| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 4th, 2005 | 33 | Yes |
Popular Name: Verapamil Hydrochloride Verapamil Hydrochloride
Find On: PubMed — Wikipedia — Google
CAS Numbers: 152-11-4 , 152-11-4, 52-53-9 , 152-11-4, 52-53-9 [verapamil] , 152-11-4; 23313-68-0; 52-53-9 , 23313-68-0 , 23313-68-0;152-11-4 , 36622-28-3 , 52-53-9 , [152-11-4]
(1)-3-(3,4-Dimethoxyphenyl)-6-((5,6-dimethoxyphenethyl)methylamino)hexane-3-carbonitrile
(±)-Verapamil hydrochloride, 99+%
(S)-(-)-verapamil hydrochloride
152-11-4; Prestwick_440; Verapamyl hydrochloride
2-(3,4-dimethoxyphenyl)-5-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]-2-propan-2-ylpentanenitrile
5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile
5-((3,4-Dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
5-[(3,4-Dimethoxyphenethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile
52-53-9; D02356; Verapamil (USAN/INN)
alpha-((N-Methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile
alpha-Isopropyl-alpha-((N-methyl-N-homoveratryl)-gamma-aminopropyl)-3,4-dimethoxyphenylacetonitrile
C27H38N2O4.C24H34N2O5.Cl; LS-178657; TARKA; TRANDOLAPRIL; VERAPAMIL HYDROCHLORIDE
DIMETHOXYPHENYLDIMETHOXYPHENYLETHYLMETHYLAMINOISOPROPYLPENTANENITRIL
DIMETHOXYPHENYLDIMETHOXYPHENYLETHYLMETHYLAMINOISOPROPYLPENTANENITRILEHYDROCHLORID
Valeronitrile, 5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropyl-
Verapamil Hydrochloride (Isoptin, Iproveratril, Calan)
Verapamil Hydrochloride [23313-68-0]
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | 4.55 | 12.48 | -58.05 | 1 | 6 | 1 | 65 | 455.619 | 13 | ↓ |
| Hi High (pH 8-9.5) | 4.55 | 10.17 | -15.19 | 0 | 6 | 0 | 64 | 454.611 | 13 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_use | Antiarrhythmic (class IV) agent | ZereneX Building Blocks |
| SOLUBILITY | .; methanol: 50 mg/mL, clear, colorless | Indofine |
| Mp [°C] | 140 - 144 | Acros Organics |
| MP | 142 - 144 | Enamine Building Blocks |
| M.P | 142 °C | Indofine |
| MP | 142...144 | Enamine Building Blocks |
| ALOGPS_SOLUBILITY | 3.94e-03 g/l | DrugBank-approved |
| purity | 9.500000000000000e+001 | Enamine Building Blocks Enamine Building Blocks |
| Purity | 95% | Fluorochem |
| Purity | 98% | Fluorochem |
| therap | adrenegic blocker, Ca channel blocker, coronary vasodilator, antiarrhythmic | MicroSource Spectrum |
| biological_use | Antiarrhythmic (class IV) agent | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Calcium antagonist | IBScreen Bioactives IBScreen Bioactives |
| Target | Calcium Channel | Selleck Chemicals |
| Notes | Calcium channel blocker | Apollo Scientific Bioactives |
| biological_use | Coronary vasodilator | IBScreen Bioactives |
| H phrase | H301: Toxic if swallowed | Acros Organics |
| H phrase | H301: Toxic if swallowed; H331: Toxic if inhaled; H311: Toxic in contact with skin | Acros Organics |
| mechanism | Inhibits movement of calcium ions across the cell membrane | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| Therapy | L-type Ca2+ channel modulator; adrenoceptor antagonist; antiarryhthmic; cardiac depressant; coronary vasodilator | SMDC Iconix |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 101617; .5 water; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| Target | Others | Selleck Chemicals |
| P phrase | P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician | Acros Organics |
| P phrase | P301 + P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician; P280: Wear protective gloves/protective clothing/eye protection/face protection; P312: Call a POISON CENTER or doctor/physician if you feel unwell; P302 + P350: IF ON SKIN: G | Acros Organics |
| mechanism | Protein kinase C inhibitor | IBScreen Bioactives |
| R phrase | R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. | Acros Organics |
| S phrase | S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. | Acros Organics |
| S phrase | S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.; S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 101617; SALT: .5 water; 1 hydrogen chloride | NIH Clinical Collection via PubChem |
| biological_use | Smooth muscle relaxant. | IBScreen Bioactives |
| Hazard | T: Toxic | Acros Organics |
| biological_use | Used in the treatment of hypertension, angina pectoris, cardiac arrhythmia, and cluster headaches. | IBScreen Bioactives |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| MDR1-1-E | P-glycoprotein 1 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 2090 | 0.24 | Binding ≤ 10μM |
| MRP1-1-E | Multidrug Resistance-associated Protein 1 (cluster #1 Of 1), Eukaryotic | Eukaryotes | 113 | 0.29 | Binding ≤ 10μM |
| CP3A4-2-E | Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic | Eukaryotes | 2970 | 0.23 | ADME/T ≤ 10μM |
| Z50425-11-O | Plasmodium Falciparum (cluster #11 Of 22), Other | Other | 3162 | 0.23 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| MRP1_HUMAN | P33527 | Multidrug Resistance-associated Protein 1, Human | 113 | 0.29 | Binding ≤ 1μM |
| MRP1_HUMAN | P33527 | Multidrug Resistance-associated Protein 1, Human | 113 | 0.29 | Binding ≤ 10μM |
| MDR1_HUMAN | P08183 | P-glycoprotein 1, Human | 2090 | 0.24 | Binding ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 1000 | 0.25 | Functional ≤ 10μM |
| CP3A4_HUMAN | P08684 | Cytochrome P450 3A4, Human | 1390 | 0.25 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Abacavir transmembrane transport | |
| ABC-family proteins mediated transport | |
| Aflatoxin activation and detoxification | |
| Cobalamin (Cbl, vitamin B12) transport and metabolism | |
| Synthesis of Leukotrienes (LT) and Eoxins (EX) | |
| Xenobiotics |
