| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| November 4th, 2008 | 25 | No |
Popular Name: Nifedipine Nifedipine
Find On: PubMed — Wikipedia — Google
CAS Numbers: 21829-25-4 , [21829-25-4]
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
2,6-Dimethyl-4-(2-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
21829-25-4; Nifedipine; Prestwick_357
3,5-pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, dimethyl ester
5-22-04-00268 (Beilstein Handbook Reference)
60299-11-8 (mono-hydrochloride)
Adcock Ingram Brand of Nifedipine
AWD Pharma Brand of Nifedipine
CPD000058291; NIFEDIPINE; SAM001246963
Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate
dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
| 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) | 2.32 | 8.22 | -42.09 | 0 | 8 | -1 | 117 | 345.331 | 5 | ↓ |
| Ref Reference (pH 7) | 2.32 | 7.84 | -40.28 | 0 | 8 | -1 | 117 | 345.331 | 5 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| biological_use | Coronary vasodilator | ZereneX Building Blocks |
| Mp [°C] | 171 - 175 | Acros Organics |
| MP | 174 | TCI |
| Purity | 98% | Fluorochem |
| therap | antianginal, antihypertensive | MicroSource Spectrum |
| biological_use | Antihypertensive agent | IBScreen Bioactives |
| mechanism | Calcium channel blocker | IBScreen Bioactives IBScreen Bioactives |
| mechanism | causing dilation of the coronary and systemic arteries, | IBScreen Bioactives |
| biological_use | Coronary vasodilator | IBScreen Bioactives IBScreen Bioactives |
| H phrase | H302: Harmful if swallowed | Acros Organics |
| mechanism | increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload. | IBScreen Bioactives |
| mechanism | Inhibits the influx of extracellular calcium through myocardial and vascular membrane pores by physically plugging the channel | IBScreen Bioactives |
| Warnings | IRRITANT | Matrix Scientific |
| Therapy | L-type Ca2+ channel blocker; vasodilator | SMDC Iconix |
| PUBCHEM_SUBSTANCE_COMMENT | NCC_SAMPLE_SUPPLIER : Tocris Cookson Ltd.; NCC_SUPPLIER_STRUCTURE_ID : 101709 | NIH Clinical Collection via PubChem |
| P phrase | P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell | Acros Organics |
| R phrase | R22: Harmful if swallowed. | Acros Organics |
| PUBCHEM_SUBSTANCE_COMMENT | SAMPLE_SUPPLIER: Tocris Bioscience; SUPPLIER_STRUCTURE_ID: 101709 | NIH Clinical Collection via PubChem |
| mechanism | The decrease in intracellular calcium inhibits the contractile processes of smooth muscle cells, | IBScreen Bioactives |
| biological_use | Used to treat Prinzmetal's angina, hypertension, and other vascular disorders such as Raynaud's phenomenon | IBScreen Bioactives |
| Hazard | XN: Harmful | Acros Organics |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AA1R-1-E | Adenosine A1 Receptor (cluster #1 Of 4), Eukaryotic | Eukaryotes | 2890 | 0.31 | Binding ≤ 10μM |
| AA2AR-4-E | Adenosine A2a Receptor (cluster #4 Of 4), Eukaryotic | Eukaryotes | 10000 | 0.28 | Binding ≤ 10μM |
| AA3R-1-E | Adenosine Receptor A3 (cluster #1 Of 6), Eukaryotic | Eukaryotes | 8290 | 0.28 | Binding ≤ 10μM |
| CAC1A-1-E | Voltage-gated P/Q-type Calcium Channel Alpha-1A Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| CAC1B-1-E | Voltage-gated N-type Calcium Channel Alpha-1B Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| CAC1C-1-E | Voltage-gated L-type Calcium Channel Alpha-1C Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3 | 0.48 | Binding ≤ 10μM |
| CAC1D-1-E | Voltage-gated L-type Calcium Channel Alpha-1D Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 3 | 0.48 | Binding ≤ 10μM |
| CAC1E-1-E | Voltage-gated R-type Calcium Channel Alpha-1E Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| CAC1G-1-E | Voltage-gated T-type Calcium Channel Alpha-1G Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| CAC1H-1-E | Voltage-gated T-type Calcium Channel Alpha-1H Subunit (cluster #1 Of 2), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| CAC1I-1-E | Voltage-gated T-type Calcium Channel Alpha-1I Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 1 | 0.50 | Binding ≤ 10μM |
| KCNA5-1-E | Voltage-gated Potassium Channel Subunit Kv1.5 (cluster #1 Of 3), Eukaryotic | Eukaryotes | 6100 | 0.29 | Binding ≤ 10μM |
| KCNH2-1-E | HERG (cluster #1 Of 5), Eukaryotic | Eukaryotes | 4300 | 0.30 | Binding ≤ 10μM |
| CAC1C-1-E | Voltage-gated L-type Calcium Channel Alpha-1C Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3 | 0.48 | Functional ≤ 10μM |
| CAC1D-1-E | Voltage-gated L-type Calcium Channel Alpha-1D Subunit (cluster #1 Of 1), Eukaryotic | Eukaryotes | 3 | 0.48 | Functional ≤ 10μM |
| TRPA1-4-E | Transient Receptor Potential Cation Channel Subfamily A Member 1 (cluster #4 Of 6), Eukaryotic | Eukaryotes | 400 | 0.36 | Functional ≤ 10μM |
| CP3A4-2-E | Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic | Eukaryotes | 10000 | 0.28 | ADME/T ≤ 10μM |
| Z50592-1-O | Oryctolagus Cuniculus (cluster #1 Of 1), Other | Other | 1 | 0.50 | Binding ≤ 10μM |
| Z102306-1-O | Aorta (cluster #1 Of 6), Other | Other | 20 | 0.43 | Functional ≤ 10μM |
| Z102372-1-O | Aorta (cluster #1 Of 1), Other | Other | 9 | 0.45 | Functional ≤ 10μM |
| Z102380-2-O | Ileum (cluster #2 Of 3), Other | Other | 15 | 0.44 | Functional ≤ 10μM |
| Z50425-3-O | Plasmodium Falciparum (cluster #3 Of 22), Other | Other | 7943 | 0.29 | Functional ≤ 10μM |
| Z50512-1-O | Cavia Porcellus (cluster #1 Of 7), Other | Other | 6000 | 0.29 | Functional ≤ 10μM |
| Z50590-1-O | Sus Scrofa (cluster #1 Of 1), Other | Other | 4 | 0.47 | Functional ≤ 10μM |
| Z50592-3-O | Oryctolagus Cuniculus (cluster #3 Of 8), Other | Other | 7 | 0.46 | Functional ≤ 10μM |
| Z50597-1-O | Rattus Norvegicus (cluster #1 Of 12), Other | Other | 9 | 0.45 | Functional ≤ 10μM |
| Z80051-1-O | C6-BU-1 (cluster #1 Of 1), Other | Other | 1000 | 0.34 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| Z50592 | Z50592 | Oryctolagus Cuniculus | 1 | 0.50 | Binding ≤ 1μM |
| CAC1C_RABIT | P15381 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rabit | 1 | 0.50 | Binding ≤ 1μM |
| CAC1C_HUMAN | Q13936 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Human | 0.4 | 0.53 | Binding ≤ 1μM |
| CAC1C_RAT | P22002 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1D_HUMAN | Q01668 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Human | 2.5 | 0.48 | Binding ≤ 1μM |
| CAC1D_RAT | P27732 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1B_RAT | Q02294 | Voltage-gated N-type Calcium Channel Alpha-1B Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1A_RAT | P54282 | Voltage-gated P/Q-type Calcium Channel Alpha-1A Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1E_RAT | Q07652 | Voltage-gated R-type Calcium Channel Alpha-1E Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1G_RAT | O54898 | Voltage-gated T-type Calcium Channel Alpha-1G Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1H_RAT | Q9EQ60 | Voltage-gated T-type Calcium Channel Alpha-1H Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| CAC1I_RAT | Q9Z0Y8 | Voltage-gated T-type Calcium Channel Alpha-1I Subunit, Rat | 0.53 | 0.52 | Binding ≤ 1μM |
| AA1R_RAT | P25099 | Adenosine A1 Receptor, Rat | 10000 | 0.28 | Binding ≤ 10μM |
| AA2AR_RAT | P30543 | Adenosine A2a Receptor, Rat | 10000 | 0.28 | Binding ≤ 10μM |
| AA3R_HUMAN | P33765 | Adenosine A3 Receptor, Human | 10000 | 0.28 | Binding ≤ 10μM |
| KCNH2_HUMAN | Q12809 | HERG, Human | 4300 | 0.30 | Binding ≤ 10μM |
| Z50592 | Z50592 | Oryctolagus Cuniculus | 1 | 0.50 | Binding ≤ 10μM |
| CAC1C_HUMAN | Q13936 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Human | 0.4 | 0.53 | Binding ≤ 10μM |
| CAC1C_RAT | P22002 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1C_RABIT | P15381 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rabit | 1 | 0.50 | Binding ≤ 10μM |
| CAC1D_RAT | P27732 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1D_HUMAN | Q01668 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Human | 2.5 | 0.48 | Binding ≤ 10μM |
| CAC1B_RAT | Q02294 | Voltage-gated N-type Calcium Channel Alpha-1B Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1A_RAT | P54282 | Voltage-gated P/Q-type Calcium Channel Alpha-1A Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| KCNA5_HUMAN | P22460 | Voltage-gated Potassium Channel Subunit Kv1.5, Human | 6100 | 0.29 | Binding ≤ 10μM |
| CAC1E_RAT | Q07652 | Voltage-gated R-type Calcium Channel Alpha-1E Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1G_RAT | O54898 | Voltage-gated T-type Calcium Channel Alpha-1G Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1H_RAT | Q9EQ60 | Voltage-gated T-type Calcium Channel Alpha-1H Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| CAC1I_RAT | Q9Z0Y8 | Voltage-gated T-type Calcium Channel Alpha-1I Subunit, Rat | 0.53 | 0.52 | Binding ≤ 10μM |
| Z102372 | Z102372 | Aorta | 9 | 0.45 | Functional ≤ 10μM |
| Z102306 | Z102306 | Aorta | 20 | 0.43 | Functional ≤ 10μM |
| Z80051 | Z80051 | C6-BU-1 | 1000 | 0.34 | Functional ≤ 10μM |
| Z50512 | Z50512 | Cavia Porcellus | 14 | 0.44 | Functional ≤ 10μM |
| Z102380 | Z102380 | Ileum | 14.7 | 0.44 | Functional ≤ 10μM |
| Z50592 | Z50592 | Oryctolagus Cuniculus | 0.5 | 0.52 | Functional ≤ 10μM |
| Z50425 | Z50425 | Plasmodium Falciparum | 7943.28235 | 0.29 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 1.16 | 0.50 | Functional ≤ 10μM |
| Z50590 | Z50590 | Sus Scrofa | 3.6 | 0.47 | Functional ≤ 10μM |
| TRPA1_MOUSE | Q8BLA8 | Transient Receptor Potential Cation Channel Subfamily A Member 1, Mouse | 400 | 0.36 | Functional ≤ 10μM |
| CAC1C_RABIT | P15381 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rabit | 2.9 | 0.48 | Functional ≤ 10μM |
| CAC1C_HUMAN | Q13936 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Human | 2.5 | 0.48 | Functional ≤ 10μM |
| CAC1C_RAT | P22002 | Voltage-gated L-type Calcium Channel Alpha-1C Subunit, Rat | 2.53 | 0.48 | Functional ≤ 10μM |
| CAC1D_HUMAN | Q01668 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Human | 2.5 | 0.48 | Functional ≤ 10μM |
| CAC1D_RAT | P27732 | Voltage-gated L-type Calcium Channel Alpha-1D Subunit, Rat | 2.53 | 0.48 | Functional ≤ 10μM |
| CP3A4_HUMAN | P08684 | Cytochrome P450 3A4, Human | 10000 | 0.28 | ADME/T ≤ 10μM |
| Description | Species |
|---|---|
| Adenosine P1 receptors | |
| Adrenaline,noradrenaline inhibits insulin secretion | |
| Aflatoxin activation and detoxification | |
| G alpha (i) signalling events | |
| G alpha (s) signalling events | |
| NCAM1 interactions | |
| NGF-independant TRKA activation | |
| Regulation of insulin secretion | |
| TRP channels | |
| Voltage gated Potassium channels | |
| Xenobiotics |
