Synonym
Pirmenol hydrochloride; CI845; CI-845; CI 845
IUPAC/Chemical Name
2-Pyridinemethanol, alpha-(3-(2,6-dimethyl-1-piperidinyl)propyl)-alpha-phenyl-, monohydrochloride, cis-, (+-)-
InChi Key
HFIHPVIVQSWZBV-ROSXHPEZSA-N
InChi Code
InChI=1S/C22H30N2O.ClH/c1-18-10-8-11-19(2)24(18)17-9-15-22(25,20-12-4-3-5-13-20)21-14-6-7-16-23-21;/h3-7,12-14,16,18-19,25H,8-11,15,17H2,1-2H3;1H/t18-,19+,22?;
SMILES Code
OC(C1=CC=CC=C1)(CCCN2[C@H](C)CCC[C@@H]2C)C3=NC=CC=C3.[H]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
374.95
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: Nakajima T, Iwasawa K, Hazama H, Omata M. Effects of pirmenol on action potentials and membrane currents in single atrial myocytes. Eur J Pharmacol. 1998 Mar 5;344(2-3):287-97. doi: 10.1016/s0014-2999(97)01579-3. PMID: 9600665.
2: Kaplan HR, Mertz TE, Steffe TJ. Pirmenol: preclinical pharmacology. Angiology. 1988 Mar;39(3 Pt 2):281-92. PMID: 3281517.
3: Martin RA, de la Iglesia FA. Preclinical toxicology of pirmenol hydrochloride. Am J Cardiol. 1987 Jun 15;59(16):10H-14H. doi: 10.1016/0002-9149(87)90138-x. PMID: 3591709.
4: Mertz TE, Kaplan HR. Pirmenol hydrochloride (CI-845) and reference antiarrhythmic agents: effects on early ventricular arrhythmias after acute coronary artery ligation in anesthetized rats. J Pharmacol Exp Ther. 1982 Nov;223(2):580-6. PMID: 7131307.
5: Kotake H, Hirai S, Kinugawa T, Ito T, Yamasaki J, Hasegawa J, Mashiba H. Effects of pirmenol hydrochloride on the spontaneous action potentials and membrane current systems of rabbit sinoatrial node cells. J Electrocardiol. 1988 Nov;21(4):355-9. doi: 10.1016/0022-0736(88)90112-4. PMID: 3241147.
6: Easley AR, Mann DE, Reiter MJ, Sakun V, Sullivan SM, Magro SA, Luck JC, Wyndham CR. Electrophysiologic evaluation of pirmenol for sustained ventricular tachycardia secondary to coronary artery disease. Am J Cardiol. 1986 Jul 1;58(1):86-9. doi: 10.1016/0002-9149(86)90246-8. PMID: 3728337.
7: Hasegawa J, Hirai S, Noguchi N, Hisatome I, Kotake H, Mashiba H. Use- dependent effects of pirmenol on Vmax and conduction in guinea-pig ventricular myocardium. Br J Pharmacol. 1990 Apr;99(4):815-9. doi: 10.1111/j.1476-5381.1990.tb13012.x. PMID: 2361175; PMCID: PMC1917544.
8: Reiter MJ. Clinical pharmacology and pharmacokinetics of pirmenol. Angiology. 1988 Mar;39(3 Pt 2):293-8. PMID: 3281518.
9: Reichardt B, Konzen G, Hauswirth O. Pirmenol, a new antiarrhythmic drug with potassium- and sodium-channel blocking activity; a voltage-clamp study in rabbit Purkinje fibres. Naunyn Schmiedebergs Arch Pharmacol. 1990 May;341(5):462-71. doi: 10.1007/BF00176341. PMID: 2164163.
10: Chang T. Preclinical and clinical pharmacokinetics of pirmenol. Am J Cardiol. 1987 Jun 15;59(16):15H-19H. doi: 10.1016/0002-9149(87)90139-1. PMID: 2438922.
