WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H584303
CAS#: 27591-01-1
Description: Bunolol is a nonselective beta-adrenoceptor antagonist used in the treatment of glaucoma.
Hodoodo Cat#: H584303
Name: Bunolol
CAS#: 27591-01-1
Chemical Formula: C17H25NO3
Exact Mass: 291.18
Molecular Weight: 291.391
Elemental Analysis: C, 70.07; H, 8.65; N, 4.81; O, 16.47
This product is not in stock, which may be available by custom synthesis.
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Synonym: Bunolol; BRN 1887243; BRN-1887243; BRN1887243
IUPAC/Chemical Name: 1(2H)-Naphthalenone, 3,4-dihydro-5-(3-(tert-butylamino)-2-hydroxypropoxy)-
InChi Key: IXHBTMCLRNMKHZ-UHFFFAOYSA-N
InChi Code: InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3
SMILES Code: O=C1CCCC2=C1C=CC=C2OCC(O)CNC(C)(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: >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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 291.39 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.
| 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Leinweber FJ, Szpiech JM, Di Carlo FJ. l-bunolol metabolites in human urine. Pharmacology. 1978;16(2):70-7. PubMed PMID: 339235.
2: Watson DG, Midgley JM, McGhee CN. Determination of (-)-bunolol and its metabolite, dihydro-(-)-bunolol, in human aqueous humour by gas chromatography-negative ion chemical ionisation mass spectrometry. J Chromatogr. 1991 Nov 15;571(1-2):101-8. PubMed PMID: 1810939.
3: Leinweber FJ, Szpiech JM, Di Carlo FJ. l-Bunolol metabolism in rats: identification of urinary metabolites. J Pharm Sci. 1978 Jan;67(1):129-31. PubMed PMID: 338886.
4: Lin L, Wang Y, Chen Y, Liu M. Bradyarrhythmias secondary to topical levobunolol hydrochloride solution. Clin Interv Aging. 2014 Oct 13;9:1741-5. doi: 10.2147/CIA.S69420. eCollection 2014. PubMed PMID: 25342892; PubMed Central PMCID: PMC4206249.
5: Commarato MA, Giardino EC, Kopia GA, Kaplan HR. Levo-bunolol and propranolol: further evaluation of oral beta-blocking activity in conscious dogs. Arch Int Pharmacodyn Ther. 1977 Apr;226(2):205-13. PubMed PMID: 327960.
6: Di Carlo FJ, Leinweber FJ, Szpiech JM, Davidson IW. Metabolism of l-bunolol. Clin Pharmacol Ther. 1977 Dec;22(6):858-63. PubMed PMID: 336256.
7: Horcajada-Reales C, Rodríguez-Soria VJ, Suárez-Fernández R. Allergic contact dermatitis caused by timolol with cross-sensitivity to levobunolol. Contact Dermatitis. 2015 Dec;73(6):368-9. doi: 10.1111/cod.12448. Epub 2015 Jul 31. PubMed PMID: 26227808.
8: Kochar B, Shan SJ, Anand G, Zinreich SJ, Gelber AC. Totally one-sided: painless unilateral proptosis. Am J Med. 2015 Apr;128(4):361-3. doi: 10.1016/j.amjmed.2014.12.005. Epub 2015 Jan 5. PubMed PMID: 25572713.
9: Chen CC, Anderson J, Shackleton M, Attard J. The disposition of bunolol in the rabbit eye. J Ocul Pharmacol. 1987 Summer;3(2):149-57. PubMed PMID: 3332677.
10: Gupta RS, Khanna NK, Madan BR. Propranolol-bunolol and phencarbamide in chloroform-induced ventricular fibrillation in mice. Arch Int Pharmacodyn Ther. 1973 Jun;203(2):265-7. PubMed PMID: 4582610.
11: Schwender CF, Pike RE, Shavel J Jr. Derivatives of 3,4-dihydro-1(2H)-naphthalenone as beta-adrenergic blocking agents. 2. Aromatic-substituted analogs of bunolol. J Med Chem. 1973 Mar;16(3):254-7. PubMed PMID: 4147388.
12: Leinweber FJ, Greenough RC, Schwender CF, Kaplan HR, Di Carlo FJ. Bunolol metabolism by cell-free preparations of human liver: biosynthesis of dihydrobunolol. Xenobiotica. 1972 Mar;2(2):191-202. PubMed PMID: 4560367.
13: Kaplan HR, Barker JW, Dugan D, Fox J, Giardino E. Antiarrhythmic and general cardiovascular activity of the N,N-dimethylquaternary ammonium derivative of bunolol. Arch Int Pharmacodyn Ther. 1974 Jan;207(1):28-43. PubMed PMID: 4151048.
14: Li F, Cooper SF, Côté M, Ayotte C. Determination of the enantiomers of bunolol in human urine by high-performance liquid chromatography on a chiral AGP stationary phase and identification of their metabolites by gas chromatography-mass spectrometry. J Chromatogr B Biomed Appl. 1994 Oct 14;660(2):327-39. PubMed PMID: 7866523.
15: Chen CC, Koda RT, Shackleton M. The ocular distribution of bunolol in the eyes of albino and pigmented rabbits. J Ocul Pharmacol. 1988 Spring;4(1):37-42. PubMed PMID: 3049859.
16: Singh KP. Influence of beta-adrenoceptor antagonists on spontaneous rate and on force of contraction of isolated rabbit atria. Indian J Physiol Pharmacol. 1983 Oct-Dec;27(4):311-6. PubMed PMID: 6146567.
17: Leinweber FJ, Greenough RC, Di Carlo FJ. Bunolol metabolism by dogs: identification of basic metabolites and their conjugates. J Pharm Sci. 1977 Nov;66(11):1570-5. PubMed PMID: 335043.
18: Khanna NK, Gupta RS, Mathur AK, Gupta K. Neuropharmacological actions of two new adrenergic beta-receptor antagonists, bunolol and H 64-52. Jpn J Pharmacol. 1972 Apr;22(2):262-4. PubMed PMID: 4403582.
19: Kaplan HR, Commarato MA. Relative beta adrenergic receptor blocking activity in dogs after intravenous and intraportal vein administration: bunolol, propranolol, their levo isomers and sotalol. J Pharmacol Exp Ther. 1973 May;185(2):395-405. PubMed PMID: 4145046.
20: Antonaccio MJ, High J, DeForrest JM, Sybertz E. Antihypertensive effects of 12 beta adrenoceptor antagonists in conscious spontaneously hypertensive rats: relationship to changes in plasma renin activity, heart rate and sympathetic nerve function. J Pharmacol Exp Ther. 1986 Jul;238(1):378-87. PubMed PMID: 2873238.
