184766-87-8

Basic information

• Product Name: {6-[2-(4-Formyl-phenoxy)-ethyl]-pyridin-3-yl}-acetonitrile
• Synonyms: {6-[2-(4-Formyl-phenoxy)-ethyl]-pyridin-3-yl}-acetonitrile
• CAS NO: 184766-87-8
• Molecular Weight: 266.299
• Mol File: 184766-87-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: {6-[2-(4-Formyl-phenoxy)-ethyl]-pyridin-3-yl}-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: {6-[2-(4-Formyl-phenoxy)-ethyl]-pyridin-3-yl}-acetonitrile(184766-87-8)
• EPA Substance Registry System: {6-[2-(4-Formyl-phenoxy)-ethyl]-pyridin-3-yl}-acetonitrile(184766-87-8)

Safety Data

• Hazardous Substances Data: 184766-87-8(Hazardous Substances Data)

Upstream product

• 34107-46-5 6-methyl-3-pyridinemethanol 
• 5470-70-2 Methyl 6-methylnicotinate 
• 184766-79-8 4-[2-(5-Methoxymethoxymethyl-pyridin-2-yl)-ethoxy]-benzaldehyde 
• 184766-83-4 4-[2-(5-Hydroxymethyl-pyridin-2-yl)-ethoxy]-benzaldehyde 
• 146062-62-6 2-(5-((methoxymethoxy)methyl)-2-pyridyl)ethanol 
• 146062-61-5 3-((methoxymethoxy)methyl)-6-methylpyridine 
• 151-50-8 potassium cyanide 
• 1027295-80-2 4-[2-(5-Chloromethyl-pyridin-2-yl)-ethoxy]-benzaldehyde 

Downstream Products

• 146062-48-8 (+/-)-5-benzyl>-2,4-thiazolinedione 
• 184766-98-1 (6-{2-[4-(2,4-Dioxo-thiazolidin-5-ylmethyl)-phenoxy]-ethyl}-pyridin-3-yl)-acetonitrile 

Relevant articles and documents

Synthesis and biological activity of metabolites of the antidiabetic, antihyperglycemic agent pioglitazone

Pioglitazone (5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4- thiazolidinedione, 2) is a prototypical antidiabetic thiazolidinedione that had been evaluated for possible clinical development. Metabolites 6-9 have been identified after dosing of rats and dogs. Ketone 10 has not yet been identified as a metabolite but has been added to the list as a putative metabolite by analogy to alcohol 6 and ketone 7. We have developed improved syntheses of pioglitazone (2) metabolites 6-9 and the putative metabolite ketone 10. These entities have been compared in the KKA(y) mouse model of human type-II diabetes to pioglitazone (2). Ketone 10 has proven to be the most potent of these thiazolidinediones in this in vivo assay. When 6-10 were compared in vitro in the 3T3-L1 cell line to 2, for their ability to augment insulin-stimulated lipogenesis, 10 was again the most potent compound with 6, 7, and 9 roughly equivalent to 2. These data suggest that metabolites 6, 7, and 9 are likely to contribute to the pharmacological activity of pioglitazone (2), as had been previously reported for ciglitazone (1).