-17-5

Theoretical Analysis

MedKoo Cat#: 532556

Name: Ro20-1724

CAS#: 29925-17-5

Chemical Formula: C15H22N2O3

Exact Mass: 278.1630

Molecular Weight: 278.35

Elemental Analysis: C, 64.73; H, 7.97; N, 10.06; O, 17.24

Price and Availability

Size	Price	Availability
25mg	USD 205.00	2 Weeks
50mg	USD 330.00	2 Weeks
100mg	USD 520.00	2 Weeks

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Synonym

Ro20-1724; Ro 20-1724; Ro-20-1724.

IUPAC/Chemical Name

4-[(3-butoxy-4-methoxyphenyl)methyl]imidazolidin-2-one

InChi Key

PDMUULPVBYQBBK-UHFFFAOYSA-N

InChi Code

InChI=1S/C15H22N2O3/c1-3-4-7-20-14-9-11(5-6-13(14)19-2)8-12-10-16-15(18)17-12/h5-6,9,12H,3-4,7-8,10H2,1-2H3,(H2,16,17,18)

SMILES Code

O=C1NC(CC2=CC=C(OC)C(OCCCC)=C2)CN1

Appearance

Solid powder

Purity

>95% (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:

Ro20-1724 is a cell-permeable, selective inhibitor of cAMP-specific phosphodiesterase (PDE IV; IC50 = 2 µM).

In vitro activity:

[(3)H]17-β-estradiol binding displacements were performed on Ro-20-1724 treated whole cells. On Ro-20-1724 treated WISH cells, the K(i) of 17-β-estradiol was 29.2 ± 5.4 nM. Reference: Life Sci. 2011 Mar 14;88(11-12):551-8. https://pubmed.ncbi.nlm.nih.gov/21277863/

In vivo activity:

Treatment with Ro 20-1724 improves learning and memory deficits caused by ketamine anesthesia in immature rats. The escape latency and frequency of passing the platform in Morris Water Maze task were significantly longer after ketamine anesthesia. However, treatment with Ro 20-1724 significantly (P<0.05) improved both learning and memory performance. Reference: J Neurosurg Sci. 2014 Dec;58(4):231-7. https://pubmed.ncbi.nlm.nih.gov/24637417/

	Solvent	mg/mL	mM
Solubility
	DMSO	27.8	100.00
	Ethanol	27.8	100.00

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 278.35 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. Pavan B, Paganetto G, Dalpiaz A, Biondi C, Lunghi L. Estrogen metabolites in the release of inflammatory mediators from human amnion-derived cells. Life Sci. 2011 Mar 14;88(11-12):551-8. doi: 10.1016/j.lfs.2011.01.018. Epub 2011 Jan 26. PMID: 21277863. 2. Narita M, Murata T, Shimizu K, Nakagawa T, Sugiyama T, Inui M, Hiramoto K, Tagawa T. A role for cyclic nucleotide phosphodiesterase 4 in regulation of the growth of human malignant melanoma cells. Oncol Rep. 2007 May;17(5):1133-9. PMID: 17390056. 3. Peng S, Yang X, Liu GJ, Zhang XQ, Wang GL, Sun HY. The phosphodiesterase-4 inhibitor Ro 20-1724 reverses learning and memory impairments, and downregulation of CREB in the hippocampus and cortex induced by ketamine anesthesia in immature rats. J Neurosurg Sci. 2014 Dec;58(4):231-7. Epub 2014 Mar 18. PMID: 24637417. 4. Sharma V, Bala A, Deshmukh R, Bedi KL, Sharma PL. Neuroprotective effect of RO-20-1724-a phosphodiesterase4 inhibitor against intracerebroventricular streptozotocin induced cognitive deficit and oxidative stress in rats. Pharmacol Biochem Behav. 2012 Apr;101(2):239-45. doi: 10.1016/j.pbb.2012.01.004. Epub 2012 Jan 20. PMID: 22285388.

In vitro protocol:

In vivo protocol:

1. Peng S, Yang X, Liu GJ, Zhang XQ, Wang GL, Sun HY. The phosphodiesterase-4 inhibitor Ro 20-1724 reverses learning and memory impairments, and downregulation of CREB in the hippocampus and cortex induced by ketamine anesthesia in immature rats. J Neurosurg Sci. 2014 Dec;58(4):231-7. Epub 2014 Mar 18. PMID: 24637417. 2. Sharma V, Bala A, Deshmukh R, Bedi KL, Sharma PL. Neuroprotective effect of RO-20-1724-a phosphodiesterase4 inhibitor against intracerebroventricular streptozotocin induced cognitive deficit and oxidative stress in rats. Pharmacol Biochem Behav. 2012 Apr;101(2):239-45. doi: 10.1016/j.pbb.2012.01.004. Epub 2012 Jan 20. PMID: 22285388.

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Handb Exp Pharmacol. 2011;(204):85-119. doi: 10.1007/978-3-642-17969-3_3. PMID: 21695636. 5: Kumar B, Nahreini P, Hanson AJ, Andreatta C, Prasad JE, Prasad KN. Selenomethionine prevents degeneration induced by overexpression of wild-type human alpha-synuclein during differentiation of neuroblastoma cells. J Am Coll Nutr. 2005 Dec;24(6):516-23. doi: 10.1080/07315724.2005.10719498. PMID: 16373949. 6: Armstrong RA. Investigation of the inhibitory effects of PGE2 and selective EP agonists on chemotaxis of human neutrophils. Br J Pharmacol. 1995 Dec;116(7):2903-8. doi: 10.1111/j.1476-5381.1995.tb15943.x. PMID: 8680723; PMCID: PMC1909222. 7: Kaneda T, Kido Y, Tajima T, Urakawa N, Shimizu K. PDE4 and PDE5 regulate cyclic nucleotide contents and relaxing effects on carbachol-induced contraction in the bovine abomasum. J Vet Med Sci. 2015 Jan;77(1):15-9. doi: 10.1292/jvms.14-0248. Epub 2014 Oct 15. PMID: 25319411; PMCID: PMC4349533. 8: Blosser JC, Appel SH. Regulation of acetylcholine receptor by cyclic AMP. J Biol Chem. 1980 Feb 25;255(4):1235-8. PMID: 6243632. 9: Kaneda T, Shimizu K, Urakawa N, Nakajyo S. Effects of various selective phosphodiesterase inhibitors on carbachol-induced contraction and cyclic nucleotide contents in guinea pig taenia coli. J Vet Med Sci. 2004 Sep;66(9):1047-52. doi: 10.1292/jvms.66.1047. PMID: 15472466. 10: Bertram JS, Faletto MB. Requirements for and kinetics of growth arrest of neoplastic cells by confluent 10T1/2 fibroblasts induced by a specific inhibitor of cyclic adenosine 3':5'-phosphodiesterase. Cancer Res. 1985 May;45(5):1946-52. PMID: 2985240. 11: Adachi K, Numano F. Phosphodiesterase inhibitors: their comparative effectiveness in vitro in various organs. Jpn J Pharmacol. 1977 Feb;27(1):97-103. doi: 10.1254/jjp.27.97. PMID: 194077. 12: Kaneda T, Kubota T, Fujimoto K, Urakawa N, Nakajyo S, Shimizu K. Effects of rolipram on U46619-induced contraction and cyclic nucleotide content in the porcine coronary artery. J Smooth Muscle Res. 2010;46(1):17-29. doi: 10.1540/jsmr.46.17. PMID: 20383031. 13: Russell ST, Zimmerman TP, Domin BA, Tisdale MJ. Induction of lipolysis in vitro and loss of body fat in vivo by zinc-alpha2-glycoprotein. Biochim Biophys Acta. 2004 Feb 27;1636(1):59-68. doi: 10.1016/j.bbalip.2003.12.004. PMID: 14984739. 14: Hovland AR, La Rosa FG, Hovland PG, Cole WC, Kumar A, Prasad JE, Prasad KN. Cyclosporin A regulates the levels of cyclophilin A in neuroblastoma cells in culture. Neurochem Int. 1999 Sep;35(3):229-35. doi: 10.1016/s0197-0186(99)00065-0. PMID: 10458654. 15: YOGO T, KANEDA T, NEZU Y, HARADA Y, HARA Y, TAGAWA M, URAKAWA N, SHIMIZU K. Effects of various selective phosphodiesterase inhibitors on relaxation and cyclic nucleotide contents in porcine iris sphincter. J Vet Med Sci. 2009 Nov;71(11):1449-53. doi: 10.1292/jvms.001449. PMID: 19959894. 16: Kaneda T, Watanabe A, Shimizu K, Urakawa N, Nakajyo S. Effects of various selective phosphodiesterase inhibitors on carbachol-induced contraction and cyclic nucleotide contents in the guinea pig gall bladder. J Vet Med Sci. 2005 Jul;67(7):659-65. doi: 10.1292/jvms.67.659. PMID: 16082113. 17: Giustina TA, Chan SC, Thiel ML, Baker JW, Hanifin JM. Increased leukocyte sensitivity to phosphodiesterase inhibitors in atopic dermatitis: tachyphylaxis after theophylline therapy. J Allergy Clin Immunol. 1984 Sep;74(3 Pt 1):252-7. doi: 10.1016/0091-6749(84)90254-9. PMID: 6088608. 18: Challiss RA, Nicholson CD. Effects of selective phosphodiesterase inhibition on cyclic AMP hydrolysis in rat cerebral cortical slices. Br J Pharmacol. 1990 Jan;99(1):47-52. doi: 10.1111/j.1476-5381.1990.tb14652.x. PMID: 2158837; PMCID: PMC1917511. 19: Nichols MR, Morimoto BH. Tyrosine kinase-independent inhibition of cyclic- AMP phosphodiesterase by genistein and tyrphostin 51. Arch Biochem Biophys. 1999 Jun 15;366(2):224-30. doi: 10.1006/abbi.1999.1200. PMID: 10356287. 20: Park KW, Dai HB, Lowenstein E, Darvish A, Sellke FW. Isoflurane attenuates cAMP-mediated vasodilation in rat microvessels. Circulation. 1995 Nov 1;92(9 Suppl):II423-7. doi: 10.1161/01.cir.92.9.423. PMID: 7586449.