ContaminantDB: Amlodipine besylate

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

Record Information

Version

1.0

Creation Date

2016-05-22 04:42:17 UTC

Update Date

2016-11-09 01:15:41 UTC

Accession Number

CHEM017865

Identification

Common Name

Amlodipine besylate

Class

Small Molecule

Description

The benzenesulfonate salt of amlodipine.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Amlodipine	ChEBI
Amlodipine besilate	ChEBI
Amlodipine besylate	ChEBI
Amlodipino	ChEBI
Amlodipinum	ChEBI
Norvasc	Kegg
Amlodipine besilic acid	Generator
Amlodipine besylic acid	Generator
Amlodipine benzenesulfonic acid	Generator
Amlodipine benzenesulphonate	Generator
Amlodipine benzenesulphonic acid	Generator
Amlodipine maleate	MeSH
Amlodis	MeSH
Istin	MeSH
Mack brand OF amlodipine besilate	MeSH
Amlodipine, (R)-isomer	MeSH
Pfizer brand OF amlodipine besilate	MeSH
Amlodipine, (+-)-isomer	MeSH
Amlodipine, (+-)-isomer, maleate (1:1)	MeSH
Amlor	MeSH
Almirall brand OF amlodipine besilate	MeSH
Eczacibasi brand OF amlodipine besilate	MeSH
Amlodipine maleate (1:1)	MeSH
Astudal	MeSH
Amlodipine, (S)-isomer, maleate (1:1)	MeSH

Chemical Formula

C₂₆H₃₁ClN₂O₈S

Average Molecular Mass

567.050 g/mol

Monoisotopic Mass

566.149 g/mol

CAS Registry Number

111470-99-6

IUPAC Name

3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; benzenesulfonic acid

Traditional Name

(+-)-amlodipine; benzenesulfonic acid

SMILES

OS(=O)(=O)C1=CC=CC=C1.CCOC(=O)C1=C(COCCN)NC(C)=C(C1C1=CC=CC=C1Cl)C(=O)OC

InChI Identifier

InChI=1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)

InChI Key

ZPBWCRDSRKPIDG-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
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Secondary aliphatic amine
Azacycle
Enamine
Ether
Secondary amine
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Amine
Primary amine
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Primary aliphatic amine
Organohalogen compound
Organochloride
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Not Available

External Descriptors

organosulfonate salt (CHEBI:2669 )

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	0.0074 g/L	ALOGPS
logP	2.22	ALOGPS
logP	1.64	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	19.12	ChemAxon
pKa (Strongest Basic)	9.45	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	99.88 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	108.64 m³·mol⁻¹	ChemAxon
Polarizability	42.28 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0000090000-e73ce0241bbffbe4a724	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0000090000-e73ce0241bbffbe4a724	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0000090000-e73ce0241bbffbe4a724	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000090000-45bd99f02cd39d5474b2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0000090000-45bd99f02cd39d5474b2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-0000090000-45bd99f02cd39d5474b2	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

DBSALT001054

HMDB ID

Not Available

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

Not Available

Chemspider ID

Not Available

ChEBI ID

2669

PubChem Compound ID

60496

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Amlodipine besylate (CHEM017865)

Structure for CHEM017865: Amlodipine besylate