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Gallopamil HCl (Methoxyverapamil) 16662-46-7

Gallopamil HCl (Methoxyverapamil) 16662-46-7

CAS No.: 16662-46-7

Gallopamil HCl (Methoxyverapamil HCl), a methoxy analog of Verapamil, is a a coronary vasodilator and a phenylalkylamine
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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
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.