Compound: nitrendipine
SMILES: O=[N+]([O-])c1cc(ccc1)C2C(=C(NC(=C2C(=O)OC)C)C)C(=O)OCC
InChIKey: PVHUJELLJLJGLN-UHFFFAOYSA-N
Synonyms: nitrendipine, 39562-70-4, Bayotensin, Baypress, Nidrel, Deiten, 3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Nitrendipinum, Bay-e-5009, Nitrendipino, Nitrepin, BAY e 5009, 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester, NSC-758466, CHEBI:7582, DTXSID0023373, 9B627AW319, DTXCID203373, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, nitrendipincorax, NitrePuren, Nitre Puren, nitrendipin corax, O3-ethyl O5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, nitrendipina, Nitrendipinratiopharm, Nitrendipin ratiopharm, Nitrendipin-ratiopharm, RefChem:854225, C08CA08, (A+-)-BAY-E-5009, 254-513-1, 3-Ethyl 5-methyl (4RS)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Nitrendipin, Bylotensin, Nitrendipinum [INN-Latin], Nitrendipino [INN-Spanish], MFCD00082255, 5-O-ethyl 3-O-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, MLS000069349, ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, NCGC00015713-07, SMR000058366, (+/-)-BAY-E-5009, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (+/-)-, Baylotensin, Baypress (TN), 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 3-ethyl 5-methyl ester, SR-01000075334, EINECS 254-513-1, BRN 0498823, Bayotensin;, UNII-9B627AW319, Nitrendipine CRS, Nitrendipine [USAN:INN:BAN:JAN], CAS-39562-70-4, Spectrum_001901, Nitrendipine (Standard), Opera_ID_928, SpecPlus_000742, Prestwick0_000916, Prestwick1_000916, Prestwick2_000916, Prestwick3_000916, Spectrum2_001565, Spectrum3_000968, Spectrum4_001088, Spectrum5_001655, NITRENDIPINE [MI], N-144, (.+/-.)-Nitrendipine, NITRENDIPINE [INN], NITRENDIPINE [JAN], NITRENDIPINE [USAN], (+-)-Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate, Ethyl 1,4-dihydro-5-(acetoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridincarboxylat, CBiol_001834, Lopac0_000881, Oprea1_472855, Oprea1_703261, SCHEMBL38972, BSPBio_000792, BSPBio_001399, BSPBio_002575, KBioGR_000119, KBioGR_001476, KBioSS_000119, KBioSS_002432, NITRENDIPINE [MART.], MLS000759400, MLS001148149, MLS001424133, MLS002153303, MLS002154060, (+/-)-NITRENDIPINE, DivK1c_006838, NITRENDIPINE [WHO-DD], Nitrendipine, >95%, powder, SPECTRUM1503609, SPBio_001470, SPBio_002981, BPBio1_000872, GTPL2334, orb1310919, orb3025269, CHEMBL3195219, SCHEMBL29465067, HY-B0424R, KBio1_001782, KBio2_000119, KBio2_002426, KBio2_002687, KBio2_004994, KBio2_005255, KBio2_007562, KBio3_000237, KBio3_000238, KBio3_001795, BRD6392, Nitrendipine (JP18/USAN/INN), Bio1_000120, Bio1_000609, Bio1_001098, Bio2_000119, Bio2_000599, HMS1361F21, HMS1570H14, HMS1791F21, HMS1989F21, HMS2051B04, HMS2089H15, HMS2093G17, HMS2097H14, HMS2230F04, HMS3262B04, HMS3266B03, HMS3371J07, HMS3393B04, HMS3402F21, HMS3411I14, HMS3651F05, HMS3675I14, HMS3714H14, HMS3884H21, HMS5081M11, NITRENDIPINE [EP IMPURITY], Pharmakon1600-01503609, NITRENDIPINE [EP MONOGRAPH], BRD-6392, HY-B0424, MSK10230, Nitrendipine for peak identification, Tox21_110201, Tox21_500881, AC-648, BBL028163, BDBM50237611, CA-212, CCG-39343, EBC-11160, NSC758466, STK368903, AKOS000622913, AKOS015894921, AKOS016340326, Tox21_110201_1, CCG-100991, DB01054, IM57947, KS-1305, LP00881, NC00241, NSC 758466, SDCCGSBI-0050856.P004, IDI1_033869, Nitrendipine for peak identification CRS, O5-ethyl O3-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, NCGC00015713-04, NCGC00015713-05, NCGC00015713-06, NCGC00015713-08, NCGC00015713-09, NCGC00015713-10, NCGC00015713-11, NCGC00015713-13, NCGC00015713-26, NCGC00024013-02, NCGC00024676-02, NCGC00024676-03, NCGC00024676-04, NCGC00024676-05, NCGC00024676-06, NCGC00024676-07, NCGC00261566-01, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (+-)-, IM175687, PD003069, PD033036, ST078195, SY058769, SBI-0050856.P003, Nitrendipine 100 microg/mL in Acetonitrile, AB00513962, EU-0100881, N1186, NS00007571, S2491, SW219737-1, A10804, C07713, D00629, AB00053154-03, AB00053154_04, AB00053154_05, EN300-18434855, F813117, Q416584, SR-01000075334-1, SR-01000075334-2, SR-01000075334-4, SR-01000075334-6, BRD-A02006392-001-06-5, BRD-A02006392-001-09-9, BRD-A02006392-001-15-6, BRD-A02006392-001-16-4, BRD-A02006392-001-17-2, Z239859926, Nitrendipine, European Pharmacopoeia (EP) Reference Standard, (.+/-.)-Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate, (RS)-Methyl ethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate, 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinecarboxylic acid ethyl methyl ester, 3-Ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #, 3-ethyl5-methyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate, methylethyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Nitrendipine for peak identification, European Pharmacopoeia (EP) Reference Standard, (+/-)-ETHYL METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(M-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE, (RS)-Methyl ethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate - EP Grade, 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, ethyl methyl ester, (.+/-.)-, ethyl 5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3 -carboxylate
Theoretical properties:
molecular_formula: C18H20N2O6
molecular_weight: 360.4 g/mol
exact_mass: 360.13213636 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 6
heavy_atom_count: 26
topological_polar_surface_area: 110 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 156-160 °C
solubility: Insoluble
Descriptions:
pubchem: Nitrendipine is a dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in the treatment of hypertension. It has a role as a geroprotector, a vasodilator agent, an antihypertensive agent and a calcium channel blocker. It is a member of dicarboxylic acids and O-substituted derivatives, an ethyl ester, a methyl ester, a C-nitro compound, a dihydropyridine and a diester.
chebi: A  dihydropyridine that is 1,4-dihydropyridine substituted by methyl groups at positions 2 and 6, a 3-nitrophenyl group at position 4, a ethoxycarbonyl group at position 3 and a methoxycarbonyl group at position 5. It is a calcium-channel blocker used in the treatment of hypertension.
chembl: NITRENDIPINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Nitrendipine is a dihydropyridine calcium channel blocker. It is used in the treatment of primary (essential) hypertension to decrease blood pressure and can reduce the cardiotoxicity of cocaine.
It was patented in 1971 and approved for medical use in 1985.