Celiprolol | CAS#56980-93-9 (free base) | β-adrenoceptor blocker

MedKoo Cat#: 461295 | Name: Celiprolol

Description:

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

Celiprolol free base is a third generation selective β-adrenoceptor blocker. It is known to have not only an antihypertensive effect but also an antioxidant effect through releasing nitric oxide.

Chemical Structure

Celiprolol

CAS#56980-93-9 (free base)

Theoretical Analysis

MedKoo Cat#: 461295

Name: Celiprolol

CAS#: 56980-93-9 (free base)

Chemical Formula: C20H33N3O4

Exact Mass: 379.2471

Molecular Weight: 379.50

Elemental Analysis: C, 63.30; H, 8.77; N, 11.07; O, 16.86

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.

Bulk Inquiry

Related CAS #

56980-93-9 (free base) 57470-78-7 (HCl)

Synonym

Celiprolol; Edsivo; RHC-5320A; RHC 5320A; RHC5320A;

IUPAC/Chemical Name

3-(3-acetyl-4-(3-(tert-butylamino)-2-hydroxypropoxy)phenyl)-1,1-diethylurea

InChi Key

JOATXPAWOHTVSZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H33N3O4/c1-7-23(8-2)19(26)22-15-9-10-18(17(11-15)14(3)24)27-13-16(25)12-21-20(4,5)6/h9-11,16,21,25H,7-8,12-13H2,1-6H3,(H,22,26)

SMILES Code

O=C(NC1=CC=C(OCC(O)CNC(C)(C)C)C(C(C)=O)=C1)N(CC)CC

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

Shelf Life

>3 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 379.50 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: Eguchi K, Hoshide S, Kario K. Effects of Celiprolol and Bisoprolol on Blood Pressure, Vascular Stiffness, and Baroreflex Sensitivity. Am J Hypertens. 2015 Jul;28(7):858-67. doi: 10.1093/ajh/hpu245. Epub 2015 Jan 10. PubMed PMID: 25577782. 2: Andrzejczak D, Górska D. The effects of celiprolol on serum concentrations of proinflammatory cytokines in hypertensive (SHR) and normotensive (WKY) rats. Pharmacol Rep. 2014 Feb;66(1):68-73. doi: 10.1016/j.pharep.2013.08.006. Epub 2014 Feb 1. PubMed PMID: 24905309. 3: Abdelkrim MA, Martignat L, Gogny M, Desfontis JC, Noireaud J, Mallem MY. Celiprolol induces β(3)-adrenoceptors-dependent relaxation in isolated porcine coronary arteries. Can J Physiol Pharmacol. 2013 Oct;91(10):791-6. doi: 10.1139/cjpp-2013-0091. Epub 2013 May 22. PubMed PMID: 24144049. 4: Nishioka S, Yoshioka T, Nomura A, Kato R, Miyamura M, Okada Y, Ishizaka N, Matsumura Y, Hayashi T. Celiprolol reduces oxidative stress and attenuates left ventricular remodeling induced by hypoxic stress in mice. Hypertens Res. 2013 Nov;36(11):934-9. doi: 10.1038/hr.2013.60. Epub 2013 Jun 20. PubMed PMID: 23784509. 5: Mizuta E, Utami SB, Ohtahara A, Endo S, Mishima M, Hasegawa A, Yamada K, Kato M, Yamamoto K, Ogino K, Ninomiya H, Miyazaki S, Hamada T, Taniguchi SI, Cheng J, Hisatome I. A vasodilating β1 blocker celiprolol inhibits muscular release of uric acid precursor in patients with essential hypertension. Horm Metab Res. 2013 Jan;45(1):69-73. doi: 10.1055/s-0032-1321872. Epub 2012 Aug 14. PubMed PMID: 22893261. 6: Ong KT, Perdu J, De Backer J, Bozec E, Collignon P, Emmerich J, Fauret AL, Fiessinger JN, Germain DP, Georgesco G, Hulot JS, De Paepe A, Plauchu H, Jeunemaitre X, Laurent S, Boutouyrie P. Effect of celiprolol on prevention of cardiovascular events in vascular Ehlers-Danlos syndrome: a prospective randomised, open, blinded-endpoints trial. Lancet. 2010 Oct 30;376(9751):1476-84. doi: 10.1016/S0140-6736(10)60960-9. Epub 2010 Sep 7. Erratum in: Lancet. 2016 Aug 6;388(10044):564. Dosage error in published abstract; MEDLINE/PubMed abstract corrected; Dosage error in article text. PubMed PMID: 20825986. 7: Ieiri I, Doi Y, Maeda K, Sasaki T, Kimura M, Hirota T, Chiyoda T, Miyagawa M, Irie S, Iwasaki K, Sugiyama Y. Microdosing clinical study: pharmacokinetic, pharmacogenomic (SLCO2B1), and interaction (grapefruit juice) profiles of celiprolol following the oral microdose and therapeutic dose. J Clin Pharmacol. 2012 Jul;52(7):1078-89. doi: 10.1177/0091270011408612. Epub 2011 May 18. PubMed PMID: 21593283. 8: Itohda A, Tsutsumi K, Imai H, Iwao M, Kotegawa T, Ohashi K. Determination of celiprolol in human plasma using high performance liquid chromatography with fluorescence detection for clinical application. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Sep 1;904:88-92. doi: 10.1016/j.jchromb.2012.07.026. Epub 2012 Jul 31. PubMed PMID: 22889991. 9: Belal F, Sharaf El-Din M, Aly F, Hefnawy M, El-Awady M. Fluorometric determination of bopindolol and celiprolol in pharmaceutical preparations and biological fluids. J Fluoresc. 2012 Jul;22(4):1141-50. doi: 10.1007/s10895-012-1053-1. Epub 2012 Apr 3. PubMed PMID: 22477063. 10: Shaukat A, Kazmi S, Shaheen R. In vitro response of tracheal smooth muscle from hyperresponsive guinea pigs to celiprolol. J Ayub Med Coll Abbottabad. 2012 Jul-Dec;24(3-4):85-6. PubMed PMID: 24669619. 11: Frishman WH, Heiman M, Soberman J, Greenberg S, Eff J. Comparison of celiprolol and propranolol in stable angina pectoris. Celiprolol International Angina Study Group. Am J Cardiol. 1991 Apr 1;67(8):665-70. PubMed PMID: 1672481. 12: Malminiemi K. Long-term celiprolol therapy lowers fasting plasma leptin levels. Celiprolol Multicenter Study Group. Cardiovasc Drugs Ther. 2000 Feb;14(1):67-75. PubMed PMID: 10755203. 13: Bruchatá K, Némethy A, Čižmáriková R, Račanská E, Habala L. Synthesis and In Vitro Pharmacological Evaluation of 5-(Alkoxymethyl)-2-(3-alkylamino-2-hydroxypropoxy)phenylethanones Related to Acebutolol and Celiprolol. Arch Pharm (Weinheim). 2016 Sep;349(9):733-40. doi: 10.1002/ardp.201600136. Epub 2016 Jul 15. PubMed PMID: 27417385. 14: Verbesselt R, Zugravu A, Tjandramaga TB, De Schepper PJ. Liquid chromatographic determination of total celiprolol or (S)-celiprolol and (R)-celiprolol simultaneously in human plasma. J Chromatogr B Biomed Appl. 1996 Aug 30;683(2):231-6. PubMed PMID: 8891920. 15: Johnston GD, Vyssoulis G, Feely J, Holden RD, Radley DR. Effect of celiprolol and metoprolol on lipids, fibrinogen and airways function in hyperlipidaemic hypertensives: a randomised double-blind long-term parallel group trial. J Hum Hypertens. 1995 Feb;9(2):123-9. PubMed PMID: 7752174. 16: Taylor SH, Beattie A, Silke B. Celiprolol in the treatment of hypertension: a comparison with propranolol. J Cardiovasc Pharmacol. 1986;8 Suppl 4:S127-31. PubMed PMID: 2427842. 17: Sauvaget F, Mallem MY, Bucas V, Gogny M, Desfontis JC, Noireaud J. Positive influence of AT(1) receptor antagonism upon the impaired celiprolol-induced vasodilatation in aorta from spontaneously hypertensive rats. Eur J Pharmacol. 2010 Oct 10;644(1-3):169-75. doi: 10.1016/j.ejphar.2010.07.003. Epub 2010 Jul 13. PubMed PMID: 20637193. 18: Minamide Y, Osawa Y, Nishida H, Igarashi H, Kudoh S. A highly sensitive LC-MS/MS method capable of simultaneously quantitating celiprolol and atenolol in human plasma for a cassette cold-microdosing study. J Sep Sci. 2011 Jul;34(13):1590-8. doi: 10.1002/jssc.201100089. Epub 2011 May 19. PubMed PMID: 21595025. 19: Cleophas TJ, vd Mey N, Meulen J, Niemeyer MG. Quality of life before and during antihypertensive treatment: a comparative study of celiprolol and atenolol. Am J Ther. 1997 Apr;4(4):117-22. PubMed PMID: 10423600. 20: Miura A, Ukai Y, Matsuzaki T, Ishima T, Hayashi S, Kano S, Kimura K. [Pharmacological studies of celiprolol: II. Alpha 2-Adrenoceptor blocking effects of a cardioselective beta-blocker, celiprolol]. Nihon Yakurigaku Zasshi. 1990 Apr;95(4):201-8. Japanese. PubMed PMID: 1973399.