133086-81-4

Basic information

• Product Name: ganodine
• Synonyms: ganodine
• CAS NO: 133086-81-4
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.2744
• Mol File: 133086-81-4.mol

Chemical Properties

• Boiling Point: 432.3°Cat760mmHg
• Flash Point: 215.3°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 3.05E-08mmHg at 25°C
• Refractive Index: 1.569
• CAS DataBase Reference: ganodine(CAS DataBase Reference)
• NIST Chemistry Reference: ganodine(133086-81-4)
• EPA Substance Registry System: ganodine(133086-81-4)

Safety Data

• Hazardous Substances Data: 133086-81-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H15NO2/c16-10-13-6-7-14(11-17)15(13)9-8-12-4-2-1-3-5-12/h1-7,10,17H,8-9,11H2

Upstream product

• 2280-44-6 D-Glucose 
• 64-04-0 phenethylamine 

Relevant articles and documents

Discovery of novel pyrido-pyrrolidine hybrid compounds as alpha-glucosidase inhibitors and alternative agent for control of type 1 diabetes

A new library of pyrido-pyrrolidine hybrid compounds were designed, developed and screened for their antidiabetic property with α-glucosidase. The design is based on preliminary screening of key fragments identified from literature reported α-glucosidase inhibitors and antidiabetic compounds. The most active fragments were stitched to provide a pyrido-pyrrolidine hybrid molecule as a new motif. A library of these compounds were synthesized and screened against a series of α-glycosidases. Subsequently, compound 3k was the most efficacious analog with IC50 of 0.56 μM. Photoluminescence study and circular dichroism experiments indicated that compound 3k modulates the primary and secondary structure of the enzyme. It successfully brings down the fasting blood glucose level for streptozotocin (STZ, 70 mg/kg, Intraperitoneal) induced type I diabetic male Sprague-Dawley rats (250–320 g). At lower concentration, compound 3k slightly stimulates proliferation of BRIN-BD11 (α-glucose responsive beta cells from rat pancreas islets that secretes insulin) cells.

METHOD FOR PREPARING PYRROLE-2-CARBALDEHYDES AND PYRROLO-LACTONE USING SUGARS

The present invention relates to a method to convert saccharides, a biomass which can be sustainedly obtained, to pyrrole-2-carbaldehyde which is a useful base compound. More particularly, the present invention relates to a method to efficiently prepare a pyrrole-2-carbaldehyde compound also known as pyrraline which can be used as a medicine or an important intermediate product in material chemistry by having a reaction between D-glucose or L-rhamnose, etc., and various primary amines.COPYRIGHT KIPO 2016

One-Pot Conversion of Carbohydrates into Pyrrole-2-carbaldehydes as Sustainable Platform Chemicals

A practical conversion method of carbohydrates into N-substituted 5-(hydroxymethyl)pyrrole-2-carbaldehydes (pyrralines) was developed by the reaction with primary amines and oxalic acid in DMSO at 90°C. Further cyclization of the highly functionalized pyrralines afforded the pyrrole-fused poly-heterocyclic compounds as potential intermediates for drugs, food flavors, and functional materials. The mild Maillard variant of carbohydrates and amino esters in heated DMSO with oxalic acid expeditiously produced the pyrrole-2-carbaldehyde skeleton, which can be concisely transformed into the pyrrole alkaloid natural products, 2-benzyl- and 2-methylpyrrolo[1,4]oxazin-3-ones 8 and 9, lobechine 10, and (')-hanishin 11 in 23-32% overall yields from each carbohydrate.