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Colchicine

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Identification
Molecular formula
C22H25NO6
CAS number
64-86-8
IUPAC name
N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
State
State

At room temperature, colchicine is a solid. It is stable under normal conditions but should be protected from light to prevent degradation.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
469.00
Boiling point (Kelvin)
742.15
General information
Molecular weight
399.44g/mol
Molar mass
399.4370g/mol
Density
1.2230g/cm3
Appearence

Colchicine typically appears as a pale yellow solid. It is a natural product that is usually available in the form of a powder or crystalline solid. It is sensitive to light and may darken upon exposure.

Comment on solubility

Solubility of N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

The solubility characteristics of N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide are significant for its applications in various fields. Here are some key points to consider:

  • The compound is generally considered to be moderately soluble in organic solvents such as ethanol and dimethyl sulfoxide (DMSO).
  • Its solubility in water is extremely limited due to its complex hydrophobic structure, which includes multiple methoxy groups and a rigid benzo[a]heptalene core.
  • Factors affecting solubility include:
    • Temperature: Increasing temperature can enhance solubility in organic solvents.
    • pH: Slight changes in pH may impact solubility levels, particularly if ionizable moieties are present.
  • For practical applications, a strong understanding of solubility can facilitate effective formulation strategies. A common quote in chemistry states, "Like dissolves like," which can guide the choice of solvents in laboratory and industrial settings.

In summary, while N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide has favorable solubility in non-aqueous environments, researchers should be mindful of its limitations in aqueous conditions when designing experiments or products.

Interesting facts

Interesting Facts about N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is a fascinating compound with intriguing properties and potential applications. Here are some notable points to consider:

  • Synthetic Pathways: This compound is often synthesized through complex organic reactions that highlight the beauty of medicinal chemistry. Its multi-step synthesis showcases the efficiency of modern synthetic techniques.
  • Biological Activity: Many derivatives of benzo[a]heptalene structures have been studied for their _pharmacological_ properties. This particular compound has potential implications in drug development, especially in combating neurological disorders due to its structural features.
  • Structure-Activity Relationship: The presence of functional groups such as methoxy and methylamino contributes significantly to the compound's biological interactions. Understanding these relationships is crucial for optimizing the efficacy of similar compounds.
  • Role in Research: Researchers are investigating derivatives of this compound for their potential use as therapeutic agents. As studies progress, this compound could lead to breakthroughs in treating various diseases.
  • Chirality: The chirality of the (7S) configuration plays a critical role in its biological interactions. Chirality can greatly influence a compound's effectiveness as a drug, making the (7S) stereoisomer particularly important in pharmaceutical applications.
  • Potential Side Effects: Like many synthetic compounds, the full safety profile of this compound is yet to be determined. Ongoing studies will help establish its toxicity and side effects, which is an essential aspect of any new drug development.

In conclusion, N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide represents a thrilling intersection of chemistry and pharmacology, highlighting the continuous advancements in the field. As research expands, this compound may play a role in the future of therapeutic innovation.

Synonyms
2826-80-4
Colchicoinamide, N-Methyl-
CHEMBL88059
(S)-N-(1,2,3-Trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
10-Demethoxy-10-methylaminocolchicine
NSC 403149
BRN 2788038
COLCHICINE, 10-DEMETHOXY-10-METHYLAMINO-
4-14-00-00923 (Beilstein Handbook Reference)
SCHEMBL25493520
DTXSID001115945
HMS1648O10
BDBM50280009
STL546880
AKOS001581086
N-[(7S)-1,2,3-trimethoxy-10-(methylamino)-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
N-((S)-1,2,3-Trimethoxy-10-methylamino-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-(1,2,3-Trimethoxy-10-methylamino-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-[(7S)-5,6,7,9-Tetrahydro-1,2,3-trimethoxy-10-(methylamino)-9-oxobenzo[a]heptalen-7-yl]acetamide