U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

PubMed

TitleDatePubMed
Effect of erythrityl tetranitrate on the electrocardiogram as recorded during exercise by radioelectrocardiography.
1963 May
Identifying Raman and Infrared Vibrational Motions of Erythritol Tetranitrate.
2015 Dec
Patents

Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 14:57:41 GMT 2023
Edited
by admin
on Fri Dec 15 14:57:41 GMT 2023
Record UNII
35X333P19D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ERYTHRITYL TETRANITRATE
MI   USAN   VANDF  
USAN  
Official Name English
NSC-106566
Code English
ERITRITYL TETRANITRATE
INN   MART.   WHO-DD  
INN  
Official Name English
ERYTHROL TETRANITRATE
Common Name English
MESO-ERYTHRITOL TETRANITRATE
Common Name English
NITROERYTHROL
Common Name English
C01DA13
Code English
1,2,3,4-BUTANETETROL, TETRANITRATE, (R*,S*)-
Systematic Name English
ERYTHRITYL TETRANITRATE [MI]
Common Name English
1,2,3,4-BUTANETETROL, 1,2,3,4-TETRANITRATE, (2R,3S)-REL-
Common Name English
ERYTHRITYL TETRANITRATE [USAN]
Common Name English
ERYTHRITYL TETRANITRATE [VANDF]
Common Name English
eritrityl tetranitrate [INN]
Common Name English
ERITRITYL TETRANITRATE [MART.]
Common Name English
Erythritol tetranitrate
Common Name English
ETN
Common Name English
CARDILATE
Brand Name English
Eritrityl tetranitrate [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC C01DA63
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
CFR 21 CFR 250.102
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
WHO-VATC QC01DA63
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
NCI_THESAURUS C29707
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
WHO-VATC QC01DA13
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
WHO-ATC C01DA13
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
Code System Code Type Description
RXCUI
4040
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C87282
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
PUBCHEM
5284553
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
CAS
7297-25-8
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
WIKIPEDIA
ERYTHRITOL TETRANITRATE
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
SMS_ID
100000084580
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
EVMPD
SUB06600MIG
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
FDA UNII
35X333P19D
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID9022990
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
DRUG CENTRAL
1047
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107583
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
MERCK INDEX
m5005
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY Merck Index
INN
1448
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
CHEBI
8214
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
NSC
106566
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
CHEBI
60072
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
ECHA (EC/EINECS)
230-734-9
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
DRUG BANK
DB01613
Created by admin on Fri Dec 15 14:57:41 GMT 2023 , Edited by admin on Fri Dec 15 14:57:41 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY