Gallopamil HCl (Methoxyverapamil HCl), a methoxy analog of Verapamil, is a a coronary vasodilator and a phenylalkylamine calcium antagonist. Gallopamil HCl inhibits acid secretion in a concentration-dependent manner with an IC50 of 10.9 μM. Gallopamil HCl is a highly potent antiarrhythmic and vasodilator agent.
Physicochemical Properties
| Molecular Formula | C₂₈H₄₁CLN₂O₅ |
| Molecular Weight | 521.08854 |
| Exact Mass | 520.27 |
| CAS # | 16662-46-7 |
| Related CAS # | Gallopamil;16662-47-8 |
| PubChem CID | 119442 |
| Appearance | White to off-white solid powder |
| Density | 1.068g/cm3 |
| Boiling Point | 605.9ºC at 760mmHg |
| Flash Point | 320.2ºC |
| LogP | 5.903 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 14 |
| Heavy Atom Count | 36 |
| Complexity | 639 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | OKCRIUNHEQSXFD-UHFFFAOYSA-N |
| InChi Code | 1S/C28H40N2O5.ClH/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5/h10-11,16-18,20H,9,12-15H2,1-8H31H |
| Chemical Name | Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4,5-trimethoxy-alpha-(1-methylethyl)-, monohydrochloride |
| Synonyms | Methoxyverapamil,Algocor, D 600 Hydrochloride, Gallopamil HCl, Gallopamil hydrochloride, Procorum |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vivo | Intravenous (IV) galopamil hydrochloride (methoxyverapamil hydrochloride; 0.2 mg/kg; for 5 minutes) fully avoids fibrillation (VF) and considerably lowers ventricular tachycardia (VT). Without appreciably altering heart rate, gallopamil dramatically lowers both the systolic and diastolic blood pressure measured five minutes after injection [3]. |
| Animal Protocol |
Animal/Disease Models: Male Wistar rats, weight 290-370 g [3] Doses: 0.2 mg/kg Route of Administration: intravenous (iv) (iv)injection; 5 minutes Experimental Results: VT was Dramatically diminished and VF was completely prevented. |
| References |
[1]. Gallopamil. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in ischaemic heart disease. Drugs. 1994 Jan;47(1):93-115. [2]. Calcium channel antagonists verapamil and gallopamil are powerful inhibitors of acid secretion in isolated and enriched guinea pig parietal cells. Pharmacology. 1983;27(1):9-14. [3]. Reperfusion arrhythmias in closed-chest rats: the effect of myocardial noradrenaline depletion and Ca2(+)-antagonism. Clin Exp Pharmacol Physiol. 1991 Apr;18(4):217-21. |
| Additional Infomation | Coronary vasodilator that is an analog of iproveratril (VERAPAMIL) with one more methoxy group on the benzene ring. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~191.91 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.80 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (4.80 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (4.80 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.9191 mL | 9.5953 mL | 19.1905 mL | |
| 5 mM | 0.3838 mL | 1.9191 mL | 3.8381 mL | |
| 10 mM | 0.1919 mL | 0.9595 mL | 1.9191 mL |