70449-94-4

Basic information

• Product Name: 10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine
• Synonyms: 10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine;5-Methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine;5-Methyl-5,11-epimino-10,11-dihydro-5H-dibenzo[a,d]cycloheptene
• CAS NO: 70449-94-4
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221.297
• EINECS: 274-609-7
• Mol File: 70449-94-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 320.3°C at 760 mmHg
• Flash Point: 152.6°C
• Appearance: /
• Density: 1.144g/cm³
• Vapor Pressure: 0.000321mmHg at 25°C
• Refractive Index: 1.632
• Solubility: insoluble in H2O; ≥10.45 mg/mL in DMSO; ≥102.6 mg/mL in EtOH
• PKA: 7.96±0.40(Predicted)
• CAS DataBase Reference: 10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine(CAS DataBase Reference)
• NIST Chemistry Reference: 10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine(70449-94-4)
• EPA Substance Registry System: 10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine(70449-94-4)

Safety Data

• Hazardous Substances Data: 70449-94-4(Hazardous Substances Data)

Usage

Biological Activity

(+)-mk 801 is a potent antagonist of nmda with ki value of 30.5nm [1].mk 801 is a potent anticonvulsant exhibits both anxiolytic and sympathomimetic properties. it is found to be a noncompetitive antagonist of nmda. mk 801 can penetrate into the central nervous system. in the in vitro assay, mk 801 binds to rat cerebral cortical membrane with high affinity in a saturable manner. this binding is reversible even when the concentration of mk 801 is up to 100μm. it is also found that the binding shows a regional specificity. most of these binding sites are located in the hippocampus. in rat cortical-slice preparations, mk 801 causes a potent blockade of depolarizing responses to nmda with a high selectivity. this effect is persistent. the blockade can also cause a suppression of the epileptiform activity induced by tetrodotoxin or other neurotoxin [1].

InChI:InChI=1/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

Upstream product

• 111305-45-4 3-bromo-10,11-dihydro-5-methyl-5H-dibenzo[a,d]-cyclohepten-5,10-imine 
• 75-16-1 methylmagnesium bromide 
• 70449-93-3 anti-12-hydroxy-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine 
• 124070-25-3 (+/-)-5-methyl-N-<(tert-butylimino)methyl>-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine 
• 89467-14-1 anti-12-amino-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine 
• 89467-15-2 anti-12-methoxy-5-methyl-10,11-dihydro-5H-dibenzocyclohepten-5,10-imine 
• 70450-22-5 12-benzyl-10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine 
• 115878-12-1 (5α,10α,11α)-10,11-dihydro-5-methyl-5H-dibenzo-cyclohepten-5,10-imin-11-ol 
• 176962-15-5 N-Benzyl-5-methyl-11-oxo-5H-dibenzocyclohepten-5,10-imine 
• 70450-32-7 (+/-)-10,11-dihydro-5H-methylenedibenzocyclohepten-10-amine 
• 1210-35-1 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one 
• 2732-90-3 5-methylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene 
• 858426-57-0 10-bromo-5-methylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene 
• 244251-93-2 5-methylene-10-hydroxy-10,11-dihydro-5H-dibenzo[a,d]cycloheptene 

Downstream Products

• 125134-28-3 (5S,10R)-(+)-3-bromo-10,11-dihydro-5-methyl-5H-dibenzocyclohepten-5,10-imine 
• 70450-22-5 12-benzyl-10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine 

Relevant articles and documents

A BRIDGEHEAD α-AMINO CARBANION: FACILE PREPARATION OF C5(BRIDGEHEAD)-SUBSTITUTED ANALOGUES OF (+/-)-5H-DIBENZOCYCLOHEPTEN-5,10-IMINE INCLUDING A STABLE α-IODO SECONDARY AMINE

The preparation of C5(bridgehead)-substituted analogues of (+/-)-5H-dibenzocyclohepten-5,10-imine via α-lithiation of a tert-butylformamidine precursor is presented.

Intermolecular Radical C(sp3)?H Amination under Iodine Catalysis

The direct amination of aliphatic C?H bonds has remained one of the most tantalizing transformations in organic chemistry. Herein, we report on a unique catalyst system, which enables the elusive intermolecular C(sp3)?H amination. This practical synthetic strategy provides access to aminated building blocks and fosters innovative multiple C?H amination within a new approach to aminated heterocycles. The synthetic utility is demonstrated by the synthesis of four relevant pharmaceuticals.

Benzyne addition to N-alkyl-4-hydroxy-1-methylisoquinolinium salts; a new and convenient synthesis of (±)-5-methyl-10,11-dihydro-5H-dibenzo-[a,d]cyclohepten-5,10-imine (MK801)

Addition of benzyne, generated by three different methods, to N-benzyl-4-hydroxy-1-methylisoquinolinium betaine provides N-benzyl-5-methyl-11-oxo-5H-dibenzo[a,d] cyclohepten-5,10-imine which can be converted to MK801.