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Lacosamide

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Identification
Molecular formula
C13H18N2O4S
CAS number
175481-36-4
IUPAC name
N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide
State
State

At room temperature, lacosamide is a solid.

Melting point (Celsius)
143.00
Melting point (Kelvin)
416.00
Boiling point (Celsius)
440.85
Boiling point (Kelvin)
714.00
General information
Molecular weight
250.36g/mol
Molar mass
250.3360g/mol
Density
1.2270g/cm3
Appearence

Lacosamide appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide (C13H18N2O4S)

The solubility of N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide can be influenced by various factors due to its unique chemical structure. This compound contains both hydrophilic and hydrophobic groups, which can lead to interesting solubility characteristics:

  • Polar Functional Groups: The presence of the methoxy group (-OCH3) and sulfonyl group (-SO2) can enhance solubility in polar solvents such as water.
  • Hydrophobic Characteristics: However, the hydrophobic benzamide moiety contributes to lower solubility in pure water, making it more soluble in organic solvents like ethanol and dimethyl sulfoxide (DMSO).
  • pH Sensitivity: The solubility can also be affected by the pH of the solution, as ionization of the amine groups might occur, which can lead to increased solubility in more acidic or basic environments.

In summary, the solubility profile of this compound is characterized by:

  1. Good solubility in organic solvents
  2. Moderate to low solubility in water
  3. Potential for increased solubility in different pH environments

Understanding these solubility properties is crucial for applications involving N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide, especially in pharmacological contexts, where solubility can significantly influence bioavailability and therapeutic effectiveness.

Interesting facts

Interesting Facts about N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide

N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide is a fascinating compound that belongs to a class of molecules commonly known as sulfonamides. Here are some engaging facts about this compound:

  • Pharmaceutical Potential: This compound possesses structural characteristics that suggest it may have therapeutic applications, particularly in the fields of neurology and psychiatry due to its ability to interact with neurotransmitter systems.
  • Diethylamino Group: The presence of a diethylamino moiety is notable as it enhances the lipophilicity of the molecule, which can improve its ability to cross biological membranes, a crucial property for drug design.
  • Structure-Activity Relationship (SAR): The unique combination of the methoxy and methylsulfonyl groups contributes to the compound’s potential biological activity, making it an interesting target for further exploration.
  • Versatile Applications: Beyond medicinal chemistry, compounds similar to this one are often investigated for their roles in agricultural chemistry as herbicides or pesticides, due to their sulfonyl functional group.
  • Ongoing Research: Scientists are continually exploring various derivatives of sulfonamide compounds for enhanced potency and selectivity against specific biological targets, making this class of compounds a hot topic in current research.

In summary, N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonyl-benzamide exemplifies the intricate relationship between chemical structure and biological function. As researchers continue to investigate its properties, this compound may offer new insights into therapeutic strategies and innovative applications in multiple fields.

Synonyms
tiapride
51012-32-9
Thiapride
Tiaprida
Tiapridum
N-(2-(Diethylamino)ethyl)-2-methoxy-5-(methylsulfonyl)benzamide
Tiapridum [INN-Latin]
Tiaprida [INN-Spanish]
Tiapride [INN:BAN:DCF]
LAH70H9JPH
EINECS 256-907-9
Tiapride (INN)
Thiapride; Tiapride
BRN 2390588
N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonylbenzamide
TIAPRIDE [INN]
TIAPRIDE [MI]
TIAPRIDE [WHO-DD]
NSC-758225
FLO 1347
N-(2-(Diethylamino)ethyl)-5-(methylsulfonyl)-o-anisamide
DTXSID0023664
Benzamide, N-[2-(diethylamino)ethyl]-2-methoxy-5-(methylsulfonyl)-
BENZAMIDE, N-(2-(DIETHYLAMINO)ETHYL)-2-METHOXY-5-(METHYLSULFONYL)-
NSC 758225
Tiapridum (INN-Latin)
Tiapridal (TN)
Tiaprida (INN-Spanish)
N-[2-(diethylamino)ethyl]-5-methanesulfonyl-2-methoxybenzene-1-carboximidic acid
NCGC00015996-02
UNII-LAH70H9JPH
CAS-51012-33-0
N-(2-(diethylamino)ethyl)-5-methanesulfonyl-2-methoxybenzene-1-carboximidic acid
Spectrum_001354
Prestwick0_000216
Prestwick1_000216
Prestwick2_000216
Prestwick3_000216
Spectrum2_001521
Spectrum3_001556
Spectrum4_000778
Spectrum5_001048
Lopac-T-0410
Lopac0_001124
SCHEMBL34750
BSPBio_000231
BSPBio_003032
KBioGR_001196
KBioSS_001834
CHEMBL84158
DivK1c_000738
SPBio_001302
SPBio_002152
BPBio1_000255
DTXCID903664
BDBM82073
CHEBI:94666
JTVPZMFULRWINT-UHFFFAOYSA-
KBio1_000738
KBio2_001834
KBio2_004402
KBio2_006970
KBio3_002532
N05AL03
NINDS_000738
NSC_5467
AKOS015888370
CCG-205199
DB13025
SDCCGSBI-0051092.P004
IDI1_000738
NCGC00015996-01
NCGC00015996-03
NCGC00015996-04
NCGC00015996-05
NCGC00015996-06
NCGC00015996-07
NCGC00015996-14
NCGC00024353-03
AC-12185
DA-58569
SBI-0051092.P003
CAS_51012-32-9
AB00053640
NS00010477
D08590
AB00053640_12
EN300-18329311
L001185
Q416414
BRD-K57432881-003-05-1
BRD-K57432881-003-14-3
BRD-K57432881-003-21-8
Z1545310764
N-[2-(diethylamino)ethyl]-5-methanesulfonyl-2-methoxybenzamide
N-(DIETHYLAMINOETHYL) 2-METHOXY 5-METHYLSULFONYLBENZAMIDE
diethyl-[2-[(2-methoxy-5-methylsulfonylbenzoyl)amino]ethyl]azanium chloride
N-[2-(diethylamino)ethyl]-2-(methyloxy)-5-(methylsulfonyl)benzamide
256-907-9
InChI=1/C15H24N2O4S/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18)