ChemicalBook--->CAS DataBase List--->914913-88-5

914913-88-5

914913-88-5 Structure

914913-88-5 Structure
IdentificationBack Directory
[Name]

PaloMid 529 (P529)
[CAS]

914913-88-5
[Synonyms]

P529
CS-448
SG 00529
PaloMid 529
PaloMid 529 (P529)
Palomid 529, >=98%
Palomid 529 - SG 00529
PaloMid 529 (P529) USP/EP/BP
Palomid 529 (P-529, SG00-529)
P529; PALOMID529; P 529; PALOMID-529; P-529
Palomid 529, 98%, a novel potent inhibitor of both the mTORC1 and mTORC2
3-(4-methoxybenzyloxy)-8-(1-hydroxyethyl)-2-methoxy-6H-benzo[c]chromen-6-one
8-(1-Hydroxyethyl)-2-Methoxy-3-((4-Methoxybenzyl)oxy)-6H-benzo[c]chroMen-6-one
8-(1-hydroxyethyl)-2-methoxy-3-[(4-methoxyphenyl)methoxy]benzo[c]chromen-6-one
8-(1-Hydroxyethyl)-2-methoxy-3-[(4-methoxyphenyl)methoxy]-6H-dibenzo[b,d]pyran-6-one
6H-Dibenzo[b,d]pyran-6-one, 8-(1-hydroxyethyl)-2-methoxy-3-[(4-methoxyphenyl)methoxy]-
8-(1-Hydroxyethyl)-2-methoxy-3-[(4-methoxyphenyl)methoxy]-6H-dibenzo[b,d]pyran-6-one Palomid 529 (P529) SG 00529
[EINECS(EC#)]

806-313-6
[Molecular Formula]

C24H22O6
[MDL Number]

MFCD18633224
[MOL File]

914913-88-5.mol
[Molecular Weight]

406.428
Chemical PropertiesBack Directory
[Boiling point ]

614.0±55.0 °C(Predicted)
[density ]

1.280
[storage temp. ]

?20°C
[solubility ]

DMSO: soluble10mg/mL, clear
[form ]

powder
[pka]

11.79±0.20(Predicted)
[color ]

white to beige
[InChI]

1S/C24H22O6/c1-14(25)16-6-9-18-19-11-22(28-3)23(12-21(19)30-24(26)20(18)10-16)29-13-15-4-7-17(27-2)8-5-15/h4-12,14,25H,13H2,1-3H3
[InChIKey]

YEAHTLOYHVWAKW-UHFFFAOYSA-N
[SMILES]

[o]1c2c(c4c([c]1=O)cc(cc4)C(O)C)cc(c(c2)OCc3ccc(cc3)OC)OC
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
[RTECS ]

HP8756500
[HS Code ]

29322090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Hazard InformationBack Directory
[Uses]

Palomid 529 is a novel non-steroidal small molecule inhibitor
[Biological Activity]

Palomid 529 (P529) inhibits the mTORC1 and mTORC2 complexes and reduces the phosphorylation of pAktS473, pGSK3βS9 and pS6, but has no effect on pMAPK and pAktT308. Phase 1.
[Enzyme inhibitor]

This novel Akt inhibitor (FW = 406.43 g/mol; CAS 914913-88-5; Solubility: 80 mg/mL DMSO; <1 mg/mL H2O or Ethanol; Abbreviation: P529), also named 8- (1-hydroxyethyl) -2-methoxy-3- (4-methoxybenzyloxy) benzo[c]chromen-6-one, inhibits tumor angiogenesis, vascular permeability, and tumour growth. P529 has the additional benefit of blocking pAktS473 signaling consistent with blocking TORC2 in all cells and thus bypassing feedback loops that lead to increased Akt signaling in some tumor cells. P529 significantly enhance the antiproliferative effect of radiation in prostate cancer PC-3 cells. Analysis of signal transduction pathways targeted by P529 exhibited a decrease in p-Akt, VEGF, MMP-2, MMP-9, and Id-1 levels after radiation treatment. Palomid 529 is an effective suppressor of Müller cell proliferation, glial scar formation, and photoreceptor cell death in a rabbit model of retinal detachment, or RD. Palomid 529 significantly suppresses breast cancer susceptibility gene (Brca1) -deficient tumor growth in mice through inhibition of both Akt and mTOR signaling.
[in vivo]

Palomid 529 (200 mg/kg/2d) inhibits C6V10 glioma tumor growth in nude mice following i.p. dosing. Analysis of signaling within the tumor lysates reveals that Palomid 529 (P529) also reduces AktS473 but not AktT308 signaling[1]. Palomid 529 (RES-529) has shown antitumor activity in a variety of mouse models, including those for glioblastoma, and prostate and breast cancer. In a C6V10 glioblastoma subcutaneous xenograft model, mice pretreated with Palomid 529 (200 mg/kg/2 days, intraperitoneal) 1 week before and for 3 weeks after a tumor cell injection showed an ~70% decrease in tumor volume compared with the control. In another glioblastoma tumor model using human U87 cells, mice treated with micronized Palomid 529 3 days after a tumor cell injection showed a reduction in tumor growth by ~78 and 29% with 50 and 25 mg/kg/2 days, intraperitoneal, Palomid 529, respectively, after 24 days compared with the control[2]. Palomid 529 (P529) is able to reduce tumor growth in a dose-dependent manner both in PC3 and 22rv1 xenografts. A 10, 47.6, and 59.3% reduction of tumor mass is demonstrated in mice bearing PC3 xenografts receiving 50, 100, and 200 mg/kg Palomid 529 respectively and a 9, 38.7, and 51.5% reduction of tumor mass in mice bearing 22rv1 xenografts receiving 50, 100, and 200 mg/kg Palomid 529 respectively[3].

[target]

mTORC1
[IC 50]

TORC1; TORC2
Spectrum DetailBack Directory
[Spectrum Detail]

PaloMid 529 (P529)(914913-88-5)1HNMR
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