Dizocilpine free base

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MedKoo CAT#: 317145

CAS#: 77086-21-6 (free base)

Description: Dizocilpine is a potent and selective non-competitive NMDA receptor antagonist. Dizocilpine acts as an open channel blocker of the NMDA receptor operated ion channel. It is a drug implicated in central nervous system with anesthetic and anticonvulsant effect.

Chemical Structure

Dizocilpine free base
CAS# 77086-21-6 (free base)

Theoretical Analysis

MedKoo Cat#: 317145
Name: Dizocilpine free base
CAS#: 77086-21-6 (free base)
Chemical Formula: C16H15N
Exact Mass: 221.1204
Molecular Weight: 221.303
Elemental Analysis: C, 86.84; H, 6.83; N, 6.33

Price and Availability

Size Price Availability Quantity
10.0mg USD 150.0 2 weeks
25.0mg USD 250.0 2 weeks
50.0mg USD 450.0 2 weeks
100.0mg USD 750.0 2 weeks
200.0mg USD 1250.0 2 weeks
500.0mg USD 1950.0 2 weeks
1.0g USD 2650.0 2 weeks
2.0g USD 3950.0 2 weeks
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Synonym: Dizocilpine; MK801; MK 801; MK-801; MK 801 Maleate

IUPAC/Chemical Name: (5S)-5-methyl-10,11-dihydro-5H-5,10-epiminodibenzo[a,d][7]annulene


InChi Code: InChI=1S/C16H15N/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16/h2-9,15,17H,10H2,1H3/t15?,16-/m0/s1

SMILES Code: C[C@]1(N2)C3=CC=CC=C3CC2C4=CC=CC=C14

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 221.303 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Khan N, Saad A, Nurulain SM, Darras FH, Decker M, Sadek B. The dual-acting H3 receptor antagonist and AChE inhibitor UW-MD-71 dose-dependently enhances memory retrieval and reverses dizocilpine-induced memory impairment in rats. Behav Brain Res. 2015 Oct 17;297:155-164. doi: 10.1016/j.bbr.2015.10.022. [Epub ahead of print] PubMed PMID: 26467607.

2: Saletti PG, Maior RS, Hori E, Nishijo H, Tomaz C. Sensorimotor gating impairments induced by MK-801 treatment may be reduced by tolerance effect and by familiarization in monkeys. Front Pharmacol. 2015 Sep 22;6:204. doi: 10.3389/fphar.2015.00204. eCollection 2015. PubMed PMID: 26441660; PubMed Central PMCID: PMC4585034.

3: Akyol S, Akbas A, Butun I, Toktas M, Ozyurt H, Sahin S, Akyol O. Caffeic acid phenethyl ester as a remedial agent for reproductive functions and oxidative stress-based pathologies of gonads. J Intercult Ethnopharmacol. 2015 Apr-Jun;4(2):187-91. doi: 10.5455/jice.20150402062823. Epub 2015 Apr 3. Review. PubMed PMID: 26401405; PubMed Central PMCID: PMC4566781.

4: Osorio-Rico L, Villeda-Hernández J, Santamaría A, Königsberg M, Galván-Arzate S. The N-Methyl-d-Aspartate Receptor Antagonist MK-801 Prevents Thallium-Induced Behavioral and Biochemical Alterations in the Rat Brain. Int J Toxicol. 2015 Sep 8. pii: 1091581815603936. [Epub ahead of print] PubMed PMID: 26350230.

5: Fernandes A, Wojcik T, Baireddy P, Pieschl R, Newton A, Tian Y, Hong Y, Bristow L, Li YW. Inhibition of in vivo [(3)H]MK-801 binding by NMDA receptor open channel blockers and GluN2B antagonists in rats and mice. Eur J Pharmacol. 2015 Nov 5;766:1-8. doi: 10.1016/j.ejphar.2015.08.044. Epub 2015 Aug 29. PubMed PMID: 26325093.

6: Deiana S, Watanabe A, Yamasaki Y, Amada N, Kikuchi T, Stott C, Riedel G. MK-801-induced deficits in social recognition in rats: reversal by aripiprazole, but not olanzapine, risperidone, or cannabidiol. Behav Pharmacol. 2015 Aug 18. [Epub ahead of print] PubMed PMID: 26287433.

7: Liu WF, Liu C. Propofol can Protect Against the Impairment of Learning-memory Induced by Electroconvulsive Shock via Tau Protein Hyperphosphorylation in Depressed Rats. Chin Med Sci J. 2015 Jun;30(2):100-7. PubMed PMID: 26149001.

8: Timić Stamenić T, Joksimović S, Biawat P, Stanković T, Marković B, Cook JM, Savić MM. Negative modulation of α5 GABAA receptors in rats may partially prevent memory impairment induced by MK-801, but not amphetamine- or MK-801-elicited hyperlocomotion. J Psychopharmacol. 2015 Sep;29(9):1013-24. doi: 10.1177/0269881115590601. Epub 2015 Jun 23. PubMed PMID: 26105958.

9: Egunlusi AO, Malan SF, Joubert J. Tricycloundecane Derivatives as Potential N-Methyl-D-aspartate (NMDA) Receptor and Voltage-Gated Calcium Channel Modulators. ChemMedChem. 2015 Jul;10(7):1259-66. doi: 10.1002/cmdc.201500072. Epub 2015 May 26. PubMed PMID: 26012541.

10: Yu HC, Wu J, Zhang HX, Zhang GL, Sui J, Tong WW, Zhang XY, Nie LL, Duan JH, Zhang LR, Lv LX. Alterations of miR-132 are novel diagnostic biomarkers in peripheral blood of schizophrenia patients. Prog Neuropsychopharmacol Biol Psychiatry. 2015 Dec 3;63:23-9. doi: 10.1016/j.pnpbp.2015.05.007. Epub 2015 May 16. PubMed PMID: 25985888.

11: Yamakuni T, Kawahata I. [Pharmacological superiority of nobiletin-rich Citrus reticulata peel, a multicomponent drug, over nobiletin alone regarding anti-dementia action]. Nihon Yakurigaku Zasshi. 2015 May;145(5):229-33. doi: 10.1254/fpj.145.229. Japanese. PubMed PMID: 25958909.

12: Bloch K, Gil-Ad I, Tarasenko I, Vanichkin A, Taler M, Hornfeld SH, Vardi P, Weizman A. Intracranial pancreatic islet transplantation increases islet hormone expression in the rat brain and attenuates behavioral dysfunctions induced by MK-801 (dizocilpine). Horm Behav. 2015 Jun;72:1-11. doi: 10.1016/j.yhbeh.2015.04.019. Epub 2015 May 2. PubMed PMID: 25943974.

13: Sönmez A, Sayın O, Gürgen SG, Çalişir M. Neuroprotective effects of MK-801 against traumatic brain injury in immature rats. Neurosci Lett. 2015 Jun 15;597:137-42. doi: 10.1016/j.neulet.2015.05.001. Epub 2015 May 2. PubMed PMID: 25943283.

14: Sinner B, Friedrich O, Lindner R, Bundscherer A, Graf BM. Long-term NMDA receptor inhibition affects NMDA receptor expression and alters glutamatergic activity in developing rat hippocampal neurons. Toxicology. 2015 Jul 3;333:147-55. doi: 10.1016/j.tox.2015.04.017. Epub 2015 Apr 30. PubMed PMID: 25937004.

15: Pitychoutis PM, Belmer A, Moutkine I, Adrien J, Maroteaux L. Mice Lacking the Serotonin Htr2B Receptor Gene Present an Antipsychotic-Sensitive Schizophrenic-Like Phenotype. Neuropsychopharmacology. 2015 Nov;40(12):2764-73. doi: 10.1038/npp.2015.126. Epub 2015 May 4. PubMed PMID: 25936642.

16: Larrauri JA, Burke DA, Hall BJ, Levin ED. Role of nicotinic receptors in the lateral habenula in the attenuation of amphetamine-induced prepulse inhibition deficits of the acoustic startle response in rats. Psychopharmacology (Berl). 2015 Aug;232(16):3009-17. doi: 10.1007/s00213-015-3940-z. Epub 2015 Apr 28. PubMed PMID: 25912180; PubMed Central PMCID: PMC4515155.

17: Vuckovic S, Srebro D, Savic Vujovic K, Prostran M. The antinociceptive effects of magnesium sulfate and MK-801 in visceral inflammatory pain model: The role of NO/cGMP/K(+)ATP pathway. Pharm Biol. 2015;53(11):1621-7. doi: 10.3109/13880209.2014.996821. Epub 2015 Apr 9. PubMed PMID: 25856706.

18: Roux C, Aligny C, Lesueur C, Girault V, Brunel V, Ramdani Y, Genty D, Driouich A, Laquerrière A, Marret S, Brasse-Lagnel C, Gonzalez BJ, Bekri S. NMDA receptor blockade in the developing cortex induces autophagy-mediated death of immature cortical GABAergic interneurons: An ex vivo and in vivo study in Gad67-GFP mice. Exp Neurol. 2015 May;267:177-93. doi: 10.1016/j.expneurol.2015.02.037. Epub 2015 Mar 17. PubMed PMID: 25795167.

19: Shakarjian MP, Ali MS, Velíšková J, Stanton PK, Heck DE, Velíšek L. Combined diazepam and MK-801 therapy provides synergistic protection from tetramethylenedisulfotetramine-induced tonic-clonic seizures and lethality in mice. Neurotoxicology. 2015 May;48:100-8. doi: 10.1016/j.neuro.2015.03.007. Epub 2015 Mar 14. PubMed PMID: 25783504; PubMed Central PMCID: PMC4442737.

20: Andersson MÅ, Ek F, Olsson R. Using visual lateralization to model learning and memory in zebrafish larvae. Sci Rep. 2015 Mar 2;5:8667. doi: 10.1038/srep08667. PubMed PMID: 25727677; PubMed Central PMCID: PMC4345346.

Additional Information

Related CAS#
77086-22-7 ( Dizocilpine maleate);
77086-21-6 ( Dizocilpine free base).