ChemicalBook CAS DataBase List 1394011-91-6

1394011-91-6

Name	UC2288
CAS	1394011-91-6
Molecular Formula	C20H18ClF6N3O2
MDL Number	MFCD28139634
Molecular Weight	481.82
MOL File	1394011-91-6.mol

Chemical Properties

Melting point	176.5-177.9 °C(Solvent: Methanol)
Boiling point	491.9±45.0 °C(Predicted)
density	1.45±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMF: 25 mg/ml; DMSO: 25 mg/ml; Ethanol: 25 mg/ml
form	A solid
pka	12.88±0.40(Predicted)
color	White to off-white
InChIKey	ISPSOOYSNVVMMB-MQMHXKEQSA-N
SMILES	O=C(N[C@@H]1CC[C@@H](OC2=CC=C(C=N2)C(F)(F)F)CC1)NC3=CC(C(F)(F)F)=C(Cl)C=C3

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319
Precautionary statements	P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

UC2288 is a potent and orally active p21 attenuator (relatively selective activity for p21), which is synthesized based Sorafenib (HY-10201). UC2288 potently inhibits cancer cell growth by inducing apoptosis. UC2288 has no inhibition of VEGFR2 and Raf kinases even at 10 μM[1].

Biological Activity

Cell permeable: yes

in vivo

UC2888 (oral gavage; 15 mg/kg; 3 times a week; 4 weeks) co-treatment with imetelstat significantly suppresses tumor growth and does not effect mice weight^[2].UC2288 (intraperitoneal injection; 10 mg/kg; 4 times in 7 days) attenuates MPTP-induced behavioral impairment, prevents activation of MAPK pathway in the MPTP-treated mice brain. MPTP treatment raises TNF-α, IL-6 and IL-1β levels in MPTP treated mice brain, but UC2288 signicantly decreases MPTP-induced TNF-α, IL-6 levels, but IL-1β is not decreased in brain^[3].

Animal Model:	Eight-week old, athymic nude (NCr nu/nu) mice injected subcutaneously with HCT116 and ACHN cancer cells(2.5x10⁶)^[2]
Dosage:	15 mg/kg
Administration:	Oral gavage; 3 times a week; 4 weeks; co-treatment with imetelstat
Result:	Combined treatment with imetelstat synergistically inhibited tumor growth in mice.

Animal Model:	MPTP-induced C57BL6 Parkinson’s disease mice model^[3]
Dosage:	10 mg/kg
Administration:	Intraperitoneal?injection; 4 times in 7 days
Result:	Ameliorated MPTP induced PD progression through inhibition of neuroinammation.

References

[1] Hiromi I Wettersten, et al. A Novel p21 Attenuator Which Is Structurally Related to Sorafenib. Cancer Biol Ther.?2013 Mar;14(3):278-85. DOI:10.4161/cbt.23374
[2] Romi Gupta, et al. Synergistic tumor suppression by combined inhibition of telomerase and CDKN1A. Proc Natl Acad Sci U S A. 2014 Jul 29;111(30):E3062-71. DOI:10.1073/pnas.1411370111
[3] Jun Hyung Im, et al. p21 inhibitor UC2288 ameliorates MPTP induced Parkinson’s disease progression through inhibition of oxidative stress and neuroinammation. Translational Medicine.Neurobiology of Disease

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