ContaminantDB: Nicardipine

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

Record Information

Version

1.0

Creation Date

2016-05-22 03:44:05 UTC

Update Date

2016-11-09 01:15:28 UTC

Accession Number

CHEM016803

Identification

Common Name

Nicardipine

Class

Small Molecule

Description

A potent calcium channel blockader with marked vasodilator action. It has antihypertensive properties and is effective in the treatment of angina and coronary spasms without showing cardiodepressant effects. It has also been used in the treatment of asthma and enhances the action of specific antineoplastic agents.

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cardene	Kegg
Flusemide	HMDB
LA, nicardipine	HMDB
Lincil	HMDB
Lucenfal	HMDB
Nicardipine hydrochloride	HMDB
Nicardipino ratiopharm	HMDB
Novartis brand OF nicardipine hydrochloride	HMDB
Roche brand OF nicardipine hydrochloride	HMDB
Tedec meiji brand OF nicardipine hydrochloride	HMDB
Yamanouchi brand 3 OF nicardipine hydrochloride	HMDB
Farma lepori brand OF nicardipine hydrochloride	HMDB
Loxen	HMDB
Ratiopharm brand OF nicardipine hydrochloride	HMDB
Ridene	HMDB
Seid brand OF nicardipine	HMDB
Solvay brand OF nicardipine hydrochloride	HMDB
Syntex brand OF nicardipine hydrochloride	HMDB
UCB brand OF nicardipine hydrochloride	HMDB
Vasonase	HMDB
Cardene i.v.	HMDB
Cardene SR	HMDB
Dagan	HMDB
Nicardipine seid brand	HMDB
Nicardipino seid	HMDB
Perdipine	HMDB
Yamanouchi brand 2 OF nicardipine hydrochloride	HMDB
Almirall brand OF nicardipine hydrochloride	HMDB
Antagonil	HMDB
ESP pharma brand OF nicardipine hydrochloride	HMDB
Hydrochloride, nicardipine	HMDB
Lecibral	HMDB
Nicardipine la	HMDB
Yamanouchi brand 1 OF nicardipine hydrochloride	HMDB

Chemical Formula

C₂₆H₂₉N₃O₆

Average Molecular Mass

479.525 g/mol

Monoisotopic Mass

479.206 g/mol

CAS Registry Number

55985-32-5

IUPAC Name

3-{2-[benzyl(methyl)amino]ethyl} 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

nicardipine

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OCCN(C)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C26H29N3O6/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19/h5-12,15,24,27H,13-14,16H2,1-4H3

InChI Key

ZBBHBTPTTSWHBA-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Dihydropyridinecarboxylic acid derivative
Nitrobenzene
Nitroaromatic compound
Benzylamine
Phenylmethylamine
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Vinylogous amide
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
C-nitro compound
Tertiary amine
Tertiary aliphatic amine
Organic nitro compound
Allyl-type 1,3-dipolar organic compound
Secondary amine
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxoazanium
Carboxylic acid derivative
Secondary aliphatic amine
Enamine
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Amine
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic zwitterion
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

dihydropyridine (CHEBI:7550 )

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	0.0025 g/L	ALOGPS
logP	4.34	ALOGPS
logP	3.56	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Basic)	8.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	113.69 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	134.8 m³·mol⁻¹	ChemAxon
Polarizability	49.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-6945600000-88fa08ae55dce8fa50bb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-0a4i-2930000000-9730aac08522ec25e87b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-00di-1930000000-281a892aa3ef3862da09	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-00di-0921000000-cb717805fcb949f5cd9a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-05fr-2940000000-aa69d5c0a6969ff1eda8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0a4i-2940000000-12b6cb09ae1c275c7673	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014l-7396000000-c37106851497811f1562	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0101900000-a42f7527bca4c5356250	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0006-9410000000-9b61ce9910712434cbf1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-0006-9230000000-0639e2b5cef885fc94e3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00lr-0503900000-381c26b1efa1dc70b309	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-1609000000-ec654bea9500a31f81d3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-0006-9160000000-abe9ea0826770248f05a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00kf-9476000000-c1b72913df485a05a9f5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-004i-0101900000-7acc467f68a49da381e9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0609100000-d1f0dc228a16564ab569	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-1609000000-500b44165886e391edd4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-05fr-2940000000-e613896be89cd6b8fc75	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0000900000-fa29fcb6e7ce3db6662f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0000900000-8be9abda1139b11b5a6f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-5973800000-d273cf4770983e873fea	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000900000-b1a63db11b02197bfca2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0000900000-336ef9a38bbb2a65be23	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0016-5294800000-0cd026f9bd2da079e049	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00622

HMDB ID

HMDB0014760

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Nicardipine (CHEM016803)

Structure for CHEM016803: Nicardipine