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Glimepiride - ≥99%, high purity , CAS No.93479-97-1

In stock
Item Number
G129354
Grouped product items
SKU Size
Availability
Price Qty
G129354-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$105.90
G129354-5g
5g
3
$462.90
G129354-25g
25g
1
$2,083.90

Potent cardiac K ATP channel blocker

Basic Description

Synonyms CCRIS 7083 | GLIMEPIRIDE [USP-RS] | HMS2097C03 | HMS3677K06 | 24T6XIR2MZ | BPBio1_000751 | Glimepiride (JP17/USP/INN) | Glista OD | HOE 490 | SMR000466368 | GLIMEPIRIDE [USP MONOGRAPH] | Glimepiride Impurity A | HMS3714C03 | Glimepiride- Bio-X | Glymepiri
Specifications & Purity Moligand™, ≥99%
Biochemical and Physiological Mechanisms Potent cardiac K ir 6 (K ATP ) channel blocker (IC 50 = 6.8 nM). Antidiabetic agent. Orally active and active in vivo .
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Glimepiride is a third generation sulfonylurea compound, which increases the release of insulin from pancreatic beta cells. In addition, Glimepiride increases the activity of intracellular insulin receptors. Studies conducted on adipocytes and skeletal muscle suggest that Glimepiride induces the PI3 kinase (PI3K) and Akt pathway, along with insulin receptor substrate-1/2 and endothelial nitric oxide synthase. Glimepiride also increases osteoblast proliferation and differentiation, which is thought to be related to its ability to activate the PI3K and Akt pathway. Furthermore, Glimepiride enhances intrinsic peroxisome proliferator-activated receptor γ activity. Glimepiride also increases protein expression of glucose transports 1 and 4, and is a potent KIR channel blocker.
A third generation sulfonylurea compound that induces the PI3K and Akt pathway

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Benzenoids
Class Benzene and substituted derivatives
Subclass Benzenesulfonamides
Intermediate Tree Nodes Not available
Direct Parent Benzenesulfonamides
Alternative Parents Benzenesulfonyl compounds  Sulfonylureas  N-acyl ureas  Pyrrolines  Organosulfonic acids and derivatives  Aminosulfonyl compounds  Isoureas  Propargyl-type 1,3-dipolar organic compounds  Carboxylic acids and derivatives  Carboximidamides  Azacyclic compounds  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Benzenesulfonamide - Benzenesulfonyl group - N-acyl urea - Sulfonylurea - Ureide - Pyrroline - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Isourea - Carboximidic acid derivative - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.
External Descriptors Not available

Associated Targets(Human)

CYP2C9 Tchem Cytochrome P450 2C9 (0 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)

Names and Identifiers

Pubchem Sid 504750676
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504750676
IUPAC Name 4-ethyl-3-methyl-N-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-5-oxo-2H-pyrrole-1-carboxamide
INCHI InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)
InChIKey WIGIZIANZCJQQY-UHFFFAOYSA-N
Smiles CCC1=C(CN(C1=O)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)C
Isomeric SMILES CCC1=C(CN(C1=O)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)C
WGK Germany 3
RTECS UX9363950
Molecular Weight 490.62
Reaxy-Rn 5365754
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5365754&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot Number Certificate Type Date Item
K1901132 Certificate of Analysis Jun 07, 2023 G129354
I1424185 Certificate of Analysis May 07, 2022 G129354

Chemical and Physical Properties

Solubility Soluble in DMSO (>10 mg/ml), water (<1 mg/ml at 25 °C), and ethanol (<1 mg/ml at 25 °C).
Melt Point(°C) 204 °C
Molecular Weight 490.600 g/mol
XLogP3 3.900
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 7
Exact Mass 490.225 Da
Monoisotopic Mass 490.225 Da
Topological Polar Surface Area 133.000 Ų
Heavy Atom Count 34
Formal Charge 0
Complexity 895.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Zixian He, Zhiwei Liu, Haihuan Xie, Pengjie Luo, Xiangmei Li.  (2023)  An Ultrasensitive Lateral Flow Immunoassay Based on Metal-Organic Framework-Decorated Polydopamine for Multiple Sulfonylureas Adulteration in Functional Foods.  Foods,  12  (3): (539). 
2. Haihuan Xie, Yingying Li, Jin Wang, Yi Lei, Anastasios Koidis, Xiangmei Li, Xing Shen, Zhenlin Xu, Hongtao Lei.  (2022)  Broad-specific immunochromatography for simultaneous detection of various sulfonylureas in adulterated multi-herbal tea.  FOOD CHEMISTRY,  370  (131055). 
3. Jiankun Cao, Qing Jiang, Ruixian Li, Qian Xu, Hongli Li.  (2019)  Nanofibers mat as sampling module of direct analysis in real time mass spectrometry for sensitive and high-throughput screening of illegally adulterated sulfonylureas in antidiabetic health-care teas.  TALANTA,  204  (753). 
4. Fu Jian-Fang, Ren Qin-You, Zhang Nan-Yan, Gao Bin, Tu Yan-Yang, Fu Guo-Qiang, Li Dao-Hai, Zhang Yong-Sheng.  (2012)  Inhibition potential of glimepiride (gli) towards important UDP-glucuronosyltransferase (UGT) isoforms in human liver.  PHARMAZIE,  67  (8): (715-717). 

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