Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid

Base Information

• Chemical Name: Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid
• CAS No.: 56-97-3
• Molecular Formula: C15H18 N4 O2 . 2 Br
• Molecular Weight: 446.142
• DSSTox Substance ID: DTXSID101036063
• Mol file: 56-97-3.mol

Synonyms:DTXSID101036063;FT-0710674;Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid;Ethyl 5-(2-amino-2-oxoethyl)-2-methyl-1-phenyl-1H-pyrrole-3-carboxylate

Chemical Property of Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid

Chemical Property:

• Melting Point: 231 °C (dec.)(lit.)
• Boiling Point: 412.9°Cat760mmHg
• Flash Point: 203.5°C
• PSA: 72.94000
• Density: g/cm³
• LogP: -5.02390
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 445.97760
• Heavy Atom Count: 23
• Complexity: 301

Purity/Quality:

95-99% ^*data from raw suppliers

1,1'-TRIMETHYLENEBIS(4-(HYDROXYIMINOMETHYL)PYRIDINIUM BROMIDE) Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[N+](=CC=C1C=NO)CCC[N+]2=CC=C(C=C2)C=NO.[Br-].[Br-]

Technology Process of Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid

There total 7 articles about Trimethylen-bis-(pyridinium-4-aldoxim)-dibromid 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: 90.0%

4-pyridinealdoxime (1637-52-1) + 1,3-dibromo-propane (109-64-8) → 1,1'-bis(pyridinium-4-aldoxime)trimethylene dibromide (56-97-3,4626-32-8,24717-13-3) + 1-(3-Bromo-propyl)-4-(methoxyimino-methyl)-pyridinium; bromide

Guidance literature:

In acetonitrile; for 24h; Heating;

Reference yield: 81.0%

4-pyridinealdoxime (1637-52-1) + 1,3-dibromo-propane (109-64-8) → 1,1'-bis(pyridinium-4-aldoxime)trimethylene dibromide (56-97-3,4626-32-8,24717-13-3) + (E)-1-(3-bromopropyl)-4-[(hydroxyimino)methyl]pyridin-1-ium bromide

Guidance literature:

In acetonitrile; for 24h; Heating;

Reference yield: 40.0%

pyridine-4-carbaldehyde (872-85-5) + 1,3-dibromo-propane (109-64-8) → trimedoxime dibromide (56-97-3)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 6h; Sealed tube;

DOI:10.1016/j.cbi.2019.05.048

upstream raw materials:

4-pyridinealdoxime

1,3-dibromo-propane

pyridine-4-carbaldehyde

pyridine-4-aldoxime

Downstream raw materials:

pyridine-4-aldoxime

Refernces

• 1、 Bharate, Sandip B.,Guo, Lilu,Reeves, Tony E.,Cerasoli, Douglas M.,Thompson, Charles M.. "Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase". experimental part. p. 787 - 794. Retrieved 2010/05/02.