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Merck
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SML2671

Sigma-Aldrich

Cevipabulin fumarate

≥98% (HPLC)

동의어(들):

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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크기 선택

5 MG
₩133,371
25 MG
₩537,240

₩133,371

예상 입고일2025년 5월 02일세부사항

벌크 견적 요청
모든 사진(1)

크기 선택

보기 변경
5 MG
₩133,371
25 MG
₩537,240

About This Item

실험식(Hill 표기법):
C18H18ClF5N6O · C4H4O4
CAS Number:
849550-67-0
Molecular Weight:
580.89
MDL number:
MFCD31813783
UNSPSC 코드:
41116004
NACRES:
NA.77

₩133,371

예상 입고일2025년 5월 02일세부사항

벌크 견적 요청

분석

≥98% (HPLC)

양식

powder

저장 조건

desiccated

색상

white to beige

solubility

DMSO: 2 mg/mL, clear
H2O: 5 mg/mL

저장 온도

−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

생화학적/생리학적 작용

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Jane Kovalevich et al.
The Journal of pharmacology and experimental therapeutics, 357(2), 432-450 (2016-03-17)
The microtubule (MT)-stabilizing protein tau disengages from MTs and forms intracellular inclusions known as neurofibrillary tangles in Alzheimer's disease and related tauopathies. Reduced tau binding to MTs in tauopathies may contribute to neuronal dysfunction through decreased MT stabilization and disrupted
Gonzalo Sáez-Calvo et al.
Cell chemical biology, 24(6), 737-750 (2017-06-06)
Microtubule-targeting agents (MTAs) are some of the clinically most successful anti-cancer drugs. Unfortunately, instances of multidrug resistances to MTA have been reported, which highlights the need for developing MTAs with different mechanistic properties. One less explored class of MTAs are [1,2,4]triazolo[1,5-a]pyrimidines
Carl F Beyer et al.
Cancer research, 68(7), 2292-2300 (2008-04-03)
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 butanedioate (TTI-237) is a microtubule-active compound of novel structure and function. Structurally, it is one of a class of compounds, triazolo[1,5a]pyrimidines, previously not known to bind to tubulin. Functionally, TTI-237 inhibited the binding of [(3)H]vinblastine to tubulin, but it

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