Refanalin

Base Information

• Chemical Name: Refanalin
• CAS No.: 500128-99-4
• Molecular Formula: C9H8N2S
• Molecular Weight: 176.23800
• UNII: GG91UXK2M5
• NCI Thesaurus Code: C175863
• ChEMBL ID: CHEMBL4650326
• Mol file: 500128-99-4.mol

Synonyms:ANG-3777;refanalin;SNV-003;terevalefim

Chemical Property of Refanalin

Chemical Property:

• PSA: 56.92000
• Density: 1.318
• LogP: 2.64160
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

(E)-5-(2-(THIOPHEN-2-YL)VINYL)-1H-PYRAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CSC(=C1)C=CC2=CC=NN2
• Isomeric SMILES: C1=CSC(=C1)/C=C/C2=CC=NN2
• Recent ClinicalTrials: Study to Prevent Acute Kidney Injury After Cardiac Surgery Involving Cardiopulmonary Bypass
• Recent EU Clinical Trials: Pilot Study of BB3 to Improve Renal Function in Patients with Signs and Symptoms of Significant Renal Injury after Kidney Transplantation from Donors after Cardiac Death

Technology Process of Refanalin

There total 6 articles about Refanalin 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: 67.0%

(1E, 4E)-1-(dimethylamino)-5-(thiophen-2-yl)penta-1,4-dien-3-one (320416-15-7) → (E)-3-[2-(2-thienyl)vinyl]-1H-pyrazole (500128-99-4)

Guidance literature:

With hydrazine hydrate; acetic acid; In isopropyl alcohol; at 5 - 25 ℃; Inert atmosphere; Large scale;

Reference yield:

diethoxyphosphorylacetaldehyde tosylhydrazone (591235-28-8) + (E)-2-(2-thienyl)ethylene-1-carbaldehyde (39511-07-4) → (E)-3-[2-(2-thienyl)vinyl]-1H-pyrazole (500128-99-4)

Guidance literature:

diethoxyphosphorylacetaldehyde tosylhydrazone; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.25h;

(E)-2-(2-thienyl)ethylene-1-carbaldehyde; In tetrahydrofuran; mineral oil; at 0 ℃; for 2h; Reflux;

Reference yield:

(E)-2-(2-thienyl)ethylene-1-carbaldehyde (39511-07-4) + N-[(E)-2-diethoxyphosphorylethylideneamino]-4-methyl-benzenesulfonamide (208511-62-0) → (E)-3-[2-(2-thienyl)vinyl]-1H-pyrazole (500128-99-4)

Guidance literature:

N-[(E)-2-diethoxyphosphorylethylideneamino]-4-methyl-benzenesulfonamide; With sodium hydride; In tetrahydrofuran; for 0.25h;

(E)-2-(2-thienyl)ethylene-1-carbaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Heating / reflux;

upstream raw materials:

(E)-2-(2-thienyl)ethylene-1-carbaldehyde

N-[(E)-2-diethoxyphosphorylethylideneamino]-4-methyl-benzenesulfonamide

diethoxyphosphorylacetaldehyde tosylhydrazone

(1E, 4E)-1-(dimethylamino)-5-(thiophen-2-yl)penta-1,4-dien-3-one

Refernces

• 1、 -. "IMPROVING RENAL FUNCTION AFTER KIDNEY TRANSPLANTATION". Paragraph 0292; 0293. . Retrieved 2021/05/07.
• 2、 -. "METHODS AND COMPOSITIONS OF SMALL MOLECULE MODULATORS OF HEPATOCYTE GROWTH FACTOR (SCATTER FACTOR) ACTIVITY". Paragraph 0409. . Retrieved 2018/02/28.