2730-82-7

Basic information

• Product Name: 4-formylcolchicine
• Synonyms: 4-formylcolchicine
• CAS NO: 2730-82-7
• Molecular Formula: C23H25NO7
• Molecular Weight: 427.4471
• Mol File: 2730-82-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 786.9°Cat760mmHg
• Flash Point: 429.7°C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 9.93E-25mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 4-formylcolchicine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-formylcolchicine(2730-82-7)
• EPA Substance Registry System: 4-formylcolchicine(2730-82-7)

Safety Data

• Hazardous Substances Data: 2730-82-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C23H25NO7/c1-12(26)24-17-8-6-14-16(11-25)21(29-3)23(31-5)22(30-4)20(14)13-7-9-19(28-2)18(27)10-15(13)17/h7,9-11,17H,6,8H2,1-5H3,(H,24,26)

Upstream product

• 4885-02-3 Dichloromethyl methyl ether 
• 64-86-8 colchicine 

Downstream Products

• 3986-03-6 1-Hydroxymethyl-colchicin 

Relevant articles and documents

Deacetylcolchicine deriv.

Provided are 4-modified colchicine compounds and medicines using the same. Specifically provided are colchicine derivatives represented by general formula (1), salts thereof, and solvates of the same. In general formula (1), R1 is a halogen atom, a hydroxyl group, a nitro group, an amino group, or a mono-, di- or tri-fluoromethyl group; R2, R3 and R4 are each a methoxy group or a hydroxyl group, or alternatively R2 and R3, or R3 and R4 together represent a methylenedioxy group; R5 and R6 may be the same or different and are each a hydrogen atom, a C1-6 alkyl group, an arylalkyl group, a C2-6 alkenyl group, -COR7, -COOR8, -SO2R9, -CONR10R11, or -CSNR12R13, or alternatively R5 and R6 together with the nitrogen atom to which R5 and R6 are bonded may form a three- to seven-membered cyclic amino group; R7 is a C1-6 alkyl group or the like; R8 is a C1-6 alkyl group or the like; R9 is a C1-6 alkyl group or the like; R10 and R11 may be the same or different and are each a hydrogen atom, a C1-6 alkyl group, or the like; and R12 and R13 may be the same or different and are each a hydrogen atom, an alkyl group, or the like.

Design, synthesis, and antitumor activity of 4-halocolchicines and their pro-drugs activated by cathepsin B

Novel colchicine derivatives possessing various substituents at the C4 position were prepared. Among them, 4-halo derivatives 3-6 were found to exhibit higher activity against cancer cell lines (A549, HT29, HCT116) as well as on mice transplanted with the HCT116 human colorectal carcinoma cell line than colchicine (1). Further, utilizing the 4-substituted colchicines, we prepared pro-drugs having a dipeptide side chain and demonstrated that these pro-drugs were activated by cathepsin B, an enzyme overexpressed in tumor cells, and exhibited selective toxicity to the tumor cells.