ChemicalBook > CAS DataBase List > N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide

N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide

Product Name
N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
CAS No.
339-44-6
Chemical Name
N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
Synonyms
Glymidine;Glymidinum;Glycodiazin;Glycodiazine;N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide;N-[5-(2-methoxyethoxy)-2-pyrimidinyl]benzenesulphonamide;Benzenesulfonamide, N-[5-(2-methoxyethoxy)-2-pyrimidinyl]-
CBNumber
CB9875258
Molecular Formula
C13H15N3O4S
Formula Weight
309.3409
MOL File
339-44-6.mol
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N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide Property

Melting point:
152-154°
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
Solid
color 
Light Beige
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
G752000
Product name
Glymidine
Packaging
2.5mg
Price
$80
Updated
2021/12/16
TRC
Product number
G752000
Product name
Glymidine
Packaging
100mg
Price
$1390
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
95304
Product name
Glymidine
Packaging
2.5mg
Price
$375
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009524
Product name
GLYCODIAZINE
Purity
95.00%
Packaging
5MG
Price
$502.57
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
95304
Product name
Glymidine
Packaging
10mg
Price
$575
Updated
2021/12/16
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N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide Chemical Properties,Usage,Production

Originator

Redul,Bayer/Schering,W. Germany,1964

Uses

Glymidine is used in biological activities to predict human intestinal absorption in drug discovery.

Definition

ChEBI: Glymidine is a sulfonamide that is N-(pyrimidin-2-yl)benzenesulfonamide which is substituted at position 5 of the pyrimidine ring by a 2-methoxyethoxy group. It is a hypoglycemic drug used for the treatment of diabetes mellitus. It has a role as a hypoglycemic agent. It is a member of pyrimidines, a sulfonamide and a diether. It is a conjugate acid of a glymidine(1-).

Manufacturing Process

210 g phosphorus pentachloride are gradually added to 252 g methoxyethoxyacetaldehyde-di-methoxyethylacetal with agitation. The mixture is externally cooled with ice to hold the reaction temperature below 25°C. Moisture is carefully excluded. After addition of the condensation agent is completed, the reaction mixture is further agitated at room temperature for 30 minutes. 225 ml dimethylformamide are then added drop by drop while the reaction temperature is held at 20°C to 25°C by external cooling of the reaction vessel with ice. When the dimethylformamide has been added, the temperature is raised to 60°C, and this temperature is maintained for 70 minutes.
The temperature is again lowered to 20°C to 25°C and maintained at this value by cooling with ice while 500 ml methanol are added drop by drop. The resulting solution is admixed drop by drop to a suspension of 240 g powdered caustic soda in 800 ml methanol at 20°C to 25°C. After mixing is completed, stirring is continued for 30 minutes at room temperature. The solution now contains inorganic salts and β-dimethylamino-α-methoxyethoxyacrolein.
200 g guanidine nitrate and thereafter 70 g sodium hydroxide are added to the solution. The methanol is evaporated with agitation. The residue is dissolved in 1.5 liters water and is repeatedly extracted with chloroform. The combined chloroform extracts are evaporated to dryness, and the residue is recrystallized from carbon tetrachloride. 80 g of 2-amino-5- methoxyethoxypyrimidine of MP 80°C to 81°C are obtained.
This material is then dissolved in pyridine. Benzenesulfonylchloride is added and the resulting mixture is heated two hours to 60°C. It is then poured into 300 ml water. The precipitate formed thereby is filtered off and dissolved in dilute ammonium hydroxide. The solution is purified with charcoal, and filtered. The filtrate is acidifed with acetic acid to give glymidine.
62 g 2-benzenesulfonamido-5-methoxyethoxypyrimidine are dissolved jointly with 8 g sodium hydroxide in 250 ml ethanol. The solution is evaporated to dryness, and the residue is suspended in 300 ml acetone. The sodium salt of 2-benzenesulfonamido-5-methoxyethoxypyrimidine may be filtered off, washed with acetone, and dried. The yield of glymidine sodium is about 60 g, the MP 220°C to 223°C.

Therapeutic Function

Antidiabetic

N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide Suppliers

Shenzhen Polymeri Biochemical Technology Co., Ltd.
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TargetMol Chemicals Inc.
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ATK CHEMICAL COMPANY LIMITED
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339-44-6, N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamideRelated Search:


  • N-[5-(2-methoxyethoxy)pyrimidin-2-yl]benzenesulfonamide
  • N-[5-(2-methoxyethoxy)-2-pyrimidinyl]benzenesulphonamide
  • Glymidine
  • Benzenesulfonamide, N-[5-(2-methoxyethoxy)-2-pyrimidinyl]-
  • Glycodiazin
  • Glycodiazine
  • Glymidinum
  • 339-44-6