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K4019

Sigma-Aldrich

KHS101

≥98% (HPLC)

Synonym(s):

N4-isobutyl-N2-((2-phenylthiazol-4-yl)methyl)pyrimidine-2,4-diamine

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About This Item

Empirical Formula (Hill Notation):
C18H21N5S
CAS Number:
1262770-73-9
Molecular Weight:
339.46
MDL number:
MFCD18206916
UNSPSC Code:
12352200
PubChem Substance ID:
329817142
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

off-white to light brown

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

CC(C)CNC1=NC(NCC2=CSC(C3=CC=CC=C3)=N2)=NC=C1

InChI

1S/C18H21N5S/c1-13(2)10-20-16-8-9-19-18(23-16)21-11-15-12-24-17(22-15)14-6-4-3-5-7-14/h3-9,12-13H,10-11H2,1-2H3,(H2,19,20,21,23)

InChI key

DGRJOOOHPBSAHD-UHFFFAOYSA-N

Biochem/physiol Actions

KHS101 is a small molecule differentiator of neuronal differentiation: TACC3 binder.
KHS101 is a small molecule that drives neuronal differentiation of hippocampal neuronal progenitor cells (NPC). Treatment of NPCs with KHS101 induces expression of the neurogenic transcription factor NeuroD and the neuronal marker Tuj1, and exhibit neuronal morphology and spiking activity (EC50 1 uM). KHS101 binds tightly to TACC3, which is a structural component of the centrosome and mitotic spindle apparatus. TACC3 loss of function studies in mice and stem cells suggest that TACC3 controls progenitor cell expansion and terminal differentiation during development.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H413

Precautionary Statements

P273 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Julia Petschnigg et al.
Journal of molecular biology, 429(2), 280-294 (2016-12-14)
The epidermal growth factor receptor (EGFR) is a receptor tyrosine kinase (TK) that-once activated upon ligand binding-leads to receptor dimerization, recruitment of protein complexes, and activation of multiple signaling cascades. The EGFR is frequently overexpressed or mutated in various cancers

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