9,10-Bis[N-[2-(dimethylamino)ethyl]methylaminomethyl]anthracene

Base Information

• Chemical Name: 9,10-Bis[N-[2-(dimethylamino)ethyl]methylaminomethyl]anthracene
• CAS No.: 106712-13-4
• Molecular Formula: C₂₆H₃₈N₄
• Molecular Weight: 406.615
• DSSTox Substance ID: DTXSID50359737
• Nikkaji Number: J322.190C
• Wikidata: Q82141066
• ChEMBL ID: CHEMBL27871
• Mol file: 106712-13-4.mol

Synonyms:106712-13-4;9,10-BIS[N-[2-(DIMETHYLAMINO)ETHYL]METHYLAMINOMETHYL]ANTHRACENE;N,N'-Bis(2-dimethylaminoethyl)-N,N'-dimethyl-9,10-anthracenedimethanamine;MLS001195076;N'-[[10-[[2-(dimethylamino)ethyl-methylamino]methyl]anthracen-9-yl]methyl]-N,N,N'-trimethylethane-1,2-diamine;SMR000554452;N1,N1'-(Anthracene-9,10-diylbis(methylene))bis(N1,N2,N2-trimethylethane-1,2-diamine);Oprea1_729134;CHEMBL27871;cid_990837;SCHEMBL2519816;BDBM53164;DTXSID50359737;HMS2861A23;AKOS001584711;FT-0713453;9,10-bis(2,5-dimethyl-2,5-diazahexyl) anthracene;J-001634;N,N'-Bis(2-dimethylaminoethyl)-N,N'-dimethyl-9,10-anthracenedimethanamine, >=97.0% (CHN);[2-(DIMETHYLAMINO)ETHYL]({[10-({[2-(DIMETHYLAMINO)ETHYL](METHYL)AMINO}METHYL)ANTHRACEN-9-YL]METHYL})METHYLAMINE;2-(dimethylamino)ethyl-[[10-[[2-(dimethylamino)ethyl-methyl-amino]methyl]-9-anthryl]methyl]-methyl-amine;N''-[[10-[[2-(dimethylamino)ethyl-methyl-amino]methyl]anthracen-9-yl]methyl]-N,N,N''-trimethyl-ethane-1,2-diamine;N''-[[10-[[2-(dimethylamino)ethyl-methylamino]methyl]-9-anthracenyl]methyl]-N,N,N''-trimethylethane-1,2-diamine;N''-[[10-[[2-(dimethylamino)ethyl-methylamino]methyl]anthracen-9-yl]methyl]-N,N,N''-trimethylethane-1,2-diamine;N~1~,N~1'~-[Anthracene-9,10-diylbis(methylene)]bis(N~1~,N~2~,N~2~-trimethylethane-1,2-diamine)

Chemical Property of 9,10-Bis[N-[2-(dimethylamino)ethyl]methylaminomethyl]anthracene

Chemical Property:

• Vapor Pressure: 1.76E-10mmHg at 25°C
• Refractive Index: 1.608
• Boiling Point: 509°C at 760 mmHg
• Flash Point: 214.1°C
• PSA: 12.96000
• Density: 1.057g/cm³
• LogP: 3.97980
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 406.30964723
• Heavy Atom Count: 30
• Complexity: 425

Purity/Quality:

95% ^*data from raw suppliers

N,N'-BIS(2-DIMETHYLAMINOETHYL)-N,N'-DIMETHYL-9,10-ANTHRACENEDIMETHANAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN(C)CC1=C2C=CC=CC2=C(C3=CC=CC=C31)CN(C)CCN(C)C

Technology Process of 9,10-Bis[N-[2-(dimethylamino)ethyl]methylaminomethyl]anthracene

There total 2 articles about 9,10-Bis[N-[2-(dimethylamino)ethyl]methylaminomethyl]anthracene 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: 14.0%

9,1-bis(chloromethyl)anthracene (10387-13-0) + N,N',N'-trimethylenediamine (142-25-6) → 9,10-bis-(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene (106712-13-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1021/ja00240a037

Reference yield:

anthracene (120-12-7) → 9,10-bis-(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene (106712-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: 14 percent / K₂CO₃ / dimethylformamide / 20 h / Ambient temperature

With hydrogenchloride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/ja00240a037

Reference yield: 87.0%

9,10-bis-(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene (106712-13-4) + zinc(II) chloride (7646-85-7,24359-56-6) → (9,10-bis(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene-N,N',N'',N''')dizinc tetrachloride (106682-14-8)

Guidance literature:

In methanol; addn. of ligand soln. to a hot stirred soln. of ZnCl2; cooled slowly to room temp., crystn., filtered, washed (MeOH), dried at 70°C in vac. overnight, elem. anal.;

DOI:10.1021/ja00240a037

upstream raw materials:

9,1-bis(chloromethyl)anthracene

N,N',N'-trimethylenediamine

anthracene

Downstream raw materials:

(9,10-bis(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene-N,N',N'',N''')dizinc tetrachloride

Refernces

• 1、 Wunz,Dorr,Alberts,Tunget,Einspahr,Milton,Remers. "New antitumor agents containing the anthracene nucleus". . p. 1313 - 1321. Retrieved 2007/10/02.