Pepa

Base Information

• Chemical Name: Pepa
• CAS No.: 141286-78-4
• Molecular Formula: C₁₆H₁₆F₂N₂O₄S₂
• Molecular Weight: 402.443
• Hs Code.: 2935009090
• UNII: 8S4PR7A8JS
• DSSTox Substance ID: DTXSID60424960
• Nikkaji Number: J1.052.920D
• Wikipedia: PEPA_(drug)
• Wikidata: Q7118990
• ChEMBL ID: CHEMBL1097940
• Mol file: 141286-78-4.mol

Synonyms:4-(2-(phenylsulfonylamino)ethylthio)-2,6-difluorophenoxyacetamide;4-PEPA

Chemical Property of Pepa

Chemical Property:

• PSA: 132.17000
• LogP: 4.07150
• Storage Temp.: Store at RT
• Solubility.: DMSO: >20mg/mL
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 402.05195567
• Heavy Atom Count: 26
• Complexity: 541

Purity/Quality:

97% ^*data from raw suppliers

PEPA ^*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: C1=CC=C(C=C1)S(=O)(=O)NCCSC2=CC(=C(C(=C2)F)OCC(=O)N)F
• Uses: PEPA is an allosteric potentiator of AMPA desensitization.

Technology Process of Pepa

There total 10 articles about Pepa 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: 57.0%

[4- (2-benzenesulfonylaminoethylsulfanyl)-2,6-difluorophenoxy]acetic acid methyl ester → 2-[2,6-difluoro-4-({2-[(phenylsulfonyl)amino]ethyl}thio)phenoxy]acetamide (141286-78-4)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 18h;

Reference yield:

2,6-difluorophenol (28177-48-2) → 2-[2,6-difluoro-4-({2-[(phenylsulfonyl)amino]ethyl}thio)phenoxy]acetamide (141286-78-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 0.17 h

1.2: 20 °C

2.1: chlorosulfonic acid / dichloromethane / 1.5 h / 45 °C

3.1: tin(ll) chloride; hydrogenchloride / methanol; water / 2 h / Reflux

4.1: potassium carbonate / acetone / 0.33 h / 20 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: ammonia / methanol / 18 h / 20 °C

With hydrogenchloride; chlorosulfonic acid; ammonia; potassium carbonate; tin(ll) chloride; In methanol; dichloromethane; water; acetone;

Reference yield:

N-(2-bromo-ethyl)-benzenesulfonamide (6453-88-9) → 2-[2,6-difluoro-4-({2-[(phenylsulfonyl)amino]ethyl}thio)phenoxy]acetamide (141286-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 0.33 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: ammonia / methanol / 18 h / 20 °C

With ammonia; potassium carbonate; In methanol; acetone;

upstream raw materials:

N-(2-bromo-ethyl)-benzenesulfonamide

2,6-difluorophenol

(2,6-difluorophenoxy)acetic acid methyl ester

benzenesulfonyl chloride