MILATAXEL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C44H55NO16
Molecular Weight	853.9046
Optical Activity	( - )
Defined Stereocenters	11 / 11
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@H](OC(=O)CC)[C@@]3(C)C(=O)[C@H](O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)C5=CC=CC=C5)[C@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)C6=CC=CO6

InChI

InChIKey=XIVMHSNIQAICTR-UQYHODNASA-N

InChI=1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17516069 | https://clinicaltrials.gov/ct2/show/NCT00685204 | https://clinicaltrials.gov/ct2/show/NCT00063219

Milataxel, a taxane that binds to and stabilizes tubulin, resulting in the inhibition of microtubule depolymerization. Milataxel has completed phase II clinical trials for non-small cell lung cancer patients, and for colorectal cancer patients. Besides, it was studied for malignant mesothelioma. However, the drug has been discontinued due to toxicity issues at the dose level of 35 mg/m 2.

Originator

Approval Year

PubMed

Title	Date	PubMed
MAC-321, a novel taxane with greater efficacy than paclitaxel and docetaxel in vitro and in vivo.	2003 Sep	14555706
A phase II study of milataxel: a novel taxane analogue in previously treated patients with advanced colorectal cancer.	2008 Mar	17516069

Sample Use Guides

In Vivo Use Guide

patients with advanced colorectal cancer: milataxel was administered intravenously every 3 weeks at the dose of 35 mg/m(2). Malignant Mesotheliom: milataxel is a liquid that is dosed orally at 60 mg/m2 on Day 1 of a 21 day cycle.

Route of Administration: Other

Name

Type

Language

MILATAXEL

Official Name

English

milataxel [INN]

Common Name

English

MILATAXEL [USAN]

Common Name

English

(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-6,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-4-(1-oxopropoxy)-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl (αR,βR)-β-[[(1,1-dimethyl

Systematic Name

English

2-Furanpropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-6,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-4-(1-oxopropoxy)-7,

Systematic Name

English

MAC-321

Code

English

Code System Code Type Description

PUBCHEM

6918589