ChemicalBook > CAS DataBase List > 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE

1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE

Product Name: 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE
CAS No.: 85532-75-8
Chemical Name: 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE
Synonyms: pk11995;PK 11195;PK 11195(RP 52028);PK 11195 PERIPHERAL BENZODIAZE;PK11195, benzodiazepine receptor antagonist;1-(2-chlorophenyl)-N-methyl-*N-(1-methylpropyl)-3;chlorophenylmethyl(1-methylpropyl)isoquinolinecarboxamide;1-(2-Chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide;1-(2-chlorophenyl)-n-methyl-n-(1-methylpropyl)-3-isoquinolinecarboxamid;N-Methyl-N-(1-methylpropyl)-1-(2-chlorophenyl)-3-isoquinolinecarboxamide
CBNumber: CB6102434
Molecular Formula: C21H21ClN2O
Formula Weight: 352.86
MOL File: 85532-75-8.mol

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1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Property

Boiling point:: 511.7±45.0 °C(Predicted)
Density: 1.179±0.06 g/cm3(Predicted)
storage temp.: Store at RT
solubility: Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 15 mg/ml).
form: White crystalline powder.
pka: 1.76±0.50(Predicted)
color: White
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored under nitrogen or argon at -20° for up to 1 month.
CAS DataBase Reference: 85532-75-8(CAS DataBase Reference)

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Safety

WGK Germany: 3
RTECS: NW6987000

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C0424
Product name: PK 11195
Packaging: 10mg
Price: $143
Updated: 2025/07/31

Sigma-Aldrich

Product number: C0424
Product name: PK 11195
Packaging: 50mg
Price: $492
Updated: 2025/07/31

Sigma-Aldrich

Product number: 5.05981
Product name: PK11195 - CAS 85532-75-8 - Calbiochem
Packaging: 10mg
Price: $91
Updated: 2025/07/31

Cayman Chemical

Product number: 10525
Product name: PK 11195
Purity: ≥98%
Packaging: 10mg
Price: $81
Updated: 2024/03/01

Cayman Chemical

Product number: 10525
Product name: PK 11195
Purity: ≥98%
Packaging: 50mg
Price: $278
Updated: 2024/03/01

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1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Chemical Properties,Usage,Production

Description

PK-11195 (85532-75-8) is a selective and potent peripheral benzodiazepine receptor, PBR (or TSPO, translocator protein) antagonist.1,2 It has been shown to chemosensitize tumor cells to a variety of chemotherapeutic agents via PBR-independent pathways.3,4 PK-11195 is also able to induce apoptosis in a variety of cell lines.5-7

Uses

PK 11195 is a high affinity peripheral benzodiazepine receptor (PBR) ligand. PK 11195 has been shown to regulate protein phosphorylation in rat brain mitochondria under control of Ca2+. PK11195 promotes mitochondrial apoptosis and blocks P-glycoprotein (Pgp)-mediated drug efflux to chemosensitize cancer cells.

Definition

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of 1-(2-chlorophenyl)isoquinoline-3-carboxylic acid with the amino group of sec-butylmethylamine

Biological Activity

Possesses high affinity for the MDR (peripheral benzodiazepine receptor) without binding to other known neurotransmitter receptors.

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

Room temperature

References

[1] Peripheral benzodiazepine binding sites: effect of PK 11195, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide. I. In vitro studies
[2] Peripheral benzodiazepine binding sites: effect of PK 11195, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide. II. In vivo studies
[3] ROSA-ANA GONZALEZ-POLO. PK11195 potently sensitizes to apoptosis induction independently from the peripheral benzodiazepin receptor[J]. Oncogene, 2005, 24 51: 7503-7513. DOI:10.1038/sj.onc.1208907
[4] ROLAND B WALTER. PK11195, a peripheral benzodiazepine receptor (pBR) ligand, broadly blocks drug efflux to chemosensitize leukemia and myeloma cells by a pBR-independent, direct transporter-modulating mechanism.[J]. Blood, 2005, 106 10: 3584-3593. DOI:10.1182/blood-2005-02-0711
[5] BEATRICE CHELLI . Peripheral benzodiazepine receptor ligands: mitochondrial transmembrane potential depolarization and apoptosis induction in rat C6 glioma cells[J]. Biochemical pharmacology, 2004, 68 1: Pages 125-134. DOI:10.1016/j.bcp.2004.03.008
[6] ANDREAS P. SUTTER . Peripheral benzodiazepine receptor ligands induce apoptosis and cell cycle arrest in human hepatocellular carcinoma cells and enhance chemosensitivity to paclitaxel, docetaxel, doxorubicin and the Bcl-2 inhibitor HA14-1[J]. Journal of Hepatology, 2004, 41 5: Pages 799-807. DOI:10.1016/j.jhep.2004.07.015
[7] K MAASER. Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human colorectal cancer cells[J]. British Journal of Cancer, 2001, 85 11: 1771-1780. DOI:10.1054/bjoc.2001.2181

1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Suppliers

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85532-75-8, 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDERelated Search:

6-METHYL-2-PICOLYL-METHYLAMINE 2-Picolylamine 6-Methyl-2-pyridinemethanamine 2-METHYL-6-PHENYLPYRIDINE 1-METHYLISOQUINOLINE 1-Tetradecanol PYRIDINE-2-CARBOXAMIDE 3-Methylisoquinoline METHYLPYRIDIN-2-YLMETHYLAMINE DIHYDROCHLORIDE 3-isoquinolinecarboxaldehyde 1-(2-CHLOROPHENYL)-N-(1-METHYLPROPYL)-ISOQUINOLINE-3-CARBOXAMIDE Phenylisoquinoline CHEMBRDG-BB 9070750 N-(pyridin-2-ylmethyl)propan-1-amine 6-(4-fluorophenyl)pyridine-2-carbaldehyde 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE 2-Pyridinecarboxamide,6-methyl-(9CI) (R)-PK11195

1-(2-chlorophenyl)-n-methyl-n-(1-methylpropyl)-3-isoquinolinecarboxamid

n-methyl-n-(1-methylpropyl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide

1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE

PK 11195

1-(2-chlorophenyl)-N-methyl-*N-(1-methylpropyl)-3

PK 11195 PERIPHERAL BENZODIAZE

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

chlorophenylmethyl(1-methylpropyl)isoquinolinecarboxamide

N-Methyl-N-(1-methylpropyl)-1-(2-chlorophenyl)-3-isoquinolinecarboxamide

3-Isoquinolinecarboxamide, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-

PK 11195(RP 52028)

PK11195, benzodiazepine receptor antagonist

pk11995

85532-75-8

Miscellaneous Compounds