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Sitagliptin

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Identification
Molecular formula
C6H5Cl2NO2
CAS number
486460-32-6
IUPAC name
2,3-dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate
State
State

At room temperature, sitagliptin is typically found in a solid state as a powder, which is characteristic of many organic medicinal compounds.

Melting point (Celsius)
206.50
Melting point (Kelvin)
479.70
Boiling point (Celsius)
586.30
Boiling point (Kelvin)
859.50
General information
Molecular weight
523.33g/mol
Molar mass
523.3310g/mol
Density
1.6670g/cm3
Appearence

Sitagliptin is typically a white to off-white powder. It is crystalline in nature and generally appears as a solid at room temperature.

Comment on solubility

Solubility of 2,3-Dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate

The solubility of 2,3-dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate can greatly influence its application and efficacy in various environments. Understanding its solubility characteristics requires consideration of several factors:

  • Polarity: The presence of hydroxyl groups (-OH) typically increases the polarity of the molecule, promoting solubility in polar solvents such as water.
  • Temperature: Higher temperatures generally enhance solubility, making it important to examine temperature conditions in practical settings.
  • pH Levels: The solubility can also be affected by pH, particularly if the compound can ionize under different pH conditions.
  • Interactions: The ability to form hydrogen bonds with surrounding molecules can contribute to its solubility profile.

Although specific solubility data may not be abundant, compounds in the same category often exhibit a range of solubility:

  1. Highly soluble in polar solvents due to functional groups.
  2. Potentially less soluble in non-polar solvents.

Ultimately, understanding the solubility of this compound is essential for its usage in synthesis and applications, where solubility behavior can dictate the success of reactions and formulations. Testing under varying conditions can provide a comprehensive understanding of its solubility landscape.

Interesting facts

Interesting Facts about 2,3-Dihydroxypropyl 2-(3-Chloro-2-methyl-anilino)pyridine-3-carboxylate

The compound 2,3-dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate belongs to a fascinating category of organic compounds known as pyridine derivatives. Pyridine is a six-membered aromatic ring with a nitrogen atom, and its derivatives often exhibit unique chemical properties that can be harnessed in various applications.

Applications and Importance

This compound holds significance in several fields:

  • Pharmaceutical Industry: Pyridine derivatives are often implemented in pharmaceutical formulations due to their effectiveness in modifying biological activities.
  • Agrochemicals: Compounds like this one may serve as precursors or active ingredients in pesticides and herbicides, contributing to agricultural productivity.
  • Research Chemical: The compound is often used in studies aimed at understanding drug interactions and mechanisms of action.

Chemical Properties

From a chemical perspective, 2 and 3 hydroxy groups in this compound indicate its potential as a polyfunctional agent. Properties of hydroxyl groups lead to:

  • Increased Solubility: Hydroxyl groups can enhance solubility in water, making the compound suitable for a variety of organic reactions.
  • Hydrogen Bonding: The presence of hydroxyl groups allows for extensive hydrogen bonding, influencing the compound's behavior in different environments.

Structural Aspects

The overall structural composition of this compound allows it to exhibit interesting interactions. For the synthetic chemist, understanding the structure-activity relationship (SAR) is crucial. As expressed by some chemists, “The structure of a compound is a language in itself; it narrates its behavior in chemical reactions.” This means:

  • The 3-chloro substitution introduces distinct electronic effects.
  • Anilino additions aid in enhancing biological potency.

In summary, 2,3-dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate represents a noteworthy example of how complex organic structures can lead to a multitude of useful applications and scientific explorations. Its chemical nuances make it a significant focus for both pharmaceutical and industrial research.

Synonyms
CLONIXERIL
21829-22-1
Sch 12707
NSC335504
Clonixerilo
XVF42I68OX
SCH-12707
2,3-dihydroxypropyl 2-(3-chloro-2-methylanilino)pyridine-3-carboxylate
NSC-335504
2,3-Dihydroxypropyl 2-(3-chloro-o-toluidino)nicotinate
MLS000758523
Nicotinic acid, 2-(3-chloro-o-toluidino)-, 2, 3-dihydroxypropyl ester
clonixerilum
CLONIXERIL [INN]
Clonixeril (USAN/INN)
Clonixeril [USAN:INN]
CLONIXERIL [USAN]
RefChem:1082029
UNII-XVF42I68OX
Sch12707
SCHEMBL124912
CHEMBL1421307
SCHEMBL29474235
DTXSID20865017
NSC 335504
NCGC00246793-01
SMR000528959
Nicotinic acid, 2,3-dihydroxypropyl ester
NS00125457
D03554
2,3-Dihydroxypropyl 2-(3-chloro-2-methylanilino)nicotinate
2,3-dihydroxypropyl 2-(3-chloro-2-methyl-anilino)pyridine-3-carboxylate
3-Pyridinecarboxylic acid, 2-((3-chloro-2-methylphenyl)amino)-, 2,3-dihydroxypropyl ester
3-Pyridinecarboxylic acid, {2-[(3-chloro-2-methylphenyl)amino]-,} 2,3-dihydroxypropyl ester