Compound: VERAPAMIL
SMILES: O(c1c(OC)ccc(c1)C(C#N)(C(C)C)CCCN(CCc2cc(OC)c(OC)cc2)C)C
InChIKey: SGTNSNPWRIOYBX-UHFFFAOYSA-N
Synonyms: VERAPAMIL, 52-53-9, Iproveratril, Dilacoran, Verapamilo, Cardibeltin, Verapamilum, Isoptine, Securon, D-365, Cardiagutt, Dignover, Veramex, Verpamil, Quasar, CP-16533-1, dl-Verapamil, Novo-Veramil, r,s-verapamil, Apo-Verap, Nu-Verap, Manidon, Verapamil slow release, Cardiabeltin, Cardioprotect, Durasoptin, Hexasoptin, Veroptinstada, Calaptin, Caveril, Civicor, Coraver, Corpamil, Harteze, Hormitol, Ikapress, Inselon, Isoptino, Jenapamil, Lodixal, Magotiron, Praecicor, Robatelan, Vasomil, Vasopten, Verabeta, Veracor, Verahexal, Veraloc, Veramil, Verapin, Verasal, Verasifar, Verdilac, Vetrimil, 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile, 5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile, Akilen, Elthon, Flamon, Ikacor, Univex, Vortac, Ormil, Rapam, Civicor Retard, Isoptin Retard, Manidon Retard, Vera-Sanorania, Verapamil Acis, Verapamil Atid, Verapamil Ebewe, Verapamil Riker, Verapamil Verla, Verapamil Basics, Verapamil Nordic, Verapamil-AbZ, Novapamyl LP, Verapamil NM, Verapamil PB, Verapamil SR, Cordilox SR, Dilacoran HTA, Veracaps SR, Verapamil MSD, Arpamyl LP, Hexasoptin Retard, Verapamil Henning, Verelan SR, Verapamil Injection, Verapamil NM Pharma, CJ0O37KU29, Calaptin 240 SR, Verapress 240 SR, Verapamil AL, CP-16,533-1, 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile, Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, alpha-((N-Methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile, CP-165331, Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl-, CHEBI:77733, 5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile, Benzeneacetonitrile, alpha-(3-((2-(3,4-dimethoxyphenyl)ethyl)methylamino) propyl)-3,4-dimethoxy-alpha-(1-methylethyl)-, Zolvera, 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, RefChem:6348, Hydrochloride, Verapamil, CHEBI:9948, C08DA01, 200-145-1, alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile, Vasolan, Isoptin, Falicard, Finoptin, Cordilox, Calan, Isotopin, Lekoptin, Calcan, (+/-)-VERAPAMIL, 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile, C27H38N2O4, Geangin, Izoptin, Univer, Covera-HS, Isoptimo, MFCD00056240, Tarka, DTXSID9041152, Veratensin, Verapamilum [INN-Latin], NCGC00016083-09, Verapamilo [INN-Spanish], 2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-isopropyl-pentanenitrile, Benzeneacetonitrile, .alpha.-[3-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-.alpha.-(1-methylethyl)-, (+/-)-Verapamil hydrochlorid, DTXCID7021152, Verapamil [USAN:INN:BAN], (+/-)-Verapamil;CP-16533-1, CAS-52-53-9, CCRIS 6749, Verapamil (USAN/INN), EINECS 200-145-1, UNII-CJ0O37KU29, Ansyr, Iproveratril;, Berkatens;, Verapress;, Cordilox;, Ethimil;, Geangin;, Isoptin;, Securon;, Vasolan;, Covera;, Univer;, Calan;, NSC 272306NA, EINECS 260-462-6, Calan (Salt/Mix), Akilen (Salt/Mix), Isoptin (Salt/Mix), alpha-(3-((2-(3,4-Dimethoxyphenyl)ethyl)-methylamino)propyl)-3,4-dimethoxy-alpha-(1-methylethyl)benzeneacetonitrile, alpha-Isopropyl-alpha-((N-methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile, Cordilox (Salt/Mix), delta-365, VERAPAMIL [INN], VERAPAMIL [MI], Covera-HS (Salt/Mix), VERAPAMIL [USAN], (-)-3-(3,4-dimethoxyphenyl)-6-[(5,6-dimethoxyphenethyl)methylamino]hexane-3-carbonitrile, Prestwick0_000141, Prestwick1_000141, Prestwick2_000141, Prestwick3_000141, Spectrum2_001740, Spectrum4_000906, Spectrum5_001786, VERAPAMIL [VANDF], ()-Verapamil hydrochlorid, CP 16533-1, D 365, VERAPAMIL [WHO-DD], CHEMBL6966, Lopac0_001237, SCHEMBL16742, BSPBio_000242, BSPBio_001513, BSPBio_002358, KBioGR_000233, KBioGR_001372, KBioGR_002343, KBioSS_000233, KBioSS_002346, 56949-77-0, MLS006011414, DivK1c_000399, SPBio_001820, SPBio_002181, BPBio1_000268, GTPL2406, orb1306580, CP 16533-1 (Verapamil), SCHEMBL13287282, SCHEMBL29440902, (A+/-)-Verapamil hydrochloride, BDBM81939, HSDB 3928, KBio1_000399, KBio2_000233, KBio2_002343, KBio2_002801, KBio2_004911, KBio2_005369, KBio2_007479, KBio3_000465, KBio3_000466, KBio3_002823, ()-Verapamil;CP-16533-1, cMAP_000023, NINDS_000399, NSC-272306NA, Bio1_000425, Bio1_000914, Bio1_001403, Bio2_000233, Bio2_000713, HMS1791L15, HMS1989L15, HMS2089H17, HMS3402L15, Tox21_110300, EBC-27141, MSK160274, NSC_62969, STK538085, AKOS005468962, Tox21_110300_1, CCG-205311, DB00661, FV02354, SDCCGSBI-0051204.P005, CAS_52-53-9, IDI1_000399, IDI1_033983, NCGC00016083-04, NCGC00016083-05, NCGC00016083-06, NCGC00016083-07, NCGC00016083-08, NCGC00016083-10, NCGC00016083-11, NCGC00016083-13, NCGC00016083-14, NCGC00016083-15, NCGC00016083-16, NCGC00016083-17, NCGC00016083-18, NCGC00016083-20, NCGC00016083-25, NCGC00016083-34, NCGC00024710-04, NCGC00024710-05, NCGC00024710-06, NCGC00024710-07, NCGC00024710-08, NCGC00024710-09, NCGC00344584-01, 2-(3,4-Dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methyl-amino]-2-(1-methylethyl) pentanenitrile, AC-16016, BP-21223, HY-14275, NCI60_020143, SMR001550201, SBI-0051204.P003, DB-349548, AB00053495, CS-0002967, NS00000313, ST50826367, C07188, D02356, E75969, EN300-708774, AB00053495-20, AB00053495_21, L001330, Q410291, BRD-A09533288-001-02-7, BRD-A09533288-003-05-6, BRD-A09533288-003-29-6, BRD-A09533288-003-31-2, CP-165331 /  CP-16533-1, F2173-0851, VERAPAMIL, Dexverapamil, Verapamyl hydrochloride, VERAPAMIL HYDROCHLORIDE, .alpha.-((N-Methyl-N-homoveratryl)-.gamma.-aminopropyl)-3,4-dimethoxyphenylacetonitrile, (+/-)-5-((3,4-DIMETHOXYPHENETHYL)METHYLAMINO)-2-(3,4-DIMETHOXYPHENYL)-2-ISOPROPYLVALERONITRILE, 2-(3,4-Dimethoxyphenyl)-5-((2-(3,4-dimethoxyphenyl)ethyl)(methyl)amino)-2-isopropylpentanenitrile, (+/-)-, 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino]-2-isopropylpentanenitrile #, 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl]methylamino}-2-(methy lethyl)pentanenitrile
Theoretical properties:
molecular_formula: C27H38N2O4
molecular_weight: 454.6 g/mol
exact_mass: 454.28315770 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 13
heavy_atom_count: 33
topological_polar_surface_area: 64 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Viscous, pale yellow oil
color: Viscous, pale yellow oil
boiling_point: BP: 245 °C at 0.01 mm Hg
melting_point: < 25 °C
solubility: Solubility (mg/mL): water 83, ethanol (200 proof) 26, propylene glycol 93, ethanol (190 proof) >100, methanol >100, 2-propanol 4.6, ethyl acetate 1.0, DMF >100, methylene chloride >100, hexane 0.001; Freely soluble in chloroform, practically insoluble in ether /Verapamil hydrochloride/
Descriptions:
pubchem: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile is a tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group. It is a nitrile, an aromatic ether, a polyether and a tertiary amino compound.
chebi: A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.
chembl: VERAPAMIL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Verapamil, sold under various trade names, is a calcium channel blocker medication used for the treatment of high blood pressure, angina (chest pain from not enough blood flow to the heart), and supraventricular tachycardia. It may also be used for the prevention of migraines and cluster headaches. It is given by mouth or by injection into a vein.
Common side effects include headache, low blood pressure, nausea, and constipation. Other side effects include allergic reactions and muscle pains. It is not recommended in people with a slow heart rate or heart failure. It is believed to cause problems for the fetus if used during pregnancy. It is in the non–dihydropyridine calcium channel blocker family of medications.
Verapamil was approved for medical use in the United States in 1981. It is on the World Health Organization's List of Essential Medicines. Verapamil is available as a generic medication. Long acting formulations exist. In 2023, it was the 177th most commonly prescribed medication in the United States, with more than 2 million prescriptions.