Synonym
SB 211475; SB-211475; SB211475.
IUPAC/Chemical Name
9H-Carbazol-3-ol, 4-(2-hydroxy-3-((2-(2-methoxyphenoxy)ethyl)amino)propoxy)-, (+-)-
InChi Key
RWDSIYCVHJZURY-UHFFFAOYSA-N
InChi Code
InChI=1S/C24H26N2O5/c1-29-21-8-4-5-9-22(21)30-13-12-25-14-16(27)15-31-24-20(28)11-10-19-23(24)17-6-2-3-7-18(17)26-19/h2-11,16,25-28H,12-15H2,1H3
SMILES Code
OC1=C(OCC(O)CNCCOC2=CC=CC=C2OC)C3=C(C=C1)NC4=C3C=CC=C4
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
422.48
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: Abreu RM, Santos DJ, Moreno AJ. Effects of carvedilol and its analog BM-910228 on mitochondrial function and oxidative stress. J Pharmacol Exp Ther. 2000 Dec;295(3):1022-30. PubMed PMID: 11082437.
2: Gao F, Chen J, Lopez BL, Christopher TA, Gu J, Lysko P, Ruffolo RR Jr, Ohlstein EH, Ma XL, Yue TL. Comparison of bisoprolol and carvedilol cardioprotection in a rabbit ischemia and reperfusion model. Eur J Pharmacol. 2000 Oct 6;406(1):109-16. PubMed PMID: 11011041.
3: Lysko PG, Lysko KA, Webb CL, Feuerstein G, Mason PE, Walter MF, Mason RP. Neuroprotective activities of carvedilol and a hydroxylated derivative: role of membrane biophysical interactions. Biochem Pharmacol. 1998 Dec 15;56(12):1645-56. PubMed PMID: 9973186.
4: Brunvand H, Liu G, Ma XL, Yue TL, Ruffolo RR Jr, Feuerstein GZ. SB 211475, a metabolite of carvedilol, reduces infarct size after myocardial ischemic and reperfusion injury in rabbits. Eur J Pharmacol. 1998 Sep 4;356(2-3):193-8. PubMed PMID: 9774249.
5: Christopher TA, Lopez BL, Ma XL, Feuerstein GZ, Ruffolo RR Jr, Yue TL. Effects of a hydroxylated metabolite of the beta-andrenoreceptor antagonist, carvedilol, on post-ischaemic splachnic tissue injury. Br J Pharmacol. 1998 Jan;123(2):292-8. PubMed PMID: 9489618; PubMed Central PMCID: PMC1565158.
6: Yue TL, Mckenna PJ, Lysko PG, Gu JL, Lysko KA, Ruffolo RR Jr, Feuerstein GZ. SB 211475, a metabolite of carvedilol, a novel antihypertensive agent, is a potent antioxidant. Eur J Pharmacol. 1994 Jan 14;251(2-3):237-43. PubMed PMID: 8149979.