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SML1770

Sigma-Aldrich

PhiKan083 hydrochloride

≥98% (HPLC)

Synonym(s):

9-Ethyl-N-methyl-9H-Carbazole-3-methanamine hydrochloride, PK-083 hydrochloride, PK083 hydrochloride, PhiKan-083 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H18N2 · HCl
CAS Number:
1050480-30-2
Molecular Weight:
274.79
MDL number:
MFCD07168924
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CNCC1=CC2=C(C=C1)N(CC)C3=C2C=CC=C3.[H]Cl

Biochem/physiol Actions

PhiKan083 is a small molecule that binds within a cavity on the surface of Y220C-mutated p53. This mutation, which is not involved in DNA interaction, causes a destabilization of the protein. PhiKan083 binding acts to stabilize the mutant p53 and slow the rate of denaturation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Frank M Boeckler et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(30), 10360-10365 (2008-07-25)
The tumor suppressor p53 is mutationally inactivated in approximately 50% of human cancers. Approximately one-third of the mutations lower the melting temperature of the protein, leading to its rapid denaturation. Small molecules that bind to those mutants and stabilize them
Matthias R Bauer et al.
ACS chemical biology, 11(8), 2265-2274 (2016-06-09)
Many oncogenic mutants of the tumor suppressor p53 are conformationally unstable, including the frequently occurring Y220C mutant. We have previously developed several small-molecule stabilizers of this mutant. One of these molecules, PhiKan083, 1-(9-ethyl-9H-carbazole-3-yl)-N-methylmethanamine, binds to a mutation-induced surface crevice with
Joana Soares et al.
Oncotarget, 7(4), 4326-4343 (2016-01-07)
Restoration of the p53 pathway, namely by reactivation of mutant (mut) p53, represents a valuable anticancer strategy. Herein, we report the identification of the enantiopure tryptophanol-derived oxazoloisoindolinone SLMP53-1 as a novel reactivator of wild-type (wt) and mut p53, using a

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