52-53-9
52-53-9 structure
- Name: Verapamil
- Chemical Name: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile
- CAS Number: 52-53-9
- Molecular Formula: C27H38N2O4
- Molecular Weight: 454.602
- Catalog: API Circulatory system medication Antiarrhythmic drug
- Create Date: 2018-09-06 20:52:31
- Modify Date: 2026-07-01 10:48:03
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Verapamil ((±)-Verapamil) is a calcium channel blocker and a potent and orally active first-generation P-glycoprotein (P-gp) inhibitor. Verapamil also inhibits CYP3A4. Verapamil has the potential for high blood pressure, heart arrhythmias and angina treatment[1][2][3].
| Name | 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile |
|---|---|
| Synonyms |
Valeronitrile, 5-[(3,4-dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropyl- (7CI, 8CI)
EINECS 200-145-1 5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile a-((N-Methyl-N-homoveratryl)-g-aminopropyl)-3,4-dimethoxyphenylacetonitrile benzeneacetonitrile,alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propy 16533-1 Benzeneacetonitrile, alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl) 2-isopropyl 2-(3,4-Dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-a-(1-methylethyl)benzeneacetonitrile VERAPAMIL eronitrile verapamile 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylval oxyphenylacetonitrile Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl Verapamil (base and/or unspecified salts) 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino]-2-isopropylpentanenitrile R,S-Verapamil (2R)-2-(3,4-diMethoxyphenyl)-5-{[2-(3,4-diMethoxyphenyl)ethyl](Methyl)amino}-2-(propan-2-yl)pentanenitrile 2-(3,4-Dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile alpha-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile alpha-[3-[[2-(3,4-dimethoxyphenyl)ethyl]-methylamino]propyl]-3,4-dimethoxy-alp (2S)-2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile Vasolan (+/-) VERAPAMIL a-Isopropyl-a-[(N-methyl-N-homoveratryl)-g-aminopropyl]-3,4-dimethoxyphenylacetonitrile 5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile 5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile VerapamilQ: What is Verapamil Q: What is the CAS Number of Verapamil Q: What is the storage condition of Verapamil Q: What e the applications of Verapamil dl-Verapamil aleronitrile Verapamil in methanol Benzeneacetonitrile, α-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl) (2R)-2-(3,4-Dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-isopropylpentanenitrile alpha-((N-Methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile 16(Verapamil) alpha-((n-methyl-n-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylaceto Dilacoran VPL valeronitrile,5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl) Verapamil, 10 mM in DMSO Verapamil //BP 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylv VerapamilC27H38N204 Benzeneacetonitrile, .alpha.-(3,4-dimethoxyphenyl)ethylmethylaminopropyl-3,4-dimethoxy-.alpha.-(1-methylethyl) MFCD00056240 alpha-isopropyl-alpha-[(n-methyl-n-homoveratryl)-gamma-aminopropyl]-3,4-dimeth 4-dimethoxy-alpha-(1-methylethyl)-l) ha-(1-methylethyl)benzeneacetonitrile verapaiTiil Lekoptin NSC 272306NA Benzeneacetonitrile, a-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-a-(1-methylethyl)- (9CI) (±)-Verapamil D-365 CP 16533-1 |
| Description | Verapamil ((±)-Verapamil) is a calcium channel blocker and a potent and orally active first-generation P-glycoprotein (P-gp) inhibitor. Verapamil also inhibits CYP3A4. Verapamil has the potential for high blood pressure, heart arrhythmias and angina treatment[1][2][3]. |
|---|---|
| Related Catalog | |
| Target |
Calcium channel[1] Permeability-glycoprotein (P-gp)[1] CYP3A4[1] |
| In Vitro | The EverFluor FL Verapamil (EFV) uptake by TR-iBRB2 cells is inhibited by cationic drugs, and inhibits by verapamil in a concentration-dependent manner with an IC50 of 98.0 μM[4]. |
| In Vivo | Intravenous Verapamil is highly effective in the termination of paroxysmal reciprocating atrioventricular tachycardia, whether associated with preexcitation or involving the atrioventricular node alone[2]. Given orally it is useful for the prophylaxis of atrioventricular reentry tachycardia, and also in modulating the atrioventricular nodal response in atrial fibrillation[2]. |
| References |
[2]. Krikler DM. Verapamil in arrhythmia. Br J Clin Pharmacol. 1986;21 Suppl 2:183S-189S. |
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 586.2±50.0 °C at 760 mmHg |
| Melting Point | 25°C |
| Molecular Formula | C27H38N2O4 |
| Molecular Weight | 454.602 |
| Flash Point | 308.3±30.1 °C |
| Exact Mass | 454.283173 |
| PSA | 63.95000 |
| LogP | 3.90 |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.526 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
|
| Hazard Codes | C |
|---|---|
| Risk Phrases | R14:Reacts violently with water. R34:Causes burns. R37:Irritating to the respiratory system. |
| Safety Phrases | S26-S36/37/39-S43-S45 |
| RIDADR | UN 1939 8/PG 2 |
| WGK Germany | 3 |
| Packaging Group | II |
| Hazard Class | 8 |
|
~80%
52-53-9 |
| Literature: Wu, Lingyun; Hartwig, John F. Journal of the American Chemical Society, 2005 , vol. 127, # 45 p. 15824 - 15832 |
|
~%
52-53-9 |
| Literature: Wu, Lingyun; Hartwig, John F. Journal of the American Chemical Society, 2005 , vol. 127, # 45 p. 15824 - 15832 |
|
~%
52-53-9 |
| Literature: Wu, Lingyun; Hartwig, John F. Journal of the American Chemical Society, 2005 , vol. 127, # 45 p. 15824 - 15832 |
| Precursor 4 | |
|---|---|
| DownStream 6 | |
