Skip to Content
Merck
All Photos(1)

Documents

S5826

Sigma-Aldrich

SYUIQ-5

≥98% (HPLC)

Synonym(s):

N′-(10H-Indolo [3,2-b]quinolin-11-yl)-N, N-dimethyl-propane-1,3-diamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C20H22N4
CAS Number:
188630-47-9
Molecular Weight:
318.42
MDL number:
MFCD17215940
UNSPSC Code:
12352200
PubChem Substance ID:
329824555
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

yellow

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

CN(C)CCCNc1c2ccccc2nc3c4ccccc4[nH]c13

InChI

1S/C20H22N4/c1-24(2)13-7-12-21-18-14-8-3-5-10-16(14)22-19-15-9-4-6-11-17(15)23-20(18)19/h3-6,8-11,23H,7,12-13H2,1-2H3,(H,21,22)

InChI key

CTDCVGDSVHUYMA-UHFFFAOYSA-N

Application

SYUIQ-5 may be used in autophagy and DNA damage-inducing cell signaling studies.

Biochem/physiol Actions

SYUIQ-5 is a Cryptolepine derivative, which induces and stabilizes G-quadruplexes. In CNE2 and HeLa cancer cells SYUIQ-5 triggers rapid and potent telomere DNA damage through TRF2 delocalization from telomeres and induces cell death by autophagy. In low concentration the compound caused senescence and telomere shortening. It is a potent cytotoxic agent.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Andrea Funke et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(9), 3170-3181 (2016-01-26)
The interaction of phenyl-substituted indolo[3,2-b]quinolines with DNA G-quadruplexes of different topology were studied by using a combination of spectroscopic and calorimetric methodologies. N5-Methylated indoloquinoline derivatives ((Me) PIQ) with an aminoalkyl side chain exhibit high affinities for the parallel-stranded MYC quadruplex
Cindy K Miranti et al.
Oncotarget, 11(19), 1758-1776 (2020-06-02)
The androgen receptor (AR) is a major driver of prostate cancer development and progression. Men who develop advanced prostate cancer often have long-term cancer control when treated with androgen-deprivation therapies (ADT). Still, their disease inevitably becomes resistant to ADT and
Mary E Gagou et al.
Oncotarget, 5(22), 11381-11398 (2014-11-02)
Unwinding duplex DNA is a critical processing step during replication, repair and transcription. Pif1 are highly conserved non-processive 5'->3' DNA helicases with well-established roles in maintenance of yeast genome stability. However, the function of the sole member of Pif1 family

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service