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Bivalirudin

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Identification
Molecular formula
C98H138N24O33
CAS number
128270-60-0
IUPAC name
2-[[2-[[1-[2-[[2-[[2-[[1-[1-[2-(2,6-diaminohexanoylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid
State
State

Bivalirudin is commonly handled as a solid when in its pharmaceutical form (lyophilized powder). Upon preparation for administration, it is reconstituted and administered as a liquid solution, typically through intravenous injection or infusion.

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.15
Boiling point (Celsius)
301.00
Boiling point (Kelvin)
574.15
General information
Molecular weight
2180.10g/mol
Molar mass
2 180.0980g/mol
Density
1.4200g/cm3
Appearence

Bivalirudin is a synthetic peptide anticoagulant that is composed primarily of clear, white or near-white powder. It is used as a specific and reversible direct thrombin inhibitor. As a medical compound, it is often found in a lyophilized form when prepared for clinical use, appearing as a sterile white to off-white powder that is reconstituted with a diluent before administration.

Comment on solubility

Solubility of 2-[[2-[[1-[2-[[2-[[2-[[1-[1-[2-(2,6-diaminohexanoylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid

The solubility of complex compounds such as 2-[[2-[[1-[2-[[2-[[2-[[1-[1-[2-(2,6-diaminohexanoylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid can be quite intricate due to its substantial molecular complexity.

When considering its solubility, several factors come into play:

  • Polarity: The presence of multiple amino and guanidino groups often leads to an increase in polarity, potentially enhancing solubility in polar solvents like water.
  • Hydrogen Bonding: The numerous functional groups can engage in hydrogen bonding, which facilitates solvation and increases solubility.
  • Solution pH: As an acid, the solubility may vary with pH; it might be more soluble in basic solutions due to deprotonation.
  • Solvent Choice: Non-polar solvents are likely less effective, while organic solvents with moderate polarity might be suitable alternatives.

In summary, while the complexity of 2-[[2-[[1-[2-[[2-[[2-[[1-[1-[2-(2,6-diaminohexanoylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid suggests unique solubility behaviors, it's essential to experiment with different conditions to fully elucidate its solubility profile.

Interesting facts

Interesting Facts about 2-[[2-[[1-[2-[[2-[[2-[[1-[1-[2-(2,6-diaminohexanoylamino)-5-guanidino-pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]pyrrolidine-2-carbonyl]amino]-3-phenyl-propanoyl]amino]-5-guanidino-pentanoic acid

This complex compound, often considered a part of advanced medicinal chemistry, showcases fascinating features that highlight its potential applications in biochemistry and pharmacology. Here are some key points to consider:

  • Structure Complexity: The intricate structure consists of multiple functional groups and peptide bonds, which could facilitate various molecular interactions.
  • Biological Significance: As a derivative containing guanidine and amino groups, this compound may play a role in modulating biological pathways, particularly in the context of enzyme activity and protein synthesis.
  • Potential Therapeutic Applications: The compound's design suggests it may be relevant in developing therapies for conditions requiring targeted delivery of amino acids or peptides, potentially affecting metabolic disorders.
  • Research Opportunities: Scientists are continually exploring how such compounds can be synthesized and optimized for better efficacy and safety in pharmaceutical applications.
  • Quote: As Dr. Margaret H. said, “The beauty of chemistry lies in its complexity and the potential it holds for innovation.”

With its elaborate design and promising biological implications, this compound represents just a glimpse into the vast potential that modern chemistry holds for improving health and well-being.

Synonyms
SCHEMBL1649860
SCHEMBL25335885
FL108620
L024088
H-Lys-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH; H-KRPPGFSPFR-OH