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Bupivacaine

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Identification
Molecular formula
C18H28ClN2O
CAS number
2180-92-9
IUPAC name
2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide
State
State

At room temperature, Bupivacaine is in its solid hydrochloride salt form, usually prepared for clinical use as a solution for injection. The solid form is white to slightly yellow in appearance.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
450.00
Boiling point (Kelvin)
723.15
General information
Molecular weight
288.43g/mol
Molar mass
288.4330g/mol
Density
1.0520g/cm3
Appearence

Bupivacaine is typically presented as its hydrochloride salt form, which appears as a white or slightly yellow crystalline powder. It is highly soluble in water and is often available in a solution for injection.

Comment on solubility

Solubility of 2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

The solubility of 2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide in various solvents can be quite complex due to its unique structural characteristics. Here are some key points to consider:

  • Polar solvents: Generally, compounds with amine groups tend to show improved solubility in polar solvents like water or alcohols. This compound, with its amine functional group, is likely to be moderately soluble in such solvents.
  • Non-polar solvents: Given the presence of a hydrophobic aromatic ring and chloropropyl group, it may exhibit better solubility in non-polar solvents such as hexane or toluene.
  • Temperature effects: Solubility can often increase with temperature; thus, heating may enhance the dissolution of this compound in both polar and non-polar solvents.
  • pH influence: The protonation state of the amine can significantly affect its solubility. In acidic environments, the compound may become more soluble due to the formation of charged species.

In summary, the solubility of 2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide can be influenced by:

  1. Nature of the solvent (polar vs non-polar)
  2. Temperature of the solution
  3. pH level of the environment

As a general rule, understanding the interactions between molecular groups and solvents is key to predicting solubility for such intricate compounds!

Interesting facts

Interesting Facts about 2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide

This compound is a fascinating example of a synthetic organic molecule that displays intriguing properties and potential applications. It features a complex structure with various functional groups that contribute to its chemical behavior.

Key Attributes

  • Diversity of Functional Groups: The presence of both an amine and an acetamide moiety enhances its reactivity and interaction with biological systems.
  • Substituted Aromatic Ring: The 2,6-dimethylphenyl group not only increases the compound’s molecular complexity but may also influence its pharmacological activity by enhancing lipophilicity.
  • Chloropropyl Group: The 3-chloropropyl portion plays a critical role in extending the compound’s chain length, which can enhance binding interactions with biological targets.

Applications and Potential

This compound may be of interest in several fields:

  • Pharmacology: Due to its unique structure, it could serve as a lead compound for developing new therapeutic agents, particularly in treating neurological disorders.
  • Synthetic Chemistry: The synthesis of such compounds can provide insight into reaction mechanisms and could pave the way for novel synthetic methodologies.

Considerations

When studying or using this compound, chemists should consider:

  • Toxicology: Understanding the toxicity profile is crucial, especially given the presence of the chlorine atom which may contribute to harmful properties.
  • Stability: Some compounds with similar structures may exhibit instability; thus, investigations into the stability of this compound under various conditions are essential.

As a molecule of interest in contemporary research, 2-[3-chloropropyl(methyl)amino]-N-(2,6-dimethylphenyl)acetamide exemplifies the depth and complexity of organic chemistry, making it a worthy subject for further exploration!

Synonyms
23562-36-9
BRN 2380212
Acetamide, 2-((3-chloropropyl)methylamino)-N-(2,6-dimethylphenyl)-
N-((3-Chloropropyl)-N-methylamino)aceto-2,6-xylidide
DTXSID40178156
2',6'-ACETOXYLIDIDE, 2-((3-CHLOROPROPYL)METHYLAMINO)-
RefChem:314354
DTXCID70100647
Acetamide, 2-((3-chloropropyl)methylamino)-N-(2,6-dimethylphenyl)-(9CI)
Acetamide, 2-((3-chloropropyl)methylamino)-N-(2,6-dimethylphenyl)- (9CI)