trans-Carboxy Glimepiride

Base Information

• Chemical Name: trans-Carboxy Glimepiride
• CAS No.: 127554-90-9
• Molecular Formula: C₂₄H₃₂N₄O₇S
• Molecular Weight: 520.607
• DSSTox Substance ID: DTXSID70435183
• Nikkaji Number: J564.602B
• Mol file: 127554-90-9.mol

Synonyms:trans-Carboxy Glimepiride;127554-90-9;1217739-04-2;4-[[4-[2-[(4-ethyl-3-methyl-5-oxo-2H-pyrrole-1-carbonyl)amino]ethyl]phenyl]sulfonylcarbamoylamino]cyclohexane-1-carboxylic acid;1794752-12-7;4-(3-((4-(2-(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamido)ethyl)phenyl)sulfonyl)ureido)cyclohexane-1-carboxylic acid;cis-4-(3-((4-(2-(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamido)ethyl)phenyl)sulfonyl)ureido)cyclohexane-1-carboxylic acid;Cyclohexanecarboxylic acid, 4-[[[[[4-[2-[[(3-ethyl-2,5-dihydro-4-methyl-2-oxo-1H-pyrrol-1-yl)carbonyl]amino]ethyl]phenyl]sulfonyl]amino]carbonyl]amino]-;trans-4-(3-((4-(2-(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamido)ethyl)phenyl)sulfonyl)ureido)cyclohexane-1-carboxylic acid;Carboxyglimepiride;SCHEMBL18157020;DTXSID70435183;AKOS030254614;FT-0664319;J-005500

Chemical Property of trans-Carboxy Glimepiride

Chemical Property:

• Melting Point: 111-115°C
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Ethyl Acetate (Heated, Sonicated), Methanol (Sparingly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 520.19917055
• Heavy Atom Count: 36
• Complexity: 988

Purity/Quality:

97% ^*data from raw suppliers

trans-CarboxyGlimepiride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(CN(C1=O)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)C(=O)O)C
• Uses: An active metabolite of Glimepiride (G410150).

Technology Process of trans-Carboxy Glimepiride

There total 3 articles about trans-Carboxy Glimepiride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

amaryl (93479-97-1) → carboxyglimepiride (127554-90-9) + hydroxyglimepiride

Guidance literature:

With sodium hypochlorite; octabromotetrakis(2,6-dichlorophenyl)porphyrin Fe(III)Cl; In water; acetonitrile; at 80 ℃; for 0.833333h; Microwave irradiation;

Reference yield:

hydroxyglimepiride → C24H32N4O7S (127554-90-9)

Guidance literature:

With NADP; magnesium chloride; In water; at 37 ℃; liver cytosol fraction, phosphate buffer, pH = 7.4;

Reference yield:

glimepiride (93479-97-1) → C24H32N4O7S (127554-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NADP, G₆PDH, G₆P, MgCl₂ / H₂O / 37 °C / liver microsomes fraction, phosphate buffer, pH = 7.4

2: NADP, G₆PDH, G₆P, MgCl₂ / H₂O / 37 °C / liver cytosol fraction, phosphate buffer, pH = 7.4

With NADP; magnesium chloride; In water;

upstream raw materials:

glimepiride

amaryl

Refernces

• 1、 Yamazaki,Tabata. "Sex difference in pharmacokinetics of the novel sulfonylurea antidiabetic glimepiride in rats". . p. 1317 - 1321. Retrieved 2007/10/02.