Benextramine

Base Information

• Chemical Name: Benextramine
• CAS No.: 69790-18-7
• Molecular Formula: C32H54 N4 O2 S2
• Molecular Weight: 590.938
• European Community (EC) Number: 271-296-9
• UNII: 2UGY4ETX3L
• DSSTox Substance ID: DTXSID80220082
• Nikkaji Number: J345J
• Wikidata: Q83097171
• ChEMBL ID: CHEMBL19060
• Mol file: 69790-18-7.mol

Synonyms:benextramine;benextramine tetrahydrochloride;N,N''-(dithiodi-2,1-ethanediyl)bis(N'-(2-methoxyphenylmethyl)-1,6-hexanediamine) tetrahydrochloride;N,N'-bis(o-methoxybenzylaminohexyl)cystamine;N,N'-bis-(O-methoxybenzylaminohexyl)-cystamine;N,N'-BMBAC

Chemical Property of Benextramine

Chemical Property:

• Boiling Point: 695.8oC at 760 mmHg
• Flash Point: 374.6oC
• PSA: 117.18000
• Density: 1.058g/cm3
• LogP: 7.82820
• XLogP3: 5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 27
• Exact Mass: 590.36881933
• Heavy Atom Count: 40
• Complexity: 503

Purity/Quality:

BENEXTRAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CNCCCCCCNCCSSCCNCCCCCCNCC2=CC=CC=C2OC

Technology Process of Benextramine

There total 10 articles about Benextramine 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: 69.0%

N,N'-bis<6-(2-methoxybenzamido)hexanoyl>cystamine (142947-58-8) → benextramine (69790-18-7)

Guidance literature:

With diborane; In tetrahydrofuran; for 18h; Heating;

DOI:10.1021/jm00054a012

Reference yield:

6-(tert-butoxycarbonylamino)hexanoic acid (6404-29-1) → benextramine (69790-18-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / dicyclohexylcarbodimide (DCC) / CH₂Cl₂ / 12 h / 0 °C

2: 66 percent / diisopropylethylamine (DIEA) / CH₂Cl₂ / 6 h

3: 53 percent / 4 N HCl / dioxane; diethyl ether / 0.83 h

4: 66 percent / diisopropylethylamine (DIEA) / CH₂Cl₂ / 16 h

5: 69 percent / diborane / tetrahydrofuran / 18 h / Heating

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; diborane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1021/jm00054a012

Reference yield:

N-Boc-6-aminohexanoic acid N-hydroxysuccinimide ester (51513-80-5) → benextramine (69790-18-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / diisopropylethylamine (DIEA) / CH₂Cl₂ / 6 h

2: 53 percent / 4 N HCl / dioxane; diethyl ether / 0.83 h

3: 66 percent / diisopropylethylamine (DIEA) / CH₂Cl₂ / 16 h

4: 69 percent / diborane / tetrahydrofuran / 18 h / Heating

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; diborane; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;

DOI:10.1021/jm00054a012

upstream raw materials:

N,N'-bis(6-aminohexyl)cystamine

ortho-anisaldehyde

N,N'-bis<6-(2-methoxybenzamido)hexanoyl>cystamine

2-methoxybenzoic acid N-hydroxysuccinimide ester

Downstream raw materials:

N,N'-bis<6-<(2-hydroxybenzyl)amino>hex-1-yl>cystamine tetrahydrochloride

N-(2-Methoxy-benzyl)-N'-[2-(2-{[6-(2-methoxy-benzylamino)-hexyl]-methyl-amino}-ethyldisulfanyl)-ethyl]-N'-methyl-hexane-1,6-diamine

Refernces