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Diltiazem

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Identification
Molecular formula
C22H26N2O4S
CAS number
33286-22-5
IUPAC name
[5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
State
State

At room temperature, Diltiazem is typically found as a solid in the form of a white to off-white crystalline powder. It is used in various pharmaceutical formulations, such as tablets, capsules, and injectables.

Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
447.85
Boiling point (Kelvin)
721.15
General information
Molecular weight
414.52g/mol
Molar mass
414.5240g/mol
Density
1.3400g/cm3
Appearence

Diltiazem is a white to off-white crystalline powder. It is odorless and has a bitter taste. It is sparingly soluble in water and soluble in alcohol, chloroform, and methanol. Its appearance may vary slightly depending on the specific form of the compound, such as salt forms or hydrate forms.

Comment on solubility

Solubility of [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate

The compound [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate, with the formula C22H26N2O4S, exhibits interesting solubility characteristics that are significant for its potential applications.

Factors Influencing Solubility:

  • Polarity: The presence of polar functional groups such as the acetate and amine group may enhance solubility in polar solvents like water and alcohols.
  • Nonpolar Regions: The aromatic methoxy group and hydrocarbon segments contribute to its solubility in nonpolar organic solvents.
  • Temperature: Solubility can often increase with temperature; thus, higher temperatures may improve dissolution rates in solvents.

Due to these diverse structural features, the compound's solubility profile is expected to be multifaceted:

  1. Solubility in Water: Likely limited, as the large hydrophobic moieties may deter significant dissolution.
  2. Solubility in Organic Solvents: Higher solubility can be anticipated in organic solutions like ethanol or dimethyl sulfoxide (DMSO).
  3. Effect of pH: Being a molecule with an amine group, pH alterations can lead to protonation, which may further affect solubility in aqueous environments.

To encapsulate, while it is likely that [5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate possesses solubility in certain polar and nonpolar solvents, a detailed understanding requires empirical testing under various conditions.

Interesting facts

Interesting Facts about 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl acetate

This compound represents a fascinating class of molecules known as benzothiazepines, which have garnered attention in medicinal chemistry due to their diverse pharmacological properties. Here are some noteworthy points about this intriguing compound:

  • Medicinal Relevance: Benzothiazepines are often studied for their potential use in treating various diseases, including cardiovascular conditions and central nervous system disorders. The specific structure of this compound, with a dimethylamino group, hints at possible effects on neurotransmitter systems.
  • Structure Complexity: The compound's structure, featuring a unique combination of benzothiazepine and methoxyphenyl groups, showcases the complexity of chemical architecture that can be synthesized in the lab. This complexity allows chemists to explore and tailor compounds to enhance efficacy and reduce side effects.
  • Research Applications: Due to variations in the substituents on the benzothiazepine core, this compound could serve as a lead compound for drug design, inspiring the development of derivatives to optimize biological activity.
  • Potential Biological Activity: Preliminary studies on benzothiazepines indicate antimicrobial, anti-inflammatory, and anticancer properties. While further research is essential, compounds like this one may contribute to the ongoing search for innovative therapeutic agents.
  • Importance of Substituents: The presence of the acetyl group enhances the lipophilicity of the compound, potentially affecting its absorption and distribution in biological systems.

In summary, the study of compounds such as 5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl acetate not only contributes to our understanding of chemical behavior but also expands our knowledge of possible new therapies for various health issues. As chemist Robert H. Grubbs once stated, "The best way to predict the future is to invent it." Through the exploration of such chemical entities, scientists pave the way for future discoveries.

Synonyms
Dilacor XR
34933-06-7
CHEBI:82814
5-[2-(Dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3,4,5-tetrahydro-1,5-benzothiazepin-3-yl acetate
[5-[2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl] acetate
3-Acetoxy-5-(2-(dimethylamino)ethyl)-2,3-dihydro-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one
Diltiazem D4
[3H](+)-cis-diltiazem
DTXSID50881104
[3H]-(+)-cis-diltiazem
1,5-Benzothiazepin-4(5H)-one, 3-(acetyloxy)-5-[2-(dimethylamino)ethyl]-2,3-dihydro-2-(4-methoxyphenyl)-, (2S-cis)-
112259-41-3
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
KBio1_000004
KBio2_000724
KBio2_003292
KBio2_005860
NINDS_000004
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
BCP32159
SZB18441
STL483758
AKOS000280681
AKOS024304397
IDI1_000004
NCGC00015332-03
NCGC00015332-04
NCGC00263934-01
NCGC00263934-03
SMR000768688
SBI-0051307.P002
NS00000473
AB00053434_02
BRD-A69636825-003-02-1
BRD-A69636825-003-03-9
BRD-A69636825-003-04-7
Q27156381
CRD 401; CRD-401; CRD401;Cardizem; D-cis-Diltiazem
(+)-3-acetoxy-5-(2-(dimethylamino)ethyl)-2-(4-methoxyphenyl)-2,3-dihydro-1,5benzothiazepine-4(5h)-one
[5-(2-Dimethylaminoethyl)-2-(4-methoxyphenyl)-4-oxo-2,3-dihydro-1,5-benzothiazepin-3-yl]acetate
2-(4'-methoxyphenyl)-3-acetoxy-5-(N,N-dimethylaminoethyl)-2,3-dihydro-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 #