WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317357
CAS#: 15148-80-8 (HCl)
Description: Bupranolol is a non-selective beta blocker without intrinsic sympathomimetic activity (ISA), but with strong membrane stabilizing activity. Its potency is similar to propranolol. Bupranolol is quickly and completely absorbed from the gut. Over 90% undergo first-pass metabolism. Bupranolol has a plasma half life of about two to four hours, with levels never reaching 1 µg/l in therapeutic doses. The main metabolite is carboxybupranolol, 4-chloro-3-[3-(1,1-dimethylethylamino)-2-hydroxy-propyloxy]benzoic acid – that is, the methyl group at the benzene ring is oxidized to a carboxyl group –, of which 88% are eliminated renally within 24 hours.
MedKoo Cat#: 317357
Name: Bupranolol HCl
CAS#: 15148-80-8 (HCl)
Chemical Formula: C14H23Cl2NO2
Exact Mass: 271.13391
Molecular Weight: 308.243
Elemental Analysis: C, 54.55; H, 7.52; Cl, 23.00; N, 4.54; O, 10.38
Related CAS #: 15148-80-8 (HCl) 23284-25-5 (free base)
Synonym: KL255, KL 255, KL-255, Bupranolol; Bupranolol Hdrochloride
IUPAC/Chemical Name: 1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol hydrochloride
InChi Key: WJUUZHQWGKSLIJ-UHFFFAOYSA-N
InChi Code: InChI=1S/C14H22ClNO2.ClH/c1-10-5-6-12(15)13(7-10)18-9-11(17)8-16-14(2,3)4;/h5-7,11,16-17H,8-9H2,1-4H3;1H
SMILES Code: OC(COC1=CC(C)=CC=C1Cl)CNC(C)(C)C.[H]Cl
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
The following data is based on the product molecular weight 308.243 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 |
1: Martin LJ, Piltonen MH, Gauthier J, Convertino M, Acland EL, Dokholyan NV,
Mogil JS, Diatchenko L, Maixner W. Differences in the antinociceptive effects and
binding properties of propranolol and bupranolol enantiomers. J Pain. 2015 Oct 5.
pii: S1526-5900(15)00877-9. doi: 10.1016/j.jpain.2015.09.004. [Epub ahead of
print] PubMed PMID: 26456674.
2: Ma Y, Zhang H, Rahman ZU, Wang W, Li X, Chen H, Chen X. Sensitive
enantioanalysis of β-blockers via field-amplified sample injection combined with
water removal in microemulsion electrokinetic chromatography. Electrophoresis.
2014 Oct;35(19):2772-7. doi: 10.1002/elps.201400008. Epub 2014 Jun 20. PubMed
PMID: 24798241.
