Basic information
- CAS
7297-25-8- Standard SMILES
O=[N+]([O-])OC[C@H](O[N+](=O)[O-])[C@@H](CO[N+](=O)[O-])O[N+](=O)[O-]- InChIKey
SNFOERUNNSHUGP-ZXZARUISSA-N- Molecular formula
- C4H6N4O12
- Average molar mass
- 302.11 g/mol
- Monoisotopic mass
- 301.99822164
Overview
Erythrityl tetranitrate is erythritol in which each of the hydroxy groups has been converted to the corresponding nitrate ester. It is a vasodilator with properties similar to nitroglycerin. It is usually used diluted with lactose or other suitable inert excipients, in order to minimise the risk of explosion; undiluted erythrityl tetranitrate can be exploded by percussion or excessive heat. It has a role as a vasodilator agent and an explosive. It is functionally related to an erythritol.
Names & identifiers
- Preferred name
- Erythrityl Tetranitrate
- IUPAC
- [(2R,3S)-1,3,4-trinitrooxybutan-2-yl] nitrate
- English name
- eritrityl tetranitrate
- Molecular formula
- C4H6N4O12
- Molecular weight
- 302.11
Names & synonyms
ERYTHRITYL TETRANITRATEErythritol tetranitrateNitroerythrolEritrityl tetranitrateErythrol tetranitrateTetranitrol7297-25-8meso-Erythritol tetranitrateTetranitrate d'eritrityleTetranitrato de eritritiloEritrityli tetranitras1,2,3,4-Butanetetralyl tetranitrate
Show more names
EritritylCardiloidCardivellCardiwellAids126358Aids-126358
CardilateEritritile tetranitratoC01DA1335X333P19DNSC-1065661,2,3,4-Butanetetrol, tetranitrate, (R*,S*)-DTXSID9022990CHEBI:60072
Database identifiers
- CAS
7297-25-8- PubChem CID
- 5284553
- DTXSID
DTXSID9022990- ChEMBL
CHEMBL2107583、CHEMBL453636- ChEBI
CHEBI:60072- UNII
- 35X333P19D
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 220 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 12
- Rotatable bonds
- 7
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 326
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Solubility1.95e-01 g/L
Melting Point61 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 61 ° · 61°
- Boiling point
- 443.16 °C · 443.16°C (rough estimate)
- Density
- 1.757 · 1.757±0.06 g/cm3(Predicted)
- refractive index
- 1.85 · 1.8500 (estimate)
- FDA 21 CFR
- 250.102 · 250.102
- FDA UNII
- 35 X333P19D · 35X333P19D
- ATC code
- 1 DA13,C01DA63 · C01DA13,C01DA63
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
PharmacodynamicsErythrityl Tetranitrate is a vasodilator with general properties similar to nitroglycerin.
Mechanism of Action
Similar to other nitrites and organic nitrates, erythrityl tetranitrate is converted to an active intermediate compound which activates the enzyme guanylate cyclase. This stimulates the synthesis of cyclic guanosine 3',5'-monophosphate (cGMP) which then activates a series of protein kinase-dependent phosphorylations in the smooth muscle cells, eventually resulting in the dephosphorylation of the myosin light chain of the smooth muscle fiber. The subsequent release of calcium ions results in the relaxation of the smooth muscle cells and vasodilation.
MeSH Pharmacological ClassificationDrugs used to cause dilation of the blood vessels.
Cellular LocationsMembrane
Applications
UsesVasodilator (coronary). Cardilate (Glaxo Wellcome{) [Name previously used: Erythrol Tetranitrate.].
Suppliers4 total
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
SelectLab Chemicals GmbH+49-(0)2383-919350 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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