| Amlodipine | |
|---|---|
| Salts [] | |
|---|---|
| Amlodipine besylate | |
| Amlodipine adipate | |
| Amlodipine maleate | |
| Amlodipine mesylate | |
| (-)-Amlodipine malate | |
| Molecular structure via molpic based on CDK |
| Physical properties [] | |
|---|---|
| Molecular mass | 408.9 g/mol [1] |
| Melting point | 199-201 [1] |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides, nitrogen oxides (NOx), sulfur oxides, hydrogen chloride gas. /Amlodipine besylate/ [1] |
| Solubility | slightly soluble in water [1] |
| Predicted LogP | 3 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C20H25ClN2O5 [1] |
| IUPAC name | 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate [1] |
| SMILES | CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN [1] |
| InChI | InChI=1S/C20H25ClN2O5/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/h5-8,17,23H,4,9-11,22H2,1-3H3 [1] |
| InChIKey | HTIQEAQVCYTUBX-UHFFFAOYSA-N [1] |
| Pharmacokinetics[] | |
|---|---|
| Elimination half-life | 30 – 50 hours |
| Duration of action | At least 24 hours |
| Toxicity [] | |
|---|---|
| TDLo | Human - female: - oral: 600 μg/kg/3D-I Human - child: - oral: 400 μg/kg |
| LDLo | Human - female: - oral: 1400 μg/kg |
Amlodipine
Amlodipine (also known as Amlodipino, Amlodipinum, Amlodipine Free Base, 3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate, HGP0904, HGP-0904, Ckd-330 component amlodipine, 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate, 3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester or O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate) is a
Chemistry
Salts []
Stereochemistry []
Amlodipine is a racemic mixture of the enantiomers
| Stereoisomers |
|---|
Legal status
- Australia: Amlodipine is a S4 substance.
- Canada: Amlodipine is a prescription only substance.
- United Kingdom: Amlodipine is a prescription only substance.
- United States: Amlodipine is a prescription only substance.
- European Union: Amlodipine is a prescription only substance.
See also []
External links []
- Amlodipine / (R)-Amlodipine (Wikipedia)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (Wikidata)
- Amlodipine / (R)-Amlodipine (DrugBank)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (PubChem)
- Amlodipine / (R)-Amlodipine (ChEMBL)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (ChEBI)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (Common Chemistry)
- Amlodipine (HMDB)
- Amlodipine (KEGG)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (UNII)
- Amlodipine / (S)-Amlodipine / (R)-Amlodipine (EPA DSSTox)
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 2162, Amlodipine. Accessed September 7, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/2162
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Amlodipine. UNII: 1J444QC288. Global Substance Registration System. Accessed September 7, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/1J444QC288
Anodyne