SRT2104 (GSK2245840)

Base Information

• Chemical Name: SRT2104 (GSK2245840)
• CAS No.: 1093403-33-8
• Molecular Formula: C26H24N6O2S2
• Molecular Weight: 516.64
• Mol file: 1093403-33-8.mol

Synonyms:4-methyl-N-(2-(3-(morpholinomethyl)imidazo[2,1-b]thiazol-6-yl)phenyl)-2-(pyridin-3-yl)thiazole-5-carboxamide;5-Thiazolecarboxamide,4-methyl-N-[2-[3-(4-morpholinylmethyl)imidazo[2,1-b]thiazol-6-yl]phenyl]-2-(3-pyridinyl);SRT2104;sirtuin modulator;4-methyl-N-[2-[3-(morpholin-4-ylmethyl)imidazo[2,1-b][1,3]thiazol-6-yl]phenyl]-2-pyridin-3-yl-1,3-thiazole-5-carboxamide;

Chemical Property of SRT2104 (GSK2245840)

Chemical Property:

• PKA: 11.40±0.70(Predicted)
• PSA: 141.13000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 4.98510
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥6.46 mg/mL in DMSO with gentle warming

Purity/Quality:

99% ^*data from raw suppliers

SRT2104 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of SRT2104 (GSK2245840)

There total 10 articles about SRT2104 (GSK2245840) 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:

4-methyl-2-pyridin-3-yl-thiazol-5-carboxylic acid chloride (62529-67-3) + 2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine (1056562-54-9) → SRT2104 (1093403-33-8)

Guidance literature:

With pyridine; at 160 ℃; for 0.25h; microwave irradiation;

Reference yield:

(6-(2-nitrophenyl)imidazo[2,1-b]thiazol-3-yl)methanol (925437-85-0) → SRT2104 (1093403-33-8)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine

2: triethylamine; sodium iodide

3: palladium on activated charcoal; hydrogen

4: Alkaline conditions

With palladium on activated charcoal; hydrogen; triethylamine; sodium iodide;

DOI:10.2174/15701808113100990021

Reference yield:

6-(2-nitrophenyl)-imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (925437-84-9) → SRT2104 (1093403-33-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydroxide; water / tetrahydrofuran / 18 h / 20 °C

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 3 h / 0 °C

2.2: 0.75 h / 0 °C

3.1: triethylamine / dichloromethane / 0.25 h / 20 °C

4.1: triethylamine / acetonitrile / 18 h / 20 °C

4.2: 6 h / Heating / reflux

5.1: pyridine / 0.25 h / 160 °C / microwave irradiation

With 4-methyl-morpholine; pyridine; sodium hydroxide; water; triethylamine; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; acetonitrile;

upstream raw materials:

4-methyl-2-pyridin-3-yl-thiazol-5-carboxylic acid chloride

2-(3-morpholin-4-ylmethyl-imidazo[2,1-b]thiazol-6-yl)-phenylamine

3-chloromethyl-6-(2-nitro-phenyl)-imidazo[2,1-b]thiazole

(6-(2-nitrophenyl)imidazo[2,1-b]thiazol-3-yl)methanol

Refernces

• 1、 -. "SIRTUIN MODULATING IMIDAZOTHIAZOLE COMPOUNDS". Page/Page column 71. . Retrieved 2009/01/23.