ContaminantDB: Nicorandil

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 05:17:27 UTC

Update Date

2016-11-09 01:15:48 UTC

Accession Number

CHEM018496

Identification

Common Name

Nicorandil

Class

Small Molecule

Description

A pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive potassium channel activator properties, and is used for the prevention and treatment of angina pectoris.

Contaminant Sources

STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Nicotinamidoethyl nitrate	ChEBI
Adancor	ChEBI
Ikorel	ChEBI
N-(2-Hydroxyethyl)nicotinamide nitrate	ChEBI
Nicorandilum	ChEBI
Perisalol	ChEBI
SG 75	ChEBI
SG-75	ChEBI
Sigmart	ChEBI
2-Nicotinamidoethyl nitric acid	Generator
N-(2-Hydroxyethyl)nicotinamide nitric acid	Generator
2 Nicotinamidoethyl nitrate	MeSH
Merck brand OF nicorandil	MeSH
Nicorandil aventis brand	MeSH
Nicorandil merck brand	MeSH
Dancor	MeSH
Nitrate, 2-nicotinamidethyl	MeSH
Nitrate, 2-nicotinamidoethyl	MeSH
Merck lipha santé brand OF nicorandil	MeSH
Rhône poulenc rorer brand OF nicorandil	MeSH
2 Nicotinamidethyl nitrate	MeSH
2-Nicotinamidethyl nitrate	MeSH
Aventis brand OF nicorandil	MeSH
Aventis pharma brand OF nicorandil	MeSH
Rhône-poulenc rorer brand OF nicorandil	MeSH

Chemical Formula

C₈H₉N₃O₄

Average Molecular Mass

211.177 g/mol

Monoisotopic Mass

211.059 g/mol

CAS Registry Number

65141-46-0

IUPAC Name

2-[(pyridin-3-yl)formamido]ethyl nitrate

Traditional Name

2-nicotinamidoethyl nitrate

SMILES

[O-][N+](=O)OCCNC(=O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C8H9N3O4/c12-8(7-2-1-3-9-6-7)10-4-5-15-11(13)14/h1-3,6H,4-5H2,(H,10,12)

InChI Key

LBHIOVVIQHSOQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as nicotinamides. These are heterocyclic aromatic compounds containing a pyridine ring substituted at position 3 by a carboxamide group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinecarboxylic acids and derivatives

Direct Parent

Nicotinamides

Alternative Parents

Substituents

Nicotinamide
Organic nitrate
Alkyl nitrate
Heteroaromatic compound
Carboxamide group
Organic nitric acid or derivatives
Secondary carboxylic acid amide
Organic nitro compound
Organic 1,3-dipolar compound
Allyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Azacycle
Organopnictogen compound
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridinecarboxamide (CHEBI:31905 )
nitrate ester (CHEBI:31905 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.19 g/L	ALOGPS
logP	0	ALOGPS
logP	-0.16	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	3.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.36 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	49.86 m³·mol⁻¹	ChemAxon
Polarizability	19.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-4900000000-d61a60736d4edfc8fbb5	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-004j-7920010011-f3cb0b77efee19ef8d89	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000i-0900000000-9439cd529fafd85e86db	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-9100000000-c0be1f71748ccaa1090c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0190000000-d54079ec827d4a73a66c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-1390000000-1aebec8880ef071c33ba	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053f-9300000000-0eb98fa6c5d7709aecd7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0090000000-5cdf28874f6e22b699d2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-2190000000-1ad3c7cacb50e1f7fc61	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5i-9210000000-c8c9e2b0c0b74c09a679	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum