CAS 477-27-0

Colchiceine

Description:

Colchicine, with the CAS number 477-27-0, is a naturally occurring alkaloid derived from the plant Colchicum autumnale, commonly known as the autumn crocus. It is characterized by its ability to inhibit microtubule polymerization, which disrupts mitotic spindle formation during cell division, making it a valuable agent in treating gout and familial Mediterranean fever. Colchicine appears as a white to off-white crystalline powder and is soluble in water, alcohol, and chloroform, but poorly soluble in ether. Its chemical formula is C22H25NO6, and it has a complex structure featuring a phenanthrene core. The compound exhibits anti-inflammatory properties and is also studied for its potential effects in various other conditions, including cardiovascular diseases and certain cancers. However, colchicine has a narrow therapeutic window, necessitating careful dosing to avoid toxicity, which can manifest as gastrointestinal distress or more severe systemic effects. As such, it is essential to monitor patients closely when administering this medication.

Formula: C₂₁H₂₃NO₆

InChI: InChI=1/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m0/s1

InChI key: InChIKey=PRGILOMAMBLWNG-HNNXBMFYSA-N

SMILES: O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(OC)=C1OC)=CC(=O)C(O)=CC3

Synonyms:

• 10-O-Demethylcolchicine
• 7-Acetamido-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo(a)heptalen-9(5H)-one
• Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-, (S)- (9CI)
• Acetamide, N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
• Acetamide, N-[(7S)-5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-
• Benzo(a)heptalen-10(5H)-one, 7-acetamido-6,7-dihydro-9-hydroxy-1,2,3-trimethoxy-
• Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-
• Benzo[a]heptalene, acetamide deriv.
• Brn 2824078
• Colchiceine (VAN) (8CI)
• N-(10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
• N-Acetyl trimethylcolchicinic acid
• N-[(7S)-10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• N-[(7S)-5,6,7,9-Tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide
• Nsc 123396
• Nsc 33411
• O(sup 10)-Demethylcolchicine
• O-Demethylcolchicine
• O10-Demethylcolchicine
• O¹⁰-Demethylcolchicine
• Colchiceine
• 4-14-00-00943 (Beilstein Handbook Reference)
• NSC 3341
• (S)-7-Acetylamino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo[a]heptalen-9(5H)-one

Colchiceine

CAS: 477-27-0

Formula: C₂₁H₂₃NO₆

Molecular weight: 385.41

Ref: 7W-GP2156

colchiceine

CAS: 477-27-0

colchiceine

Purity: ≥98%

Molecular weight: 385.41g/mol

Ref: 54-BUP20085

10-Demethyl Colchicine (Mixture of Tautomeric Isomers)

CAS: 1990-46-1, 477-27-0

Formula: C₂₁H₂₃NO₆

Color and Shape: Pale Yellow Solid

Molecular weight: 385.42

Ref: 4Z-C-1514

Colchiceine

CAS: 477-27-0

Formula: C₂₁H₂₃NO₆

Purity: 95%~99%

Molecular weight: 385.416

Ref: BP-BP4543

colchiceine

CAS: 477-27-0

colchiceine has a wide range of applications in life science related research.

Formula: C₂₁H₂₃NO₆

Purity: 99.38%

Color and Shape: Solid

Molecular weight: 385.41

Ref: TM-TC0037

N-[(7S,12aRa)-10-Hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide (Colchiceine)

Controlled Product

CAS: 477-27-0

Formula: C₂₁H₂₃NO₆

Color and Shape: Neat

Molecular weight: 385.41

Ref: 86-MM1083.06

Colchicine EP Impurity F

CAS: 477-27-0

Formula: C₂₁H₂₃NO₆

Molecular weight: 385.41

Ref: ST-EA-CP-C33006

Colchiceine

Controlled Product

CAS: 477-27-0

Formula: C₂₁H₂₃NO₆

Color and Shape: Light Yellow

Molecular weight: 385.41

Ref: TR-C638500

Colchiceine

CAS: 477-27-0

Colchiceine is a stable complex of colchicine with hydrochloric acid. It is an analog of colchicine, and has been shown to inhibit the synthesis of collagen in human serum. Colchiceine inhibits the enzyme amino transferase that catalyzes the conversion of amino acids to proteins, which causes the immune system to produce antibodies against the tumor cells. Colchiceine also induces apoptosis by binding to DNA in cancer cells. The anti-infective properties of colchiceine are related to its ability to inhibit protein synthesis in bacteria and act as a cytotoxic agent on human leukemia HL-60 cells.

Formula: C₂₁H₂₃NO₆

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 385.41 g/mol

Ref: 3D-FC20539