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Merck
CN

D5314

DPQ

≥98% (HPLC), solid

Synonym(s):

3,4-Dihydro-5-[4-(1-piperidinyl)butoxyl]-1(2H)-isoquinolinone

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About This Item

Empirical Formula (Hill Notation):
C18H26N2O2
CAS Number:
Molecular Weight:
302.41
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
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biological source

synthetic (organic)

Quality Level

assay

≥98% (HPLC)

form

solid

mp

107-109  °C

solubility

DMSO: 1 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

N3(CCCCC3)CCCCOc1c2c(ccc1)C(=O)NCC2

InChI

1S/C18H26N2O2/c21-18-16-7-6-8-17(15(16)9-10-19-18)22-14-5-4-13-20-11-2-1-3-12-20/h6-8H,1-5,9-14H2,(H,19,21)

InChI key

RVOUDNBEIXGHJY-UHFFFAOYSA-N

Application

DPQ has been used as a PARP1 (poly(ADP-ribose) polymerase 1) inhibitor in in vivo studies to determine the loss of γ-H2AX (H2A histone family member X) upon irradiation.

Biochem/physiol Actions

3,4-Dihydro-5-[4-(1-piperidinyl)butoxyl]-1(2H)-isoquinolinone (DPQ) is known to decrease the PARP 1 (poly(ADP-ribose) polymerase 1) mediated apoptosis under the influence of ischemia. It is considered as more effective inhibitor than the traditionally used PARP1 inhibitor 3-aminobenzamide.
DPQ is a very potent poly(ADP-ribose) polymerase (PARP) inhibitor.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M J Suto et al.
Anti-cancer drug design, 6(2), 107-117 (1991-05-01)
A series of dihydroisoquinolinones, formally rigid analogs of 3-substituted benzamides, and a series of 2,3-disubstituted benzamides were synthesized and evaluated as inhibitors of poly(ADP-ribose) polymerase. The results indicated that the orientation of the amide with respect to the substituent on
Emad A Ahmed et al.
Mutation research, 683(1-2), 84-90 (2009-11-06)
The repair of DNA double strand breaks (DSBs) in male germ cells is slower and differently regulated compared to that in somatic cells. Round spermatids show DSB repair and are radioresistant to apoptosis induction. Mutation induction studies using ionizing irradiation
Emad A Ahmed et al.
DNA and cell biology, 40(2), 209-218 (2020-12-19)
Poly (ADP-ribose) polymerase-1 (Parp1) is a member of nuclear enzymes family involved in to the response to genotoxic stresses, DNA repair, and is critical for the maintenance of genome stability. During gametogenesis, genome stability is essential for inheritance and formation
Advances in Neonatal Care : Official Journal of the National Association of Neonatal Nurses, 29-29 (2012)
Ujval Anilkumar et al.
PloS one, 12(11), e0188343-e0188343 (2017-11-18)
Cell death induced by excessive glutamate receptor overactivation, excitotoxicity, has been implicated in several acute and chronic neurological disorders. While numerous studies have demonstrated the contribution of biochemically and genetically activated cell death pathways in excitotoxic injury, the factors mediating

Global Trade Item Number

SKUGTIN
D5314-1MG04061826674529
D5314-5MG04061833270462

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