CAS 7411-12-3

N-Deacetyl-N-formylcolchicine

Description:

N-Deacetyl-N-formylcolchicine is a chemical compound derived from colchicine, a natural alkaloid known for its use in treating gout and its role in cancer research due to its ability to inhibit microtubule polymerization. This specific derivative features modifications that enhance its biological activity and solubility. The compound typically exhibits a complex structure characterized by a phenanthrene core, which is essential for its interaction with cellular components. N-Deacetyl-N-formylcolchicine is often studied for its potential therapeutic applications, particularly in oncology, as it may influence cell division and apoptosis. Its chemical properties include solubility in organic solvents and limited solubility in water, which is common for many alkaloids. Additionally, the compound's reactivity can be attributed to the presence of functional groups that allow for various chemical transformations. Safety and handling precautions are necessary due to its biological activity, and it is typically handled in controlled laboratory environments. Overall, N-Deacetyl-N-formylcolchicine represents a significant area of interest in medicinal chemistry and pharmacology.

Formula: C₂₁H₂₃NO₆

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

InChI key: InChIKey=HDSXDWASQCHADG-HNNXBMFYSA-N

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

Synonyms:

• Benzo[a]heptalene, formamide deriv.
• Colchicine, N-deacetyl-N-formyl-
• Colchicine, deacetyl-N-formyl-
• Formamide, N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
• Gloriosine
• N-Deacetyl-N-formylcolchicine
• N-Formyl-N-deacetylcolchicine
• N-Formyl-N-desacetylcolchicine
• N-Formyldeacetylcolchicine
• N-[(7S)-5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]formamide
• NSC 403142
• formamide, N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-

N-Deacetyl-N-formylcolchicine

CAS: 7411-12-3

N-Deacetyl-N-formylcolchicine

Formula: C₂₁H₂₃NO₆

Purity: 95%

Molecular weight: 385.41

Ref: 54-OR1112885

Colchicine EP Impurity A (N-Desacetyl-N-Formyl Colchicine)

CAS: 7411-12-3

Formula: C₂₁H₂₃NO₆

Color and Shape: White To Off-White Solid

Molecular weight: 385.42

Ref: 4Z-C-1517

Colchicine EP Impurity A

CAS: 7411-12-3

Formula: C₂₁H₂₃NO₆

Molecular weight: 385.41

Ref: ST-EA-CP-C33001

N-Deacetyl-N-formyl Colchicine

CAS: 7411-12-3

Applications Colchicine (C640000) derivative. A new alkaloid from Gloriosa superba.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Reitzer, L., et al.: J. Biol. Chem., 254, 2669 (1979), Nadtochiy, S., et al.: Biochem. J., 395, 611 (2006), Marroquin, L., et al.: Toxicol. Sci., 97, 539 (2007),

Formula: C₂₁H₂₃NO₆

Color and Shape: Neat

Molecular weight: 385.41

Ref: TR-D198940

N-Deacetyl-N-formyl colchicine

CAS: 7411-12-3

Demecolcine is a toxic compound that acts as an inhibitor of acetylcholinesterase. It is a naturally occurring alkaloid found in plants and fungi, and has been shown to be a potent inhibitor of the enzyme acetylcholinesterase. Demecolcine has been studied for its toxicity in laboratory animals, with the majority of studies indicating that it causes hemolytic activity, cancer, blood disorders and potassium dichromate poisoning. In addition, demecolcine has been shown to have site-specific toxicity within the liver by inhibiting the function of cytochrome P450 enzymes. N-Deacetyl-N-formyl colchicine (NDAC) is a choline esterase inhibitor that binds to the active site of acetylcholinesterase in an irreversible manner. NDAC also inhibits other enzymes such as butyrylcholinesterase and carboxylesterases

Formula: C₂₁H₂₃NO₆

Purity: Min. 95%

Molecular weight: 385.41 g/mol

Ref: 3D-FD20834

N-Deacetyl-N-formylcolchicine

CAS: 7411-12-3

N-Deacetyl-N-formylcolchicine (N-Formyl-N-deacetylcolchicine, Compound 11) is a selective inhibitor targeting the colchicine binding site on tubulin. It exhibits antiproliferative activity against various cancer cell lines, with IC50 values ranging from 32.61 to 100.28 nM. This compound inhibits microtubule polymerization, blocking cell division, inducing apoptosis in cancer cells, and suppressing cellular migration. N-Deacetyl-N-formylcolchicine shows potential for research in lung cancer and other solid tumors.

Formula: C₂₁H₂₃NO₆

Color and Shape: Solid

Molecular weight: 385.41

Ref: TM-T211493