Synonym
Clentiazem (free base); Clentiazemum
IUPAC/Chemical Name
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-8-chloro-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-, (25-cis)-
InChi Key
GYKFWCDBQAFCLJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H25ClN2O4S/c1-14(26)29-20-21(15-5-8-17(28-4)9-6-15)30-19-13-16(23)7-10-18(19)25(22(20)27)12-11-24(2)3/h5-10,13,20-21H,11-12H2,1-4H3
SMILES Code
O=C1C(OC(C)=O)C(C2=CC=C(OC)C=C2)SC3=CC(Cl)=CC=C3N1CCN(C)C
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
448.96
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: Dagenais F, Hollmann C, Buluran J, Cartier R. Clentiazem and diltiazem preserve endothelium-dependent relaxation following global rat heart ischemia. Can J Cardiol. 1995 Oct;11(9):816-22. PMID: 7585280.
2: Giasson S, Garceau D, Homsy W, Dumont L. Pharmacodynamics and pharmacokinetics of clentiazem and diltiazem in closed-chest anesthetized dogs. Cardiovasc Drugs Ther. 1995 Oct;9(5):685-92. doi: 10.1007/BF00878551. PMID: 8573551.
3: Vorkapic P, Bevan JA, Bevan RD. Clentiazem protects against chronic cerebral vasospasm in rabbit basilar artery. Stroke. 1991 Nov;22(11):1409-13. doi: 10.1161/01.str.22.11.1409. PMID: 1750049.
4: Deisher TA, Narita H, Zera P, Ginsburg R, Bristow MR, Billingham ME, Fowler MB, Hoffman BB. Protective effect of clentiazem against epinephrine-induced cardiac injury in rats. J Pharmacol Exp Ther. 1993 Jul;266(1):262-9. PMID: 8392553.
5: Miyazaki K, Adaniya H, Sawanobori T, Hiraoka M. Electrophysiological effects of clentiazem, a new Ca2+ antagonist, on rabbit hearts. J Cardiovasc Pharmacol. 1996 May;27(5):615-21. doi: 10.1097/00005344-199605000-00001. PMID: 8859929.
6: Mecca TE, Love SD. Comparative cardiovascular actions of clentiazem, diltiazem, verapamil, nifedipine, and nimodipine in isolated rabbit tissues. J Cardiovasc Pharmacol. 1992 Oct;20(4):678-82. doi: 10.1097/00005344-199210000-00024. PMID: 1280727.
7: Narita H, Zera PH, Ginsburg R. Mechanism of action of clentiazem on human coronary artery and myocardium. Cardiovasc Drugs Ther. 1990 Aug;4(4):1097-104. doi: 10.1007/BF01856505. PMID: 2083194.
8: Fenoy FJ, Milicic I, Mistry M, Mecca TE, Roman RJ. Effect of clentiazem on arterial pressure and renal function in normotensive and hypertensive rats. J Pharmacol Exp Ther. 1992 May;261(2):470-5. PMID: 1578362.
9: Shah AK, Bhargava VO, Weir SJ, Giesing DH. Pharmacokinetics of clentiazem after intravenous and oral administration in healthy subjects. J Clin Pharmacol. 1993 Apr;33(4):354-9. doi: 10.1002/j.1552-4604.1993.tb04669.x. PMID: 8473551.
10: Saso Y, Iwasaki H, Yasoshima A, Takashima K, Morita T. Comparison of atherogenicity of soybean oil and peanut oil, and effect of clentiazem on diet- induced atherosclerosis in rabbits. J Vet Med Sci. 1994 Feb;56(1):83-9. doi: 10.1292/jvms.56.83. PMID: 8204766.
