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Details

Stereochemistry ACHIRAL
Molecular Formula C5H9N3O10
Molecular Weight 271.1391
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTRINITROL

SMILES

OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O

InChI

InChIKey=BRBAEHHXGZRCBK-UHFFFAOYSA-N
InChI=1S/C5H9N3O10/c9-1-5(2-16-6(10)11,3-17-7(12)13)4-18-8(14)15/h9H,1-4H2

HIDE SMILES / InChI

Description

Pentrinitrol is a metabolite of pentaerythritol tetranitrate. It has been introduced as an antianginal agent for man. Pentrinitrol decrease myocardial oxygen consumption and have a relatively long duration of action. The pharmacologic effects of pentrinitrol are similar to those of nitroglycerin. However, the duration of action of pentrinitrol is longer. Pentrinitrol produced lower pre-exercise systolic blood pressures and systolic blood pressures at point of angina. Pentrinitrol should permit patients to have fewer episodes of angina pectoris resulting from minor increases in physical activity. The same protection may also exist against angina pectoris produced by psychic stress. However, patients should still be cautioned against physical activity or psychic stress that ordinarily provokes angina pectoris.

Approval Year

PubMed

PubMed

TitleDatePubMed
Sequence and properties of pentaerythritol tetranitrate reductase from Enterobacter cloacae PB2.
1996 Nov
Heme oxygenase-1 induction may explain the antioxidant profile of pentaerythrityl trinitrate.
2002 Feb 8
Endothelial protection by pentaerithrityl trinitrate: bilirubin and carbon monoxide as possible mediators.
2003 May
Oxidative stress and mitochondrial aldehyde dehydrogenase activity: a comparison of pentaerythritol tetranitrate with other organic nitrates.
2004 Dec
[Therapy with NO donors-antiatherogenic and antioxidant actions].
2004 Feb
[Silica-containing urinary stones--clinical issues to keep in mind].
2005 Jan
Differential effects of organic nitrates on endothelial progenitor cells are determined by oxidative stress.
2007 Apr
Degradation of pentaerythritol tetranitrate (PETN) by granular iron.
2008 Jun 15
Bioactivation of pentaerythrityl tetranitrate by mitochondrial aldehyde dehydrogenase.
2011 Mar
Patents

Sample Use Guides

In Vivo Use Guide
Single dose - 10 mg
Route of Administration: Sublingual
Name Type Language
PENTRINITROL
INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
PETRIN
Brand Name English
PENTRINITROL [USAN]
Common Name English
PENTRINITROL [WHO-DD]
Common Name English
W 2197
Code English
PENTRINITROL [MI]
Common Name English
1,3-PROPANEDIOL, 2,2-BIS((NITROOXY)METHYL)-, MONONITRATE (ESTER)
Common Name English
PENTAERYTHRITOL TRINITRATE
Systematic Name English
W-2197
Code English
PENTRINITROL [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29707
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
Code System Code Type Description
NCI_THESAURUS
C91005
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
CAS
1607-17-6
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
ChEMBL
CHEMBL466660
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
PUBCHEM
15353
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
EVMPD
SUB09707MIG
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
ECHA (EC/EINECS)
216-529-7
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
MERCK INDEX
M8521
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY Merck Index
INN
3363
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY
MESH
C100210
Created by admin on Tue Oct 22 05:46:25 UTC 2019 , Edited by admin on Tue Oct 22 05:46:25 UTC 2019
PRIMARY