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ChemicalBook >> CAS DataBase List >>Glimepiride

Glimepiride

CAS No.
93479-97-1
Chemical Name:
Glimepiride
Synonyms
AMARYL;Glimpiride;GliMipride;GliMperide;glimepirid;N-(4-ethyl-3-methyl-5-oxo-2H-pyrrol-1-yl)-3-[4-[[[(4-methylcyclohexyl)amino]-oxomethyl]sulfamoyl]phenyl]propanamide;amary;hoe490;Grimepride;Glenn urea
CBNumber:
CB8318552
Molecular Formula:
C24H34N4O5S
Molecular Weight:
490.62
MDL Number:
MFCD00878417
MOL File:
93479-97-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:24:28
Product description Number Pack Size Price
Glimepiride for system suitability European Pharmacopoeia (EP) Reference Standard Y0000516 12 μg $167
Glimepiride European Pharmacopoeia (EP) Reference Standard Y0000515 110 mg $167
Glimepiride ≥98% (HPLC), solid G2295 50mg $217
Glimepiride British Pharmacopoeia (BP) Reference Standard BP1144 100MG $280
Glimepiride for system suitability British Pharmacopoeia (BP) Reference Standard BP1141 25MG $276
More product size

Glimepiride Properties

Melting point 212.2-214.5 °C
Density 1.29±0.1 g/cm3(Predicted)
storage temp. room temp
solubility DMSO: >10 mg/mL
pka 5.10±0.10(Predicted)
form solid
color white
Merck 14,4440
BCS Class 2
InChIKey WIGIZIANZCJQQY-RUCARUNLSA-N
SMILES N1(C(NCCC2=CC=C(S(NC(N[C@@H]3CC[C@@H](C)CC3)=O)(=O)=O)C=C2)=O)CC(C)=C(CC)C1=O
CAS DataBase Reference 93479-97-1(CAS DataBase Reference)
FDA UNII 6KY687524K
NCI Drug Dictionary Amaryl
ATC code A10BB12
EPA Substance Registry System 1H-Pyrrole-1-carboxamide, 3-ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(trans- 4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo- (93479-97-1)
UNSPSC Code 41116107
NACRES NA.77

Pharmacokinetic data

Protein binding >99%
Excreted unchanged in urine 0 (58-60% as metabolites)
Volume of distribution 0.113(L/kg)
Biological half-life 5-9 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
PPE Eyeshields, Gloves, type N95 (US)
Hazard Codes  Xn,Xi
Risk Statements  21-36/38-46-62-63
Safety Statements  25-26-36/37-53
WGK Germany  3
RTECS  UX9363950
HS Code  2935904000
Storage Class 11 - Combustible Solids
Hazard Classifications Repr. 2
NFPA 704
0
4 0

Glimepiride price More Price(95)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000516 Glimepiride for system suitability European Pharmacopoeia (EP) Reference Standard 93479-97-1 12 μg $167 2026-04-30 Buy
Sigma-Aldrich Y0000515 Glimepiride European Pharmacopoeia (EP) Reference Standard 93479-97-1 110 mg $167 2026-04-30 Buy
Sigma-Aldrich G2295 Glimepiride ≥98% (HPLC), solid 93479-97-1 50mg $217 2026-04-30 Buy
Sigma-Aldrich BP1144 Glimepiride British Pharmacopoeia (BP) Reference Standard 93479-97-1 100MG $280 2026-04-30 Buy
Sigma-Aldrich BP1141 Glimepiride for system suitability British Pharmacopoeia (BP) Reference Standard 93479-97-1 25MG $276 2026-04-30 Buy
Product number Packaging Price Buy
Y0000516 12 μg $167 Buy
Y0000515 110 mg $167 Buy
G2295 50mg $217 Buy
BP1144 100MG $280 Buy
BP1141 25MG $276 Buy

Glimepiride Chemical Properties,Uses,Production

Description

Glimepiride (original trade name Amaryl) is an orally available medium-to-long-acting sulfonylurea antidiabetic drug. It is sometimes classified as either the first third-generation sulfonylurea, or as second-generation. Like all sulfonylureas, glimepiride acts as an insulin secretagogue. It lowers blood sugar by stimulating the release of insulin from functioning pancreatic beta cells and by increasing sensitivity of peripheral tissues to insulin. Glimepiride likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin. Glimepiride is mainly used to treat patients with type 2 diabetes and can also decrease the chances that someone will develop complications of type 2 diabetes, such as kidney damage, blindness, nerve problems, loss of limbs, sexual function problems and heart attack or stroke. The drug was approved by the FDA in 1995 and is manufactured by Sanofi-Aventis. It can be used along with proper diet and exercise program and may also be used alone or with other antidiabetic medicines if need. The drug is available only with your doctor's prescription.

References

1. https://en.wikipedia.org/wiki/Glimepiride
2. http://www.webmd.com/drugs/2/drug-12271/glimepiride-oral/details
3. https://www.drugs.com/cdi/glimepiride.html
4. http://www.medicinenet.com/glimepiride/article.htm
5. http://www.everydayhealth.com/drugs/glimepiride
6. http://www.emedicinehealth.com/drug-glimepiride/article_em.htm
7. https://www.ghc.org/kbase/topic.jhtml?docId=d03864a1
8. http://www.emedicinehealth.com/drug-glimepiride/article_em.htm
9. http://drugs.healthgrove.com/l/3454/Glimepiride

Description

Glimepiride, the first of a new generation of sulfonylurea drugs, was introduced in Sweden in 1995 as a first-line therapy to lower blood glucose in patients with type II diabetes. Sulfonylureas exert their hypoglycemic function primarily by direct stimulation of insulin secretion in glucose-insensitive pancreatic β-cells and GLUT translocation in insulin-resistant fat and muscle cells. Once-daily, orally administered glimepiride in diabetes patients showed a more rapid and longer lasting glucose-lowering effect than the commonly used agent glibenclamide. Glimepiride can be used either as a monotherapy or in combination with insulin.

Chemical Properties

White Cyrstalline Solid

Originator

Hoechst Marion Roussel (Germany)

Uses

A sulfonylurea hypoglycemic agent. Used as an antidiabetic

Uses

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. Potent Kir6 (KATP) channel blocker and anti-diabetic agent. Inhibits pinacidil-activated cardiac Kir6 channels with an IC50 of 6.8 nM.

Uses

For concomitant use with insulin for the treatment of noninsulin-dependent (type 2) diabetes mellitus.

Uses

anticonvulsant

Definition

ChEBI: Glimepiride is a sulfonamide, a N-acylurea and a N-sulfonylurea. It has a role as a hypoglycemic agent and an insulin secretagogue.

Manufacturing Process

By heating of a mixture of 3-ethyl-4-methyl-2-pyrrolone and 2- phenylethylisocyanate at 150°C is obtained 3-ethyl-4-methyl-2-oxo-3- pyrroline-1-(N-2-phenylethyl)-carboxamide, melting point 106°-108°C. Then the carboxamide are introduced in portions at 30°C into chlorosulfonic acid, and agitated for 1 hour at 40°C. The sulfochloride (melting point 172-175°C), introduced into concentrated ammonia, and heated for 30 min on a steam bath. The mixture of sulfonamide obtained (melting point 180°-182°C), of acetone and K2CO3 are refluxed with agitation for 6 hours. Subsequently the cyclohexyl isocyanate are added dropwise, and agitation is continued for 6 hours at boiling temperature. After standing overnight, the product is filtered, the crystals obtained are treated with dilute hydrochloric acid, and again filtered. It is prepared N-(4-[2-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1- carboxamido)ethyl]benzenesulfonyl)-N'-cyclohexyl urea; melting point 185°- 187°C (from acetone) (Glimepiride).

brand name

Amaryl (Sanofi Aventis).

Therapeutic Function

Oral hypoglycemic

General Description

Glimepiride, 1-[[p-[2-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl]phenyl]sulfonyl]-3-(trans-4-methylcyclohexyl)urea (Amaryl), is very similarto glipizide with the exception of their heterocyclic rings.Instead of the pyrazine ring found in glipizide, glimepiridecontains a pyrrolidine system. It is metabolized primarilythrough oxidation of the alkyl side chain of the pyrrolidine,with a minor metabolic route involving acetylation of theamine.

General Description

Glimepiride is 3-ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(trans-4-methylcyclohexyl)amino]-carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxamide; thiscompound can also be named as the urea—see precedingdiscussion (Amaryl, generic). Combinations are availablewith rosiglitazone in the United States (Avandaryl tablets;mg glimepiride/mg rosiglitazone as maleate salt: 1/4,2/4, 4/4, 2/8, 4/8); and with pioglitazone (Duetact tablets;mg glimepiride/ mg pioglitazone as hydrochloride salt:2/30, 4/30).

Biological Activity

Potent K ATP channel blocker and anti-diabetic agent. Inhibits pinacidil-activated cardiac K ATP channels with an IC 50 of 6.8 nM.

Biochem/physiol Actions

Glimepiride is a potent blocker of cardiac KATP channels activated by pinacidil with an IC50 of 6.8 nM.

Clinical Use

Non-insulin dependent diabetes mellitus

Veterinary Drugs and Treatments

Glimepiride may potentially be a useful adjunct in the treatment of non-insulin dependent diabetes mellitus (NIDDM) in cats. Its duration of action in humans allows it to be dosed once daily, which could be of benefit in cats. It may also have fewer side effects than glipizide in cats.

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: effects enhanced by NSAIDs.
Antibacterials: effects enhanced by chloramphenicol, sulphonamides, tetracyclines and trimethoprim; effect reduced by rifamycins.
Anticoagulants: effect possibly enhanced by coumarins; also possibly changes to INR.
Antifungals: concentration increased by fluconazole and miconazole and possibly voriconazole.
Lipid-regulating drugs: possibly additive hypoglycaemic effect with fibrates.
Sulfinpyrazone: enhanced effect of sulphonylureas.

Metabolism

The drug is extensively metabolised in the liver to two main metabolites. The cytochrome P450 isoenzyme CYP2C9 is involved in the formation of a hydroxy derivative, which is further metabolised to a carboxy derivative by cytosolic enzymes.
About 60% of a dose is eliminated in the urine and 40% in the faeces.

766-36-9
93479-97-1
Synthesis of Glimepiride from 3-Ethyl-4-methyl-3-pyrrolin-2-one
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View Lastest Price from Glimepiride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Glimepiride pictures 2026-06-06 Glimepiride
93479-97-1
0.99 RongNa Biotechnology Co.,Ltd
Glimepiride pictures 2026-06-05 Glimepiride
93479-97-1
1KG 98%-102%;USP 100KGS WUHAN FORTUNA CHEMICAL CO., LTD
Glimepiride pictures 2026-05-11 Glimepiride
93479-97-1
$52.00 98.87% 10g TargetMol Chemicals Inc.
  • Glimepiride pictures
  • Glimepiride
    93479-97-1
  • 98%-102%;USP
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Glimepiride pictures
  • Glimepiride
    93479-97-1
  • $52.00
  • 98.87%
  • TargetMol Chemicals Inc.

Glimepiride Spectrum

3-ETHYL-2,5-DIHYDRO-4-METHYL-N-[2-[4-[[[[(TRANS-4-METHYLCYCLOHEXYL)AMINO]CARBONYL]AMINO]SULFONYL]PHENYL]ETHYL]-2-OXO-1H-PYRROLE-1-CARBOXAMIDE 3-ETHYL-2,5-DIHYDRO-4-METHYL-N-[2-[4-[[[[(TRANS-4-METHYLCYCLOHEXYL)AMINO]CARBONYL]AMINO]SULFONYL]PHENYL]ETHYL]-2-OXO-1H-PYRROLE-1-CARBOXYAMIDE Gliclazide(diamicron) CLIMEPIRIDE trans-3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(4-methyleyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxamide 3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[trans-4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxyamide 1H-Pyrrole-1-carboxamide, 3-ethyl-2,5-dihydro-4-methyl-N-2-4-(trans-4-methylcyclohexyl)aminocarbonylaminosulfonylphenylethyl-2-oxo- 1H-Pyrrole-1-carboxamide, 2,5-dihydro-3-ethyl-4-methyl-N-(2-(4-(((((4-methylcyclohexyl)amino) carbonyl)amino)sulfonyl)phenyl)ethyl)-2-oxo-, trans 1-[[4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-ylcarbonyl)amino]ethyl]phenyl]sulfonyl]-3-(4α-methylcyclohexan-1β-yl)urea 1-[[p-[2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-ylcarbonylamino)ethyl]phenyl]sulfonyl]-3-[(1β)-4α-methylcyclohexyl]urea Grimepride GliMepiride(AMaryl) 1h-pyrrole-1-carboxamide,2,5-dihydro-3-ethyl-4-methyl-n-(2-(4-(((((4-methylcyc hoe490 trans-lohexyl)amino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-oxo GLIMEPIRIDE amary Glimepiride (200 mg) 3-ethyl-4-Methyl-2-oxo-N-(2-{4-[({[(1r,4r)-4-Methylcyclohexyl]carbaMoyl}aMino)sulfonyl]phenyl}ethyl)-2,5-dihydro-1H-pyrrole-1-carboxaMide trans-3-Ethyl-2,5-dihydro-4-Methyl-N-[2-[4-[[[[trans-4-Methylcyclohexyl)aMino]carbonyl]aMino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxyaMide GliMepiride COS 1-[[p-[2-(3-ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl]phenyl]sulfonyl]-3-(trans-4-methylcyclohexyl)urea 1-(4-(2-(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamido)ethyl)phenylsulfonyl)-3-((1r,4r)-4-methylcyclohexyl)urea Glimepiride Solution, 100ppm Glimepiride 93479-97-1 Customization Available High Quality With Factory Price Professional Manufacturer Glimepiride RS Glimepiride CRS Glimepiride> Glimepiride for system suitability CRS Glimepiride solution in Acetonitrile/Methanol, 1000ug/ml Glenn urea Glimepiride USP/EP/BP Glimepiride (Glimperide GlimepirideQ: What is Glimepiride Q: What is the CAS Number of Glimepiride Q: What is the storage condition of Glimepiride Q: What are the applications of Glimepiride Glimepiride (Y0000515) Glimepiride for system suitability (Y0000516) Glimepiride (1292303) 3-Ethyl-4-methyl-N-(4-(N-((rel-(1r,4r)-4-methylcyclohexyl)carbamoyl)sulfamoyl)phenethyl)-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide AMARYL Glimpiride GliMipride N-(4-ethyl-3-methyl-5-oxo-2H-pyrrol-1-yl)-3-[4-[[[(4-methylcyclohexyl)amino]-oxomethyl]sulfamoyl]phenyl]propanamide Glimepiride IP/EP/USP Glimepiride 1-[[p-[2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido) ethyl]phenyl]sulfonyl]-3-(trans-4-methylcyclohexyl)urea Glimepiride Reference Standard GLIMEPIRIDE IP Glimepiride in methanol 3-Ethyl-4-methyl-N-(4-(N-(((1r,4r)-4-methylcyclohexyl)carbamoyl)sulfamoyl)phenethyl)-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide (Glimepiride Impurity) Glimepiride, 10 mM in DMSO GLIMEPIRIDE NON-STERILE BULK DRUG SUBSTANCE Glimepiride - Bio-X ? PHR1617 Glimepiride【PHR1617】 Glimepiride 100 μg/mL in Acetonitrile rac-3-ethyl-4-methyl-n-(4-(n-(((1r,4r)-4-methylcyclohexyl)carbamoyl)sulfamoyl)phenethyl)-2-oxo-2,5-dihydro-1h-pyrrole-1-carboxamide Glimepiride Micronized
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