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Key Documents

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C0424

Sigma-Aldrich

PK 11195

Sinónimos:

1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide

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About This Item

Fórmula empírica (notación de Hill):
C21H21ClN2O
Número de CAS:
85532-75-8
Peso molecular:
352.86
MDL number:
MFCD00069334
UNSPSC Code:
12352200
PubChem Substance ID:
24278822
NACRES:
NA.77

form

powder

Quality Level

200

SMILES string

CCC(C)N(C)C(=O)c1cc2ccccc2c(n1)-c3ccccc3Cl

InChI

1S/C21H21ClN2O/c1-4-14(2)24(3)21(25)19-13-15-9-5-6-10-16(15)20(23-19)17-11-7-8-12-18(17)22/h5-14H,4H2,1-3H3

InChI key

RAVIZVQZGXBOQO-UHFFFAOYSA-N

Gene Information

human ... BZRAP1(9256) , TSPO(706)
rat ... Gabra2(29706) , Tspo(24230)

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Application

PK 11195 has been used as an inhibitor of peripheral benzodiazepine receptor (PBR) homologs in primitive erythrocytes of embryos and in osteosarcoma cytoplasmic hydrids. It has also been used as an unlabelled competitive binder in in vitro autoradiography experiments in cardiac tissue sections.

Biochem/physiol Actions

PK 11195 is a peripheral benzodiazepine antagonist. It is also an antagonist for human constitutive androstane receptor (hCAR) and human pregnane X receptor (PXR). In human primary hepatocytes, PK 11195 upon demethylation elicits agonist functionality towards the receptor hCAR. PK 11195 also antagonise B-cell lymphoma 2 (Bcl-2) and may serve as a potential compound for mitochondrial targeting therapies and in the treatment of cholangiocarcinoma.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Justin V Louis et al.
Neuropharmacology, 118, 167-174 (2017-03-21)
Adaptor-associated kinase 1 (AAK1), a member of the Ark1/Prk1 family of serine/threonine kinases, plays a role in modulating clatherin coated endocytosis of specific surface receptors. We have demonstrated that AAK1 inhibitors are efficacious in rodent models of neuropathic pain (Kostich
Soria Iatmanen-Harbi et al.
International journal of molecular sciences, 20(6) (2019-03-25)
The optimization of translocator protein (TSPO) ligands for Positron Emission Tomography as well as for the modulation of neurosteroids is a critical necessity for the development of TSPO-based diagnostics and therapeutics of neuropsychiatrics and neurodegenerative disorders. Structural hints on the
Eryn L Werry et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 96, 186-192 (2016-10-28)
The 18kDa translocator protein (TSPO) is a target for novel glioblastoma therapies due to its upregulation in this cancer and relatively low levels of expression in the healthy cortex. The pyrazolo[1,5-a]pyrimidine acetamides, exemplified by DPA-713 and DPA-714, are a class
PBRL, a putative peripheral benzodiazepine receptor, in primitive erythropoiesis
Nakazawa F, et al.
Gene Expression Patterns, 9(2), 114-121 (2009)
18-kDa translocator protein ligand 18 F-FEMPA: biodistribution and uptake into atherosclerotic plaques in mice
Hellberg S, et al.
Journal of Nuclear Cardiology : Official Publication of the American Society of Nuclear Cardiology, 24(3), 862-871 (2017)
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