CAS Number152-11-4
SynonymsMFCD00069355; Izoptin Hydrochloride; (±)-Verapamil hydrochloride; Verogalid ER; Verapamil Hydrochloride (Isoptin, Iproveratril, Calan); dl-Verapamil Hydrochloride; Veraptin; Arpamyl; Veracim; Verapamil hydrochloride; ('±)-Verapamil hydrochloride; Vasolan; Verexamil; Drosteakard; EINECS 205-800-5; Lekoptin Retard; UNII:V3888OEY5R; Verapamil (hydrochloride)
Molecular Formula(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
Molecular Weight491.06
Purity≥99 (titration)%
Density1.058g/cm3
Boiling Point586.1ºC at 760 mmHg
Melting Point142 °C (dec.) (lit.)
Appearancepowder
EINECS205-800-5
Symbol
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| Chemical & Physical Properties | |
|---|---|
| CAS Number | 152-11-4 |
| Catalog No. | 2A-9012924 |
| Chinese Name | 盐酸维拉帕米 |
| Synonyms | MFCD00069355; Izoptin Hydrochloride; (±)-Verapamil hydrochloride; Verogalid ER; Verapamil Hydrochloride (Isoptin, Iproveratril, Calan); dl-Verapamil Hydrochloride; Veraptin; Arpamyl; Veracim; Verapamil hydrochloride; ('±)-Verapamil hydrochloride; Vasolan; Verexamil; Drosteakard; EINECS 205-800-5; Lekoptin Retard; UNII:V3888OEY5R; Verapamil (hydrochloride) |
| Molecular Formula | (CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl |
| Molecular Weight | 491.06 |
| Purity | ≥99 (titration) |
| Density | 1.058g/cm3 |
| Boiling Point | 586.1ºC at 760 mmHg |
| Melting Point | 142 °C (dec.) (lit.) |
| Appearance | powder |
| Water Solubility | soluble |
| Storage Condition | Store in a dry and cool place. |
| Packaging | III |
| Application | Verapamil hydrochloride is a calcium channel antagonist. |
| EINECS | 205-800-5 |
| HTC | 2926909090 |
| PubChem ID | 24277881 |
| MDL Number | MFCD00055208 |
| SMILES | Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC |
| InChI | 1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H |
| InChI Key | DOQPXTMNIUCOSY-UHFFFAOYSA-N |
| Beilstein/REAXYS | 3647093 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12924_1_152_11_4.pdf |
| Bioactivity | Verapamil hydrochloride is a calcium channel antagonist. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cardiovascular Disease Target Calcium channel[1] In Vitro Verapamil (hydrochloride) is an L-type calcium channel antagonist. The combination of Bortezomib and Verapamil (70 µM) markedly declines the viability of the JK-6L, RPMI 8226, and ARH-77 cell lines after 16 hours of culture[1]. The enzyme hydrolase activity of recombinant human carboxylesterase (CES2) is substantially inhibited by Verapamil with Ki of 3.84±0.99μM[2]. In Vivo Verapamil, a calcium channel antagonist, is injected i.v. into a femoral vein prior to ischemia. Verapamil (1 mg/kg) significantly decreases the incidence of ventricular arrhythmias including premature ventricular contractions (PVC), ventricular tachycardia (VT) and ventricular fibrillation (VF) for 45-min coronary artery occlusion. Total arrhythmia scores are significantly increased when the heart is subjected to ischemia (P<0.01 vs. sham). Verapamil (1 mg/kg) significantly prevented the enhancement of total arrhythmia scores induced by ischemia (P<0.01 vs. ischemia). Results indicate that Verapamil exerts an anti-arrhythmic property[3]. Cell Assay Cells (1×105) are treated with 10 nM Bortezomib and/or 70 µM Verapamil for 16 hours and incubated for another 4 hours with Alamar-Blue. Activity of the mitochondrial dehydrogenase results in conversion of the coloring, which is followed by measurement of the absorption using a spectrophotometer[1]. Animal Admin Rats[3] Adult male Sprague-Dawley (SD) rats (250−350 g) are used. Verapamil (1 mg/kg) is injected i.v. into a femoral vein 10 min prior to ischemia. A sham group undergoes the same surgical procedures, except the suture underneath the LAD is left untied. In another series of experiment, arrhythmia is induced by Bay K8644, an L-type calcium channel agonist, at a dose of 0.1 mg/kg given i.v. into the FV. Verapamil (1 mg/kg) is administered 10 min prior to Bay K8644. All injections are performed within 30 sec. References [1]. Meister S, et al. Calcium channel blocker Verapamil enhances endoplasmic reticulum stress and cell death induced by proteasome inhibition in myeloma cells. Neoplasia. 2010 Jul;12(7):550-61. [2]. Yanjiao X, et al. Evaluation of the inhibitory effects of antihypertensive drugs on human carboxylesterase in vitro. Drug Metab Pharmacokinet. 2013;28(6):468-74. [3]. Zhou P, et al. Anti-arrhythmic effect of Verapamil is accompanied by preservation of cx43 protein in rat heart. PLoS One. 2013 Aug 12;8(8):e71567. Chemical & Physical Properties Density 1.058g/cm3 Boiling Point 586.1ºC at 760 mmHg Melting Point 142 °C (dec.)(lit.) Molecular Formula C27H39ClN2O4 Molecular Weight 491.063 Flash Point 308.3ºC Exact Mass 490.259827 PSA 63.95000 LogP 5.89508 InChIKey DOQPXTMNIUCOSY-UHFFFAOYSA-N SMILES COc1ccc(CCN(C)CCCC(C#N)(c2ccc(OC)c(OC)c2)C(C)C)cc1OC.Cl Storage condition Refrigerator (+4°C) Water Solubility soluble |
| Use of | Verapamil hydrochloride is a calcium channel antagonist. Properties Articles96 Name (±)-Verapamil hydrochloride Synonym More Synonyms Verapamil HCl Biological Activity Description Verapamil hydrochloride is a calcium channel antagonist. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel Research Areas >> Cardiovascular Disease Calcium channel[1] Cell Assay Cells (1×105) are treated with 10 nM Bortezomib and/or 70 µM Verapamil for 16 hours and incubated for another 4 hours with Alamar-Blue. Activity of the mitochondrial dehydrogenase results in conversion of the coloring, which is followed by measurement of the absorption using a spectrophotometer[1]. References [1]. Meister S, et al. Calcium channel blocker Verapamil enhances endoplasmic reticulum stress and cell death induced by proteasome inhibition in myeloma cells. Neoplasia. 2010 Jul;12(7):550-61. [2]. Yanjiao X, et al. Evaluation of the inhibitory effects of antihypertensive drugs on human carboxylesterase in vitro. Drug Metab Pharmacokinet. 2013;28(6):468-74. [3]. Zhou P, et al. Anti-arrhythmic effect of Verapamil is accompanied by preservation of cx43 protein in rat heart. PLoS One. 2013 Aug 12;8(8):e71567. Chemical & Physical Properties Exact Mass 490.259827 PSA 63.95000 LogP 5.89508 InChIKey DOQPXTMNIUCOSY-UHFFFAOYSA-N Water Solubility soluble |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Verapamil hydrochloride) IMDG Code: TOXIC SOLID, ORGANIC, N.O.S. (Verapamil hydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Verapamil hydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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