MedKoo Cat#: 317357 | Name: Bupranolol HCl

Description:

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

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.

Chemical Structure

Bupranolol HCl
Bupranolol HCl
CAS#15148-80-8 (HCl)

Theoretical Analysis

MedKoo Cat#: 317357

Name: Bupranolol HCl

CAS#: 15148-80-8 (HCl)

Chemical Formula: C14H23Cl2NO2

Exact Mass: 271.1339

Molecular Weight: 308.24

Elemental Analysis: C, 54.55; H, 7.52; Cl, 23.00; N, 4.54; O, 10.38

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 #
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 308.24 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: 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.