S-Amlodipine

Synopsis, Chemistry

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Also known as: 150566-71-5, (s)-amlodipine besylate, Levamlodipine besilate, (-)-amlodipine besylate, Levamlodipine besilate [who-dd], S-amlodipine benzenesulfonate

Molecular Formula

C₂₆H₃₁ClN₂O₈S

Molecular Weight

567.1 g/mol

InChI Key

ZPBWCRDSRKPIDG-LMOVPXPDSA-N

FDA UNII

885H5YC40L

1 2D Structure

(S)-Amlodipine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

benzenesulfonic acid;3-O-ethyl 5-O-methyl (4S)-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

2.1.2 InChI

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)/t17-;/m0./s1

2.1.3 InChI Key

ZPBWCRDSRKPIDG-LMOVPXPDSA-N

2.1.4 Canonical SMILES

CCOC(=O)C1=C(NC(=C(C1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=O)O

2.1.5 Isomeric SMILES

CCOC(=O)C1=C(NC(=C([C@@H]1C2=CC=CC=C2Cl)C(=O)OC)C)COCCN.C1=CC=C(C=C1)S(=O)(=O)O

2.2 Other Identifiers

2.2.1 UNII

885H5YC40L

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (4s)-, Benzenesulfonate (1:1)

2. 3-ethyl 5-methyl (4s)-2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate Benzenesulfonate (1:1)

2.3.2 Depositor-Supplied Synonyms

1. 150566-71-5

2. (s)-amlodipine Besylate

3. Levamlodipine Besilate

4. (-)-amlodipine Besylate

5. Levamlodipine Besilate [who-dd]

6. S-amlodipine Benzenesulfonate

7. Levoamlodipine Besylate

8. 885h5yc40l

9. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (4s)-, Benzenesulfonate (1:1)

10. 3,5-pyridinedicarboxylic Acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (4s)-, Monobenzenesulfonate

11. Benzenesulfonic Acid;3-o-ethyl 5-o-methyl (4s)-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

12. 3,5-pyridinedicarboxylic Acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl Ester, (4s)-, Benzenesulfonate (1:1)

13. Unii-885h5yc40l

14. (s)-amlodipinebesylate

15. Hy-14744a

16. Cs-0090891

17. 129l824

18. Q27269892

19. (s)-amlodipine Besylate (103129-82-4(free Base))

20. 192583-58-7

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₂₆H₃₁ClN₂O₈S
Molecular Weight	567.1 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	11
Exact Mass	566.1489648 g/mol
Monoisotopic Mass	566.1489648 g/mol
Topological Polar Surface Area	163 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	830
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2