CAS 77086-21-6|Dizocilpine
| Common Name | Dizocilpine | ||
|---|---|---|---|
| CAS Number | 77086-21-6 | Molecular Weight | 221.29700 |
| Density | 1.144±0.06 g/cm3 | Boiling Point | 320.3±11.0 °C |
| Molecular Formula | C16H15N | Melting Point | 68.75 ºC |
| MSDS | / | Flash Point | / |
Names
| Name | Dizocilpine |
|---|---|
| Synonym | More Synonyms |
Dizocilpine BiologicalActivity
| Description | Dizocilpine, a potent anticonvulsant, is a selective and non-competitive NMDA receptor antagonist, with a Kd of 37.2 nM in rat brain membranes. Dizocilpine acts by binding to a site located within the NMDA associated ion channel and thus prevents Ca2+ flux[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Neuronal Signaling >>iGluRResearch Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>iGluR |
| Target | Ki: 37.2 nM (NMDA receptor, in rat brain membrane)[1] |
| In Vitro | Dizocilpine progressively suppresses of current induced by NMDA. Mg2+ (10 mM) prevents Dizocilpine from blocking the N-Me-D-Asp-induced current, even when MK-801 is applied for a long time in the presence of NMDA. MK-801 blocks NMDA-activated single-channel activity in outside-out patches[3]. Dizocilpine (< 500 μM) inhibits activation of microglia induced by LPS with increased Cox-2 protein expression in BV-2 cells. MK-801 (< 500 μM) reduces microglial TNF-α output with an EC50 of 400 μM in BV-2 cells[4]. |
| In Vivo | Dizocilpine (MK 801) (1 mg/kg) treatment before each METH injection reduces the extent of DA depletion by 55% in striatal of mice. Dizocilpine (MK 801) (1 mg/kg) also attenuates the effects of METH on microglial activation in striatal of mice[4]. Dizocilpine ((+)-MK 801) (0.05, 0.2 mg/kg, i.p.) attenuates subsequent cocaine-primed reinstatement without disruption in rats. Dizocilpine (MK 801) (0.2 mg/kg, i.p.) prior to two reactivation sessions in the home cage shows no suppression on subsequent cocaine-primed reinstatement[5]. Dizocilpine (0.03, 0.1, 0.3 and 1 mg/kg, i.p.) significantly increases the ambulation of mice at 0.3 and 1 mg/kg, but not at 0.03 and 0.1 mg/kg[6]. |
| References | [1]. Wong EH, et al. The anticonvulsant MK-801 is a potent N-methyl-D-aspartate antagonist. Proc Natl Acad Sci U S A. 1986 Sep;83(18):7104-8. [2]. Vardhan Reddy KH, et al. Convergent Strategy to Dizocilpine MK-801 and Derivatives. J Org Chem. 2018 Apr 6;83(7):4264-4269. [3]. Huettner JE, et al. Block of N-methyl-D-aspartate-activated current by the anticonvulsant MK-801: selective binding to open channels. Proc Natl Acad Sci U S A. 1988 Feb;85(4):1307-11. [4]. Thomas DM, et al. MK-801 and dextromethorphan block microglial activation and protect against methamphetamine-induced neurotoxicity. Brain Res. 2005 Jul 19;1050(1-2):190-8. [5]. Brown TE, et al. The NMDA antagonist MK-801 disrupts reconsolidation of a cocaine-associated memory for conditioned place preference but not for self-administration in rats. Learn Mem. 2008 Dec 2;15(12):857-65. [6]. Iijima Y, et al. Modification by MK-801 (dizocilpine), a noncompetitive NMDA receptor antagonist, of morphine sensitization: evaluation by ambulation in mice. Nihon Shinkei Seishin Yakurigaku Zasshi. 1996 Feb;16(1):11-8. |
Chemical & Physical Properties
| Density | 1.144±0.06 g/cm3 |
|---|---|
| Boiling Point | 320.3±11.0 °C |
| Melting Point | 68.75 ºC |
| Molecular Formula | C16H15N |
| Molecular Weight | 221.29700 |
| Exact Mass | 221.12000 |
| PSA | 12.03000 |
| LogP | 3.47930 |
| InChIKey | LBOJYSIDWZQNJS-CVEARBPZSA-N |
| SMILES | CC12NC(Cc3ccccc31)c1ccccc12 |
| Storage condition | 2-8°C |
| Water Solubility | Very slightly soluble (0.17 g/L) (25 ºC) |
Safety Information
| HS Code | 2925290090 |
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Customs
| HS Code | 2925290090 |
|---|---|
| Summary | 2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0% |
Synonyms
| 5H-Dibenzo[a,d]cyclohepten-5,10-imine, 10,11-dihydro-5-methyl-, (5S,10R)- |
