MedKoo Cat#: 525619 | Name: Metoprolol Tartrate
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Description:

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

Metoprolol Tartrate 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 Tartrate
Metoprolol Tartrate
CAS#56392-17-7 (tartrate)

Theoretical Analysis

MedKoo Cat#: 525619

Name: Metoprolol Tartrate

CAS#: 56392-17-7 (tartrate)

Chemical Formula: C34H56N2O12

Exact Mass: 0.0000

Molecular Weight: 684.82

Elemental Analysis: C, 59.63; H, 8.24; N, 4.09; O, 28.03

Price and Availability

Size Price Availability Quantity
5g USD 350.00 2 weeks
25g USD 750.00 2 weeks
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Synonym
Lanoc; Lopressor; Metomerck; Metop; Selopral; Ritmolol; Metoprolol Tartrate
IUPAC/Chemical Name
(R)-1-(isopropylamino)-3-(4-(2-methoxyethyl)phenoxy)propan-2-ol hemi((2R)-2,3-dihydroxysuccinate)
InChi Key
YGULWPYYGQCFMP-RBXXDJRDSA-N
InChi Code
InChI=1S/2C15H25NO3.C4H6O6/c2*1-12(2)16-10-14(17)11-19-15-6-4-13(5-7-15)8-9-18-3;5-1(3(7)8)2(6)4(9)10/h2*4-7,12,14,16-17H,8-11H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/t2*14-;1-,2?/m111/s1
SMILES Code
O[C@H](CNC(C)C)COC1=CC=C(CCOC)C=C1.O[C@H](CNC(C)C)COC2=CC=C(CCOC)C=C2.O=C(O)[C@H](O)C(O)C(O)=O
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
Product Data
Biological target:
Metoprolol Tartrate is a selective β1 receptor blocker medication.
In vitro activity:
Using LC-MS/MS, this study investigated the effects of six commonly used beta-blockers on brain sterol biosynthesis in vitro using cell lines. Two beta-blockers, metoprolol (MTP) and nebivolol, showed extreme elevations of the highly oxidizable cholesterol precursor 7-dehydrocholesterol (7-DHC) in vitro across multiple cell lines. Reference: Biomolecules. 2022 Aug 31;12(9):1211. https://pubmed.ncbi.nlm.nih.gov/36139049/
In vivo activity:
The aim of the present study was to evaluate the effect of metoprolol on development of atherosclerosis in ApoE(-/-) mice and investigate its effect on the release of proinflammatory cytokines. Male ApoE(-/-) mice were treated with metoprolol (2.5 mg/kg/h) or saline for 11 weeks via osmotic minipumps. Metoprolol significantly reduced atherosclerotic plaque area in thoracic aorta (P < 0.05 versus Control).This study found that a moderate dose of metoprolol significantly reduced atherosclerotic plaque area in thoracic aorta of ApoE(-/-) mice. Reference: Biomed Res Int. 2014;2014:548783. https://pubmed.ncbi.nlm.nih.gov/25105129/
Solvent mg/mL mM comments
Solubility
DMSO 100.0 146.02
Ethanol 100.0 146.02
Water 100.0 146.02
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 684.82 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
Formulation protocol:
1. Allen LB, Mirnics K. Metoprolol Inhibits Developmental Brain Sterol Biosynthesis in Mice. Biomolecules. 2022 Aug 31;12(9):1211. doi: 10.3390/biom12091211. PMID: 36139049; PMCID: PMC9496459. 2. Četojević-Simin DD, Armaković SJ, Šojić DV, Abramović BF. Toxicity assessment of metoprolol and its photodegradation mixtures obtained by using different type of TiO2 catalysts in the mammalian cell lines. Sci Total Environ. 2013 Oct 1;463-464:968-74. doi: 10.1016/j.scitotenv.2013.06.083. Epub 2013 Jul 17. PMID: 23872187. 3. Ulleryd MA, Bernberg E, Yang LJ, Bergström GM, Johansson ME. Metoprolol reduces proinflammatory cytokines and atherosclerosis in ApoE-/- mice. Biomed Res Int. 2014;2014:548783. doi: 10.1155/2014/548783. Epub 2014 Jul 8. PMID: 25105129; PMCID: PMC4109227. 4. Wang D, Chen Y, Jiang J, Zhou A, Pan L, Chen Q, Qian Y, Chu M, Chen C. Carvedilol has stronger anti-inflammation and anti-virus effects than metoprolol in murine model with coxsackievirus B3-induced viral myocarditis. Gene. 2014 Sep 1;547(2):195-201. doi: 10.1016/j.gene.2014.06.003. Epub 2014 Jun 4. PMID: 24905653.
In vitro protocol:
1. Allen LB, Mirnics K. Metoprolol Inhibits Developmental Brain Sterol Biosynthesis in Mice. Biomolecules. 2022 Aug 31;12(9):1211. doi: 10.3390/biom12091211. PMID: 36139049; PMCID: PMC9496459. 2. Četojević-Simin DD, Armaković SJ, Šojić DV, Abramović BF. Toxicity assessment of metoprolol and its photodegradation mixtures obtained by using different type of TiO2 catalysts in the mammalian cell lines. Sci Total Environ. 2013 Oct 1;463-464:968-74. doi: 10.1016/j.scitotenv.2013.06.083. Epub 2013 Jul 17. PMID: 23872187.
In vivo protocol:
1. Ulleryd MA, Bernberg E, Yang LJ, Bergström GM, Johansson ME. Metoprolol reduces proinflammatory cytokines and atherosclerosis in ApoE-/- mice. Biomed Res Int. 2014;2014:548783. doi: 10.1155/2014/548783. Epub 2014 Jul 8. PMID: 25105129; PMCID: PMC4109227. 2. Wang D, Chen Y, Jiang J, Zhou A, Pan L, Chen Q, Qian Y, Chu M, Chen C. Carvedilol has stronger anti-inflammation and anti-virus effects than metoprolol in murine model with coxsackievirus B3-induced viral myocarditis. Gene. 2014 Sep 1;547(2):195-201. doi: 10.1016/j.gene.2014.06.003. Epub 2014 Jun 4. PMID: 24905653.
1: Husain T, Shoaib MH, Yousuf RI, Maboos M, Khan M, Bashir L, Naz S. Formulation development and comparative in vitro study of metoprolol tartrate (IR) tablets. Pak J Pharm Sci. 2016 May;29(3):853-60. PubMed PMID: 27166530. 2: Zhao S, Yu F, Liu N, Di Z, Yan K, Liu Y, Li Y, Zhang H, Yang Y, Yang Z, Li Z, Mei X. Synchronous delivery of felodipine and metoprolol tartrate using monolithic osmotic pump technology. Drug Dev Ind Pharm. 2016 Apr 13:1-9. [Epub ahead of print] PubMed PMID: 27074758. 3: Emami J, Kazemali MR. Design and in vitro evaluation of a novel controlled onset extended-release delivery system of metoprolol tartrate. Res Pharm Sci. 2016 Jan-Feb;11(1):81-92. PubMed PMID: 27051436; PubMed Central PMCID: PMC4794941. 4: Aleksovski A, Van Bockstal PJ, Roškar R, Sovány T, Regdon G Jr, De Beer T, Vervaet C, Dreu R. Comparison of metoprolol tartrate multiple-unit lipid matrix systems produced by different technologies. Eur J Pharm Sci. 2016 Jun 10;88:233-45. doi: 10.1016/j.ejps.2016.03.011. Epub 2016 Mar 12. PubMed PMID: 26980237. 5: Li QL, Wang F, Wang JF, Zang HC, Zhang H, Jiang W. [Identification of Metoprolol Tartrate Tablets from Different Manufacturers by Different Near Infrared Spectrometers]. Guang Pu Xue Yu Guang Pu Fen Xi. 2015 Oct;35(10):2924-9. Chinese. PubMed PMID: 26904845. 6: Mehta R, Teckoe J, Schoener C, Workentine S, Ferrizzi D, Rajabi-Siahboomi A. Investigation into the Effect of Ethylcellulose Viscosity Variation on the Drug Release of Metoprolol Tartrate and Acetaminophen Extended Release Multiparticulates-Part I. AAPS PharmSciTech. 2016 Jan 7. [Epub ahead of print] PubMed PMID: 26743642. 7: Ijaz H, Qureshi J, Danish Z, Zaman M, Abdel-Daim M, Hanif M, Waheed I, Mohammad IS. Formulation and in-vitro evaluation of floating bilayer tablet of lisinopril maleate and metoprolol tartrate. Pak J Pharm Sci. 2015 Nov;28(6):2019-25. PubMed PMID: 26639495. 8: Biswas N, Sahoo RK. Tapioca starch blended alginate mucoadhesive-floating beads for intragastric delivery of Metoprolol Tartrate. Int J Biol Macromol. 2016 Feb;83:61-70. doi: 10.1016/j.ijbiomac.2015.11.039. Epub 2015 Dec 1. PubMed PMID: 26592698. 9: Reddy RB, More KR, Gupta L, Jha MS, Magar L. Identification, synthesis, isolation and characterization of new impurity in metoprolol tartrate tablets. J Pharm Biomed Anal. 2016 Jan 5;117:104-8. doi: 10.1016/j.jpba.2015.08.039. Epub 2015 Aug 30. PubMed PMID: 26344385. 10: Abou El Ela Ael S, Khatib MM. Formulation and evaluation of new long acting metoprolol tartrate ophthalmic gels. Saudi Pharm J. 2014 Dec;22(6):555-63. doi: 10.1016/j.jsps.2014.03.003. PubMed PMID: 25561869; PubMed Central PMCID: PMC4281596. 11: Challa SR, Challa VR, Ragam SK. Quercetin declines plasma exposure of metoprolol tartrate in the rat model. J Adv Pharm Technol Res. 2014 Oct;5(4):185-90. doi: 10.4103/2231-4040.143038. PubMed PMID: 25364697; PubMed Central PMCID: PMC4215482. 12: Randhawa SK, Elliott WJ. Therapy: atenolol versus metoprolol tartrate--conflicting outcomes data. Nat Rev Nephrol. 2014 Nov;10(11):617-8. doi: 10.1038/nrneph.2014.164. Epub 2014 Sep 9. PubMed PMID: 25201142. 13: Vranic BZ, Vandamme TF. Preliminary study of an offline simultaneous determination of metoprolol tartrate and hydrochlorothiazide in powders and tablets by reflectance near-infrared spectroscopy. Pharm Dev Technol. 2015 Jan;20(1):99-104. doi: 10.3109/10837450.2014.949268. Epub 2014 Aug 14. PubMed PMID: 25118590. 14: Li N, Li CL, Lu NW, Dong YM. A novel micellar per aqueous liquid chromatographic method for simultaneous determination of diltiazem hydrochloride, metoprolol tartrate and isosorbide mononitrate in human serum. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Sep 15;967:90-7. doi: 10.1016/j.jchromb.2014.07.019. Epub 2014 Jul 21. PubMed PMID: 25086418. 15: Fleet JL, Weir MA, McArthur E, Ozair S, Devereaux PJ, Roberts MA, Jain AK, Garg AX. Kidney function and population-based outcomes of initiating oral atenolol versus metoprolol tartrate in older adults. Am J Kidney Dis. 2014 Dec;64(6):883-91. doi: 10.1053/j.ajkd.2014.06.009. Epub 2014 Jul 16. PubMed PMID: 25037562. 16: Kostova B, Ivanova S, Balashev K, Rachev D, Christova D. Evaluation of poly(2-ethyl-2-oxazoline) containing copolymer networks of varied composition as sustained metoprolol tartrate delivery systems. AAPS PharmSciTech. 2014 Aug;15(4):939-46. doi: 10.1208/s12249-014-0120-0. Epub 2014 May 3. PubMed PMID: 24789663; PubMed Central PMCID: PMC4113615. 17: Abou el Ela Ael S, Allam AA, Ibrahim EH. Pharmacokinetics and anti-hypertensive effect of metoprolol tartrate rectal delivery system. Drug Deliv. 2016;23(1):69-78. doi: 10.3109/10717544.2014.904021. Epub 2014 Apr 24. PubMed PMID: 24758140. 18: Hamadeh IS, Langaee TY, Dwivedi R, Garcia S, Burkley BM, Skaar TC, Chapman AB, Gums JG, Turner ST, Gong Y, Cooper-DeHoff RM, Johnson JA. Impact of CYP2D6 polymorphisms on clinical efficacy and tolerability of metoprolol tartrate. Clin Pharmacol Ther. 2014 Aug;96(2):175-81. doi: 10.1038/clpt.2014.62. Epub 2014 Mar 17. PubMed PMID: 24637943; PubMed Central PMCID: PMC4111800. 19: Khaled AA, Pervaiz K, Karim S, Farzana K, Murtaza G. Development of in vitro-in vivo correlation for encapsulated metoprolol tartrate. Acta Pol Pharm. 2013 Jul-Aug;70(4):743-7. PubMed PMID: 23923398. 20: Khan S, Gajbhiye C, Singhavi DJ, Yeole P. In situ Gel of Metoprolol Tartrate: Physicochemical Characterization, In vitro Diffusion and Histological Studies. Indian J Pharm Sci. 2012 Nov;74(6):564-70. doi: 10.4103/0250-474X.110608. PubMed PMID: 23798784; PubMed Central PMCID: PMC3687928.