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Colchicine

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

At room temperature, colchicine is typically found as a solid. Given its crystalline nature, it maintains a solid state unless subjected to high temperatures which may cause it to melt or decompose.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
440.00
Boiling point (Kelvin)
713.15
General information
Molecular weight
399.44g/mol
Molar mass
399.4350g/mol
Density
1.6600g/cm3
Appearence

Colchicine appears as a pale yellow, crystalline powder. It is often used in a fine powder form and may have a slightly bitter taste. The compound may appear as colorless when purified and can be sensitive to light, leading to potential discoloration.

Comment on solubility

Solubility of N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide (C22H25NO6)

The solubility of N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide can vary based on several factors such as temperature, pH, and the solvent used. Generally, the complex structure of this compound, with its multiple methoxy groups, contributes to its solubility characteristics. Here are some important points to consider:

  • Polar vs. Non-Polar Solvents: The presence of methoxy groups suggests that the compound may exhibit moderate solubility in polar solvents like ethanol or methanol while showing lower solubility in non-polar solvents.
  • Temperature Effects: Increased temperature often enhances solubility; thus, this compound might dissolve better at elevated temperatures.
  • pH Influence: The solubility may also be influenced by the pH of the solution. Acidity or basicity can alter the state and reactivity of functional groups, affecting how well the compound dissolves.

As a general observation, compounds with more complex structures, such as this one, often demonstrate varied solubility profiles that are not straightforward. Therefore, experimental determination of solubility is crucial for practical applications, as it can drastically differ from theoretical predictions.

Interesting facts

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

N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide is a fascinating compound that presents unique structural and functional characteristics. Here are some interesting insights:

  • Multifunctional Potential: This compound, with its complex structure, suggests possible applications in pharmaceuticals, particularly due to the presence of the acetamide functional group which is often associated with biological activity.
  • Tetramethoxy Group: The presence of tetramethoxy groups in its structure can enhance lipophilicity, which may influence its interaction with biological membranes and target sites.
  • Chirality: The designation of (7S) indicates a chiral center in the compound, implying that different enantiomers may exhibit different biological effects. This is particularly important in drug development where one enantiomer may be therapeutically beneficial while another could be inert or even harmful.
  • Natural Product Analogy: The structure of benzo[a]heptalene derivatives is reminiscent of various natural products, which hints at a potential for discovering new lead compounds in natural drug synthesis.
  • Synthetic Challenges: The complexity of the synthesis of this compound reflects the challenges of organic synthesis, often requiring advanced techniques in organic chemistry to construct such multi-functional compounds systematically.

Overall, N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide serves as an intriguing subject for further research in both synthetic chemistry and medicinal chemistry, opening doors to innovative drug discovery and development.

Synonyms
colchicine
64-86-8
Colchisol
Colchicinum
Colchicin
Colchicina
Colchineos
Condylon
Colcin
Colsaloid
Colcrys
7alphaH-Colchicine
Goutnil
Kolkicin
(S)-colchicine
(-)-colchicine
Colchysat
Mitigare
spindle poison
7-alpha-H-Colchicine
NSC 757
LODOCO
CCRIS 691
Colchcine
NSC757
N-Acetyl trimethylcolchicinic acid methylether
HSDB 3044
NSC-757
UNII-SML2Y3J35T
(S)-colchicina
(S)-colchicin
EINECS 200-598-5
SML2Y3J35T
MFCD00078484
GLOPERBA
(S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide
DTXSID5024845
CHEBI:27882
AI3-31149
Colchicine [USP:JAN]
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
(S)-Colchicine >95%
CHEMBL107
DTXCID204845
XD25
EC 200-598-5
MITIGARE COMPONENT COLCHICINE
PROBEN-C COMPONENT COLCHICINE
Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-
Acetamide, N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)-
COLBENEMID COMPONENT COLCHICINE
Colchicine [JAN]
Colchicin [German]
NCGC00025125-07
Colchicina [Italian]
Colchicine (USP:JAN)
COLCHICINE (MART.)
COLCHICINE [MART.]
COLCHICINE (USP-RS)
COLCHICINE [USP-RS]
COLCHICINE (EP IMPURITY)
COLCHICINE [EP IMPURITY]
COLCHICINE (EP MONOGRAPH)
COLCHICINE [EP MONOGRAPH]
COLCHICINE (USP MONOGRAPH)
COLCHICINE [USP MONOGRAPH]
Colstat
N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamide
Colchicine; Thiocolchicoside Impurity A
Acetamide, N-((7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)-
Acetamide, N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
Colchicine (TN)
N-[(7s)-1,2,3,10-Tetramethoxy-9-Oxo-6,7-Dihydro-5h-Benzo[d]heptalen-7-Yl]ethanamide
(S)-N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)ACETAMIDE
30512-31-3
ACETAMIDE, N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)-,(S)-
LOC
SMR000058323
7alpha-H-Colchicine
7.alpha.H-Colchicine
SR-01000075794
SR-01000597576
Colchicine conformational isomer
4lzr
Acetamide,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(.alpha.)heptalen-7-yl)-
Acetamide,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[.alpha.]heptalen-7-yl)-
MPC-004
N-((7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo(a)heptalen-7-yl)acetamide
N-((7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)- acetamide
CAS-64-86-8
Prestwick_695
COLCHICENOS
COLCIGEL
MYINFLA
Colchicine (Standard)
COLCHICINUM 4x
Spectrum_000842
Tocris-1364
4o2b
COLCHICINE [MI]
Prestwick0_000363
Prestwick1_000363
Prestwick2_000363
Prestwick3_000363
Spectrum2_000075
Spectrum3_000362
Spectrum4_000298
Spectrum5_000787
COLCHCINE [VANDF]
COLCHICINE [HSDB]
COLCHICINUM [HPUS]
Colchicine (JP18/USP)
UPCMLD-DP065
C 9754
SCHEMBL8469
Colchicine Tablets 0.5 mg
7JX9WZ3SJ5
COLCHICINE [WHO-DD]
COLCHICINE [WHO-IP]
N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide
Lopac0_000310
BSPBio_000485
BSPBio_002083
KBioGR_000856
KBioSS_001322
Colchicine (contains 5% Ethyl Acetate at maximum)
MLS001055448
MLS001304089
MLS002153786
DivK1c_000753
SPECTRUM1500205
SPBio_000289
SPBio_002406
COLCHICEINE METHYL ETHER
BPBio1_000535
GTPL2367
MEGxp0_001879
COLCHICINE [ORANGE BOOK]
UPCMLD-DP065:001
ACon1_000353
HMS502F15
KBio1_000753
KBio2_001322
KBio2_003890
KBio2_006458
KBio3_001303
NINDS_000753
HMS1569I07
HMS1920A08
HMS2091G16
HMS2096I07
HMS2231C05
HMS3260N22
HMS3713I07
Pharmakon1600-01500205
COLCHICINUM [WHO-IP LATIN]
Colchicine, >=96.0% (HPLC)
Tox21_110947
Tox21_201547
Tox21_300582
Tox21_500310
BDBM50014846
CCG-39910
HY-16569R
NSC756702
NSC813203
s2284
AKOS001582887
Colchicine, >=95% (HPLC), powder
Tox21_110947_1
COLCHICINE COMPONENT OF MITIGARE
CS-1141
DB08117
FC11732
LP00310
NSC-756702
NSC-813203
SDCCGMLS-0066633.P001
SDCCGSBI-0050298.P006
COLCHICINE COMPONENT OF PROBEN-C
IDI1_000753
N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[.alpha.]heptalen-7-yl)-acetamide
COLCHICINE COMPONENT OF COLBENEMID
NCGC00025125-01
NCGC00025125-02
NCGC00025125-03
NCGC00025125-04
NCGC00025125-05
NCGC00025125-06
NCGC00025125-08
NCGC00025125-09
NCGC00025125-10
NCGC00025125-11
NCGC00025125-12
NCGC00025125-13
NCGC00025125-14
NCGC00025125-15
NCGC00025125-18
NCGC00025125-20
NCGC00025125-33
NCGC00169157-01
NCGC00169157-02
NCGC00169157-03
NCGC00254359-01
NCGC00259096-01
NCGC00260995-01
AS-13686
COL-PROBENECID COMPONENT COLCHICINE
HY-16569
NCI60_041659
SBI-0050298.P004
COLCHICINE IMPURITY B [EP IMPURITY]
EU-0100310
MLS001055448-02
NS00002718
(-)-N-
C07592
D00570
M01514
binds to tubulin; inhibits microtubular assembly
SR-01000075794-1
SR-01000075794-3
SR-01000075794-6
SR-01000075794-7
SR-01000597576-1
SR-01000597576-3
BRD-K00259736-001-06-5
BRD-K00259736-001-10-7
BRD-K00259736-001-16-4
N-ACETYLTRIMETHYLCOLCHICINIC ACID METHYL ETHER
WLN: L B677 MV&T&J CO1 DO1 EO1 JMV1 NO1
N-ACETYL TRIMETHYLCOLCHICINIC ACID, METHYL ETHER
Benzo[a]heptalen-9(5H)-one,7-dihydro-1,2,3,10-tetramethoxy-
Colchicine, (European Pharmacopoeia (EP) Reference Standard)
Colchicine, United States Pharmacopeia (USP) Reference Standard
Colchicine, BioReagent, plant cell culture tested, >=95% (HPLC)
N-((7S)-5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo
7-Acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-benzo(a)heptalen-9(5H)-one
Colchicine, Pharmaceutical Secondary Standard; Certified Reference Material
7-ACETAMIDO-6,7-DIHYDRO-1,2,3,10-TETRAMETHOXYBENZO(A)HEPTALEN-9(5H)-ONE
Colchicine for system suitability, European Pharmacopoeia (EP) Reference Standard
N-((7S)-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo(a)heptalen-7-yl))acetamide
N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)-ACETAMIDE
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[d]heptalen-7-yl]acetamide
(1e)-N-[(7s)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl] ethanimidic acid
200-598-5
ACETAMIDE, N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO(A)HEPTALEN-7-YL)
N-((7S)-5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZ(A)HEPTALEN-7-YL)-ACETAMIDE
N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO(ALPHA)HEPTALEN-7-YL)-ACETAMIDE
N-[(7S,12aP)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide