1386350-39-5

Basic information

• Product Name: (S)-2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one
• CAS NO: 1386350-39-5
• Molecular Weight: 382.456
• Mol File: 1386350-39-5.mol

Chemical Properties

• CAS DataBase Reference: (S)-2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one(1386350-39-5)
• EPA Substance Registry System: (S)-2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-6-yl)propan-1-one(1386350-39-5)

Safety Data

• Hazardous Substances Data: 1386350-39-5(Hazardous Substances Data)

Upstream product

• 10313-60-7 3,4-dimethoxyphenylacetyl chloride 
• 108-46-3 recorcinol 
• 3163-07-3 4-nitroresorcinol 
• 1386351-25-2 5-(2-methylbut-3-yn-2-yloxy)-2-nitrophenol 
• 1386351-26-3 2,2-dimethyl-6-nitro-2H-chromen-5-ol 
• 1386351-27-4 5-methoxy-2,2-dimethyl-6-nitro-2H-chromene 
• 1386351-29-6 5-methoxy-2,2-dimethyl-2H-chromen-6-amine 
• 1192280-95-7 (S)-2-(3,4-dimethoxyphenyl)propionaldehyde 
• 1386351-30-9 6-bromo-5-methoxy-2,2-dimethyl-2H-chromene 
• 15964-79-1 methyl (3,4-dimethoxyphenyl)acetate 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 29207-02-1 methyl 2-(3,4-dimethoxyphenyl)propanoate 
• 234089-44-2 (+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide 
• 234089-49-7 (S)-(+)-2-(3,4-dimethoxyphenyl)propanoic acid 

Relevant articles and documents

NOVEL COMPOUND OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT

The present invention relates to a novel compound inhibiting Hsp 90 and to a pharmaceutical composition including same as an active ingredient. Compounds of formula 1 and formula 2 according to the present invention inhibit the accumulation of HIF-1α protein, which is an Hsp90 client protein, by suppressing Hsp90 expression, and effectively inhibit the activity of vascular endothelial growth factor (VEGF). Furthermore, said compounds have low cytotoxicity and can thus be used as an active ingredient for the treatment of diabetic retinopathy and arthritis.

NOVEL COMPOUND OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND PHARMACEUTICAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT

The present invention relates to a compound inhibiting Hsp90 and a pharmaceutical composition comprising the same as an active ingredient. The compounds represented by formula 1 and formula 2 of the present invention suppress the expression of Hsp90 so that they can inhibit the accumulation of HIF-1α, the Hsp90 client protein, and also efficiently inhibit the activation of VEGF. In addition, these compounds display low cytotoxicity, so that they can be effectively used as an active ingredient of an anti-cancer agent, a diabetic retinopathy treating agent, and an anti-arthritic agent.

Design, synthesis, and biological evaluation of novel deguelin-based heat shock protein 90 (HSP90) inhibitors targeting proliferation and angiogenesis

Deguelin exhibits potent apoptotic and antiangiogenic activities in a variety of transformed cells and cancer cells. Deguelin also exhibits potent tumor suppressive effects in xenograft tumor models for many human cancers. Our initial studies confirmed that deguelin disrupts ATP binding to HSP90 and consequently induces destabilization of its client proteins such as HIF-1α. Interestingly, a fluorescence probe assay revealed that deguelin and its analogues do not compete with ATP binding to the N-terminus of HSP90, unlike most HSP90 inhibitors. To determine the key parts of deguelin that contribute to its potent HSP90 inhibition, as well as its antiproliferative and antiangiogenic activities, we have established a structure-activity relationship (SAR) of deguelin. In the course of these studies, we identified a series of novel and potent HSP90 inhibitors. In particular, analogues 54 and 69, the B- and C-ring-truncated compounds, exhibited excellent antiproliferative activities with IC50 of 140 and 490 nM in the H1299 cell line, respectively, and antiangiogenic activities in zebrafish embryos in a dose dependent manner (0.25-1.25 μM).