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A7479

Sigma-Aldrich

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:
93117-07-8
Molecular Weight:
196.63
MDL number:
MFCD03452659
UNSPSC Code:
12352202
PubChem Substance ID:
24724396
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

solid

color

tan

solubility

DMSO: >20 mg/mL
H2O: >20 mg/mL

storage temp.

−20°C

SMILES string

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

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

InChI key

KWNLARCFSYAXLT-UHFFFAOYSA-N

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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
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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