57819-56-4

Basic information

• Product Name: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-
• Synonyms: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-;1,2:5,6-BIS-O-(1-METHYLETHYLIDENE)-3-MET;D-chiro-Inositol, 3-O-methyl-1,2:5,6-bis-O-(1-methylethylidene)-;1,2:5,6-Di-O-isopropylidene-D-chiro-inositol;Dicyclohexylidene pinitol;IPNUFAHKROGNMZ-HGQQYVGVSA-N
• CAS NO: 57819-56-4
• Molecular Formula: C₁₃H₂₂O₆
• Molecular Weight: 274.311
• Mol File: 57819-56-4.mol

Chemical Properties

• Melting Point: 105-108 °C(lit.)
• Appearance: /
• CAS DataBase Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(CAS DataBase Reference)
• NIST Chemistry Reference: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(57819-56-4)
• EPA Substance Registry System: 1 2:5 6-BIS-O-(1-METHYLETHYLIDENE)-3-(57819-56-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 57819-56-4(Hazardous Substances Data)

Upstream product

• 10284-63-6 pinitol 
• 77-76-9 2,2-dimethoxy-propane 
• 116-11-0 2-Methoxypropene 
• 65556-81-2 1L-1,2:5,6-di-O-isopropylidene-chiro-inositol 
• 74-88-4 methyl iodide 

Downstream Products

• 1219940-53-0 1,2,5,6-di(O-isopropylidene)-3-O-methyl-4-O-(O-phenylcarbonthioyl)-D-chiro-inositol 
• 81307-66-6 4-deoxy-3-O-methyl-D-chiro-inositol 
• 6195-75-1 1D-O¹,O²,O⁵,O⁶-tetraacetyl-O³,O⁴-dimethyl-chiro-inositol 
• 120444-25-9 1-deoxy-1-fluoroinositol 
• 127002-22-6 1D-1-deoxy-1-fluoro-4,5-di-O-methyl-myo-inositol 
• 40617-59-2 1D-3,4-di-O-methyl-chiro-inositol 

Relevant articles and documents

Isolation, structure, synthesis, and bioactivity of a novel putative insulin mediator. A galactosamine chiro-inositol pseudo-disaccharide Mn2+ chelate with insulin-like activity

We isolated from beef liver a putative insulin mediator termed INS-2, 1. Its structure was determined to be a novel inositol glycan pseudo-disaccharide Mn2+ chelate containing D-chiro-inositol 2a (as pinitol) and galactosamine. Purification met

D-pinitol pro-drug and the method for preparing the same

The present invention provides a D-pinitol prodrug, a manufacturing method thereof, and a pharmaceutical composition comprising the same as an active ingredient. A D-pinitol prodrug of the present invention has a more excellent rate of oral absorption tha

Semi-synthetic analogs of pinitol as potential inhibitors of TNF-α cytokine expression in human neutrophils

Semi-synthetic analogs of pinitol were subjected to screening by determining TNF-α expression in human neutrophils using flowcytometry. Among the tested compounds, three derivatives displayed more than 50% inhibition of TNF-α cytokine secretion in LPS ind

Synthesis of azole nucleoside analogues of d-pinitol as potential antitumor agents

A convenient strategy is reported for the synthesis of azole nucleoside analogues of d-pinitol (=3-O-methyl-d-chiro-inositol). The key intermediate 3-O-methyl-4,5-epoxy-d-chiro-inositol was obtained in excellent yield via an epoxidation from mono-methanes

Inositols as chiral templates: 1,4-conjugate addition to tethered cinnamic esters.

The 1,4-addition of thio nucleophiles to chiro-inositols containing a cinnamyl Michael acceptor proceeded with excellent diastereochemical induction and good yields. Cleavage of the inositol auxiliary provides beta-thio hydrocinnamic acids in >99% ee's.

Enzyme-catalysed synthesis of galactosylated 1D- and 1L-chiro-inositol, 1D-pinitol, myo-inositol and selected derivatives using the β-galactosidase from the thermophile Thermoanaerobacter sp. strain TP6-B1

The products from the enzymatic β-D-galactopyranosylation of 1D-chiro-inositol, 1D-pinitol, 1D-3-O-allyl-4-O-methyl-chiro-inositol, 1D-3,4-di-O-methyl-chiro-inositol, 1L-chiro-inositol and myo-inositol in combined yields ranging from 46% to 64% have been

Efficient synthetic routes to fluorinated isosteres of inositol and their effects on cellular growth

Efficient synthetic routes to several fluorinated isosteres of inositol have been developed that are based upon the unexpected selectivity observed in the (diethylamido)sulfur trifluoride reaction of polyhydroxylated cyclohexane derivatives. The conversio