Drug Details

General Information of the Drug (ID: DR0775)
Name
Amlodipine
Synonyms
amlodipine; 88150-42-9; Norvasc; AMLODIPINE BASE; Amlodipino; Amlodipinum; Caduet; Istin; Amlodipine Free Base; Amlodipine besilate; Amvaz; Amlodis; CHEBI:2668; 3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; Norvasc (TN); Amlocard; Coroval; Lipinox; 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; UK-4834011; Amlor; Amlodipinum [Latin]; Amlodipino [Spanish]; 88150-42-9 (free base); Amdepin; Amdipin; Amlodin; Pelmec; MFCD00864687; 3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; Amlodipine [INN:BAN]; Racemic Amlodipine; (RS)-3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; C20H25ClN2O5; 3-ethyl 5-methyl 2-{[(2-aminoethyl)oxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; 3-O-ethyl 5-O-methyl 4-(2-chlorophenyl)-1-deuterio-2-[2-(dideuterioamino)ethoxymethyl]-6-methyl-4H-pyridine-3,5-dicarboxylate; O3-ethyl O5-methyl 2-(2-azanylethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; SR-05000001461; NCGC00165957-04; r-amlodipine; Amlodipine/; Amlodipine D4; HSDB 7079; 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine; 2-[2-aminoethoxymethyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine; 3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester; amlodipine (NORVASC); Amlodipine (USP/INN); (R)-Amlodipine-[d4]; 2-[(2-Aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5- pyridinedicarboxylic acid 3-ethyl 5-methyl ester benzene sulfonate; Spectrum2_000486; Spectrum3_001004; Spectrum4_001132; Spectrum5_001550; EC 425-820-1; CHEMBL1491; SCHEMBL26478; BSPBio_002727; KBioGR_001643; MLS001401409; BIDD:GT0810; SPBio_000351; GTPL6981; CHEMBL3211346; CHEMBL3304444; DTXSID7022596; KBio3_001947; Copalia (amlodipine + valsartan); HGP0904; BCPP000403; HMS2052N03; HMS2089H07; HMS2231K08; HMS3370G17; HMS3394N03; HMS3651I04; HMS3713C10; ALBB-027270; BCP02420; HGP-0904; HY-B0317; ABP000734; BBL023710; BDBM50088383; CA0134; s1905; STL356053; CKD-330 COMPONENT AMLODIPINE; AKOS015843475; AC-4535; BCP9000295; CCG-101157; CCG-220414; DB00381; MCULE-8264151664; NC00407; NCGC00165957-01; NCGC00165957-02; NCGC00165957-03; NCGC00165957-05; NCGC00165957-07; 3-Ethyl 5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate; 3-Ethyl-5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(2-chlorphenyl)-1,4-dihydro-6-methyl-3,5-pyridindicarboxylat; 3-Ethyl-5-methyl (+-)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate; 3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate; AK163198; Amlodipine 100 microg/mL in Acetonitrile; AS-13747; CPD000469198; K577; O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate; SMR000469198; SY104813; AB0008128; UK-48,340; FT-0602653; FT-0657130; FT-0662111; FT-0662112; R3932; SW220228-1; 50A429; C06825; D07450; J10237; W-3152; AB01209618-01; AB01274726-01; AB01274726-02; AB01274726_03; AB01274726_04; AB01274726_05; A800681; Q411347; Katerzia&reg (amlodipine oral suspension, 1 mg/mL); SR-05000001461-3; SR-05000001461-4; SR-05000001461-5; BRD-A22032524-074-02-4; BRD-A22032524-074-03-2; BRD-A22032524-074-04-0; 2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine; 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid O3-ethyl ester O5-methyl ester; 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methylester; 2-[2-Aminoethoxymethyl]-3-ethoxycarbonyl-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine; 3,5-pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, benzene sulfonate; 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate benzene sulfonate; 3-Ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorphenyl)-6-methyl-1,4-dihydropyridin-3,5-dicarboxylat; 3-Ethyl 5-methylester, (+/-)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate; 3-Ethyl-5-methyl (.+/-.)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
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Molecular Type
Small molecule
Disease Hypertension [ICD-11: BA00] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C20H25ClN2O5
PubChem CID
2162
Canonical SMILES
CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN
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
InChIKey
HTIQEAQVCYTUBX-UHFFFAOYSA-N
CAS Number
CAS 88150-42-9
ChEBI ID
CHEBI:2668
TTD Drug ID
D08JIV
DrugBank ID
DB00381
Target and Pathway
Target(s) Calcium channel alpha-2/delta-1 (CACNA2D1)  Molecule Info  [2]
KEGG Pathway MAPK signaling pathway Click to Show/Hide
2 Cardiac muscle contraction
3 Adrenergic signaling in cardiomyocytes
4 Oxytocin signaling pathway
5 Hypertrophic cardiomyopathy (HCM)
6 Arrhythmogenic right ventricular cardiomyopathy (ARVC)
7 Dilated cardiomyopathy
Panther Pathway Muscarinic acetylcholine receptor 2 and 4 signaling pathway Click to Show/Hide
WikiPathways Arrhythmogenic Right Ventricular Cardiomyopathy Click to Show/Hide
2 miR-targeted genes in muscle cell - TarBase
3 miR-targeted genes in lymphocytes - TarBase
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6981).
Reference 2 A first drug combination for the treatment of arterial hypertension with a calcium channel antagonist (amlodipine besylate) and an angiotensin receptor blocker (valsartan): Exforge. Rev Med Liege. 2007 Nov;62(11):688-94.