Compound: ISOSORBIDE DINITRATE
SMILES: O=[N+](O[C@@H]1[C@H]2OC[C@H]([C@H]2OC1)O[N+](=O)[O-])[O-]
InChIKey: MOYKHGMNXAOIAT-JGWLITMVSA-N
Synonyms: ISOSORBIDE DINITRATE, 87-33-2, Isordil, Sorbidnitrate, Sorbitrate, Sorbide nitrate, Nitrosorbide, ISDN, Dinitrosorbide, Isoket, D-Isosorbide dinitrate, Dilatrate-SR, Carvasin, Cedocard, Sorbidilat, Vascardin, Flindix, Isorbid, Dilatrate, Sorbide, dinitrate, Isordil Tembids, Dinitroisosorbide, Dianhydrosorbitol 2,5-dinitrate, Isosorbide 2,5-dinitrate, Laserdil, D-Glucitol, 1,4:3,6-dianhydro-, dinitrate, 1,4:3,6-Dianhydro-D-glucitol dinitrate, 1,4:3,6-Dianhydrosorbitol 2,5-dinitrate, Isomannide-dinitrate, DTXSID0045832, NSC-80038, C01DA08, NSC80038, [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate, Isosorbidi dinitras dilutus, IA7306519N, Diluted-isosorbide dinitrate, (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate, CHEBI:6061, DTXCID8025832, IsoBid, Iso Bid, Isoket Retard120, Dinitrate, Isosorbide, Angitak, Isocard, Jeridin, Sorbichew, Imtack, Cedocard ret, Sorbid sa, Iso mack, Soni-slo, (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro(3,2-b)furan-3-yl nitrate, Isordil Titradose, Cedocard-5, ((3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro(3,2-b)furan-6-yl) nitrate, ((3S,3aS,6R,6aS)-6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro(2,3-d)furan-3-yl) nitrate, [(3S,3aS,6R,6aS)-6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl] nitrate, Isoket 5, Cedocard-10, Cedocard-20, Cedocard-40, Isoket ret 20, Isoket ret 40, Sorbid-20 sa, Sorbid-40 sa, Isoket 10, Isoket 20, RefChem:55421, 201-740-9, Isotrate, Sorbonit, Sorquad, Carvanil, Claodical, Cornilat, Corosorbide, Difutrat, Harrical, Iso-Bid, Myorexon, Nitrosorbid, Nitrosorbon, Resoidan, Sorbangil, Sorbislo, Vasodilat, Vasorbate, Cardis, Coronex, Emoper, Korodil, Maycor, Rigedal, Tinidil, Nosim, Xanyl, Rifloc Retard, Cardio 10, Isodinit, Isostat, IBD 20, Dinitrate d'isosorbide, Dinitrato de isosorbida, Isosorbidi dinitras, Sorbide T.D., Astridine, Isochron, Sorbidinitrate, Corovliss, Disorlon, Langoran, Sorbide, Sorquat, Iso-Puren, Sorate-5, Sorate-10, MFCD00868238, Frandol, Isomak R, Cardonit 40, SST-101, Dignionitrat, Angidil, Diniket, Sorbidi nitras, EureCor, 1,4:3,6-dianhydro-2,5-di-O-nitro-D-glucitol, Dilatrate SR, Isosorbidi nitras, Iso-Mack, Isoket retard 40, ISD, Isoket Retard 120, C6H8N2O8, Isosorbide dinitrato, Isosorbide dinitrato [DCIT], 1246815-45-1, Glucitol, 1,4:3,6-dianhydro-, dinitrate, D-, Cedocard Retard, Isosorbidi dinitras [INN-Latin], TYB 3215, Diluted isosorbide dinitrate, Dinitrate d'isosorbide [INN-French], SDM No. 40, SDM No. 50, SMR000857256, Isordil (TN), Dinitrato de isosorbida [INN-Spanish], Dilatrate-sr (TN), CCRIS 1910, HSDB 3417, SR-05000001658, EINECS 201-740-9, NSC 80038, UN2907, UNII-IA7306519N, CAS-87-33-2, MOYKHGMNXAOIAT-JGWLITMVSA-N, Prestwick_81, NCGC00094703-01, isosorbide-dinitrate, Spectrum_000163, 1,4:3, 6-Dianhydro-D-glucitol dinitrate, Isosorbide dinitrate CRS, Prestwick0_000714, Prestwick1_000714, Prestwick2_000714, Prestwick3_000714, Spectrum2_001069, Spectrum3_000600, Spectrum4_000025, Spectrum5_001057, 1,4:3,6-Dianhydrosorbitol 2, 5-dinitrate, Isosorbidi dinitras dilutes, EC 201-740-9, Isosorbide dinitrate [USAN:USP:INN:BAN:JAN], SCHEMBL8253, CHEMBL6622, BSPBio_000927, BSPBio_002080, Isosorbide dinitrate, diluted, KBioGR_000429, KBioSS_000643, MLS001333561, MLS001333562, DivK1c_000436, SPECTRUM1500358, Isosorbide dinitrate, diluted-, SPBio_001058, SPBio_002848, Diluted isosorbide dinitrate rs, BPBio1_001021, GTPL7051, orb1308520, Isosorbide dinitrate (Standard), HMS501F18, HY-B1409R, KBio1_000436, KBio2_000643, KBio2_003211, KBio2_005779, KBio3_001580, ISOSORBIDE DINITRATE [MI], NINDS_000436, HMS1570O09, HMS1920H15, HMS2091P05, HMS2097O09, HMS2230C09, HMS3714O09, ISOSORBIDE DINITRATE [INN], ISOSORBIDE DINITRATE [JAN], Pharmakon1600-01500358, ISOSORBIDE DINITRATE [HSDB], ISOSORBIDE DINITRATE [USAN], HY-B1409, MSK11170, 1,6-Dianhydro-D-glucitol dinitrate, ISOSORBIDE DINITRATE [VANDF], Tox21_111317, CCG-40110, EBC-07863, ISOSORBIDE DINITRATE [MART.], NSC757080, 1,6-Dianhydrosorbitol 2,5-dinitrate, ISOSORBIDE DINITRATE [WHO-DD], AKOS015895227, AKOS015960761, AKOS015994784, Tox21_111317_1, DB00883, GS-6631, Isosorbide dinitrate (JP18/USP/INN), MI09907, NSC-757080, IDI1_000436, NCGC00178830-01, NCGC00178830-02, NCGC00178830-05, AC-12153, D-Glucitol,4:3,6-dianhydro-, dinitrate, ISOSORBIDE DINITRATE [ORANGE BOOK], BIDIL COMPONENT ISOSORBIDE DINITRATE, ISOSORBIDE DINITRATE [USP IMPURITY], SBI-0051421.P003, AB00513900, CS-0013129, DILUTED-ISOSORBIDE DINITRATE [WHO-IP], Glucitol,4:3,6-dianhydro-, dinitrate, D-, NS00001490, 1,4:3,6-Dianhydro-2,5-dinitro-D-glucitol, C07456, D00516, EN300-222758, H10018, AB00052026_07, Glucitol, 1,4:3, 6-dianhydro-, dinitrate, D-, ISOSORBIDI DINITRAS DILUTUS [WHO-IP LATIN], Q179748, SR-05000001658-1, SR-05000001658-3, SR-05000001658-5, BRD-K55853390-001-12-4, BRD-K55853390-001-13-2, Z2044782386, ISOSORBIDE MONONITRATE, DILUTED IMPURITY B [EP IMPURITY], (3R,3aS,6S,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl dinitrate, Isosorbide dinitrate - 60% lactose and 40% Isosorbide dinitrate, (3S,3aS,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate, [(3R,3aS,6S,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate, 54650-95-2
Theoretical properties:
molecular_formula: C6H8N2O8
molecular_weight: 236.14 g/mol
exact_mass: 236.02806522 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 8
rotatable_bond_count: 2
heavy_atom_count: 16
topological_polar_surface_area: 129 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Hard, colorless crystals
color: Hard, colorless crystals
odor: ODORLESS
Descriptions:
pubchem: Isosorbide dinitrate is a nitrate ester and a glucitol derivative. It has a role as a vasodilator agent and a nitric oxide donor.
chembl: ISOSORBIDE DINITRATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Isosorbide dinitrate is a medication used for heart failure, esophageal spasms, and to treat and prevent angina pectoris. It has been found to be particularly useful in heart failure due to systolic dysfunction together with hydralazine. It is taken by mouth or under the tongue.
Common side effects include headache, lightheadedness with standing, and blurred vision. Severe side effects include low blood pressure. It is unclear if use in pregnancy is safe for the baby. It should not be used together with PDE5 Inhibitors. Isosorbide dinitrate is in the nitrate family of medications and works by dilating blood vessels.
Isosorbide dinitrate was first written about in 1939. It is on the World Health Organization's List of Essential Medicines. Isosorbide dinitrate is available as a generic medication. A long-acting form exists. In 2023, isosorbide was the 125th most commonly prescribed medication in the United States, with more than 5 million prescriptions.