1259391-05-3

Basic information

• Product Name: benzyl 5-hydroxymethyl-2-propoxybenzoate
• Synonyms: benzyl 5-hydroxymethyl-2-propoxybenzoate
• CAS NO: 1259391-05-3
• Molecular Weight: 300.354
• Mol File: 1259391-05-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: benzyl 5-hydroxymethyl-2-propoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 5-hydroxymethyl-2-propoxybenzoate(1259391-05-3)
• EPA Substance Registry System: benzyl 5-hydroxymethyl-2-propoxybenzoate(1259391-05-3)

Safety Data

• Hazardous Substances Data: 1259391-05-3(Hazardous Substances Data)

Upstream product

• 176047-66-8 benzyl 2-hydroxy-5-formylbenzoate 
• 100-39-0 benzyl bromide 
• 616-76-2 2-hydroxy-5-formylbenzoic acid 
• 1259391-04-2 benzyl 2-propoxy-5-formylsalicylate 

Downstream Products

• 1259391-06-4 benzyl 5-bromomethyl-2-propoxybenzoate 
• 1259391-07-5 benzyl 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoate 
• 1259391-08-6 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid 
• 1259391-09-7 5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxy-benzaldehyde 
• 1259391-16-6 C₃₀H₃₃NO₅ 
• 1259391-10-0 N-((5-((R)-2-benzyl-3-((S)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxyphenyl)methyl)-4-(1-adamantanyl)benzamide 
• 1259391-03-1 (R)-2-((3-(((4-(1-adamantyl)benzoyl)amino)methyl)-4-propoxyphenyl)methyl)-3-cyclohexylpropanoic acid 
• 1259391-12-2 5-((S)-2-benzyl-3-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxybenzoic acid 
• 1259391-13-3 5-((R)-2-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)butyl)-2-n-butoxybenzaldehyde 
• 1259391-14-4 N-((5-((S)-2-benzyl-3-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-oxopropyl)-2-propoxyphenyl)methyl)-4-(1-adamantanyl)benzamide 
• 1259391-15-5 (R)-2-((3-(((4-(1-adamantyl)benzoyl)amino)methyl)-4-propoxyphenyl)methyl)-3-cyclohexylpropanoic acid 
• 1361404-16-1 (R)-2-Benzyl-3-(4-propoxy-3-((4-(thiophen-2-yl)benzamido)methyl)phenyl)propanoic acid 
• 1429060-40-1 (R)-2-Benzyl-3-(4-propoxy-3-((4-(pyridin-3-yl)benzamido)methyl)phenyl)propanoic acid 
• 1429060-41-2 (R)-2-Benzyl-3-(4-propoxy-3-((4-(pyridin-4-yl)benzamido)methyl)phenyl)propanoic acid 

Relevant articles and documents

Design and synthesis of a series of α-benzyl phenylpropanoic acid-type peroxisome proliferator-activated receptor (PPAR) gamma partial agonists with improved aqueous solubility

In the continuing study directed toward the development of peroxisome proliferator-activated receptor gamma (hPPARγ) agonist, we attempted to improve the water solubility of our previously developed hPPARγ-selective agonist 3, which is insufficiently soluble for practical use, by employing two strategies: introducing substituents to reduce its molecular planarity and decreasing its hydrophobicity via replacement of the adamantyl group with a heteroaromatic ring. The first approach proved ineffective, but the second was productive. Here, we report the design and synthesis of a series of α-benzyl phenylpropanoic acid-type hPPARγ partial agonists with improved aqueous solubility. Among them, we selected (R)-7j, which activates hPPARγ to the extent of about 65% of the maximum observed with a full agonist, for further evaluation. The ligand-binding mode and the reason for the partial-agonistic activity are discussed based on X-ray-determined structure of the complex of hPPARγ ligand-binding domain (LBD) and (R)-7j with previously reported ligand-LDB structures. Preliminal apoptotic effect of (R)-7j against human scirrhous gastric cancer cell line OCUM-2MD3 is also described.

Design, synthesis, and structural analysis of phenylpropanoic acid-type PPARγ-selective agonists: Discovery of reversed stereochemistry-activity relationship

Peroxisome proliferator-activated receptor gamma (PPARγ) is a ligand-mediated transcription factor with roles in glucose, lipid, and lipoprotein homeostasis, and PPARγ ligands are expected have therapeutic potential in these as well as other areas. We rep