| Chemical & Physical Properties | |
|---|---|
| CAS Number | 693288-97-0 |
| Catalog No. | 2A-0161220 |
| Chinese Name | N-[4-氯-2-[(1,3-二氢-1,3-二氧代-2H-异吲哚-2-基)甲基]苯基]-2-羟基苯甲酰胺 |
| Synonyms | CPPHA; N-(4-chloro-2-((1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl)phenyl)-2-hydroxybenzamide |
| Molecular Formula | C16H11ClN2OS |
| Molecular Weight | 314.796 |
| Purity | 96+ |
| Density | 1.506g/cm3 |
| Boiling Point | 539.7ºC at 760 mmHg |
| Storage Condition | 2-8℃ |
| Application | CPPHA is a positive allosteric modulator of mGluR5. |
| EINECS | 0 |
| HTC | 2925190090 |
| UN(IATA) | 0 |
| PubChem ID | 14904017 |
| MDL Number | MFCD00299164 |
| SMILES | O=C(Nc1ccc(Cl)cc1CN1C(=O)c2ccccc2C1=O)c1ccccc1O |
| InChI | InChI=1S/C22H15ClN2O4/c23-14-9-10-18(24-20(27)17-7-3-4-8-19(17)26)13(11-14)12-25-21(28)15-5-1-2-6-16(15)22(25)29/h1-11,26H,12H2,(H,24,27) |
| InChI Key | UFOUABRZSDGGAZ-UHFFFAOYSA-N |
| MSDS | msds/161220_1_693288_97_0.pdf |
| Bioactivity | CPPHA is a selective positive allosteric modulator of mGluR5 receptor. IC50 Value:Target: mGluRin vitro: The selective mGlu5 receptor positive allosteric modulator, N-{4-chloro-2-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2yl)-methyl]phenyl}-2-hydrobenzamide (CPPHA) potentiated the response to a subthreshold concentration of 3,5-dihydroxy-phenylglycine (DHPG) on extracellular signal-regulated protein kinase (ERK) and cyclic-AMP responsive element-binding protein (CREB) activity, as well as N-methyl d-aspartate (NMDA) receptor subunit NR1 phosphorylation in cortical and hippocampal slices [1]. CPPHA potentiated threshold responses to glutamate in fluorometric Ca(2+) assays 7- to 8-fold with EC(50) values in the 400 to 800 nM range, and at 10 microM shifted mGluR5 agonist concentration-response curves to glutamate, quisqualate, and (R,S)-3,5-dihydroxyphenylglycine (DHPG) 4- to 7-fold to the left. CPPHA (10 microM) potentiated NMDA receptor currents in hippocampal slices induced by threshold levels of DHPG, whereas having no effect on these currents by itself. Similarly, 10 microM CPPHA also potentiated mGluR5-mediated DHPG-induced depolarization of rat subthalamic nucleus neurons [2]. CPPHA induced an increase in basal mGluR5-mediated ERK1/2 phosphorylation and potentiated the effect of low concentrations of agonists. In contrast, CPPHA significantly decreased ERK1/2 phosphorylation induced by high concentrations of agonists [3].in vivo: Related Catalog Research Areas >> Neurological Disease References [1]. Liu F, et al. The effect of mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices. Eur J Pharmacol. 2006 May 1;536(3):262-8. [2]. O'Brien JA, et al. A novel selective allosteric modulator potentiates the activity of native metabotropic glutamate receptor subtype 5 in rat forebrain. J Pharmacol Exp Ther. 2004 May;309(2):568-77. [3]. Zhang Y, et al. Allosteric potentiators of metabotropic glutamate receptor subtype 5 have differential effects on different signaling pathways in cortical astrocytes. J Pharmacol Exp Ther. 2005 Dec;315(3):1212-9. Chemical & Physical Properties Density 1.506g/cm3 Boiling Point 539.7ºC at 760 mmHg Molecular Formula C22H15ClN2O4 Molecular Weight 406.81900 Flash Point 280.201ºC Exact Mass 406.07200 PSA 86.71000 LogP 4.10500 Index of Refraction 1.733 InChIKey UFOUABRZSDGGAZ-UHFFFAOYSA-N SMILES O=C(Nc1ccc(Cl)cc1CN1C(=O)c2ccccc2C1=O)c1ccccc1O Storage condition 2-8℃ |
| Use of | Properties Name N-[4-chloro-2-[(1,3-dioxoisoindol-2-yl)methyl]phenyl]-2-hydroxybenzamide Synonym More Synonyms CPPHA Biological Activity Related Catalog Research Areas >> Neurological Disease References [1]. Liu F, et al. The effect of mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices. Eur J Pharmacol. 2006 May 1;536(3):262-8. [2]. O'Brien JA, et al. A novel selective allosteric modulator potentiates the activity of native metabotropic glutamate receptor subtype 5 in rat forebrain. J Pharmacol Exp Ther. 2004 May;309(2):568-77. [3]. Zhang Y, et al. Allosteric potentiators of metabotropic glutamate receptor subtype 5 have differential effects on different signaling pathways in cortical astrocytes. J Pharmacol Exp Ther. 2005 Dec;315(3):1212-9. Chemical & Physical Properties Exact Mass 406.07200 PSA 86.71000 LogP 4.10500 Index of Refraction 1.733 InChIKey UFOUABRZSDGGAZ-UHFFFAOYSA-N Storage condition 2-8℃ |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Summary 2925190090 other imides and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0% |
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