MedKoo Cat#: 558549 | Name: Toliprolol

Description:

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

Toliprolol is an adrenergic receptor antagonist with some stimulant action; it has been proposed for angina pectoris.

Chemical Structure

Toliprolol
CAS#2933-94-0

Theoretical Analysis

MedKoo Cat#: 558549

Name: Toliprolol

CAS#: 2933-94-0

Chemical Formula: C13H21NO2

Exact Mass: 223.1600

Molecular Weight: 223.32

Elemental Analysis: C, 69.92; H, 9.48; N, 6.27; O, 14.33

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.
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Related CAS #
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Synonym
Toliprolol; Toliprololum; MHIP;
IUPAC/Chemical Name
1-(Isopropylamino)-3-(m-tolyloxy)-2-propanol
InChi Key
NXQMNKUGGYNLBY-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H21NO2/c1-10(2)14-8-12(15)9-16-13-6-4-5-11(3)7-13/h4-7,10,12,14-15H,8-9H2,1-3H3
SMILES Code
OC(COC1=CC=CC(C)=C1)CNC(C)C
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 223.32 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: Gane P, Stroesco V, Granici A. [Research on the relation between beta-adrenergic blockade with propranolol of toliprolol and the central effects of nialamide]. Physiologie. 1977 Jan-Mar;14(1):21-5. French. PubMed PMID: 16302. 2: Vierling W, Gorbahn H, Ammon HP, Estler CJ. [Effect of ethanol and toliprolol on the carbohydrate metabolism of the brain and liver]. Arzneimittelforschung. 1980;30(5):773-6. German. PubMed PMID: 6104970. 3: Wuppermann D, Zimmermann F, Friedrich L. [Comparative study on the effects of alprenolol, bunitrolol, ethaverine, oxprenolol, papaverine, practolol, pindolol, pronethalol, propranolol, toliprolol and verapamil on cardiac and bronchial beta-receptors (author's transl)]. Arzneimittelforschung. 1978;28(5):794-8. German. PubMed PMID: 35172. 4: Doze P, Elsinga PH, Maas B, Van Waarde A, Wegman T, Vaalburg W. Synthesis and evaluation of radiolabeled antagonists for imaging of beta-adrenoceptors in the brain with PET. Neurochem Int. 2002 Feb;40(2):145-55. PubMed PMID: 11738481. 5: Gogaladze K, Chankvetadze L, Tsintsadze M, Farkas T, Chankvetadze B. Effect of basic and acidic additives on the separation of some basic drug enantiomers on polysaccharide-based chiral columns with acetonitrile as mobile phase. Chirality. 2015 Mar;27(3):228-34. doi: 10.1002/chir.22417. Epub 2015 Jan 6. PubMed PMID: 25564994. 6: Sada H, Ban T. Frequency-dependent block of nerve conduction by beta-adrenergic blocking agents. Arch Int Pharmacodyn Ther. 1981 Nov;254(1):134-44. PubMed PMID: 6121535. 7: White JD, Shaw S. A new catalyst for the asymmetric Henry reaction: synthesis of β-nitroethanols in high enantiomeric excess. Org Lett. 2012 Dec 21;14(24):6270-3. doi: 10.1021/ol3030023. Epub 2012 Nov 30. PubMed PMID: 23194499. 8: Bartsch W, Dietmann K, Leinert H, Sponer G. Cardiac action of carazolol and methypranol in comparison with other beta-receptor blockers. Arzneimittelforschung. 1977;27(5):1022-6. PubMed PMID: 18157. 9: Breier C, Kain H, Konzett H. The variance of forearm blood flow as an indicator of emotional stress. Eur J Clin Pharmacol. 1983;25(4):535-8. PubMed PMID: 6228433. 10: Marmol F, Puig-Parellada P, Forn J. Interactions of lithium with the adrenergic system in electrically-stimulated guinea pig myenteric plexus isolated preparations. Actions of a phosphodiesterase inhibitor. Methods Find Exp Clin Pharmacol. 1992 Oct;14(8):623-8. PubMed PMID: 1283616. 11: Kobinger W, Pichler L. Localization in the CNA of adrenoceptors which facilitate a cardioinhibitory reflex. Naunyn Schmiedebergs Arch Pharmacol. 1975;286(4):371-7. PubMed PMID: 238138. 12: Wienrich M, Meier D, Ensinger HA, Gaida W, Raschig A, Walland A, Hammer R. Pharmacodynamic profile of the M1 agonist talsaclidine in animals and man. Life Sci. 2001 Apr 27;68(22-23):2593-600. PubMed PMID: 11392631. 13: Hoefke W, Kobinger W, Walland A. Relationship between activity and structure in derivatives of clonidine. Arzneimittelforschung. 1975 May;25(5):786-93. PubMed PMID: 1242325. 14: Stephenson KA, Wilson AA, Meyer JH, Houle S, Vasdev N. Facile radiosynthesis of fluorine-18 labeled beta-blockers. Synthesis, radiolabeling, and ex vivo biodistribution of [18F]-(2S and 2R)-1-(1-fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol. J Med Chem. 2008 Aug 28;51(16):5093-100. doi: 10.1021/jm800227h. Epub 2008 Jul 26. PubMed PMID: 18656910. 15: Walland A, Hammer R. Muscarinic contraction in isolated guinea-pig trachea and antagonism by noradrenaline. Eur Respir J. 1997 Aug;10(8):1814-9. PubMed PMID: 9272924. 16: Kobinger W, Pichler L. The central modulatory effect of clonidine on the cardiodepressor reflex after suppression of synthesis and storage of noradrenaline. Eur J Pharmacol. 1975 Jan;30(1):56-62. PubMed PMID: 235438. 17: Brutsaert DL, De Clerck NM, Housmans PR, Van Ocken ER. Effects of AR-L 115 on contraction and relaxation of isolated mammalian cardiac muscle. J Cardiovasc Pharmacol. 1982 May-Jun;4(3):333-43. PubMed PMID: 6177927. 18: Lv L, Bu Z, Sun W, Wang C, Xu C, Tong S. Application of pH-zone-refining countercurrent chromatography in the chiral separation of two β-adrenergic blocking agents. J Sep Sci. 2018 Mar;41(6):1433-1441. doi: 10.1002/jssc.201701181. Epub 2017 Dec 28. PubMed PMID: 29178304.