MedKoo Cat#: 563598 | Name: Metoprolol Fumarate
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Description:

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

Metoprolol Fumarate is a cardioselective competitive beta-1 adrenergic receptor antagonist with antihypertensive properties and devoid of intrinsic sympathomimetic activity.

Chemical Structure

Metoprolol Fumarate
Metoprolol Fumarate
CAS#80274-67-5 (fumarate)

Theoretical Analysis

MedKoo Cat#: 563598

Name: Metoprolol Fumarate

CAS#: 80274-67-5 (fumarate)

Chemical Formula: C34H54N2O10

Exact Mass: 650.3778

Molecular Weight: 650.81

Elemental Analysis: C, 62.75; H, 8.36; N, 4.30; O, 24.58

Price and Availability

Size Price Availability Quantity
200mg USD 750.00 2 Weeks
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Synonym
Metoprolol Fumarate;
IUPAC/Chemical Name
1-(isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol hemifumarate
InChi Key
BRIPGNJWPCKDQZ-WXXKFALUSA-N
InChi Code
InChI=1S/2C15H25NO3.C4H4O4/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-3(6)1-2-4(7)8/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+
SMILES Code
OC(CNC(C)C)COC1=CC=C(CCOC)C=C1.OC(CNC(C)C)COC2=CC=C(CCOC)C=C2.O=C(O)/C=C/C(O)=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 650.81 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.

Recalculate based on batch purity %
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: Silva Gracia M, Köppl A, Unholzer S, Haen E. Development and validation of an HPLC-UV method for the simultaneous determination of the antipsychotics clozapine, olanzapine and quetiapine, several beta-blockers and their metabolites. Biomed Chromatogr. 2017 Oct;31(10). doi: 10.1002/bmc.3968. Epub 2017 Apr 3. PubMed PMID: 28266722. 2: Prachi S, Komal C, Priti MJ. Influence of Peroxide Impurities in Povidone on the Stability of Selected β-Blockers with the Help of HPLC. AAPS PharmSciTech. 2017 Oct;18(7):2410-2417. doi: 10.1208/s12249-017-0716-2. Epub 2017 Feb 2. PubMed PMID: 28155135. 3: Gibiino S, Trappoli A, Balzarro B, Atti AR, De Ronchi D. Coma After Quetiapine Fumarate Intentional Overdose in a 71-year-old Man: A Case Report. Drug Saf Case Rep. 2015 Dec;2(1):3. PubMed PMID: 27747715; PubMed Central PMCID: PMC4982457. 4: Eren Cevik S, Tasyurek T, Guneysel O. Intralipid emulsion treatment as an antidote in lipophilic drug intoxications. Am J Emerg Med. 2014 Sep;32(9):1103-8. doi: 10.1016/j.ajem.2014.05.019. Epub 2014 May 21. PubMed PMID: 24974371. 5: Quinten T, Andrews GP, De Beer T, Saerens L, Bouquet W, Jones DS, Hornsby P, Remon JP, Vervaet C. Preparation and evaluation of sustained-release matrix tablets based on metoprolol and an acrylic carrier using injection moulding. AAPS PharmSciTech. 2012 Dec;13(4):1197-211. doi: 10.1208/s12249-012-9848-6. Epub 2012 Sep 11. PubMed PMID: 22965662; PubMed Central PMCID: PMC3513464. 6: Kramer JM, Curtis LH, Dupree CS, Pelter D, Hernandez A, Massing M, Anstrom KJ. Comparative effectiveness of beta-blockers in elderly patients with heart failure. Arch Intern Med. 2008 Dec 8;168(22):2422-8; discussion 2428-32. doi: 10.1001/archinternmed.2008.511. PubMed PMID: 19064824. 7: Ding L, Zhou X, Guo X, Song Q, He J, Xu G. LC-ESI-MS method for the determination of bisoprolol in human plasma. J Pharm Biomed Anal. 2007 Jun 28;44(2):520-5. Epub 2007 Mar 4. PubMed PMID: 17418521. 8: Karadas B, Kaya T, Cetin M, Parlak A, Durmus N, Bagcivan I, Gulturk S. Effects of formoterol and BRL 37344 on human umbilical arteries in vitro in normotensive and pre-eclamptic pregnancy. Vascul Pharmacol. 2007 May;46(5):360-6. Epub 2006 Dec 8. PubMed PMID: 17229593. 9: Topalkara A, Karadas B, Toker MI, Kaya T, Durmus N, Turgut B. Relaxant effects of beta-adrenoceptor agonist formoterol and BRL 37344 on bovine iris sphincter and ciliary muscle. Eur J Pharmacol. 2006 Oct 24;548(1-3):144-9. Epub 2006 Aug 16. PubMed PMID: 16973159. 10: Nishii M, Inomata T, Niwano H, Takehana H, Takeuchi I, Nakano H, Shinagawa H, Naruke T, Koitabashi T, Nakahata J, Izumi T. Beta2-Adrenergic agonists suppress rat autoimmune myocarditis: potential role of beta2-adrenergic stimulants as new therapeutic agents for myocarditis. Circulation. 2006 Aug 29;114(9):936-44. Epub 2006 Aug 14. PubMed PMID: 16908771. 11: Yurtcu N, Cetin A, Karadas B, Gonca Imir A, Kaya T, Erselcan T, Bagcivan I, Cetin M. Comparison of effects of formoterol and BRL 37344 on isolated term-pregnant rat myometrial strips in vitro. Eur J Pharmacol. 2006 Jan 20;530(3):263-9. Epub 2006 Jan 4. PubMed PMID: 16388799. 12: van der Woude HJ, Zaagsma J, Postma DS, Winter TH, van Hulst M, Aalbers R. Detrimental effects of beta-blockers in COPD: a concern for nonselective beta-blockers. Chest. 2005 Mar;127(3):818-24. PubMed PMID: 15764762. 13: Bayes M, Rabasseda X, Prous JR. Gateways to Clinical Trials. Methods Find Exp Clin Pharmacol. 2002 Apr;24(3):159-84. Review. PubMed PMID: 12087878. 14: Salem H. Spectrophotometric determination of beta-adrenergic blocking agents in pharmaceutical formulations. J Pharm Biomed Anal. 2002 Jul 1;29(3):527-38. PubMed PMID: 12062653. 15: Dubach P, Myers J, Bonetti P, Schertler T, Froelicher V, Wagner D, Scheidegger M, Stuber M, Luchinger R, Schwitter J, Hess O. Effects of bisoprolol fumarate on left ventricular size, function, and exercise capacity in patients with heart failure: analysis with magnetic resonance myocardial tagging. Am Heart J. 2002 Apr;143(4):676-83. PubMed PMID: 11923805. 16: Meyer MI, Kuhn M, Bühler H, Bertschinger P. [Ticlopidine-induced cholestasis]. Schweiz Med Wochenschr. 1999 Oct 2;129(39):1405-9. German. PubMed PMID: 10542998. 17: Sandberg A, Abrahamsson B, Svenheden A, Olofsson B, Bergstrand R. Steady-state bioavailability and day-to-day variability of a multiple-unit (CR/ZOK) and a single-unit (OROS) delivery system of metoprolol after once-daily dosing. Pharm Res. 1993 Jan;10(1):28-34. PubMed PMID: 8430057. 18: Feliciano N, Kasarjian PH, McMillen JI, Grau KE, Kessler C, Stevelman HB, Hogan LB, Mroczek WJ, Goldstein RJ, Montoro R. Safety and tolerability of metoprolol OROS in hypertension treatment. Am Heart J. 1990 Aug;120(2):490-4. PubMed PMID: 2382634. 19: Doménech J, Alba M, Morera JM, Obach R, Plá Delfina JM. Gastric, intestinal and colonic absorption of metoprolol in the rat. Br J Clin Pharmacol. 1985;19 Suppl 2:85S-89S. PubMed PMID: 4005133; PubMed Central PMCID: PMC1463754. 20: Theeuwes F, Swanson DR, Guittard G, Ayer A, Khanna S. Osmotic delivery systems for the beta-adrenoceptor antagonists metoprolol and oxprenolol: design and evaluation of systems for once-daily administration. Br J Clin Pharmacol. 1985;19 Suppl 2:69S-76S. PubMed PMID: 4005132; PubMed Central PMCID: PMC1463768.