di-4-Anepps

Base Information

• Chemical Name: di-4-Anepps
• CAS No.: 90134-00-2
• Molecular Formula: C₂₈H₃₆N₂O₃S
• Molecular Weight: 480.671
• Mol file: 90134-00-2.mol

Synonyms:1-(3-sulfonatopropyl)-4-(beta)(2-(di-n-butylamino)-6-naphthylvinyl)pyridinium betaine;di-4-aminonaphthenyl-pyridinum-propylsulfonate;di-4-ANEPPS

Chemical Property of di-4-Anepps

Chemical Property:

• Melting Point: 122–124℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 72.70000
• Density: g/cm³
• LogP: 6.72040
• Storage Temp.: 2-8°C
• Solubility.: DMF: soluble
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 480.24466419
• Heavy Atom Count: 34
• Complexity: 676

Purity/Quality:

98%Min ^*data from raw suppliers

Di-4-ANEPPS ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCN(CCCC)C1=CC2=C(C=C1)C=C(C=C2)C=CC3=CC=[N+](C=C3)CCCS(=O)(=O)[O-]
• Isomeric SMILES: CCCCN(CCCC)C1=CC2=C(C=C1)C=C(C=C2)/C=C/C3=CC=[N+](C=C3)CCCS(=O)(=O)[O-]
• Description: Di-4-ANEPPS is a potentiometric fluorescent dye that can be used to measure membrane potential. It displays absorption/emission maxima of 495/705 nm, respectively. The relative fluorescence changes proportionally to membrane potential at a rate of approximately 10% per 100 mV. Di-4-ANEPPS has been used to measure membrane potential in a variety of tissue and cell types as well as artificial membranes.
• Uses: Di-4-ANEPPS is a membrane potential dye which responds to changes in membrane potential monitored by fluorescence excitation changes. It is correlated to changes in the membrane potential of a cell. Dyes and metabolites.

Technology Process of di-4-Anepps

There total 4 articles about di-4-Anepps 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: 56.0%

1,3-propanesultone (1120-71-4) + β-<2-(di-n-butylamino)-6-naphthyl>-4-vinylpyridine (90133-99-6) → 1-(3-sulfonatopropyl)-4-<β-<2-(di-n-butylamino)-6-naphthyl>vinyl>pyridinium betaine (90134-00-2,97807-74-4)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo00188a006

Reference yield:

4-vinylpyridine (100-43-6,329041-72-7) → 1-(3-sulfonatopropyl)-4-<β-<2-(di-n-butylamino)-6-naphthyl>vinyl>pyridinium betaine (90134-00-2,97807-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / tri-o-tolylphosphine / palladium diacetate / triethylamine / 72 h / 110 °C

2: 56 percent / CH₂Cl₂ / 24 h / 20 °C

With tris-(o-tolyl)phosphine; palladium diacetate; In dichloromethane; triethylamine;

DOI:10.1021/jo00188a006

Reference yield:

6-Bromonaphthalen-2-amine (7499-66-3) → 1-(3-sulfonatopropyl)-4-<β-<2-(di-n-butylamino)-6-naphthyl>vinyl>pyridinium betaine (90134-00-2,97807-74-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / potassium carbonate / dimethylformamide / 20 h / 130 °C

2: 77 percent / tri-o-tolylphosphine / palladium diacetate / triethylamine / 72 h / 110 °C

3: 56 percent / CH₂Cl₂ / 24 h / 20 °C

With potassium carbonate; tris-(o-tolyl)phosphine; palladium diacetate; In dichloromethane; triethylamine; N,N-dimethyl-formamide;

DOI:10.1021/jo00188a006

upstream raw materials:

1,3-propanesultone

β-<2-(di-n-butylamino)-6-naphthyl>-4-vinylpyridine

4-vinylpyridine

6-Bromonaphthalen-2-amine

Refernces