Isosorbide dinitrate

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Isosorbide dinitrate are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Isosorbide dinitrate?

The molecule Isosorbide dinitrate presents a molecular formula of C6H8N2O8 and its IUPAC name is [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate.

Isosorbide dinitrate is a molecule used in a variety of pharmaceutical products. It is a white, odorless, crystalline powder that is soluble in water. Isosorbide dinitrate is used to treat angina, congestive heart failure, and other heart conditions. It works by widening blood vessels and increasing blood flow to the heart. Isosorbide dinitrate exists in tablet, capsule, and solution form..

3D structure

Cartesian coordinates

Geometry of Isosorbide dinitrate in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Isosorbide dinitrate MOYKHGMNXAOIAT-JGWLITMVSA-N chemical compound 2D structure molecule svg
Isosorbide dinitrate

 

Molecule descriptors

 
IUPAC name[(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
InChI codeInChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1
InChI KeyMOYKHGMNXAOIAT-JGWLITMVSA-N
SMILESO=[N+]([O-])O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2O[N+](=O)[O-]

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
  • (3R,3aS,6S,6aS)-hexahydrofuro[3,2-b]furan-3,6-diyl dinitrate
  • (3S,3aS,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
  • 1,4:3, 6-Dianhydro-D-glucitol dinitrate
  • 1,4:3,6-Dianhydro-D-glucitol dinitrate
  • 1,4:3,6-Dianhydrosorbitol 2, 5-dinitrate
  • 1,4:3,6-Dianhydrosorbitol 2,5-dinitrate
  • 1,4:3,6-dianhydro-2,5-di-O-nitro-D-glucitol
  • 1,6-Dianhydro-D-glucitol dinitrate
  • 1,6-Dianhydrosorbitol 2,5-dinitrate
  • 3,6-Dianhydro-D-glucitol dinitrate ; Dilatrate-SR
  • 54650-95-2
  • 87-33-2
  • AB00052026_07
  • AB00513900
  • AC-12153
  • Angidil
  • Astridine
  • BIDIL COMPONENT ISOSORBIDE DINITRATE
  • BPBio1_001021
  • BSPBio_000927
  • BSPBio_002080
  • C01DA08
  • C07456
  • CCG-40110
  • CCRIS 1910
  • CS-0013129
  • Cardio 10
  • Cardis
  • Cardonit 40
  • Carvanil
  • Carvasin
  • Cedocard
  • Cedocard Retard
  • Claodical
  • Cornilat
  • Coronex
  • Corosorbide
  • Corovliss
  • D-Glucitol, 1,4:3,6-dianhydro-, dinitrate
  • D-Glucitol,4:3,6-dianhydro-, dinitrate
  • D-Isosorbide dinitrate
  • D-Isosorbide dinitrate-Lactose mixture
  • D00516
  • DB00883
  • DSSTox_CID_25832
  • DSSTox_GSID_45832
  • DSSTox_RID_81160
  • Dianhydrosorbitol 2,5-dinitrate
  • Difutrat
  • Dignionitrat
  • Dilatrate
  • Dilatrate SR
  • Dilatrate-SR
  • Diluted isosorbide dinitrate
  • Diluted isosorbide dinitrate rs
  • Diluted-isosorbide dinitrate
  • Diniket
  • Dinitrate d'isosorbide
  • Dinitrato de isosorbida
  • Dinitroisosorbide
  • Dinitrosorbide
  • Disorlon
  • DivK1c_000436
  • EC 201-740-9
  • Emoper
  • EureCor
  • Flindix
  • Frandol
  • GS-6631
  • GTPL7051
  • Glucitol, 1,4:3, 6-dianhydro-, dinitrate, D-
  • Glucitol, 1,4:3,6-dianhydro-, dinitrate, D-
  • Glucitol,4:3,6-dianhydro-, dinitrate, D-
  • H10018
  • HMS1570O09
  • HMS1920H15
  • HMS2091P05
  • HMS2097O09
  • HMS2230C09
  • HMS3714O09
  • HMS501F18
  • HSDB 3417
  • HY-B1409
  • Harrical
  • IA7306519N
  • IBD 20
  • IDI1_000436
  • ISD
  • ISDN
  • ISOSORBIDE DINITRATE
  • ISOSORBIDE DINITRATE COMPONENT OF BIDIL
  • Iso-Bid
  • Iso-Mack
  • Iso-Puren
  • Isochron
  • Isodinit
  • Isoket
  • Isoket Retard 120
  • Isoket retard 40
  • Isomak R
  • Isomannide dinitrate
  • Isomannide-dinitrate
  • Isorbid
  • Isordil
  • Isordil Tembids
  • Isosorbide 2,5-dinitrate
  • Isosorbide Dinitrate,(S)
  • Isosorbide dinitrate
  • Isosorbide dinitrate (JP17/USP/INN)
  • Isosorbide dinitrate, diluted
  • Isosorbide dinitrate, diluted-
  • Isosorbide dinitrato
  • Isosorbidi dinitras
  • Isosorbidi dinitras dilutes
  • Isosorbidi dinitras dilutus
  • Isosorbidi nitras
  • Isostat
  • Isotrate
  • KBio1_000436
  • KBio2_000643
  • KBio2_003211
  • KBio2_005779
  • KBio3_001580
  • KBioGR_000429
  • KBioSS_000643
  • Korodil
  • Langoran
  • Laserdil
  • Lomilan
  • MFCD00868238
  • MLS001333561
  • MLS001333562
  • Maycor
  • Myorexon
  • NCGC00094703-01
  • NCGC00178830-01
  • NCGC00178830-02
  • NCGC00178830-05
  • NINDS_000436
  • NSC 80038
  • NSC-757080
  • NSC-80038
  • NSC757080
  • NSC80038
  • Nitrosorbid
  • Nitrosorbide
  • Nitrosorbon
  • Nosim
  • Pharmakon1600-01500358
  • Prestwick0_000714
  • Prestwick1_000714
  • Prestwick2_000714
  • Prestwick3_000714
  • Prestwick_81
  • Q179748
  • Resoidan
  • Rifloc Retard
  • Rigedal
  • SBI-0051421.P003
  • SDM No. 40
  • SDM No. 50
  • SMR000857256
  • SPECTRUM1500358
  • SR-05000001658
  • SR-05000001658-1
  • SR-05000001658-3
  • SR-05000001658-5
  • SST-101
  • Sorate-10
  • Sorate-5
  • Sorbangil
  • Sorbide
  • Sorbide T.D.
  • Sorbide nitrate
  • Sorbide, dinitrate
  • Sorbidi nitras
  • Sorbidilat
  • Sorbidinitrate
  • Sorbidnitrate
  • Sorbislo
  • Sorbitrate
  • Sorbonit
  • Sorquad
  • Sorquat
  • TYB 3215
  • Tinidil
  • UN2907
  • Vascardin
  • Vasodilat
  • Vasorbate
  • W-104033
  • Xanyl
  • Z2433066075
  • [(3R,3aS,6S,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
  • [(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
  • isosorbide-dinitrate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC18089317
  • CAS-87-33-2
  • UNII-IA7306519N
  • AKOS015895227
  • AKOS015960761
  • AKOS015994784
  • DTXSID0045832
  • CHEMBL6622
  • CHEBI:6061
  • Tox21_111317
  • Tox21_111317_1
  • EINECS 201-740-9
  • SPBio_001058
  • SPBio_002848
  • SCHEMBL8253
  • Spectrum_000163
  • Spectrum2_001069
  • Spectrum3_000600
  • Spectrum4_000025
  • Spectrum5_001057

Physico-Chemical properties

IUPAC name[(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
Molecular formulaC6H8N2O8
Molecular weight236.136
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity47.28
LogP0.0
Topological polar surface area128.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.