Befunolol HCl

For research use only. Not for therapeutic Use.

  • CAT Number: I023141
  • CAS Number: 39543-79-8
  • Molecular Formula: C16H22ClNO4
  • Molecular Weight: 327.8
  • Purity: 98%
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Befunolol is a beta blocker with intrinsic sympathomimetic activity used in the management of open-angle glaucoma. It also acts as a β adrenoreceptor partial agonist. Befunolol was introduced in Japan in 1983 by Kakenyaku Kako Co. under the trade name Bentos.


Catalog Number I023141
CAS Number 39543-79-8
Synonyms

Befunolol HCl; Befunolol hydrochloride; Bentox; BFE 60; BFE-60; BFE60; Glauconex.

Molecular Formula C16H22ClNO4
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name Ethanone, 1-(7-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-2-benzofuranyl)-, hydrochloride
InChI InChI=1S/C16H21NO4.ClH/c1-10(2)17-8-13(19)9-20-14-6-4-5-12-7-15(11(3)18)21-16(12)14;/h4-7,10,13,17,19H,8-9H2,1-3H3;1H
InChIKey TVVTWOGRPVJKDJ-UHFFFAOYSA-N
SMILES CC(C1=CC2=CC=CC(OCC(O)CNC(C)C)=C2O1)=O.[H]Cl
Reference

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2: Shehata MA, El-Sayed GM, Abdel-Fattah LE. Utilization of 4-chloro-7-nitro-2,1,3-benzoxadiazole (NBD-Cl) for kinetic spectrophotometric assay of befunolol hydrochloride in its pharmaceutical formulation. J AOAC Int. 2006 May-Jun;89(3):646-50. PubMed PMID: 16792064.
3: Reichl S, Müller-Goymann CC. The use of a porcine organotypic cornea construct for permeation studies from formulations containing befunolol hydrochloride. Int J Pharm. 2003 Jan 2;250(1):191-201. PubMed PMID: 12480285.
4: Nino M, Suppa F, Ayala F, Balato N. Allergic contact dermatitis due to the beta-blocker befunolol in eyedrops, with cross-sensitivity to carteolol. Contact Dermatitis. 2001 Jun;44(6):369. PubMed PMID: 11380552.
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6: Koike K, Horinouchi T, Takayanagi I. Comparison of interactions of R(+)- and S(-)-isomers of beta-adrenergic partial agonists, befunolol and carteolol, with high affinity site of beta-adrenoceptors in the microsomal fractions from guinea-pig ciliary body, right atria and trachea. Gen Pharmacol. 1994 Nov;25(7):1477-81. PubMed PMID: 7896063.
7: Maruyama Y, Tanonaka K, Niwa T, Takeo S. Beneficial effects of befunolol on post-hypoxic recovery of cardiac contractility and myocardial metabolism. Arzneimittelforschung. 1992 Dec;42(12):1423-9. PubMed PMID: 1363193.
8: Fusco R, Greco GM, Del Prete A, Caccavale A, Nieto G, Sabbatino S, Santilli F. Long-term effects of befunolol on the corneal endothelium and the consensual ophthalmotonic reaction. Clin Ther. 1992 Nov-Dec;14(6):785-90. PubMed PMID: 1363082.
9: Mancuso G. Allergic contact dermatitis due to befunolol in eyedrops. Contact Dermatitis. 1992 Sep;27(3):198. PubMed PMID: 1360394.
10: Maruyama Y, Awaji T, Inoue M, Takeo S. Protective effects of befunolol on hypoxic respiration-induced alterations in myocardial energy metabolism of rats. Arzneimittelforschung. 1991 Oct;41(10):1022-6. PubMed PMID: 1799378.
11: Takayanagi I, Hagiwara H, Koike K, Hosokawa T, Kasuya Y. Effects of the R(+)- and S(-)-isomers of beta-adrenoceptor blockers with intrinsic sympathomimetic activity, befunolol and carteolol, on rabbit intraocular pressure. Can J Physiol Pharmacol. 1991 Aug;69(8):1243-5. PubMed PMID: 1685941.
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13: Maruyama Y, Awaji T, Inoue M, Takeo S. Metabolic profile of beta-adrenoceptor-blocking action of befunolol. Arch Int Pharmacodyn Ther. 1991 May-Jun;311:73-88. PubMed PMID: 1686392.
14: Imamura Y, Nozaki Y, Higuchi T, Otagiri M. Reactivity for prostaglandins and inhibition by nonsteridal anti-inflammatory drugs of rabbit liver befunolol reductase. Res Commun Chem Pathol Pharmacol. 1991 Jan;71(1):49-57. PubMed PMID: 2024065.
15: Höh H. [The local anesthetic effect and subjective tolerance of 0.5% befunolol and 1% pindolol in healthy eyes]. Klin Monbl Augenheilkd. 1990 Apr;196(4):219-24. German. PubMed PMID: 1971855.
16: Nozaki Y, Imamura Y, Otagiri M. Kinetics of befunolol reductase from rabbit liver. Chem Pharm Bull (Tokyo). 1990 Jan;38(1):156-8. PubMed PMID: 2186874.
17: Yang L, Zheng JM. [Use of derivative UV spectroscopy to monitor the percutaneous absorption of befunolol-HCL]. Yao Xue Xue Bao. 1990;25(12):916-9. Chinese. PubMed PMID: 2104471.
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19: Takayanagi I, Ogishima M, Koike K. Thermodynamic analysis of beta-adrenergic partial agonists (befunolol and carteolol) interaction with low and high affinity binding sites of beta-adrenoceptors in guinea-pig taenia caecum. Gen Pharmacol. 1990;21(3):303-7. PubMed PMID: 1971246.
20: Imamura Y, Nozaki Y, Otagiri M. Purification and characterization of befunolol reductase from rabbit liver. Chem Pharm Bull (Tokyo). 1989 Dec;37(12):3338-42. PubMed PMID: 2698771.

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