| Identification | Back Directory | [Name]
ethyl 2-cyano-3-(3,4-dichlorophenyl)acryloylcarbamate | [CAS]
1215849-96-9 | [Synonyms]
FSC 231
(FSC231)
ethyl 2-cyano-3-(3,4-dichlorophenyl)acryloylcarbamate
(E)-ethyl 2-cyano-3-(3,4-dichlorophenyl)acryloylcarbamate
Carbamic acid, N-[(2E)-2-cyano-3-(3,4-dichlorophenyl)-1-oxo-2-propen-1-yl]-, ethyl ester | [Molecular Formula]
C13H10Cl2N2O3 | [MOL File]
1215849-96-9.mol | [Molecular Weight]
313.14 |
| Chemical Properties | Back Directory | [Melting point ]
175-178 °C(Solv: toluene (108-88-3)) | [density ]
1.404±0.06 g/cm3(Predicted) | [storage temp. ]
RT | [solubility ]
Soluble in DMSO (up to 35 mg/ml with warming) or in Ethanol (up to 18 mg/ml with warming) | [form ]
solid | [pka]
7.83±0.46(Predicted) | [color ]
Yellow | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| Hazard Information | Back Directory | [Description]
FSC-231 (1215849-96-9) is the first small-molecule inhibitor of the PDZ domain in protein interacting with C kinase 1 (PICK1). Binds to PICK1 PDZ domain with affinity similar to that of the endogenous peptide ligands (Ki~10.1 μM). Does not bind to PDZ domains of postsynaptic density protein 95 (PSD-95) nor glutamate receptor interacting protein 1 (GRIP1).? Pretreatment of cultured hippocampal neurons inhibits coimmunoprecipitation of the AMPA receptor GluR2 subunit with PICK1. FSC231 accelerated recycling of fluorophore-tagged GluR2 in hippocampal neurons after internalization in response to NMDA receptor activation. Blocks the expression of both long-term depression and long-term potentiation.1,2 Attenuates cocaine seeking in a rodent model.3 Blocks PICK1-induced anti-inflammatory effect in acute liver injury.4 | [Uses]
FSC231 is a PSD‐95/DLG/ZO‐1 (PDZ) domain inhibitor of PICK1. FSC231 has analgesic effects[1]. | [in vivo]
FSC231 (78.40 μg/kg in total, daily, seven times, i.p., 3 h before Paclitaxel) alleviates the Paclitaxel (HY-B0015)‐induced neuralgia of rats[1].
FSC231 (39.2μg/kg/day, i.p., for 4 weeks) inhibits the development of diabetic cardiomyopathy in rats by inhibiting ROS generation and apoptosis partly via PICK1/eNOS/cGMP pathway[3].
| Animal Model: | Paclitaxel (HY-B0015)‐induced neuralgia of rats[1] | | Dosage: | 78.40 μg/kg in total | | Administration: | i.p., daily, seven times, completed at 3 h before Paclitaxel | | Result: | Reversed the changes of inflammatory cytokines (IL‐6, TNF‐α and IL‐10).
Inhibited the phosphorylation levels of GSK‐3β and ERK1/2.
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| [References]
1) Thorsen et al. (2010), Identification of a small-molecule inhibitor of the PICK1 PDZ domain that inhibits hippocampal LTP and LTD; Proc. Natl. Acad. Sci. USA, 107 413
2) Tang et al. (2013), Willed-movement training reduces motor deficits and induces a PICK1-dependent LTD in rats subjected to focal cerebral ischemia; Behav. Brain Res., 256 481
3) Schmidt et al. (2013), Stimulation of mGluR5 in the accumbens shell promotes cocaine seeking by activating PKC gamma; J. Neuroscience, 33 14160
4) Xie et al. (2016), PICK1 confers anti-inflammatory effects in acute liver injury via suppressing M1 macrophage polarization; Biochemie, 127 121 |
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| Company Name: |
Roshel Laboratories
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| Tel: |
+91-8310388232 +91-9964951765 |
| Website: |
www.roshellaboratories.com |
| Company Name: |
Specs
|
| Tel: |
+31 15 251 8111 |
| Website: |
www.specs.net |
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