664-95-9

Basic information

• Product Name: glycyclamide
• Synonyms: glycyclamide;Tolnidamine;tolcyclamide;Agliral;Cychloral;Cyclamid;Cyclamide【Russian】;1-cyclohexyl-3-(4-methylphenyl)sulfonylurea
• CAS NO: 664-95-9
• Molecular Formula: C₁₄H₂₀N₂O₃S
• Molecular Weight: 74.08184
• EINECS: 211-557-6
• Mol File: 664-95-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 174-176°
• Appearance: /
• Density: 1.2111 (rough estimate)
• Refractive Index: 1.6360 (estimate)
• PKA: pKa 5.50 (Uncertain)
• Water Solubility: 18.36mg/L(37 oC)
• CAS DataBase Reference: glycyclamide(CAS DataBase Reference)
• NIST Chemistry Reference: glycyclamide(664-95-9)
• EPA Substance Registry System: glycyclamide(664-95-9)

Safety Data

• Hazardous Substances Data: 664-95-9(Hazardous Substances Data)

Usage

General Description

Glycycamide, also known as glyburide, is a sulfonylurea medication commonly used to treat type 2 diabetes. It works by stimulating the release of insulin from the pancreas and increasing the sensitivity of the body's cells to insulin. This helps to lower blood sugar levels in individuals with diabetes. Glycycamide is typically taken by mouth and is most effective when used in conjunction with a healthy diet and regular exercise. However, it may cause side effects such as hypoglycemia, weight gain, and stomach upset. It is important for individuals taking glycycamide to monitor their blood sugar levels closely and follow their healthcare provider's instructions for proper dosing and administration.

InChI:InChI=1/C14H20N2O3S/c1-11-7-9-13(10-8-11)20(18,19)16-14(17)15-12-5-3-2-4-6-12/h7-10,12H,2-6H2,1H3,(H2,15,16,17)

Upstream product

• 56379-88-5 cyclohexylcarbamic acid phenyl ester 
• 70-55-3 toluene-4-sulfonamide 
• 917-61-3 sodium isocyanate 
• 108-91-8 cyclohexylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 109840-62-2 (N-cyclohexyl-formimidic acid )-[(toluene-4-sulfonyl)-carbamic acid ]-anhydride 
• 7647-01-0 hydrogenchloride 
• 4083-64-1 Tosyl isocyanate 
• 3173-53-3 Cyclohexyl isocyanate 
• 5577-13-9 Tosylurethane 
• 766-93-8 N-cyclohexylformamide 

Relevant articles and documents

A facile synthesis of sulfonylureas: Via water assisted preparation of carbamates

A novel and simple approach to the synthesis of sulfonylureas has been reported. It involved the reaction of various amines with diphenyl carbonate to yield the corresponding carbamates, which subsequently reacted with different sulphonamides to produce different sulfonylureas in excellent yields. The first reaction of diphenyl carbonate with amines was carried out in aqueous:organic (H2O:THF, 90:10) medium at room temperature to produce carbamates that paved a straightforward route to sulfonylureas after reaction with sulfonamides. The above process avoided traditional multistep protocols and the use of hazardous, irritant, toxic and moisture sensitive reagents such as phosgene, isocyanates and/or chloroformates.

Mechanosynthesis of pharmaceutically relevant sulfonyl-(thio)ureas

We demonstrate the first application of mechanochemistry to conduct the synthesis of sulfonyl-(thio)ureas, including known anti-diabetic drugs tolbutamide, chlorpropamide and glibenclamide, in good to excellent isolated yields by either stoichiometric base-assisted or copper-catalysed coupling of sulfonamides and iso(thio)cyanates. the Partner Organisations 2014.

Synthesis, characterization, antioxidant activity, and DNA-binding studies of 1-cyclohexyl-3-tosylurea and its Nd(III), Eu(III) complexes

A new ligand, 1-cyclohexyl-3-tosylurea (H2L), was prepared by condensation ethyl N-(3-tossulfonyl) carbamate and cyclohexanamine. Its two lanthanide(III) complexes, Ln(H2L)3·3NO3 [Ln=Nd (1), and Eu (2)], have been synthesized and characterized on the base of element analyses, ESI-MS, molar conductivities, IR spectra and thermogravimetry/differential thermal analysis (TG-DTA). In addition, the DNA-binding properties of the ligand and its complexes have been investigated by electronic absorption spectroscopy, fluorescence spectroscopy, circular dichroic (CD) spectroscopy and viscosity measurements. The experiment results suggest that the ligand and its two complexes bind to DNA via a groove binding mode, and the binding affinity of the complex 2 is higher than that of the complex 1 and the ligand. Furthermore, the antioxidant activity (superoxide and hydroxyl radical) of the ligand and its metal complexes was determined by using spectrophotometer methods in vitro. These complexes were found to possess potent antioxidant activity and be better than standard antioxidants like vitamin C and mannitol. In particular, complex 2 displayed excellent activity on the superoxide and hydroxyl radical.