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Merck
CN

A7479

5-AIQ hydrochloride

≥97% (HPLC), solid

Synonym(s):

5-Aminoisoquinolinone hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H9ClN2O
CAS Number:
Molecular Weight:
196.63
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
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Product Name

5-AIQ hydrochloride, ≥97% (HPLC), solid

InChI

1S/C9H8N2O.ClH/c10-8-3-1-2-7-6(8)4-5-11-9(7)12;/h1-5H,10H2,(H,11,12);1H

SMILES string

Cl[H].Nc1cccc2C(=O)NC=Cc12

InChI key

KWNLARCFSYAXLT-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

solid

color

tan

solubility

DMSO: >20 mg/mL
H2O: >20 mg/mL

storage temp.

−20°C

Application

5-AIQ hydrochloride is an inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1). 5-AIQ hydrochloride was used in a study that determined PARP inhibitors have antiangiogenic effects, which may have tremendous clinical implications for the treatment of various cancers and certain retinopathies.

Biochem/physiol Actions

5-AIQ hydrochloride is an inhibitor of poly (ADP-ribose) polymerase-1 (PARP-1).

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Mohanraj Rajesh et al.
Biochemical and biophysical research communications, 350(4), 1056-1062 (2006-10-19)
Inhibitors of poly(ADP-ribose)polymerase (PARP), a nuclear enzyme involved in regulating cell death and cellular responses to DNA repair, show considerable promise in the treatment of cancer both in monotherapy as well as in combination with chemotherapeutic agents and radiation. We
Ming Li et al.
Pathobiology : journal of immunopathology, molecular and cellular biology, 76(3), 108-116 (2009-05-27)
The current study was designed to test the hypothesis that inhibition of poly(ADP-ribose) polymerase in colorectal cancer mediates down-regulation of metastasis-related gene expression through the regulation of nuclear factor-kappaB (NF-kappaB) activity. Mouse colon carcinoma cells (CT26) were treated with and
Adrian C Nicolescu et al.
Biochemical and biophysical research communications, 387(4), 646-650 (2009-07-22)
Matrix metalloproteinase-2 (MMP-2), a ubiquitously expressed zinc-dependent endopeptidase, and poly(ADP-ribosyl) polymerase (PARP), a nuclear enzyme regulating DNA repair, are activated by nitroxidative stress associated with various pathologies. As MMP-2 plays a detrimental role in heart injuries resulting from enhanced nitroxidative
Yi Yuan et al.
Journal of tissue engineering and regenerative medicine, 13(9), 1499-1506 (2019-02-28)
Adipose tissues regenerated using tissue engineering chambers (TECs) show the potential for applications in reconstruction of soft tissue defects. Previous studies have shown that early inflammation plays a key role in angiogenesis and adipogenesis required for adipose tissue generation. However
Arnaud J Legrand et al.
PloS one, 8(2), e55883-e55883 (2013-02-14)
Ets-1 is a transcription factor that regulates many genes involved in cancer progression and in tumour invasion. It is a poor prognostic marker for breast, lung, colorectal and ovary carcinomas. Here, we identified poly(ADP-ribose) polymerase-1 (PARP-1) as a novel interaction

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