For research use only. Not for therapeutic Use.
TPI 287 is a synthetic, third generation taxane with potential antineoplastic activity. TPI 287 binds to tubulin and stabilizes microtubules, resulting in inhibition of microtubule assembly/disassembly dynamics, cell cycle arrest at the G2/M phase, and apoptosis.
| Catalog Number | I009862 |
| CAS Number | 849213-15-6 |
| Synonyms | TPI287; TPI-287; TPI 287; ARC100; ARC-100; ARC 100; NBT-287; NBT287; NBT 287;(1S,2S,4S,7S,7aR,7a1S,10aS,11aR,13aS,13bR)-1-(benzoyloxy)-4-(((2R,3S)-3-((tert-butoxycarbonyl)amino)-2-hydroxy-5-methylhexanoyl)oxy)-2-hydroxy-5,7a1,14,14-tetramethyl-9-viny |
| Molecular Formula | C46H63NO15 |
| Purity | ≥95% |
| Target | Cytoskeleton |
| Solubility | Soluble in DMSO, not in water |
| Storage | 0 - 4 °C for short term, or -20 °C for long term |
| InChI | InChI=1S/C46H63NO15/c1-13-32-58-30-20-31-45(22-55-31,61-26(6)49)36-38(60-39(51)27-17-15-14-16-18-27)46(54)21-29(57-40(52)34(50)28(19-23(2)3)47-41(53)62-42(7,8)9)24(4)33(43(46,10)11)35(56-25(5)48)37(59-32)44(30,36)12/h13-18,23,28-32,34-38,50,54H,1,19-22H2, |
| InChIKey | FDTAUJJRHBRHIJ-FDJAAIFISA-N |
| SMILES | C=CC1O[C@]([C@@H](OC(C)=O)C2=C(C)[C@@H](OC([C@H](O)[C@@H](NC(OC(C)(C)C)=O)CC(C)C)=O)C[C@@](C2(C)C)(O)[C@H]3OC(C4=CC=CC=C4)=O)([H])[C@@]5(C)[C@@]3([H])[C@@](CO6)(OC(C)=O)[C@@]6([H])C[C@]5([H])O1 |
| Reference | </br>1:A phase I study of TPI 287 in combination with temozolomide for patients with metastatic melanoma. McQuade JL, Posada LP, Lecagoonporn S, Cain S, Bassett RL Jr, Patel SP, Hwu WJ, Hwu P, Davies MA, Bedikian AY, Amaria RN.Melanoma Res. 2016 Dec;26(6):604-608. PMID: 27540836 </br>2:A Phase 1 Trial of TPI 287 as a Single Agent and in Combination With Temozolomide in Patients with Refractory or Recurrent Neuroblastoma or Medulloblastoma. Mitchell D, Bergendahl G, Ferguson W, Roberts W, Higgins T, Ashikaga T, DeSarno M, Kaplan J, Kraveka J, Eslin D, Werff AV, Hanna GK, Sholler GL.Pediatr Blood Cancer. 2016 Jan;63(1):39-46. doi: 10.1002/pbc.25687. Epub 2015 Jul 31. PMID: 26235333 </br>3:TPI-287, a new taxane family member, reduces the brain metastatic colonization of breast cancer cells. Fitzgerald DP, Emerson DL, Qian Y, Anwar T, Liewehr DJ, Steinberg SM, Silberman S, Palmieri D, Steeg PS.Mol Cancer Ther. 2012 Sep;11(9):1959-67. doi: 10.1158/1535-7163.MCT-12-0061. Epub 2012 May 23. Erratum in: Mol Cancer Ther. 2013 Feb;12(2):241. PMID: 22622283 Free Article |
