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Details

Stereochemistry ACHIRAL
Molecular Formula C3H5N3O9
Molecular Weight 227.0865
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITROGLYCERIN

SMILES

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

InChI

InChIKey=SNIOPGDIGTZGOP-UHFFFAOYSA-N
InChI=1S/C3H5N3O9/c7-4(8)13-1-3(15-6(11)12)2-14-5(9)10/h3H,1-2H2

HIDE SMILES / InChI

Description

Nitroglycerin was first invented in 1847 and has been used as an active ingredient in the manufacture of explosives, mostly dynamite. Nitroglycerin came into medical use in 1878 as as a potent vasodilator (dilation of the vascular system) to treat heart conditions, such as angina pectoris and chronic heart failure. Upon administration, nitroglycerin is converted to nitric oxide (NO) by mitochondrial aldehyde dehydrogenase. NO is a potent activator of guanylyl cyclase (GC) by heme-dependent mechanisms.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Improved analysis of brachial artery ultrasound using a novel edge-detection software system.
2001 Aug
[Aspirin and nitroglycerine: a good combination for gastric mucosa].
2001 Aug-Sep
Prehospital management of rapid atrial fibrillation: recommendations for treatment protocols.
2001 Jan
Effects of C-peptide on forearm blood flow and brachial artery dilatation in patients with type 1 diabetes mellitus.
2001 Jul
Different mechanisms of isoproterenol-induced and nitroglycerin-induced syncope during head-up tilt in patients with unexplained syncope: important role of epinephrine in nitroglycerin-induced syncope.
2001 Jul
Gender difference in age-related changes in vascular function.
2001 Jul
Potentiation of sildenafil-induced hypotension is minimal with nitrates generating a radical intermediate.
2001 Jul
Transoesophageal acoustic quantification for evaluation of cardiac function during laparoscopic surgery.
2001 Jul
The effect of nitric oxide donors and L-arginine on the gastric electrolyte barrier.
2001 Jun
Long-term outcome of patients with ergonovine induced coronary constriction not associated with ischemic electrocardiographic changes.
2001 Jun
Comparison of topically applied 0.2% glyceryl trinitrate ointment, incision and excision in the treatment of perianal thrombosis.
2001 May
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Nitroglycerin in 5% Dextrose Injection is intended for intravenous administration using sterile equipment. It should be administered only via an infusion pump that can maintain a constant infusion rate. For treatment of acute anginal attack, one tablet of Nitrostat should be dissolved under the tongue or in the buccal pouch at the first sign of an acute anginal attack. The dose may be repeated approximately every 5 minutes, until relief is obtained. If the pain persists after a total of 3 tablets in a 15-minute period, or the pain is different than is typically experienced, prompt medical attention is recommended. Nitrostat may be used prophylactically 5 to 10 minutes prior to engaging in activities which might precipitate an acute attack.
Route of Administration: Sublingual; Intravenous
In Vitro Use Guide
Vasoactivity of nitroglycerin was measured using an ex vivo assay. Mice thoracic aortae were removed, cleaned, and cut into 3-mm rings. Rings were mounted on strain gauge transducers under 1 g of resting tension, and maintained at 37°C in Krebs solution, bubbled continuously with 20% O2/5% CO2/75% N2. Rings were allowed to equilibrate for 1 h before active tension was induced with prostaglandin F2α. Application of Nitroglycerine relieve the F2α-induced strain with IC50 of 10-7 M for wt mice, and 10-5 for mtALDH-/- mice.
Name Type Language
NITROGLYCERIN
HSDB   MI   ORANGE BOOK   USP   VANDF  
Systematic Name English
NITRO-DUR
Brand Name English
GLYCERYL TRINITRATE [WHO-DD]
Common Name English
RECTIV
Brand Name English
NITRO IV
Brand Name English
GLYCERIN TRINITRATE
Systematic Name English
NITROGLYCERIN TABLETS [JAN]
Common Name English
DILUTED NITROGLYCERIN [USP-RS]
Common Name English
NITROGLYCERIN [ORANGE BOOK]
Common Name English
PROPANE-1,2,3-TRIYL TRINITRATE
Systematic Name English
MINITRAN
Brand Name English
GLONOINUM [HPUS]
Common Name English
TRINITRIN
Common Name English
NITROGLYCERIN [MI]
Common Name English
NTG
Common Name English
TRINITRINE
Common Name English
NITROGLYCERIN [VANDF]
Common Name English
NITROMIST
Brand Name English
NITRONAL
Brand Name English
NITROL
Brand Name English
GONITRO
Common Name English
GLONOINUM
HPUS  
Common Name English
C01DA02
Code English
NITROLINGUAL
Brand Name English
TRIDIL
Brand Name English
GLYCERYL TRINITRATE
MART.   WHO-DD  
Systematic Name English
NITROSTAT
Brand Name English
GLYCERYL TRINITRATE [MART.]
Common Name English
TRANSDERM-NITRO
Brand Name English
TRINITROGLYCERIN
Systematic Name English
NITRO-BID
Brand Name English
1,2,3-PROPANETRIOL, TRINITRATE
Systematic Name English
NITROGLYCERIN [USP]
Common Name English
DILUTED NITROGLYCERIN
USP-RS  
Common Name English
GLYCEROL TRINITRATE
Systematic Name English
IMX-150
Common Name English
NITROGLYCERIN [HSDB]
Common Name English
1,2,3-PROPANETRIOL TRINITRATE
Systematic Name English
Classification Tree Code System Code
WHO-VATC QC05AE01
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-VATC QC01DA02
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
CFR 21 CFR 250.102
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000007647
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000007647
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-ATC C01DA52
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-ATC C05AE01
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
LIVERTOX 691
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000007647
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000009909
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-ESSENTIAL MEDICINES LIST 12.1
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-VATC QC01DA52
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000007647
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
NDF-RT N0000175415
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
WHO-ATC C01DA02
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
Code System Code Type Description
ECHA (EC/EINECS)
200-240-8
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
PUBCHEM
4510
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY SWITZERF
WIKIPEDIA
NITROGLYCERIN
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
HSDB
55-63-0
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
EPA CompTox
55-63-0
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
NCI_THESAURUS
C29294
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
IUPHAR
7053
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
ChEMBL
CHEMBL730
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
MERCK INDEX
M7964
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY Merck Index
DRUG BANK
DB00727
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
LactMed
55-63-0
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
EVMPD
SUB13997MIG
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
CAS
55-63-0
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
RXCUI
4917
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY RxNorm
EVMPD
SUB90670
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY
MESH
D005996
Created by admin on Tue Mar 06 11:00:28 UTC 2018 , Edited by admin on Tue Mar 06 11:00:28 UTC 2018
PRIMARY