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
- PK 11195;PK 11195 PERIPHERAL BENZODIAZE;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;1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE;n-methyl-n-(1-methylpropyl)-1-(2-chlorophenyl)isoquinoline-3-carboxamide;3-Isoquinolinecarboxamide, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-
- CBNumber:
- CB6102434
- Molecular Formula:
- C21H21ClN2O
- Molecular Weight:
- 352.86
- MDL Number:
- MFCD00069334
- MOL File:
- 85532-75-8.mol
- MSDS File:
- SDS
| 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) |
| FDA UNII | YNF83VN1RL |
1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE price More Price(26)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C0424 | PK 11195 | 85532-75-8 | 10mg | $132 | 2024-03-01 | Buy |
| Sigma-Aldrich | C0424 | PK 11195 | 85532-75-8 | 50mg | $287.4 | 2024-03-01 | Buy |
| Sigma-Aldrich | 5.05981 | PK11195 - CAS 85532-75-8 - Calbiochem | 85532-75-8 | 10mg | $104 | 2024-03-01 | Buy |
| Cayman Chemical | 10525 | PK 11195 ≥98% | 85532-75-8 | 10mg | $81 | 2024-03-01 | Buy |
| Cayman Chemical | 10525 | PK 11195 ≥98% | 85532-75-8 | 50mg | $278 | 2024-03-01 | Buy |
1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Chemical Properties,Uses,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) Le Fur, et al.; (1983) Peripheral benzodiazepine binding sites: effect of PK 11195, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide. I. In vitro studies; Life Sci., 32 1839 2) Le Fur et al.; (1983) Peripheral benzodiazepine binding sites: effect of PK 11195, 1-(2-chlorophenyl)-N-methyl-N-(1-methylpropyl)-3-isoquinolinecarboxamide. II. In vivo studies; Life Sci., 32 1849 3) Gonzalez-Polo et al. (2005) PK11195 potently sensitizes to apoptosis induction independently from the peripheral benzodiazepine receptor; Oncogene, 24 7503 4) Walter et al. (2005) 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; Blood, 106 3584 5) Chelli et al. (2004) Peripheral benzodiazepine receptor ligands:mitochondrial transmembrane potential depolarization and apoptosis induction in rat C6 glioma cells; Biochem. Pharmacol., 68 125 6) Sutter et al. (2004) 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. Hepatol., 120 1212 7) Maaser et al. (2001) Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human colorectal cancer cells; Br. J. Cancer, 85 1771
1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Preparation Products And Raw materials
Raw materials
Preparation Products
1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Mainchem Co., Ltd. | +86-0592-6210733 | sale@mainchem.com | China | 32360 | 55 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Shanghai Tauto Biotech Co., Ltd. | 021-51320588 | tauto@tautobiotech.com | China | 3989 | 66 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9709 | 58 |
| Beijing Jin Ming Biotechnology Co., Ltd. | 010-60605840 18892239720 | psaitong@jm-bio.com | China | 12308 | 58 |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400-6387771-6038 18902104717 | sales@heowns.com | China | 20522 | 60 |
85532-75-8(1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE)Related Search:
1of4