Synonym
Tiapamil HCl; Tiapamil hydrochloride; Ro11-1781; Ro-11-1781; Ro 11-1781
IUPAC/Chemical Name
N-(3,4-dimethoxyphenethyl)-3-(2-(3,4-dimethoxyphenyl)-1,1,3,3-tetraoxido-1,3-dithian-2-yl)-N-methylpropan-1-aminium chloride
InChi Key
FEEDFNKRGAKOFI-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H37NO8S2.ClH/c1-27(15-12-20-8-10-22(32-2)24(18-20)34-4)14-6-13-26(36(28,29)16-7-17-37(26,30)31)21-9-11-23(33-3)25(19-21)35-5;/h8-11,18-19H,6-7,12-17H2,1-5H3;1H
SMILES Code
COc1c(OC)cc(CC[NH+](CCCC2(S(=O)(CCCS2(=O)=O)=O)c3cc(OC)c(OC)cc3)C)cc1.[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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
592.16
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: Khurmi NS, Robinson CW, O'Hara MJ, Raftery EB. Tiapamil, a new calcium channel blocking agent for the treatment of effort induced chronic stable angina pectoris. Eur J Clin Pharmacol. 1986;30(4):387-92. doi: 10.1007/BF00607949. PMID: 3743614.
2: Hefti F, Gerold M, Holck M. Chronic administration of tiapamil prevents hemodynamic alterations accompanying development of high blood pressure in hypertensive rats. J Cardiovasc Pharmacol. 1984 Nov-Dec;6(6):1192-200. PMID: 6084779.
3: Opie LH, Muller CA, Thandroyen FT, Lloyd EA, Mabin T, Commerford PJ, Eichler HG. Tiapamil--a new calcium antagonist. S Afr Med J. 1985 Jun 1;67(22):881-3. PMID: 3890216.
4: Delmeire F. Tiapridal. Acta Psychiatr Belg. 1980 Mar-Apr;80(2):191-201. PMID: 7468281.
5: Gugger M, Crivelli AM, Galeazzi RL, Bachofen H. Effects of the calcium antagonist tiapamil on pulmonary gas exchange in patients with chronic obstructive pulmonary disease who receive salbutamol. Clin Pharmacol Ther. 1985 Jul;38(1):96-100. doi: 10.1038/clpt.1985.141. PMID: 4006380.
6: Storm TL, Badskjaer J, Hammer R, Kögler P. Tiapamil and hydrochlorothiazide: a double-blind comparison of two antihypertensive agents. J Clin Pharmacol. 1987 Jan;27(1):18-21. doi: 10.1177/009127008702700103. PMID: 3316301.
7: O'Keefe JC, Maltz MB, Butrous GS, Camm AJ. Efficacy of incremental doses of tiapamil on exercise performance in patients with chronic stable angina pectoris. Eur Heart J. 1986 Oct;7(10):843-7. doi: 10.1093/oxfordjournals.eurheartj.a061970. PMID: 3539614.
8: Dubner S, Gimeno G, Elencwajg B, Quinteiro R, Tronge J, Bertolasi C. Antiarrhythmic effect of tiapamil in patients with acute myocardial infarction. Cardiology. 1982;69 Suppl:172-80. doi: 10.1159/000173552. PMID: 7151078.
9: Saini RK, Fulmor IE, Antonaccio MJ. Effect of tiapamil and nifedepine during critical coronary stenosis and in the presence of adrenergic beta-receptor blockade in anesthetized dogs. J Cardiovasc Pharmacol. 1982 Sep-Oct;4(5):770-6. doi: 10.1097/00005344-198209000-00012. PMID: 6182408.
10: Eigenmann R, Blaber L, Nakamura K, Thorens S, Haeusler G. Tiapamil, a new calcium antagonist. 1. Demonstration of calcium antagonistic activity and related studies. Arzneimittelforschung. 1981;31(9):1393-401. PMID: 7197945.
