3476-50-4 Usage
Description
Trimethylcolchicinic acid methyl ether is a chemical compound derived from colchicine, a naturally occurring alkaloid with potent antimitotic and anti-inflammatory properties. It is a yellow solid that has been modified to enhance its solubility and bioavailability. trimethylcolchicinic acid methyl ether retains the ability to disrupt microtubules by binding to tubulin and preventing its polymerization, which leads to the activation of the intrinsic GTPase activity of tubulin. Additionally, it induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.
Uses
Used in Pharmaceutical Applications:
Trimethylcolchicinic acid methyl ether is used as an antimitotic agent for its ability to disrupt microtubules and induce apoptosis in various cell lines. Its application in this field is due to its potential to treat conditions that involve uncontrolled cell division, such as cancer.
Used in Drug Delivery Systems:
In the field of drug delivery, trimethylcolchicinic acid methyl ether is used as a component in the development of novel drug delivery systems. These systems aim to improve the compound's delivery, bioavailability, and therapeutic outcomes by employing various organic and metallic nanoparticles as carriers.
Used in Research and Development:
Trimethylcolchicinic acid methyl ether is also utilized in research and development as a tool to study the effects of microtubule disruption on cellular processes and to investigate the compound's potential in developing new therapeutic strategies for various diseases, including cancer.
Used in Chemical Synthesis:
As a chemical intermediate, trimethylcolchicinic acid methyl ether can be used in the synthesis of other related compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 3476-50-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,7 and 6 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3476-50:
(6*3)+(5*4)+(4*7)+(3*6)+(2*5)+(1*0)=94
94 % 10 = 4
So 3476-50-4 is a valid CAS Registry Number.
InChI:InChI=1/C20H23NO5/c1-23-16-8-6-12-13(10-15(16)22)14(21)7-5-11-9-17(24-2)19(25-3)20(26-4)18(11)12/h6,8-10,14H,5,7,21H2,1-4H3/t14-/m0/s1
3476-50-4Relevant articles and documents
Design, synthesis, and antitumor activity of 4-halocolchicines and their pro-drugs activated by cathepsin B
Yasobu, Naoko,Kitajima, Mariko,Kogure, Noriyuki,Shishido, Yoshiyuki,Matsuzaki, Takeshi,Nagaoka, Masato,Takayama, Hiromitsu
, p. 348 - 352 (2011/07/09)
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.
Semisyntheses, X-Ray Crystal Structures and Tubulin-Binding Properties of 7-Oxodeacetamidocolchicine and 7-Oxodeacetamidoisocolchicine
Banwell, Martin G.,Peters, Steven C.,Greenwood, Richard J.,Mackay, Maureen F.,Hamel, Ernest,Lin, Chii M.
, p. 1577 - 1588 (2007/10/02)
Commercially available (-)-colchicine (1) has been converted, via deacetylcolchiceine (4), into a mixture of 7-oxodeacetamidocolchicine (2) and 7-oxodeacetamidoisocolchicine (3).The X-ray structures and tubulin-binding properties of these title ketones are described.
