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SML2671

Cevipabulin fumarate

≥98% (HPLC)

Synonym(s):

5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine fumarate, 5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-[(1S)-2,2,2-trifluoro-1-methylethyl][1,2,4]triazolo[1,5-a]pyrimidin-7-amine, TTI-237 fumarate

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About This Item

Empirical Formula (Hill Notation):
C18H18ClF5N6O · C4H4O4
CAS Number:
849550-67-0
Molecular Weight:
580.89
UNSPSC Code:
41116004
NACRES:
NA.77
MDL number:
MFCD31813783
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear, H2O: 5 mg/mL

storage temp.

−20°C

SMILES string

FC1=CC(OCCCNC)=CC(F)=C1C2=C(N[C@@H](C)C(F)(F)F)N3C(N=C2Cl)=NC=N3.O=C(/C=C/C(O)=O)O

InChI

1S/C18H18ClF5N6O.C4H4O4/c1-9(18(22,23)24)28-16-14(15(19)29-17-26-8-27-30(16)17)13-11(20)6-10(7-12(13)21)31-5-3-4-25-2;5-3(6)1-2-4(7)8/h6-9,25,28H,3-5H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t9-;/m0./s1

InChI key

TUXZQBYIZLWUKK-AFIAKLHKSA-N

Biochem/physiol Actions

Cevipabulin (TTI-237) is a potent microtubule-stabilizing agent that binds to tubulin vinblastine binding site, a typical site of binding for microtubule-destabilizing agents. It is likely that cevipabulin, similarly to other triazolopyrimidines, promotes longitudinal tubulin contacts in microtubules, which promotes stabilization of micro-tubule. Cevipabulin exhibits potent cytotoxic activity in cancer cell lines including cell line expressing a high level of P-glycoprotein. It is active in vivo in several mouse xenograft models of human cancer.
potent microtubule-stabilizing agent that binds to tubulin vinblastine binding site

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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