Compound: nifedipine
SMILES: O=[N+]([O-])c1c(cccc1)C2C(=C(NC(=C2C(=O)OC)C)C)C(=O)OC
InChIKey: HYIMSNHJOBLJNT-UHFFFAOYSA-N
Synonyms: nifedipine, 21829-25-4, Procardia, Adalat, Procardia XL, Citilat, Oxcord, Adalat CC, Fenihidine, Bay-a-1040, dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Coracten, Afeditab CR, Nifedipino, Nifedipinum, Nifedical, Afeditab, Calcilat, BAY A 1040, 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester, Nifensar XL, Adipine XL, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, dimethyl ester, Nifedical XL, Adalate LP, Nifedipine slow release, 3,5-dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, DTXSID2025715, I9ZF7L6G2L, BAYa1040, NSC-757242, CHEBI:7565, BAY 1040, Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2'-nitrophenyl)-3,5-pyridinedicarboxylate, Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate, DTXCID205715, Cordipine, Korinfar, 4-(2'-Nitrophenyl)-2,6-dimethyl-3,5-dicarbomethoxy-1,4-dihydropyridine, Nifedipine-GTIS, Nifedipine GTIS, 4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester, Bay1040, Monohydrochloride, Nifedipine, nifedipina, Calanif, Kentipine, Nifelease, Vasad, NifedicalXL, Nifopress ret, Cardilate mr, Coracten sr, Neozipine xl, Nifopress mr, Nimodrel xl, Nivaten ret, Adalat ret, Coroday mr, Nife-wolff, Unipine xl, Adalat ic, Adanif xl, Nifedicalxl XL, Nifediac Cc, Nifedipine ER, Valni xl, Angiopine 5, Fortipine la40, Angiopine 10, Angiopine 40 la, Angiopine mr 10, Angiopine mr 20, Kentipine mr 10, Kentipine mr 20, Tensipine mr 10, Tensipine mr 20, Adalat a.r., Genalat 10 ret, Genalat 20 ret, Hypolar ret 10, Hypolar ret 20, Nifedotard 20 mr, Nimodrel mr 10, Nimodrel mr 20, Adipine mr 10, Adipine mr 20, Calchan mr 10, Calchan mr 20, Hypolar xl 30, Nifedipress mr 10, Nifedipress mr 20, Slofedipine xl 30, Slofedipine xl 60, Adalat la 20, Adalat la 30, Adalat la 60, Valni 20 ret, RefChem:6062, Nifedipine Extended Release, C08CA05, 244-598-3, Cordipin, Corinfar, Fenihidin, Nifediac, Sepamit, Hexadilat, Introcar, Kordafen, Tibricol, Adalate, Adapine, Anifed, Pidilat, Zenusin, Orix, Adalat LA, MFCD00057326, CCRIS 6074, CHEMBL193, Dimethyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate, MLS000028521, Nifecard, Nifedin, Nifelat, Alonix S, Adalat CR, NCGC00015748-11, Chronadalate, Dignokonstant, Adapress, Aldipin, Alfadal, Angipec, Aprical, Bonacid, Calcibloc, Calcigard, Cardifen, Cardilat, Cardionorm, Cordafen, Cordaflex, Cordalat, Cordicant, Cordilan, Corotrend, Corynphar, Dilafed, Dipinkor, Duranifin, Ecodipi, Ecodipin, Fenamon, Hadipin, Macorel, Megalat, Myogard, Nifecor, Nifedicor, Nifedipres, Nifelan, Nificard, SMR000058291, Alonix, Anpine, Camont, Fedcor, Glopir, Depin, Alat, Adalat Retard, CAS-21829-25-4, Fedcor Retard, Adalat Crono, Chronadalate LP, Adalat Oros, Ecodipin E, Apo-Nifed, Fenamon SR, Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate, Adalat FT, Adalat LP, Adalat PA, Adalat GITS, Adalat 5, Adalat 10, Adalat 20, Adalat GITS 30, Alpha-Nifedipine Retard, Emaberin, Dilcor, Aprical long, Slofedipine XL, Fortipine LA, Nifedipinum [INN-Latin], Tensipine MR, 4-(2-Nitrophenyl)-2,6-dimethyl-3,5-dicarbomethoxy-1,4-dihydropyridine, Nifedipino [INN-Spanish], Adalat XL, Dimethyl 4-(2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, Procardia (TN), 193689-82-6, Adalat (TN), Afeditab CR (TN), SR-01000075332, Tensipine, Fenihidine;, Nifedipress;, Nifedotard;, Slofedipine;, Angiopine;, Cardilate;, Fortipine;, Nifedicor;, Procardia;, Calcilat;, Coracten;, Nimodrel;, Adipine;, Calanif;, Coroday;, Nifecor;, Nifelat;, Nivaten;, Hypolar Retard;, Nifedipine CRS, Adalat;, Glopir;, Nifensar XL;, KB-1712P, methyl 5-(methoxycarbonyl)-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine- 3-carboxylate, Prestwick_357, EINECS 244-598-3, Nifedipine (Adalat), Nifedipine (Standard), BRN 0497773, Spectrum_000979, Tocris-1075, NIFEDIPINE [MI], NIFEDIPINE [INN], NIFEDIPINE [JAN], Opera_ID_1816, Prestwick0_000063, Prestwick1_000063, Prestwick2_000063, Prestwick3_000063, Spectrum2_001058, Spectrum3_000516, Spectrum4_000074, Spectrum5_001278, Lopac-N-7634, NIFEDIPINE [HSDB], NIFEDIPINE [USAN], NIFEDIPINE [VANDF], UNII-I9ZF7L6G2L, N 7634, cid_4485, NIFEDIPINE [MART.], SCHEMBL3968, NIFEDIPINE [USP-RS], NIFEDIPINE [WHO-DD], NIFEDIPINE [WHO-IP], BIDD:PXR0034, CBiol_001826, Lopac0_000819, Oprea1_788617, BSPBio_000245, BSPBio_001391, BSPBio_002071, KBioGR_000111, KBioGR_000627, KBioGR_002400, KBioSS_000111, KBioSS_001459, KBioSS_002405, MLS000758222, MLS001148146, MLS001401371, BIDD:GT0442, DivK1c_000313, SPECTRUM1500431, SPBio_001016, SPBio_002166, BPBio1_000271, GTPL2514, Nifedipine (JP18/USP/INN), Nifedipine - Bio-X trade mark, orb1309616, BAY-a 1040, NIFEDIPINE [ORANGE BOOK], SCHEMBL29349595, BCBcMAP01_000046, HMS500P15, HSDB 7775, HY-B0284R, KBio1_000313, KBio2_000111, KBio2_001459, KBio2_002400, KBio2_002679, KBio2_004027, KBio2_004968, KBio2_005247, KBio2_006595, KBio2_007536, KBio3_000221, KBio3_000222, KBio3_001571, KBio3_002879, NIFEDIPINE [EP MONOGRAPH], NIFEDIPINE [USP IMPURITY], cMAP_000042, NINDS_000313, Bio1_000112, Bio1_000601, Bio1_001090, Bio2_000111, Bio2_000591, GLXC-05642, HMS1361F13, HMS1568M07, HMS1791F13, HMS1920P19, HMS1989F13, HMS2051O03, HMS2089H11, HMS2091H20, HMS2095M07, HMS2233B22, HMS3262D19, HMS3267G06, HMS3393O03, HMS3412E17, HMS3651M19, HMS3676E17, HMS3712M07, HMS3748O21, HMS5080O09, NIFEDIPINE [USP MONOGRAPH], Pharmakon1600-01500431, NIFEDIPINUM [WHO-IP LATIN], HY-B0284, MSK10100, L-Type Calcium Channel Blocker III, Tox21_110212, Tox21_200304, Tox21_500819, BBL023163, BDBM50000778, BDBM50101817, CCG-40115, EBC-11141, HB1228, NSC757242, NSC786036, s1808, SBB012573, STK735567, AKOS002942507, AKOS037515769, Nifedipine - CAS 21829-25-4, Nifedipine, >=98% (HPLC), powder, Tox21_110212_1, AC-8061, CCG-100758, DB01115, FN26213, KS-1456, LP00819, NC00008, Nifedipine [USAN:USP:INN:BAN:JAN], NSC 757242, NSC-786036, SDCCGSBI-0050796.P005, 4-(2'-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethylester [German], IDI1_000313, IDI1_033861, NCGC00015748-01, NCGC00015748-02, NCGC00015748-03, NCGC00015748-04, NCGC00015748-05, NCGC00015748-06, NCGC00015748-07, NCGC00015748-08, NCGC00015748-09, NCGC00015748-10, NCGC00015748-12, NCGC00015748-13, NCGC00015748-14, NCGC00015748-15, NCGC00015748-17, NCGC00015748-18, NCGC00015748-33, NCGC00021710-02, NCGC00024983-01, NCGC00024983-02, NCGC00024983-03, NCGC00024983-04, NCGC00024983-05, NCGC00024983-06, NCGC00024983-07, NCGC00024983-08, NCGC00091707-01, NCGC00091707-02, NCGC00091707-03, NCGC00257858-01, NCGC00261504-01, BN166183, CPD000058291, PD003075, PD033039, ST066898, SY074220, SBI-0050796.P004, EU-0100819, N0528, NS00002967, SW219724-1, BIM-0050796.0001, C07266, D00437, EN300-120627, Q39111, SBI-0050796.0002, AB00052051-05, AB00052051_06, AB00052051_07, 5-22-04-00268 (Beilstein Handbook Reference), F047202, L001054, Q-201471, SR-01000075332-1, SR-01000075332-3, SR-01000075332-4, SR-01000075332-6, BRD-K96354014-001-01-3, BRD-K96354014-001-10-4, BRD-K96354014-001-14-6, BRD-K96354014-001-15-3, BRD-K96354014-001-17-9, BRD-K96354014-001-21-1, BRD-K96354014-001-27-8, Z90350374, F2173-0802, Nifedipine, British Pharmacopoeia (BP) Reference Standard, Nifedipine, European Pharmacopoeia (EP) Reference Standard, Nifedipine; Benidipine Impurity G; Nisoldipine Impurity A, Nifedipine, United States Pharmacopeia (USP) Reference Standard, 2,6-Dimethyl-3,5-dicarbomethoxy-4-(2-nitrophenyl)-1,4-dihydropyridine, 4-(2'-nitrophenyl)-2,6 dimethyl-3,5-dicarbmethoxy-1,4-dihydropyridine, 4-(2'-nitrophenyl)-2,6-dimethyl-3,5-dicarbmethoxy-1,4-dihydropyridine, Nifedipine, Pharmaceutical Secondary Standard; Certified Reference Material, 2,6-dimethyl-4-(2nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3,5-dimethyl ester, Dimethyl (4-(2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate), Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #, dimethyl2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, 101539-70-2, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, dimethyl ester (9CI), 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-, dimethyl ester (8CI), 915092-63-6
Theoretical properties:
molecular_formula: C17H18N2O6
molecular_weight: 346.3 g/mol
exact_mass: 346.11648630 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 5
heavy_atom_count: 25
topological_polar_surface_area: 110 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow crystals
color: Yellow crystals
melting_point: 342 to 345 °F (NTP, 1992)
solubility: less than 1 mg/mL at 67.1 °F (NTP, 1992)
vapor_pressure: 2.6X10-8 mm Hg at 25 °C
Descriptions:
pubchem: Nifedipine can cause developmental toxicity, female reproductive toxicity and male reproductive toxicity according to state or federal government labeling requirements.
chembl: NIFEDIPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Nifedipine ( nə-FEH-də-peen), sold under the brand name Procardia among others, is a calcium channel blocker medication used to manage angina, high blood pressure, Raynaud's phenomenon, and premature labor. It is one of the treatments of choice for Prinzmetal angina. It may be used to treat severe high blood pressure in pregnancy. Its use in preterm labor may allow more time for steroids to improve the baby's lung function and provide time for transfer of the mother to a well-qualified medical facility before delivery. It is a calcium channel blocker of the dihydropyridine type. Nifedipine is taken by mouth and comes in fast- and slow-release formulations.
Common side effects include lightheadedness, headache, feeling tired, leg swelling, cough, and shortness of breath. Serious side effects may include low blood pressure and heart failure. Nifedipine is considered safe in pregnancy and breastfeeding.
Nifedipine was patented in 1967 and approved for use in the United States in 1981. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. In 2023, it was the 120th most commonly prescribed medication in the United States, with more than 5 million prescriptions.