(S)-(-)-METOPROLOL Chemical Properties

Melting point:

41-43°C

storage temp. 

-20°C Freezer, Under Inert Atmosphere

solubility 

Chloroform, Methanol

form 

Solid

color 

Light Beige

InChI

InChI=1S/C15H25NO3/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/t14-/m0/s1

InChIKey

IUBSYMUCCVWXPE-AWEZNQCLSA-N

SMILES

C(OC1=CC=C(CCOC)C=C1)[C@@H](O)CNC(C)C

(S)-(-)-METOPROLOL Usage And Synthesis

Chemical Properties

Light Beige Low Melting Solid

Uses

(S)-Enantiomer of Metoprolol. Antihypertensive; antianginal; antiarrhythmic (class II).

Pharmaceutical Applications

Clinical experience with chirally pure (S)-(-)-metoprolol at half the dose of racemate has shown it to be as effective as racemate in the treatment of patients with hypertension and angina. S-metoprolol has been shown to be effective and well-tolerated in patients with coexisting diabetes, COPD, and hyperlipidaemia. This confirms higher cardioselectivity of S-metoprolol in clinical settings.^[1]

References

[1] Dasbiswas, A., Shinde, S., & Dasbiswas, D. (2008). S-metoprolol: the 2008 clinical review. Journal of the Indian Medical Association, 106 4, 259–262. https://pubmed.ncbi.nlm.nih.gov/18828349/

(S)-(-)-METOPROLOL(81024-42-2)Related Product Information

• 1-(4-(2-Methoxyethyl)phenoxy)-3-(oxiran-2-ylMethoxy)propan-2-ol
• (R)-(+)-METOPROLOL
• Metoprolol
• LEVOBETAXOLOL
• Metoprolol tartrate
• O-Desmethyl Metoprolol
• (S)-(-)-METOPROLOL
• METOPROLOL SUCCINATE IMP. O (EP): 3,3'-ISOPROPYLIMINOBIS{1-[4-(2-METHOXYETHYL)PHENOXY]-PROPAN-2-OL} MM(CRM STANDARD)
• METOPROLOL TARTRATE IMP. H (EP): 1-[4-(2-HYDROXYETHYL)PHENOXY]-3-ISOPROPYLAMINOPROPAN-2-OL MM(CRM STANDARD)
• METOPROLOL TARTRATE IMP. E (EP): (2RS)-1-[2-(2-METHOXYETHYL)-PHENOXY]-3-[(1-METHYLETHYL)AMINO]PROPAN-2-OL
• METOPROLOL TARTRATE IMP. J (EP): 1-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]-3-[4-(2-METHOXYETHYL)PHENOXY]PROPAN-2-OL
• METOPROLOL TARTRATE IMP. O (EP): 1,1'-[(1-METHYLETHYL)IMINO]BIS-[3-[4-(2-METHOXYETHYL)PHENOXY]PROPAN-2-OL]
• METOPROLOL TARTRATE IMP. M (EP) AS DIHYDROCHLORIDE: 1,3-BIS[(1-METHYLETHYL)AMINO]PROPAN-2-OL DIHYDROCHLORIDE
• METOPROLOL SUCCINATE IMP. H (EP): 1-[4-(2-HYDROXYETHYL)PHENOXY]-3-ISOPROPYLAMINOPROPAN-2-OL MM(CRM STANDARD)
• METOPROLOL TARTRATE IMP. E (EP): (2RS)-1-[2-(2-METHOXYETHYL)PHENOXY]-3-(ISOPROPYLAMINO)PROPAN-2-OL MM(CRM STANDARD)
• METOPROLOL TARTRATE IMP. B (EP): 4-(2-METHOXYETHYL)PHENOL MM(CRM STANDARD)
• METOPROLOL TARTRATE IMP. F (EP): (2RS)-1-[(1-METHYLETHYL)AMINO]-3-PHENOXYPROPAN-2-OL
• METOPROLOL SUCCINATE IMP. D (EP): 3-[4-(2-METHOXYETHYL)PHENOXY]PROPAN-1,2-DIOL MM(CRM STANDARD)