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5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione

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Name

5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione

EINECS 602-492-8
CAS No. 122320-74-5 Density 1.361 g/cm3
PSA 96.83000 LogP 3.24950
Solubility N/A Melting Point N/A
Formula C18H17N3O3S Boiling Point N/A
Molecular Weight 355.417 Flash Point N/A
Transport Information N/A Appearance Yellow crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 122320-74-5 (5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione) Hazard Symbols N/A
Synonyms

5-[4-[2-(N-Methyl-N-(pyridin-2-yl)amino)ethoxy]benzylidene]thiazolidine-2,4-dione;5-[[4-[2-[Methyl(pyridin-2-yl)amino]ethoxy]phenyl]methylene]thiazolidine-2,4-dione;5-[4-[2-(Methylpyridin-2-ylamino)ethoxy]benzylidene]thiazolidine-2,4-dione;

Article Data 5

5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione Synthetic route

2295-31-0

2,4-thiazolidinedion

122321-03-3

4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzaldehyde

122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

Conditions
ConditionsYield
With pyrrolidine; acetic acid In toluene for 3h; Heating; Reflux;95%
In toluene for 5h; Reflux;95.3%
piperdinium acetate In toluene for 5h; Heating / reflux;
122321-04-4

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol

5-(4-fluorobenzylidene)-1,3-thiazolidine-2,4-dione

122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 4h;80%

C9H6FNO

122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: C9H14N2OS / dimethyl sulfoxide / 48 h / 600 °C / 7500.75 Torr
2: potassium hydroxide / dimethyl sulfoxide / 4 h / 100 °C
View Scheme
109-09-1

2-chloropyridine

122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triphenylmethyl sodium / 8 h / 70 °C
2: potassium hexamethylsilazane / 1 h / 60 °C
3: toluene / 5 h / Reflux
View Scheme
122321-04-4

2-(N-methyl-N-(pyridin-2-yl)amino)ethanol

122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hexamethylsilazane / 1 h / 60 °C
2: toluene / 5 h / Reflux
View Scheme
122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

122320-73-4

rosiglitazone

Conditions
ConditionsYield
With BuMnCl In methanol at 20℃; for 0.5h;93.7%
With iodine; magnesium In methanol for 3h; Reflux;92%
With pyridine; lithium borohydride In tetrahydrofuran; water77%
122320-74-5

5-{4-[2-[N-methyl-N-(2-pyridyl)amino]ethoxy]benzylidene}thiazolin-2,4-dione

L-Selectride

122320-73-4

rosiglitazone

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; dihydrogen peroxide In tetrahydrofuran

5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione Specification

The 5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione is an organic compound with the formula C18H17N3O3S. The systematic name of this chemical is (5Z)-5-(4-{2-[methyl(pyridin-2-yl)amino]ethoxy}benzylidene)-1,3-thiazolidine-2,4-dione. With the CAS registry number 122320-74-5, it is also named as 2,4-thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methylene]-, (5Z)-.

The other characteristics of 5-[4-[2-[N-Methyl-N-(2-pyridinyl)amino]ethoxy]benzylidene]-2,4-thiazolidinedione can be summarized as: (1)ACD/LogP: 2.99; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 4; (6)ACD/BCF (pH 7.4): 21; (7)ACD/KOC (pH 5.5): 54; (8)ACD/KOC (pH 7.4): 262; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 96.83 Å2; (13)Index of Refraction: 1.688; (14)Molar Refractivity: 99.537 cm3; (15)Molar Volume: 261.122 cm3; (16)Polarizability: 39.459×10-24 cm3; (17)Surface Tension: 65.82 dyne/cm; (18)Density: 1.361 g/cm3.

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C1C(\SC(=O)N1)=C\c3ccc(OCCN(c2ncccc2)C)cc3
2. InChI:InChI=1/C18H17N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,12H,10-11H2,1H3,(H,20,22,23)/b15-12- 
3. InChIKey:HCDYSWMAMRPMST-QINSGFPZBV

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