Diltiazem
Athanor · official
C22H26N2O4S · 414.5 g/mol
IUPAC name: [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
Also called Cardizem, calcium channel blocker
Names and identifiers
- IUPAC name
- [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
- Synonyms
- Cardizem, calcium channel blocker, 3-Acetoxy-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
+ 37 more
RefChem:1066966, 252-295-2, 3-(Acetyloxy)-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one, 5-[2-(Dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate, Diltiazem D4, [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate, 5-(2-(Dimethylamino)ethyl)-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]thiazepin-3-yl acetate, [3H](+)-cis-diltiazem, [3H]-(+)-cis-diltiazem, EINECS 252-295-2, [5-(2-dimethylaminoethyl)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate, Spectrum_000244, Spectrum2_001736, Spectrum4_001262, Spectrum5_001750, Oprea1_266240, BSPBio_002398, KBioGR_001844, KBioSS_000724, MLS006012029, DivK1c_000004, SCHEMBL614334, SPBio_001812, CHEMBL603584, GTPL2512, SCHEMBL30127157, CHEBI:82814, KBio1_000004, KBio2_000724, KBio2_003292, KBio2_005860, NINDS_000004, (+)-5-[2-(Dimethylamino)ethyl]-cis-2,3-dihydro-3-hydroxy-2-(p-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one acetate (ester), 1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S,3S)-, Acetic acid 5-(2-dimethylamino-ethyl)-2-(4-methoxy-phenyl)-4-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-yl ester, SZB18441, AKOS000280681
- Molecular formula
- C22H26N2O4S
- Empirical formula
- C22H26N2O4S
- Molecular weight
- 414.5 g/mol
- Exact mass
- 414.16133
- CAS number
- 42399-41-7
- PubChem CID
- 3076
- Canonical SMILES
- CC(=O)OC1C(SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC
- Isomeric SMILES
- CC(=O)OC1C(SC2=CC=CC=C2N(C1=O)CCN(C)C)C3=CC=C(C=C3)OC
- InChI
- InChI=1S/C22H26N2O4S/c1-15(25)28-20-21(16-9-11-17(27-4)12-10-16)29-19-8-6-5-7-18(19)24(22(20)26)14-13-23(2)3/h5-12,20-21H,13-14H2,1-4H3
- InChIKey
- HSUGRBWQSSZJOP-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 29
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.36
- H-bond donors
- 0
- H-bond acceptors
- 6
- Rotatable bonds
- 6 computed here · PubChem 7
- TPSA (Ų)
- 59.1 computed here · PubChem 84.4
- Formal charge
- 0
- XLogP3
- 3.1 PubChem
- Complexity
- 565 PubChem
- Stereocenters
- 0 defined, 2 undefinedCIP: C9: undefined · C25: undefined
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C63.75%
- H6.32%
- N6.76%
- O15.44%
- S7.74%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 3.37 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.44 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.14 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 414.53
- log P ≤ 5 (Crippen): 3.37
- H-bond donors ≤ 5: 0
- H-bond acceptors ≤ 10: 6
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
No GHS hazard classification was found in the sources.
Safety data sheets on the supplier’s page: Alfa Chemistry, CATO Research Chemicals Inc., BOC Sciences.
Always read the supplier’s safety data sheet before working with it.
Spectra
- GC-MSNIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase (GC)
- MS-MSHuman Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE) · MassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE) · MassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE) · MassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE) · MassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE) · MassBank Europe (Q Exactive Orbitrap Thermo Scientific · LC-ESI-QFT · POSITIVE)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [4]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.