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870677-05-7

870677-05-7 Structure

870677-05-7 Structure
IdentificationBack Directory
[Name]

DMAPT
[CAS]

870677-05-7
[Synonyms]

DMAPT
Dimethylamino Parthenolide
UJNSFDHVIBGEJZ-KVUCBBCISA-N
NF-κB,Inhibitor,Nuclear factor-κB,inhibit,DMAPT,Nuclear factor-kappaB
(1S,2R,4R,7~{Z},11S,12S)-12-[(dimethylamino)methyl]-4,8-dimethyl-3,14-dioxatricyclo[9.3.0.0^{2,4}]tetradec-7-en-13-one
Oxireno[9,10]cyclodeca[1,2-b]furan-9(1aH)-one, 8-[(dimethylamino)methyl]-2,3,6,7,7a,8,10a,10b-octahydro-1a,5-dimethyl-, (1aR,4E,7aS,8S,10aS,10bR)-
[Molecular Formula]

C17H27NO3
[MDL Number]

MFCD32062837
[MOL File]

870677-05-7.mol
[Molecular Weight]

293.4
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO, Ethyl acetate, or Ethanol.
[form ]

solid
[color ]

White
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO, ethanol, or ethyl acetate may be stored at -20° for up to 1 month.
[InChIKey]

UJNSFDHVIBGEJZ-SQJADDCJSA-N
[SMILES]

C/C1=C\CC[C@](O2)(C)[C@@]2([H])[C@@H](OC([C@@H]3CN(C)C)=O)[C@@]3([H])CC1
Safety DataBack Directory
[WGK Germany ]

WGK 3
[HS Code ]

2932209090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Skin Sens. 1
Hazard InformationBack Directory
[Description]

DMAPT (870677-05-7) is a water soluble analog of the natural plant product parthenolide (Cat.# 10-2096) which suppresses in vivo tumor growth of two tobacco-associated neoplasms, lung and bladder cancer. It inhibits NFκB and stimulates the formation of reactive oxygen species which induced the activation of JNK.1 In non-small cell lung cancers DMAPT inhibits NFκB and DNA double-strand break repair.2
[Uses]

DMAPT is a parthenolide derivative that functions as an antileukemic and cytotoxic agents.
[in vivo]

Treatment with DMAPT (100 mg/kg, Oral gavage daily for 7 days) increases sensitivity of PC-3 tumor xenografts to X-rays[2].
DMAPT (100 mg/kg, Oral gavage thrice weekly from 42 to 300 days since birth) treatment slows normal tumor development in TRAMP mice, extending the time-to-palpable prostate tumor by 20%[3].
DMAPT further reduces the metastatic area below that of the water vehicle treatment group in lung tissues (0.10% ± 0.15 SD, 92% reduction, p = 0.0028) in TRAMP mice[3].

[References]

1) Shanmugam?et al. (2011),?A water soluble parthenolide analog suppresses in vivo tumor growth of two tobacco-associated cancers, lung and bladder cancer, by targeting NFκB and generating reactive oxygen species; Int. J. Cancer,?128?2481 2) Estrabrook?et al. (2011),?Inhibition of NF-κB and DNA double-strand break repair by DMAPT sensitizes non-small-cell lung cancers to X-rays; Free Radic. Biol. Med.,?51?2249
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