Synonym
Pranolium chloride; SC27761; SC 27761; SC-27761
IUPAC/Chemical Name
1-Propanaminium, 2-hydroxy-N,N-dimethyl-N-(1-methylethyl)-3-(1-naphthalenyloxy)-, chloride
InChi Key
LJZCWOISXLZEEU-UHFFFAOYSA-M
InChi Code
InChI=1S/C18H26NO2.ClH/c1-14(2)19(3,4)12-16(20)13-21-18-11-7-9-15-8-5-6-10-17(15)18;/h5-11,14,16,20H,12-13H2,1-4H3;1H/q+1;/p-1
SMILES Code
CC([N+](C)(C)CC(O)COC1=C2C=CC=CC2=CC=C1)C.[Cl-]
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
323.86
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: Barrow A, Brownsill RD, Spalton PN, Walls CM, Gunn Y, Haskins NJ, Rose DA, Palmer RF. Disposition of pranolium chloride in small mammals. Xenobiotica. 1980 Mar;10(3):219-28. doi: 10.3109/00498258009033748. PMID: 7467406.
2: Allan L, Barrow A, Haskins NJ, Rogers M, Rose DA, Palmer RF. Disposition of pranolium chloride in dogs, baboons and monkeys. Eur J Drug Metab Pharmacokinet. 1981;6(3):179-87. doi: 10.1007/BF03189487. PMID: 7308238.
3: Reele SB, Kornhauser D, Shand D, Carr K, Oates JA, Woosley RL. Antiarrhythmic effects of the quaternary propranolol analog that does not induce beta- adrenergic blockade. Clin Pharmacol Ther. 1982 Jul;32(1):33-40. doi: 10.1038/clpt.1982.123. PMID: 7083729.
4: Eller BT, Patterson E, Lucchesi BR. Ventricular fibrillation in a conscious canine model--its prevention by UM-272. Eur J Pharmacol. 1983 Mar 4;87(4):407-13. doi: 10.1016/0014-2999(83)90079-1. PMID: 6852097.
5: Foken H, Gerbsch S, Schmauder HP, Heyde R, Lohmann D, Hagen A, Grünheid K, Flöther FU, Gröger D. Synthese und pharmakologische Eigenschaften von Pranolium und seinen optischen Isomeren [Synthesis and pharmacologic properties of pranolium and its optical isomers]. Pharmazie. 1990 Mar;45(3):180-3. German. PMID: 2381959.
6: Garnett ME, Godin DV, Tuchek JM. In vivo and in vitro studies of bacterial endotoxin-membrane interactions and the effects of membrane-active agents. Br J Pharmacol. 1984 Sep;83(1):15-21. doi: 10.1111/j.1476-5381.1984.tb10114.x. PMID: 6386087; PMCID: PMC1987181.
7: Alkondon M, Ray A, Sen P. Autonomic regulation involved in the ocular hypotensive action of beta-adrenergic blocking agents. J Pharm Pharmacol. 1986 Apr;38(4):319-22. doi: 10.1111/j.2042-7158.1986.tb04578.x. PMID: 2872303.
8: Godin DV, Tuchek JM. Plasma acid phosphatase levels in endotoxaemia: modification by drugs and chemically detoxified endotoxins. Br J Pharmacol. 1983 Jun;79(2):421-8. doi: 10.1111/j.1476-5381.1983.tb11015.x. PMID: 6317110; PMCID: PMC2044880.
9: Liu TF, Wei JH, Wang ZM, Chai Z, Liu XB, Gu XG. [Effects of pranolium on action potentials of myocardiac cells and on aconitine-induced arrhythmias]. Zhongguo Yao Li Xue Bao. 1985 Dec;6(4):258-60. Chinese. PMID: 2945366.
10: Gibson JK, Lucchesi BR. Electrophysiologic actions of UM-272 (Pranolium) on reentrant ventricular arrhythmias in postinfarction canine myocardium. J Pharmacol Exp Ther. 1980 Aug;214(2):347-53. PMID: 7391982.
