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Colchicine

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Identification
Molecular formula
C22H25NO6S
CAS number
64-86-8
IUPAC name
N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
State
State

At room temperature, colchicine is in a solid state, typically appearing as a crystalline powder.

Melting point (Celsius)
156.50
Melting point (Kelvin)
429.70
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
399.44g/mol
Molar mass
399.4370g/mol
Density
1.5500g/cm3
Appearence

Colchicine typically appears as a pale yellow powder. The substance is crystalline in nature and may also appear as a white or off-white solid.

Comment on solubility

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

The solubility of N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide showcases a fascinating interplay of molecular structure and solvent properties. Here are some key points to consider:

  • Polarity: The presence of methoxy groups contributes to a degree of polarity, which might enhance solubility in polar solvents such as water or methanol.
  • Hydrophobic Regions: The benzo[a]heptalene structure suggests a hydrophobic character, potentially decreasing solubility in water.
  • Interaction with Solvents: Solubility can also be influenced by the ability of the compound to form hydrogen bonds with the solvent molecules, driven by the acetamide functional group.

In conclusion, the solubility of this compound is likely to be moderate, with its behavior heavily dependent on the specific solvent used. As an example, one might expect better solubility in organic solvents like ethyl acetate compared to aqueous solutions, reinforcing the complex nature of solubility influenced by both functional groups and hydrophobic characteristics.

Interesting facts

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

N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is a fascinating compound with unique structural features that impact its chemical behavior and potential applications. Here are some intriguing insights into this compound:

  • Complex Structure: This compound contains a pentacyclic framework, which is noteworthy due to the presence of multiple functional groups like methoxy and amide, contributing to its diverse chemical reactivity.
  • Stereochemistry: The (7S) configuration plays a crucial role, as stereochemical orientation can significantly influence the compound's biological activity and interactions.
  • Potential Biological Activity: Compounds like this one, which combine multiple rings and functional groups, often exhibit interesting pharmacological properties, potentially leading to medicinal applications.
  • Source of Inspiration: The structural complexity of this compound can inspire chemists in the design of new synthetic pathways or derivatives, paving the way for further research in organic synthesis.
  • Natural Products: Such compounds can often be derivatives or mimetics of natural products, attracting attention for their ecological significance and potential therapeutic roles.

In conclusion, N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide serves as an excellent example of the **complexity and richness** found in organic molecules. As research matures, it will be exciting to uncover the depths of its applications in science and medicine.

Synonyms
Thiocolchicine
Thiocholchicine
Colchicine, 10-thio-
NSC 186301
Colchicine, 10-demethoxy-10-(methylthio)-
EINECS 220-346-8
10-Demethoxy-10-methylthiocolchicine
NSC186301
10-Demethoxy-10-(methylthio)colchicine
UNII-47541468FI
NSC-186301
THIOCOLCHICINE [MI]
DTXSID90181751
EC 220-346-8
COLCHICINE, 10-DEMETHOXY-10-METHYLTHIO-
Acetamide, N-(5,6,7,9-tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo(a)heptalen-7-yl)-
Acetamide, N-(5,6,7,9-tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo(a)heptalen-7-yl)-, (S)-
ACETAMIDE, N-((7S)-5,6,7,9-TETRAHYDRO-1,2,3-TRIMETHOXY-10-(METHYLTHIO)-9-OXOBENZO(A)HEPTALEN-7-YL)-
Acetamide, N-[(7S)-5,6,7,9-tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-
N-((10S)-3,4,5-Trimethoxy-14-(methylsulfanyl)-13-oxotricyclo(9.5.0.0,)hexadeca-1(16),2,4,6,11,14-hexaen-10-yl)ethanimidate
N-((10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo(9.5.0.0,)hexadeca-1(16),2,4,6,11,14-hexaen-10-yl)ethanimidate
N-((10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo(9.5.0.0,)hexadeca-1(16),2,4,6,11,14-hexaen-10-yl)ethanimidic acid
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulfanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidate
N-[(10S)-3,4,5-Trimethoxy-14-(methylsulphanyl)-13-oxotricyclo[9.5.0.0,]hexadeca-1(16),2,4,6,11,14-hexaen-10-yl]ethanimidic acid
Colchicine, 10-thio-(8CI)
DTXCID30104242
220-346-8
Acetamide, N-(5,6,7,9-tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo(a)heptalen-7-yl)-, (S)-(9CI)
cmeganpvaxdbpl-uhfffaoysa-n
2730-71-4
N-[(7S)-1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
CHEMBL18981
47541468FI
N-(1,2,3-trimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
10-Thio-colchicine
MLS002703025
SCHEMBL43160
GLXC-22487
BDBM50009568
AKOS030242228
FT28223
NCGC00485411-01
NCGC00485411-02
DA-78421
MS-27215
N-((S)-1,2,3-Trimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
NCI60_001549
HY-116852
CS-0066689
NS00007727
G12294
Q27259007
(S)-N-(1,2,3-Trimethoxy-10-(methylthio)-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
(Thiocolchicine)N-(1,2,3-Trimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-(1,2,3-Trimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide
N-(1,2,3-Trimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide (Thiocolchicine)
N-(1,2,3-Trimethoxy-10-methylsulfanyl-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl)-acetamide(Thiocolchicine)
N-[(7S)-5,6,7,9-Tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]acetamide;10-Thio-colchicine;10-Demethoxy-10- (methylthio)colchicine