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Mespirenone

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Identification
Molecular formula
C25H27NO8
CAS number
183475-22-9
IUPAC name
6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid
State
State

At room temperature, this compound is typically a solid.

Melting point (Celsius)
178.50
Melting point (Kelvin)
451.70
Boiling point (Celsius)
512.20
Boiling point (Kelvin)
785.40
General information
Molecular weight
461.51g/mol
Molar mass
461.5130g/mol
Density
1.2370g/cm3
Appearence

The compound generally exists as a crystalline solid which may appear white or off-white. It is odorless and is often used in research applications.

Comment on solubility

Solubility of 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid

The solubility of this complex compound, 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid, can be influenced by various factors including its molecular structure, polarity, and interactions with solvents.

Factors Affecting Solubility:

  • Molecular Weight: The relatively large molecular weight of this compound may contribute to lower solubility in some solvents.
  • Functional Groups: The presence of functional groups such as dimethylamino, methoxy, and carboxylic acid can enhance solubility in polar solvents, especially water.
  • Polarity: Polar solvents tend to dissolve polar solutes well; thus, the compound may have higher solubility in water or alcohols compared to non-polar solvents.
  • pH Influence: The carboxylic acid group can ionize at elevated pH levels, potentially increasing solubility in basic solutions.

It is generally noted that:

"Solubility is a crucial property that can affect the bioavailability and efficacy of pharmacological compounds."

In conclusion, while the complex structure poses potential challenges, the diverse functional groups within the compound may facilitate solubility in specific polar solvents, especially under suitable pH conditions. Testing in various solvent systems will yield the most accurate insight into its solubility characteristics.

Interesting facts

Interesting Facts about 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid

This fascinating compound belongs to a class of substances that demonstrates the intricate relationship between organic chemistry and pharmacology. Its structure is rich in functional groups and exhibits a complex arrangement that provides various possibilities for biological activity.

Key Attributes

  • Structural Complexity: The compound features multiple aromatic rings and functional groups, including methoxy and dimethylamino groups, which contribute to its interesting chemical properties.
  • Potential Biological Activity: Compounds similar to this one have been studied for their potential as psychoactive agents, possibly influencing serotonin receptors in the brain.
  • Synthetic Routes: The synthesis of such complex compounds can greatly teach students about the nuances of organic synthesis, including the importance of protecting groups and reaction conditions.

As noted in research, this class of compounds is often explored for their potential in therapeutic applications. For instance, some benzodioxole derivatives show promise in treating anxiety and depression, making them significant in the field of medicinal chemistry.

Furthermore, this compound provides an excellent case study for students interested in:

  • Structure-activity relationships (SAR)
  • The role of functional groups in pharmacokinetics
  • The challenges of synthesizing multi-functional organic molecules

“Understanding the structure allows us to predict the behavior,” is a common mantra among chemists, and this compound is no exception. Its intricate design not only sparks curiosity but also paves the way for future explorations in chemical and medicinal research.

Synonyms
NARCEINE
Narcein
131-28-2
CI 15511
UNII-CTT09X2F1M
EINECS 205-021-0
CTT09X2F1M
BRN 0371009
CHEBI:7480
6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid
NARCEINE [MI]
6-((6-(2-(Dimethylamino)ethyl)-2-methoxy-3,4-(methylenedioxy)phenyl)acetyl)-o-veratric acid
NARCEINE [MART.]
NARCEINE [WHO-DD]
DTXSID40156833
5-19-09-00051 (Beilstein Handbook Reference)
2,3-Dimethoxy-6-((6-(2-dimethylaminoethyl)-2-methoxy-3,4-methylendioxyphenyl)acetyl)benzosaeure
6-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid
NARCEINE (MART.)
o-Veratric acid, 6-((6-(2-(dimethylamino)ethyl)-2-methoxy-3,4-(methylenedioxy)phenyl)acetyl)-
o-Veratric acid, 6-[[6-[2-(dimethylamino)ethyl]-2-methoxy-3,4-(methylenedioxy)phenyl]acetyl]-
Benzoic acid, 6-[[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-
6-((6-(2-(DIMETHYLAMINO)ETHYL)-4-METHOXY-1,3-BENZODIOXOL-5-YL)ACETYL)-2,3-DIMETHOXYBENZOIC ACID
6-(2-{6-[2-(dimethylamino)ethyl]-4-methoxy-2H-1,3-benzodioxol-5-yl}acetyl)-2,3-dimethoxybenzoic acid
6-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid, 9CI
Benzoic acid, 6-((6-(2-(dimethylamino)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxy-
6-((6-(2-(Dimethylamino)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid, 9ci
6-(2-(6-(2-(dimethylamino)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid
6-(2-(6-(2-(dimethylamino)ethyl)-4-methoxy-2H-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid
6-(2-(6-(2-(dimethylazaniumyl)ethyl)-4-methoxy-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxybenzoate
6-[2-[6-[2-(dimethylazaniumyl)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoate
C09591
SCHEMBL24919
CHEMBL486305
DTXCID2079324
GTPL13150
BDBM50480327
NIH 10760
AKOS022180680
BENZOIC ACID,6-[2-[6-[2-(DIMETHYLAMINO)ETHYL]-4-METHOXY-1,3-BENZODIOXOL-5-YL]ACETYL]-2,3-DIMETHOXY-
DB-042019
NS00002615
G83765
Q907355
205-021-0
6-((6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid #
6-(2-(6-(2-(Dimethylamino)ethyl)-4-methoxybenzo[d][1,3]dioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid
6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid