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Ibuprofen

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Identification
Molecular formula
C13H18O2
CAS number
15687-27-1
IUPAC name
2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid
State
State

At room temperature, ibuprofen exists as a solid. It maintains its solid crystalline form and is stable under standard conditions of temperature and pressure.

Melting point (Celsius)
76.00
Melting point (Kelvin)
349.00
Boiling point (Celsius)
157.00
Boiling point (Kelvin)
430.00
General information
Molecular weight
206.29g/mol
Molar mass
206.2840g/mol
Density
1.1750g/cm3
Appearence

Ibuprofen appears as a colorless to white crystalline powder. It is often ground into tablets or caplets for oral administration. The compound is insoluble in water but freely soluble in organic solvents such as ethanol and acetone. Its crystalline form reflects light, creating a shiny surface on powdered samples, and it may appear as orthorhombic or monoclinic crystals under a microscope.

Comment on solubility

Solubility of 2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid

The solubility of the compound 2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid (C13H18O2) is of interest due to its structural complexity. Understanding its solubility can provide insights into its potential applications in pharmaceuticals and materials science.

Factors Influencing Solubility

Several factors can affect the solubility of this compound:

  • Functional Groups: The presence of the carboxylic acid group (-COOH) indicates potential polarity, which often increases solubility in polar solvents, particularly water.
  • Aliphatic and Aromatic Structures: The isopropyl and cyclohexane components may introduce hydrophobic characteristics, potentially limiting solubility in polar environments.
  • Temperature: Higher temperatures can enhance solubility for many organic compounds, making it crucial to consider temperature conditions.

Expected Solubility

Based on the chemical structure of C13H18O2, one might find:

  • Moderate solubility in organic solvents like ethanol and acetone due to hydrophobic characteristics.
  • Limited solubility in water, which is common for compounds with considerable hydrophobic regions.
  • Solubility may increase when in the presence of organic molecules that can form hydrogen bonds with its functional groups.

In summary, while the solubility of 2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid may suggest some limitations in aqueous environments, it is essential to consider practical applications where its solubility in organic solvents could be advantageous. Understanding these solubility characteristics is crucial for influencing the formulation in pharmaceutical development.

Interesting facts

Interesting Facts about 2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid

This compound, characterized by its intricate molecular structure, is a fascinating topic within the field of organic chemistry. Here are some intriguing points about it:

  • Pharmaceutical Potential: Compounds like this one often exhibit biological activity, making them significant in medicinal chemistry. Researchers investigate their potential as drug candidates to target various diseases.
  • Structure-Activity Relationship: Understanding how structural alterations affect the biological activity is crucial. This compound features a cyclohexanecarbonyl group that may influence its interaction with biological molecules.
  • Isopropyl Influence: The presence of isopropyl groups often enhances lipophilicity, allowing for better membrane permeability. This characteristic can increase the compound's efficacy as a pharmaceutical agent.
  • Synthesis Challenges: The synthesis of multi-substituted amino acids involves carefully controlled reactions. Chemists must employ various techniques to ensure the preservation of stereochemistry and functionality.
  • Historical Context: Amino acids, in general, have been pivotal in the development of peptide-based therapeutics. This compound is part of a larger class that continues to be the focus of innovative research.

As one delves deeper into the chemistry of 2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid, they uncover not only its intriguing properties but also the broader implications it holds in the realms of biochemistry and drug design. It highlights the beauty and complexity of organic molecules that contribute to advances in science.

Synonyms
491828-09-2
rac-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
(2S)-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
NCGC00095121-01
SCHEMBL3182738
CHEMBL1442029
SCHEMBL14199702
DTXSID30861181
CHEBI:181175
HMS3369I11
HMS3393G20
HMS3656O06
HMS3748G13
FEA81605
FEA81606
2-{[4-(methylethyl)cyclohexyl]carbonylamino}-3-phenylpropanoic acid
3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoic acid
AKOS015895404
SB17322
NCGC00095121-02
LS-14735
EN300-717880
EN300-39920438
N-[4-(Propan-2-yl)cyclohexane-1-carbonyl]phenylalanine
N-(trans-4-isopropylcyclohexylcarbonyl)-d,l-phenylalanine
2-(trans-4-Isopropylcyclohexanecarboxamido)-3-phenylpropanoic acid
2-[(4-ISOPROPYLCYCLOHEXYL)FORMAMIDO]-3-PHENYLPROPANOIC ACID
3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
2439090-62-5