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MedKoo Cat#: 318260 | Name: Metoprolol HCl

Description:

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

Metoprolol is a selective β1 receptor blocker medication. It is used to treat high blood pressure, chest pain due to poor blood flow to the heart, and a number of conditions involving an abnormally fast heart rate. It is also used to prevent further heart problems after myocardial infarction and to prevent headaches in those with migraines.

Chemical Structure

Metoprolol HCl
Metoprolol HCl
CAS#56392-18-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 318260

Name: Metoprolol HCl

CAS#: 56392-18-8 (HCl)

Chemical Formula: C15H26ClNO3

Exact Mass: 267.1834

Molecular Weight: 303.83

Elemental Analysis: C, 59.30; H, 8.63; Cl, 11.67; N, 4.61; O, 15.80

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 #
51384-51-1 (free base) 56392-17-7 (tartrate) 56392-18-8 (HCl) 80274-67-5 (fumarate) 98418-47-4 (succinate)
Synonym
Metoprolol, Lopressor, Betaloc, CGP-2175, H 93-26
IUPAC/Chemical Name
1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol Hydrochloride
InChi Key
UKBBZNRSHOCRNP-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H25NO3.ClH/c1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;/h4-7,12,14,16-17H,8-11H2,1-3H3;1H
SMILES Code
OC(CNC(C)C)COC1=CC=C(CCOC)C=C1.[H]Cl
Appearance
White to off-white crystalline 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

Preparing Stock Solutions

The following data is based on the product molecular weight 303.83 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: Briasoulis A, Palla M, Afonso L. Meta-analysis of the effects of carvedilol versus metoprolol on all-cause mortality and hospitalizations in patients with heart failure. Am J Cardiol. 2015 Apr 15;115(8):1111-5. doi: 10.1016/j.amjcard.2015.01.545. Epub 2015 Jan 31. Review. PubMed PMID: 25708861. 2: DiNicolantonio JJ, Beavers CJ, Menezes AR, Lavie CJ, O'Keefe JH, Meier P, Vorobcsuk A, Aradi D, Komócsi A, Chatterjee S, D'Ascenzo F, Gasparini M, Brugts J, Biondi-Zoccai G. Meta-analysis comparing carvedilol versus metoprolol for the prevention of postoperative atrial fibrillation following coronary artery bypass grafting. Am J Cardiol. 2014 Feb 1;113(3):565-9. doi: 10.1016/j.amjcard.2013.10.020. Epub 2013 Nov 8. Review. PubMed PMID: 24332247. 3: Blake CM, Kharasch ED, Schwab M, Nagele P. A meta-analysis of CYP2D6 metabolizer phenotype and metoprolol pharmacokinetics. Clin Pharmacol Ther. 2013 Sep;94(3):394-9. doi: 10.1038/clpt.2013.96. Epub 2013 May 9. Review. PubMed PMID: 23665868; PubMed Central PMCID: PMC3818912. 4: DiNicolantonio JJ, Lavie CJ, Fares H, Menezes AR, O'Keefe JH. Meta-analysis of carvedilol versus beta 1 selective beta-blockers (atenolol, bisoprolol, metoprolol, and nebivolol). Am J Cardiol. 2013 Mar 1;111(5):765-9. doi: 10.1016/j.amjcard.2012.11.031. Epub 2013 Jan 4. Review. PubMed PMID: 23290925. 5: Molden E, Spigset O. [Interactions between metoprolol and antidepressants]. Tidsskr Nor Laegeforen. 2011 Sep 20;131(18):1777-9. doi: 10.4045/tidsskr.11.0143. Review. Norwegian. PubMed PMID: 21946596. 6: Dasbiswas A, Dasbiswas D. Chirally pure S-metoprolol--place in therapy. Indian Heart J. 2010 Mar-Apr;62(2):143-5. Review. PubMed PMID: 21180306. 7: Leonova MV, Maneshina OA, Belousov IuB. [Evolution of oral drug forms of metoprolol: advantages of long acting modified release forms with modified release]. Kardiologiia. 2010;50(12):79-83. Review. Russian. PubMed PMID: 21591398. 8: Papadopoulos DP, Papademetriou V. Metoprolol succinate combination in the treatment of hypertension. Angiology. 2009 Oct-Nov;60(5):608-13. doi: 10.1177/0003319708326450. Epub 2008 Nov 24. Review. PubMed PMID: 19033265. 9: Kveiborg B, Major-Petersen A, Christiansen B, Torp-Pedersen C. Carvedilol in the treatment of chronic heart failure: lessons from the Carvedilol Or Metoprolol European Trial. Vasc Health Risk Manag. 2007;3(1):31-7. Review. PubMed PMID: 17583173; PubMed Central PMCID: PMC1994038. 10: Handa S. [COMET: metoprolol]. Nihon Rinsho. 2007 Apr 28;65 Suppl 4:521-5. Review. Japanese. PubMed PMID: 17511103. 11: Tereshchenko SN, Kositsyna IV, Dzhaiani NA. [The place of metoprolol in the treatment of ischemic heart disease]. Kardiologiia. 2005;45(4):98-101. Review. Russian. PubMed PMID: 15940205. 12: Minushkina LO, Sidorenko BA. [Metoprolol in the treatment of essential hypertension]. Kardiologiia. 2003;43(11):102-5. Review. Russian. PubMed PMID: 14671567. 13: Kobalava ZhD, Gudkov KM. [Metoprolol CR/XL: advanced formulation of a classical beta-blocker]. Kardiologiia. 2003;43(9):91-100. Review. Russian. PubMed PMID: 14593374. 14: Maack C, Elter T, Böhm M. Beta-blocker treatment of chronic heart failure: comparison of carvedilol and metoprolol. Congest Heart Fail. 2003 Sep-Oct;9(5):263-70. Review. PubMed PMID: 14564145. 15: Tangeman HJ, Patterson JH. Extended-release metoprolol succinate in chronic heart failure. Ann Pharmacother. 2003 May;37(5):701-10. Review. PubMed PMID: 12708950. 16: Gattis WA. Metoprolol CR/XL in the treatment of chronic heart failure. Pharmacotherapy. 2001 May;21(5):604-13. Review. PubMed PMID: 11349749. 17: Haria M, Plosker GL, Markham A. Felodipine/metoprolol: a review of the fixed dose controlled release formulation in the management of essential hypertension. Drugs. 2000 Jan;59(1):141-57. Review. PubMed PMID: 10718104. 18: Kendall MJ. Approaches to meeting the criteria for fixed dose antihypertensive combinations. Focus on metoprolol. Drugs. 1995 Sep;50(3):454-64. Review. PubMed PMID: 8521768. 19: Dahlöf B, Andersson OK. A felodipine-metoprolol extended-release tablet: its properties and clinical development. J Hum Hypertens. 1995 Jul;9 Suppl 2:S43-7. Review. PubMed PMID: 7562899. 20: Lee DW, Cohan B. Refractory cardiogenic shock and complete heart block after verapamil SR and metoprolol treatment. A case report. Angiology. 1995 Jun;46(6):517-9. Review. PubMed PMID: 7785794.