(-)-Amlodipine

C₂₀H₂₅ClN₂O₅CAS 103129-82-4408.88 g/mol

Open in Covalent MOL file

Alkene Aryl halide Ester Ether Primary amine Secondary amine

Properties

Molecular formula: C₂₀H₂₅ClN₂O₅
Molar mass: 408.88 g/mol
Exact mass: 408.1452 Da
logP: 2.27Crippen estimate
Polar surface area: 99.9 Å²
H-bond donors / acceptors: 2 / 7
Rotatable bonds: 8
Stereocentres: Sin SMILES atom order

Hazards

Warning

H302 Harmful if swallowed100% of notifiers

Aggregated from the ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number

103129-82-4

SMILES

CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)[C@@H]1c1ccccc1Cl

InChIKey

HTIQEAQVCYTUBX-KRWDZBQOSA-N

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/t17-/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.31 (dd, J = 7.7, 1.6 Hz, 1H), 7.21 (m, J = 7.7, 1.6 Hz, 1H), 7.19 (m, J = 7.7, 1.6 Hz, 1H), 7.16 (m, J = 7.7, 1.6 Hz, 1H), 4.48 (s, 1H), 4.08 (q, J = 7.0 Hz, 2H), 4.07 (s, 2H), 3.69 (t, J = 7.0 Hz, 2H), 3.67 (s, 3H), 3.60 (br s, 1H), 3.01 (t, J = 7.0 Hz, 2H), 1.71 (s, 3H), 1.26 (t, J = 7.0 Hz, 3H), 1.20 (br s, 2H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 166.6, 166.6, 153.6, 152.3, 148.7, 132.8, 128.6, 127.4, 126.9, 126.4, 106.0, 105.0, 76.5, 70.2, 61.2, 52.1, 42.7, 41.0, 17.2, 13.7.

[M + H]+

[M + H]+ Calcd for C20H26ClN2O5 409.1525

[M + Na]+

[M + Na]+ Calcd for C20H25ClN2NaO5 431.1344

[M − H]−

[M − H]− Calcd for C20H24ClN2O5 407.1379

Elemental analysis

Anal. Calcd for C20H25ClN2O5: C, 58.75; H, 6.16; N, 6.85.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

8 names

3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (4S)-
3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (S)-
l-Amlodipine
(S)-(-)-Amlodipine
(S)-Amlodipine
Levoamlodipine
Lodien
Levamlodipine

Work with (-)-Amlodipine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Amlodipine88150-42-9Stereo not defined Amlodipine besylate111470-99-6Salt, stereo not defined Amlodipine maleate88150-47-4Salt, stereo not defined

Similar compounds

Phthaloylamlodipine88150-62-376 % similar Felodipine72509-76-364 % similar Felodipine86189-69-764 % similar Clevidipine167221-71-849 % similar Nitrendipine39562-70-447 % similar Lacidipine103890-78-441 % similar Nisoldipine63675-72-941 % similar Nifedipine21829-25-441 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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