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Glimepiride

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.

Basic information Description References Safety Related Supplier

Glimepiride Basic information

Product Name:
Glimepiride
CAS:
93479-97-1
MF:
C24H34N4O5S
MW:
490.62
EINECS:
642-919-5
Mol File:
93479-97-1.mol
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Glimepiride Chemical 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
form 
solid
pka
5.10±0.10(Predicted)
color 
white
Merck 
14,4440
CAS DataBase Reference
93479-97-1(CAS DataBase Reference)
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)
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Safety Information

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

MSDS

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Glimepiride Usage And Synthesis

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

anticonvulsant

Uses

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

Uses

A sulfonylurea hypoglycemic agent. Used as an antidiabetic

brand name

Amaryl (Sanofi Aventis).

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).

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.

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.

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.

Glimepiride Preparation Products And Raw materials

Raw materials

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GlimepirideSupplierMore

Wuhan Magic Biological Technology Co., Ltd. Gold
Tel:
18872289958、027-52304252、QQ3400508168
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3400508168@qq.com
Products Intro:
Product Name:Glimepiride
CAS:93479-97-1
Purity:99% Package:1KG,25KG
Jiangxi Boya Seehot Pharmaceutical Co., Ltd. Gold
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0794-7053660
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Purity:99% HPLC Package:5KG
Guangzhou Younan Technology Co., Ltd Gold
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Email:
YN_research@163.com
Products Intro:
Product Name:Glimepiride
CAS:93479-97-1
Purity:98% HPLC Package:1g,5g,10g,50g,100g,1kg,10kg,25kg
Hubei huizepu Pharmaceutical Technology Co., Ltd Gold
Tel:
1910-7121455-
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p19107121455@163.com
Products Intro:
Product Name:Glimepiride
CAS:93479-97-1
Purity:99%HPLC Package:1kg/20;5kg/50;10kg/99
J & K SCIENTIFIC LTD.
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010-82848833- ;010-82848833-
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jkinfo@jkchemical.com;market6@jkchemical.com
Products Intro:
Product Name:GliMepiride
CAS:93479-97-1
Purity:98.0%(LC&T) Package:1G,5G
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