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Loperamide

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Identification
Molecular formula
C29H33ClN2O2
CAS number
53179-11-6
IUPAC name
N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide
State
State

Loperamide is a solid at room temperature. It is commonly encountered in its solid powdered form for pharmaceutical formulations.

Melting point (Celsius)
214.50
Melting point (Kelvin)
487.70
Boiling point (Celsius)
545.10
Boiling point (Kelvin)
818.30
General information
Molecular weight
477.03g/mol
Molar mass
477.0350g/mol
Density
1.0340g/cm3
Appearence

Loperamide is a white to off-white powder. It is odorless and appears as a crystalline solid.

Comment on solubility

Solubility of N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide

The solubility of the compound N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide (C29H33ClN2O2) can be quite intriguing, given its complex structure. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar: This compound contains both polar and nonpolar groups, including a dimethylamino group which enhances hydrophilicity due to its ability to engage in hydrogen bonding.
  • Solvents: It is likely to exhibit solubility in organic solvents such as ethanol and dichloromethane due to the presence of methoxy groups which can interact favorably with similar solvents.
  • Water Solubility: The overall solubility in water may be limited. The hydrophobic aromatic sections of the molecule could potentially counterbalance the hydrophilic nature induced by the dimethylamino and ethoxy groups.
  • Temperature Dependence: Like many organic compounds, solubility might increase with temperature. This is an essential factor to consider when conducting solubility tests.
  • pH Influence: The pH of the solution could also play a crucial role. Under different pH conditions, the protonation state of the dimethylamino group may change, impacting solubility.

In conclusion, the solubility of N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide is influenced by various factors, and understanding these nuances can aid in its application in different chemical environments.

Interesting facts

Interesting Facts About N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-benzamide

This compound, a member of the benzamide family, is an intriguing molecule with potential applications in various fields. Here are some interesting aspects:

  • Pharmacological Relevance: Compounds like this one are often investigated for their medicinal properties. Research indicates that benzamides can exhibit a range of biological activities, which include anti-cancer, anti-inflammatory, and neuroprotective effects.
  • Structure-Activity Relationship (SAR): The presence of the dimethylamino group and the trimethoxy substituents significantly influences the compound's activity. Understanding how these functional groups impact interaction with biological targets is crucial for drug design.
  • Synthetic Pathways: The synthesis of such complex molecules requires advanced organic chemistry techniques, often involving multiple steps of coupling reactions and protecting group strategies to ensure selective functionality.
  • Impact of Serotonergic Systems: Some studies suggest that benzamide derivatives can affect serotonin receptors, making them interesting candidates for treating mental health disorders, including depression and anxiety.
  • Potential in Cancer Research: Current research is exploring how benzamides can be used to target specific cancer pathways, potentially leading to novel therapeutic strategies. The structural modifications allow scientists to tailor the activity for specific cancers.

As researchers continue to explore this compound and others like it, the potential for discovering groundbreaking applications in medicine and beyond remains substantial. The intricate design of each molecule invites chemists to delve deeper into the world of organic compounds and their effects on biological systems.

Synonyms
trimethobenzamide
138-56-7
Trimetobenzamida
Benzacot
Stemetic
Tribenzagan
Trimethobenzamidum
N-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxybenzamide
emedur
Benzamide, N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxy-
Ametik damla
Trimethobenzamide [INN]
Trimethobenzamidum [INN-Latin]
Trimetobenzamida [INN-Spanish]
HSDB 3198
EINECS 205-332-1
UNII-W2X096QY97
4-(2-Dimethylaminoethoxy)-N-(3,4,5-trimethoxybenzoyl)benzylamine
CHEBI:27796
W2X096QY97
N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4,5-trimethoxybenzamide
DTXSID8023711
N-((2-Dimethylaminoethoxy)benzyl)-3,4,5-trimethoxybenzamide
Benzamide, N-(p-(2-(dimethylamino)ethoxy)benzyl)-3,4,5-trimethoxy-
Benzamide, N-((4-(2-(dimethylamino)ethoxy)phenyl)methyl)-3,4,5-trimethoxy-
Trimethobenzamide (INN)
N-[[4-(2-dimethylaminoethoxy)phenyl]methyl]-3,4,5-trimethoxybenzamide
Trimethobenzamidum (INN-Latin)
Trimetobenzamida (INN-Spanish)
N-({4-[2-(dimethylamino)ethoxy]phenyl}methyl)-3,4,5-trimethoxybenzamide
NCGC00016509-01
CAS-554-92-7
trimetobenzamide
N-{4-[2-(dimethylamino)ethoxy]benzyl}-3,4,5-trimethoxybenzamide
N-((4-(2-dimethylaminoethoxy)phenyl)methyl)-3,4,5-trimethoxybenzamide
Ametik damla (TN)
Spectrum_000117
Prestwick0_000080
Prestwick1_000080
Prestwick2_000080
Prestwick3_000080
Spectrum2_000844
Spectrum3_001377
Spectrum4_000371
Spectrum5_000969
SCHEMBL28858
BSPBio_000299
BSPBio_002934
KBioGR_000861
KBioSS_000557
DivK1c_000425
TRIMETHOBENZAMIDE [MI]
SPBio_000827
SPBio_002220
BPBio1_000329
DTXCID403711
GTPL7614
TRIMETHOBENZAMIDE [HSDB]
CHEMBL1201256
KBio1_000425
KBio2_000557
KBio2_003125
KBio2_005693
KBio3_002154
TRIMETHOBENZAMIDE [VANDF]
R06AA10
NINDS_000425
HMS3604F21
TRIMETHOBENZAMIDE [WHO-DD]
N-[p-[2-(Dimethylamino)ethoxy]benzyl]-3,4,5-trimethoxybenzamide
AKOS007167113
DB00662
IDI1_000425
NCGC00016509-02
NCGC00016509-03
NCGC00016509-08
AS-76970
DA-58736
HY-12751
SBI-0051546.P002
AB00053561
CS-0012340
NS00010374
C07178
D08643
D94499
EN300-119183
AB00053561_08
Q7842199
BRD-K34415467-003-05-6
BRD-K34415467-003-08-0
BRD-K34415467-003-13-0
Z667611948
N-(4-[2-(Dimethylamino)ethoxy]benzyl)-3,4,5-trimethoxybenzamide #
N-[(4-{[2-(dimethylamino)ethyl]oxy}phenyl)methyl]-3,4,5-tris(methyloxy)benzamide
205-332-1