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Details

Stereochemistry ACHIRAL
Molecular Formula C4H6N4O12
Molecular Weight 302.11
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ERYTHRITYL TETRANITRATE

SMILES

[O-][N+](=O)OC[C@@H](O[N+]([O-])=O)[C@H](CO[N+]([O-])=O)O[N+]([O-])=O

InChI

InChIKey=SNFOERUNNSHUGP-ZXZARUISSA-N
InChI=1S/C4H6N4O12/c9-5(10)17-1-3(19-7(13)14)4(20-8(15)16)2-18-6(11)12/h3-4H,1-2H2/t3-,4+

HIDE SMILES / InChI

Molecular Formula C4H6N4O12
Molecular Weight 302.11
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Erythrityl Tetranitrate is a vasodilator indicated for the prevention of angina. Sold under the brand name Cardilate, Erythrityl Tetranitrate is used for the prophylaxis and long-term treatment of patients with frequent or recurrent anginal pain or coronary insufficiency and during the postcoronary convalescent period to hasten recovery. 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. Erythrityl Tetranitrate is a is an atrial natriuretic peptide receptor agonist. Erythrityl tetranitrate is a physiologically effective long-acting agent in patients with coronary heart disease.

Approval Year

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
CARDILATE brand Erythrityl Tetranitrate may be administered either sublingually or orally. Therapy may be initiated with 5mg sublingually three times daily. The dose may be increased in 2 or 3 days if needed. Additional doses may be administered prior to anticipated stress, and at bedtime for patients subject to nocturnal attacks.
Route of Administration: Oral
In Vitro Use Guide
Erythrityl tetranitrate activited soluble guanylate cyclase prepared from rat liver with EC50 value of 14.5 uM.
Substance Class Chemical
Record UNII
35X333P19D
Record Status Validated (UNII)
Record Version