2'-succinylpaclitaxel

Base Information

• Chemical Name: 2'-succinylpaclitaxel
• CAS No.: 117527-50-1
• Molecular Formula: C₅₁H₅₅NO₁₇
• Molecular Weight: 953.994
• Mol file: 117527-50-1.mol

Synonyms:2'-succinylpaclitaxel

Chemical Property of 2'-succinylpaclitaxel

Chemical Property:

• Melting Point: >153oC (dec.)

Purity/Quality:

97% ^*data from raw suppliers

PaclitaxelSuccinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Paclitaxel Succinate has been used as a reactant for the preparation of molecular hydrogelators to be used as local delivery systems for chemotherapy.

Technology Process of 2'-succinylpaclitaxel

There total 4 articles about 2'-succinylpaclitaxel which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

succinic acid anhydride (108-30-5) + taxol (33069-62-4) → 2'-succinylpaclitaxel (117527-50-1)

Guidance literature:

With dmap; In pyridine; at 20 ℃; for 3h;

Reference yield: 75.0%

→ 2'-succinylpaclitaxel (117527-50-1)

Guidance literature:

In pyridine; at 20 ℃; for 24h;

Reference yield: 55.4%

succinic acid anhydride (108-30-5) + taxol (33069-62-4) → 2',7-disuccinyltaxol (117527-52-3) + 2'-succinylpaclitaxel (117527-50-1)

Guidance literature:

taxol; With (2-((2,6-diethylphenyl)amido)-4-((2,6-diethylphenyl)imino)-2-pentene)ZnN(SiMe₃)2; In tetrahydrofuran; for 0.25 - 0.333333h;

succinic acid anhydride; In tetrahydrofuran; at 40 ℃; for 4h; regioselective reaction;

DOI:10.1021/ma202581d

upstream raw materials:

succinic acid anhydride

taxol

succinic acid

Downstream raw materials:

paclitaxel-2’-succinyl-NHS

2'-succinyl PTX-phe-phe-arg chloromethyl ketone

Refernces

• 1、 Chi, Dongxu,He, Zhonggui,Li, Jinbo,Lin, Guimei,Liu, Dan,Su, Yujiao,Wang, Jiamei,Wang, Xue,Wang, Yingli,Wang, Yongjun,Yu, Jiang,Zhou, Shuang. "Simple weak-acid derivatives of paclitaxel for remote loading into liposomes and improved therapeutic effects". . p. 27676 - 27687. Retrieved 2020.
• 2、 Nakagawa-Goto, Kyoko,Yamada, Koji,Nakamura, Seikou,Chen, Tzu-Hsuan,Chiang, Po-Cheng,Bastow, Kenneth F.,Wang, Shao-Chun,Spohn, Bill,Hung, Mien-Chie,Lee, Fang-Yu,Lee, Fang-Chen,Lee, Kuo-Hsiung. "Antitumor agents. 258. Syntheses and evaluation of dietary antioxidant-taxoid conjugates as novel cytotoxic agents". . p. 5204 - 5209. Retrieved 2007.
• 3、 Liu, Shuangxi,Zhang, Kaili,Zhu, Qiwen,Shen, Qianqian,Zhang, Qiumeng,Yu, Jiahui,Chen, Yi,Lu, Wei. "Synthesis and biological evaluation of paclitaxel and vorinostat co-prodrugs for overcoming drug resistance in cancer therapy in vitro". . p. 1405 - 1413. Retrieved 2019.
• 4、 Arpicco, Silvia,Stella, Barbara,Schiavon, Oddone,Milla, Paola,Zonari, Daniele,Cattel, Luigi. "Preparation and characterization of novel poly(ethylene glycol) paclitaxel derivatives". . p. 653 - 659. Retrieved 2013.
• 5、 Thierry, Benjamin,Kujawa, Piotr,Tkaczyk, Cathy,Winnik, Francoise M.,Bilodeau, Luc,Tabrizian, Maryam. "Delivery platform for hydrophobic drugs: Prodrug approach combined with self-assembled multilayers". . p. 1626 - 1627. Retrieved 2005.
• 6、 Gomez, I. Jennifer,Arnaiz, Blanca,Cacioppo, Michele,Arcudi, Francesca,Prato, Maurizio. "Nitrogen-doped carbon nanodots for bioimaging and delivery of paclitaxel". . p. 5540 - 5548. Retrieved 2018.
• 7、 Ding, Dan,Li, Jun,Li, Xiaolin,Xu, Huae,Yu, Na,Zhang, Yuan. "Superior antitumor effect of self-assembly supramolecular paclitaxel nanoparticles". . p. 12999 - 13005. Retrieved 2020.
• 8、 Lee, Eunhye,Lee, Jinju,Lee, In-Hyun,Yu, Mikyung,Kim, Hyungjun,Chae, Su Young,Jon, Sangyong. "Conjugated chitosan as a novel platform for oral delivery of paclitaxel". . p. 6442 - 6449. Retrieved 2008.
• 9、 Huo, Meirong,Zhu, Qinnv,Wu, Qu,Yin, Tingjie,Wang, Lei,Yin, Lifang,Zhou, Jianping. "Somatostatin receptor-mediated specific delivery of paclitaxel prodrugs for efficient cancer therapy". . p. 2018 - 2028. Retrieved 2015.
• 10、 Tong, Rong,Cheng, Jianjun. "Drug-initiated, controlled ring-opening polymerization for the synthesis of polymer-drug conjugates". . p. 2225 - 2232. Retrieved 2012.