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MedKoo Cat#: 317329 | Name: Bisoprolol hemifumarate
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Description:

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

Bisoprolol hemifumarate is a cardioselective beta-1 adrenergic blocker. It is effective in the management of hypertension and angina pectoris. Bisoprolol hemifumarate has antihypertensive and potential cardioprotective activities. Devoid of intrinsic sympathomimetic activity, bisoprolol selectively and competitively binds to and blocks beta-1 adrenergic receptors in the heart, decreasing cardiac contractility and rate, reducing cardiac output, and lowering blood pressure. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

Bisoprolol hemifumarate
Bisoprolol hemifumarate
CAS#104344-23-2 (hemifumarate)

Theoretical Analysis

MedKoo Cat#: 317329

Name: Bisoprolol hemifumarate

CAS#: 104344-23-2 (hemifumarate)

Chemical Formula: C22H35NO8

Exact Mass: 0.0000

Molecular Weight: 441.52

Elemental Analysis: Chemical Formula: C40H66N2O12 Molecular Weight: 766.97 Elemental Analysis: C, 62.64; H, 8.67; N, 3.65; O, 25.03

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 weeks
250mg USD 650.00 2 weeks
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Related CAS #
66722-44-9 (free base) 104344-23-2 (hemifumarate)
Synonym
Bisoprolol hemifumarate; Bisoprolol hemifumarate salt; Zebeta; (+/-)-Bisoprolol hemifumarate; Bisobloc; Fumarate, Bisoprolol;
IUPAC/Chemical Name
1-(4-((2-isopropoxyethoxy)methyl)phenoxy)-3-(isopropylamino)propan-2-ol hemifumarate
InChi Key
VMDFASMUILANOL-WXXKFALUSA-N
InChi Code
InChI=1S/2C18H31NO4.C4H4O4/c2*1-14(2)19-11-17(20)13-23-18-7-5-16(6-8-18)12-21-9-10-22-15(3)4;5-3(6)1-2-4(7)8/h2*5-8,14-15,17,19-20H,9-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;;2-1+
SMILES Code
OC(=O)\C=C\C(O)=O.CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1.CC(C)NCC(O)COC1=CC=C(COCCOC(C)C)C=C1
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, 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 441.52 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: Giebułtowicz J, Kojro G, Buś-Kwaśnik K, Rudzki PJ, Marszałek R, Leś A, Wroczyński P. Cloud-point extraction is compatible with liquid chromatography coupled to electrospray ionization mass spectrometry for the determination of bisoprolol in human plasma. J Chromatogr A. 2015 Dec 4;1423:39-46. doi: 10.1016/j.chroma.2015.10.076. Epub 2015 Oct 29. PubMed PMID: 26572051. 2: Kesek M, Rydberg A, Jensen SM. Two Cases of LQT-Syndrome with Malignant Syncope after Switch from Propranolol to Bisoprolol. Pacing Clin Electrophysiol. 2015 Nov 9. doi: 10.1111/pace.12783. [Epub ahead of print] PubMed PMID: 26548443. 3: Perreault S, de Denus S, White M, White-Guay B, Bouvier M, Dorais M, Dubé M, Rouleau J, Tardif J, Jenna S, Haibe-Kains B, Leduc R, Deblois D. Association of Treatment with Carvedilol, Bisoprolol and Metoprolol on the Risk of Mortality and Hospital Admission Among Older Adults with Heart Failure. Value Health. 2015 Nov;18(7):A379. doi: 10.1016/j.jval.2015.09.801. Epub 2015 Oct 20. PubMed PMID: 26532143. 4: Seo GW, Kim DK, Kim KH, Seol SH, Jin HY, Yang TH, Ahn Y, Jeong MH, Song PS, Kim DI; Other Korea Acute Myocardial Infarction Registry Investigators. Impact of Carvedilol Versus β1-Selective β Blockers (Bisoprolol, Metoprolol, and Nebivolol) in Patients With Acute Myocardial Infarction Undergoing Percutaneous Coronary Intervention. Am J Cardiol. 2015 Nov 15;116(10):1502-8. doi: 10.1016/j.amjcard.2015.08.013. Epub 2015 Aug 31. PubMed PMID: 26520013. 5: Tariovskaya EI, Skibitskiy VV, Malchikova SV, Fendrikova AV, Skibitskiy AV, Sirotenko DV. [Pharmacoeconomic Efficacy of a Fixed Combination of Bisoprolol and Amlodipine]. Kardiologiia. 2015;55(4):25-9. Russian. PubMed PMID: 26502499. 6: Williams B, MacDonald TM, Morant S, Webb DJ, Sever P, McInnes G, Ford I, Cruickshank JK, Caulfield MJ, Salsbury J, Mackenzie I, Padmanabhan S, Brown MJ; British Hypertension Society's PATHWAY Studies Group. Spironolactone versus placebo, bisoprolol, and doxazosin to determine the optimal treatment for drug-resistant hypertension (PATHWAY-2): a randomised, double-blind, crossover trial. Lancet. 2015 Sep 18. pii: S0140-6736(15)00257-3. doi: 10.1016/S0140-6736(15)00257-3. [Epub ahead of print] PubMed PMID: 26414968. 7: Tagliamonte E, Cirillo T, Rigo F, Astarita C, Coppola A, Romano C, Capuano N. Ivabradine and Bisoprolol on Doppler-derived Coronary Flow Velocity Reserve in Patients with Stable Coronary Artery Disease: Beyond the Heart Rate. Adv Ther. 2015 Aug;32(8):757-67. doi: 10.1007/s12325-015-0237-x. Epub 2015 Aug 21. PubMed PMID: 26293212; PubMed Central PMCID: PMC4569671. 8: Hostalek U, Czarnecka D, Koch EM. Treatment of Hypertensive Patients with a Fixed-Dose Combination of Bisoprolol and Amlodipine: Results of a Cohort study with More Than 10,000 Patients. Cardiol Ther. 2015 Aug 8. [Epub ahead of print] PubMed PMID: 26253777. 9: Zhang M, Wu A, Shen Y, Chen H, Tu J, Zhai C. [Effects of L-carnitine and bisoprolol on endoplasmic reticulum stress-mediated myocardial injury after cardiopulmonary resuscitation in rats]. Zhonghua Yi Xue Za Zhi. 2015 May 19;95(19):1475-8. Chinese. PubMed PMID: 26178496. 10: Hara T, Yagi S, Akaike M, Sata M. Transdermal patch of bisoprolol for the treatment of hypertension complicated with aortic dissection. Int J Cardiol. 2015 Nov 1;198:220-1. doi: 10.1016/j.ijcard.2015.06.112. Epub 2015 Jun 30. PubMed PMID: 26173061. 11: Marothu VK, Yerramothu P, Gorrepati M, Majeti S, Mamidala SK, Nellutla A. Application of HPLC to assess the compatibility of bisoprolol fumarate with selected excipients in mixtures by isothermal stress testing. Ann Pharm Fr. 2015 Nov;73(6):442-51. doi: 10.1016/j.pharma.2015.05.001. Epub 2015 Jul 2. PubMed PMID: 26142745. 12: Karlova NA, Zolozova EA, Pshenitsin AI, Chigineva VV, Karlov AA, Saiutina EV, Solomasova LV, Mazur NA. [Assessment of the therapeutic efficacy and safety of the original bisoprolol and its generic biprol in patients with stable angina]. Kardiologiia. 2015;55(1):23-8. Russian. PubMed PMID: 26050485. 13: Hefner G, Unterecker S, Shams ME, Wolf M, Falter T, Haen E, Hiemke C. Melperone but not bisoprolol or metoprolol is a clinically relevant inhibitor of CYP2D6: evidence from a therapeutic drug monitoring survey. J Neural Transm (Vienna). 2015 Nov;122(11):1609-17. doi: 10.1007/s00702-015-1403-7. Epub 2015 May 5. PubMed PMID: 25940834. 14: Pasternak B, Mattsson A, Svanström H, Hviid A. Comparative effectiveness of bisoprolol and metoprolol succinate in patients with heart failure. Int J Cardiol. 2015 Jul 1;190:4-6. doi: 10.1016/j.ijcard.2015.03.441. Epub 2015 Apr 18. PubMed PMID: 25912106. 15: Aparicio LS, Alfie J, Barochiner J, Cuffaro PE, Giunta DH, Elizondo CM, Tortella JJ, Morales MS, Rada MA, Waisman GD. Comparison of atenolol versus bisoprolol with noninvasive hemodynamic and pulse wave assessment. J Am Soc Hypertens. 2015 May;9(5):390-6. doi: 10.1016/j.jash.2015.02.013. Epub 2015 Feb 23. PubMed PMID: 25816713. 16: Czarnecka D, Koch EM, Gottwald-Hostalek U. Benefits of a fixed-dose combination of bisoprolol and amlodipine in the treatment of hypertension in daily practice: results of more than 4000 patients. Curr Med Res Opin. 2015 May;31(5):875-81. doi: 10.1185/03007995.2015.1027676. Epub 2015 Apr 8. PubMed PMID: 25753136. 17: Chesnikova AI, Safronenko VA, Kolomatskaia OE. [Evaluating the effectiveness of a fixed combination of amlodipine and bisoprolol in ambulatory patients with arterial hypertension and ischemic heart disease]. Kardiologiia. 2014;54(9):17-23. Russian. PubMed PMID: 25702398. 18: Song W, Cun D, Quan P, Liu N, Chen Y, Cui H, Xiang R, Fang L. Dual-directional regulation of drug permeating amount by combining the technique of ion-pair complexation with chemical enhancers for the synchronous permeation of indapamide and bisoprolol in their compound patch through rabbit skin. Eur J Pharm Biopharm. 2015 Apr;91:59-65. doi: 10.1016/j.ejpb.2015.01.025. Epub 2015 Feb 4. PubMed PMID: 25660911. 19: Elzanfaly ES, Hassan SA, Salem MY, El-Zeany BA. Different signal processing techniques of ratio spectra for spectrophotometric resolution of binary mixture of bisoprolol and hydrochlorothiazide; a comparative study. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 5;140:334-43. doi: 10.1016/j.saa.2014.12.107. Epub 2015 Jan 3. PubMed PMID: 25615684. 20: 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.

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