Neurogard

Base Information

• Chemical Name: Neurogard
• CAS No.: 70449-94-4
• Molecular Formula: C16H15 N
• Molecular Weight: 221.302
• European Community (EC) Number: 274-609-7
• DSSTox Substance ID: DTXSID30860997
• Nikkaji Number: J403.263B,J273.655A
• ChEMBL ID: CHEMBL442137
• Mol file: 70449-94-4.mol

Synonyms:Dizocilpine;Dizocilpine Maleate;MK 801;MK-801;MK801

Chemical Property of Neurogard

Chemical Property:

• Vapor Pressure: 0.000321mmHg at 25°C
• Boiling Point: 320.3°C at 760 mmHg
• PKA: 7.96±0.40(Predicted)
• Flash Point: 152.6°C
• PSA: 12.03000
• Density: 1.144g/cm³
• LogP: 3.47930
• Solubility.: insoluble in H2O; ≥10.45 mg/mL in DMSO; ≥102.6 mg/mL in EtOH
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

(+)-MK801 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12C3=CC=CC=C3CC(N1)C4=CC=CC=C24

Technology Process of Neurogard

There total 46 articles about Neurogard which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(+/-)-10,11-dihydro-5H-methylenedibenzocyclohepten-10-amine (70450-32-7) → 5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (70449-94-4)

Guidance literature:

With [(Cp(TMS))2NdMe]2; In benzene; at 40 ℃; for 2h;

DOI:10.1021/jo990626b

Reference yield: 94.0%

anti-12-methoxy-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (89467-15-2,123930-00-7,123931-11-3) → 5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (70449-94-4)

Guidance literature:

With hydrogenchloride; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; at 60 ℃; for 15h; under 2068.6 Torr;

DOI:10.1021/jo00243a031

Reference yield: 90.0%

anti-12-hydroxy-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine (70449-93-3) → 5-methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (70449-94-4)

Guidance literature:

With hydrogenchloride; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; at 60 ℃; for 3h; under 2068.6 Torr;

DOI:10.1021/jo00243a031

upstream raw materials:

3-bromo-10,11-dihydro-5-methyl-5H-dibenzo[a,d]-cyclohepten-5,10-imine

methylmagnesium bromide

anti-12-hydroxy-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine

(+/-)-5-methyl-N-<(tert-butylimino)methyl>-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine

Downstream raw materials:

(5S,10R)-(+)-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine

12-benzyl-10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine

Refernces

• 1、 Vardhan Reddy, K. Harsha,Yen-Pon, Expédite,Cohen-Kaminsky, Sylvia,Messaoudi, Samir,Alami, Mouad. "Convergent Strategy to Dizocilpine MK-801 and Derivatives". . p. 4264 - 4269. Retrieved 2018.
• 2、 Molander, Gary A.,Dowdy, Eric D.. "Lanthanide-Catalyzed Hydroamination of Hindered Alkenes in Synthesis: Rapid Access to 10,11-Dihydro-5H-dibenzo-[a,d]cyclohepten-5,10-imines". . p. 6515 - 6517. Retrieved 2007/10/03.