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Argatroban

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Identification
Molecular formula
C23H36N6O5S
CAS number
74863-84-6
IUPAC name
1-[5-guanidino-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid
State
State

Argatroban is typically a solid at room temperature and atmospheric pressure.

Melting point (Celsius)
164.00
Melting point (Kelvin)
437.15
Boiling point (Celsius)
313.00
Boiling point (Kelvin)
586.15
General information
Molecular weight
508.62g/mol
Molar mass
508.6220g/mol
Density
0.9823g/cm3
Appearence

Argatroban appears as a white to pale-yellow crystalline powder. It is odorless and sensitive to light.

Comment on solubility

Solubility of 1-[5-guanidino-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid (C23H36N6O5S)

The solubility of complex organic compounds like 1-[5-guanidino-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid can vary significantly based on several factors including:

  • Polarity: The presence of polar functional groups may increase solubility in polar solvents, while non-polar regions may enhance solubility in organic solvents.
  • pH Conditions: As an amino acid derivative, the compound's solubility may also be affected by the pH of the solution, where protonation or deprotonation of certain groups can enhance solubility.
  • Interactions: The potential for hydrogen bonding with water molecules often increases solubility, particularly for compounds containing amine or carboxylic acid groups.

For this specific compound, the guanidino and carboxylic acid functionalities suggest a possibility of good solubility in aqueous environments under the right pH conditions. However, the bulky tertiary amine and the hydrophobic regions introduced by the quinoline moiety could hinder solubility in pure water.

Ultimately, experimental solubility testing is necessary to establish definitive solubility characteristics, as theoretical predictions can only provide insight into potential behavior.

Interesting facts

Interesting Facts about 1-[5-Guanidino-2-[(3-Methyl-1,2,3,4-Tetrahydroquinolin-8-yl)Sulfonylamino]Pentanoyl]-4-Methyl-Piperidine-2-Carboxylic Acid

This compound is a sophisticated organic molecule with diverse applications and intriguing pharmacological properties. Here are some highlights:

  • Pharmacological Potential: Compounds that feature piperidine rings are often associated with significant biological activity. This particular compound showcases potential as a bioactive molecule, possibly influencing various physiological systems due to its complex structure.
  • Quinoline Derivative: The presence of the 3-methyl-1,2,3,4-tetrahydroquinolin-8-yl moiety underscores the compound's connection to quinoline derivatives, which are known for their antimicrobial and antimalarial properties. Such structural frameworks frequently serve as key components in drug design.
  • Guanidino Group: The guanidino functionality enhances the basicity and reactivity of the compound, potentially influencing its interactions in biological systems, making it an interesting subject for further research in medicinal chemistry.
  • Versatility: The multifunctional nature of this compound, with both sulfonamide and carboxylic acid functionalities, allows it to participate in a range of chemical reactions, potentially leading to the development of tailored pharmacophores for targeted therapies.

In summary, 1-[5-guanidino-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulfonylamino]pentanoyl]-4-methyl-piperidine-2-carboxylic acid offers a rich field for exploration in medicinal chemistry, drug design, and biological analysis. It stands as a testament to the intricate balance between structure and function in the realm of chemical compounds.

Synonyms
183679-05-2
1-[5-Carbamimidamido-2-(3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonamido)pentanoyl]-4-methylpiperidine-2-carboxylic acid
121785-71-5
(2S,4R)-Argatroban
SCHEMBL4933701
DTXSID10860975
CHEBI:182647
HMS3393N07
HMS3755O09
189264-03-7
PHA26402
1-[2-[(3-Methyl-1,2,3,4-tetrahydroquinoline-8-yl)sulfonylamino]-5-guanidinopentanoyl]-4-methylpiperidine-2-carboxylic acid
DB-055917
EN300-270191
MD-805 (monohydrate);MCI-9038 (monohydrate);Argipidine (monohydrate)
1-[5-(diaminomethylideneamino)-2-[(3-methyl-1,2,3,4-tetrahydroquinolin-8-yl)sulonylamino]pentanoyl]-4-methylpiperidine-2-carboxylic acid
1-[5-Carbamimidamido-2-(3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonamido)pentanoyl]-4-methylpiperidine-2-carboxylicacid
4-Methyl-1-[N~2~-(3-methyl-1,2,3,4-tetrahydroquinoline-8-sulfonyl)arginyl]piperidine-2-carboxylic acid