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1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide manufacturers
- PK 11195
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- $30.00
-
2026-07-14
- CAS:85532-75-8
- Purity: 99.93%
- Supply Ability: 10g
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| | 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide Basic information |
| Product Name: | 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide | | Synonyms: | 1-(2-chlorophenyl)-n-methyl-n-(1-methylpropyl)-3-isoquinolinecarboxamid;n-methyl-n-(1-methylpropyl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide;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 | | CAS: | 85532-75-8 | | MF: | C21H21ClN2O | | MW: | 352.86 | | EINECS: | | | Product Categories: | Miscellaneous Compounds | | Mol File: | 85532-75-8.mol |  |
| | 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide Chemical Properties |
| 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. | | 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 | | InChIKey | RAVIZVQZGXBOQO-UHFFFAOYSA-N | | SMILES | Clc1c(cccc1)c2nc(cc3c2cccc3)C(=O)N(C(CC)C)C | | CAS DataBase Reference | 85532-75-8(CAS DataBase Reference) |
| WGK Germany | 3 | | RTECS | NW6987000 | | Storage Class | 11 - Combustible Solids |
| | 1-(2-Chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide Usage And Synthesis |
| 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 |
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