Tìm theo
Glimepiride
Các tên gọi khác (4 ) :
  • Amaryl
  • Glimepirida
  • Glimépiride
  • Glimepiridum
Hormon, Nội tiết tố
Thuốc Gốc
Small Molecule
CAS: 93479-97-1
ATC: A10BB12
ĐG : Accord Healthcare , http://www.accord-healthcare.com
CTHH: C24H34N4O5S
PTK: 490.616
Glimepiride is the first III generation sulphonyl urea it is a very potent sulphonyl urea with long duration of action.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C24H34N4O5S
Phân tử khối
490.616
Monoisotopic mass
490.224990908
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)
InChI Key
InChIKey=WIGIZIANZCJQQY-UHFFFAOYSA-N
IUPAC Name
3-ethyl-4-methyl-N-{2-[4-({[(4-methylcyclohexyl)carbamoyl]amino}sulfonyl)phenyl]ethyl}-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide
Traditional IUPAC Name
3-ethyl-4-methyl-N-[2-(4-{[(4-methylcyclohexyl)carbamoyl]aminosulfonyl}phenyl)ethyl]-2-oxo-5H-pyrrole-1-carboxamide
SMILES
CCC1=C(C)CN(C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC2CCC(C)CC2)C1=O
Độ tan chảy
207 °C
Độ hòa tan
Insoluble
logP
3.5
logS
-4.1
pKa (strongest acidic)
4.32
pKa (Strongest Basic)
-3.7
PSA
124.68 Å2
Refractivity
129.8 m3·mol-1
Polarizability
53.86 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
Dược Lực Học : Glimepiride, like glyburide and glipizide, is a "second-generation" sulfonylurea agents. Glimepiride is used with diet to lower blood glucose by increasing the secretion of insulin from pancreas and increasing the sensitivity of peripheral tissues to insulin.
Cơ Chế Tác Dụng : Glimepiride is the first III generation sulphonyl urea it is a very potent sulphonyl urea with long duration of action. The mechanism of action of glimepiride in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and 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.
Dược Động Học :
▧ Absorption :
Completely (100%) absorbed following oral administration.
▧ Volume of Distribution :
* 21.8 ± 13.9 L [Volunteers] * 19.8 ± 12.7 L [Patients with Type 2 diabetes, Single Dose] * 37.1 ± 18.2 L [Patients with Type 2 diabetes, Multiple Dose]
▧ Protein binding :
Over 99.5% bound to plasma protein.
▧ Metabolism :
Hepatic. Following either an intravenous or oral dose, glimepiride is completely metabolized by oxidative biotransformation to a major metabolite, cyclohexyl hydroxymethyl derivative (M1), via the hepatic cytochrome P450 II C9 subsystem. M1 is further metabolized to the carboxyl derivative (M2) by one or several cytosolic enzymes. M1, but not M2, possessed approximately one third of the pharmacologic activity of its parent in an animal model. However, whether the glucose-lowering effect of M1 is clinically significant is not clear.
▧ Half Life :
Approximately 5 hours following single dose.
▧ Clearance :
* 52.1 +/- 16.0 mL/min [Normal subjects with single oral dose] * 48.5 +/- 29.3 mL/min [Patients with Type 2 diabetes, with single oral dose] * 52.7 +/- 40.3 mL/min [Patients with Type 2 diabetes, with multiple oral dose] * 47.8 mL/min [healthy after intravenous (IV) dosing]
Độc Tính : Severe hypoglycemic reactions with coma, seizure, or other neurological impairment.
Chỉ Định : For concomitant use with insulin for the treatment of noninsulin-dependent (type 2) diabetes mellitus.
Tương Tác Thuốc :
  • Cyclosporine The sulfonylurea, glimepiride, may increase the effect of cyclosporine.
  • Gemfibrozil Gemfibrozil increases the effect and toxicity of rosiglitazone/pioglitazone
  • Glucosamine Possible hyperglycemia
  • Ketoconazole Ketoconazole increases the effect of rosiglitazone
  • Rifampicin Rifampin may decrease the effect of sulfonylurea, glimepiride.
  • Somatropin recombinant Somatropin may antagonize the hypoglycemic effect of glimepiride. Monitor for changes in fasting and postprandial blood sugars.
  • Tolbutamide Tolbutamide, a strong CYP2C9 inhibitor, may decrease the metabolism and clearance of Glimepiride. Consider alternate therapy or monitor for changes in Glimepiride therapeutic and adverse effects if Tolbutamide is initiated, discontinued or dose changed.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Amaryl 2 mg tablet
    Giá bán buôn : USD >1.25
    Đơn vị tính : tablet
  • Biệt dược thương mại : Glimepiride 4 mg tablet
    Giá bán buôn : USD >1.25
    Đơn vị tính : tablet
  • Biệt dược thương mại : Amaryl 4 mg tablet
    Giá bán buôn : USD >2.11
    Đơn vị tính : tablet
  • Biệt dược thương mại : Glimepiride 1 mg tablet
    Giá bán buôn : USD >0.42
    Đơn vị tính : tablet
  • Biệt dược thương mại : Glimepiride 2 mg tablet
    Giá bán buôn : USD >0.67
    Đơn vị tính : tablet
  • Biệt dược thương mại : Amaryl 1 mg tablet
    Giá bán buôn : USD >0.88
    Đơn vị tính : tablet
Nhà Sản Xuất
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00222
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3476
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508842
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07669
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00593
ChemSpider
http://www.chemspider.com/Chemical-Structure.3357.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/61442-115-01
PharmGKB
http://www.pharmgkb.org/drug/PA449761
Wikipedia
http://en.wikipedia.org/wiki/Glimepiride
RxList
http://www.rxlist.com/cgi/generic/glimepiride.htm
Drugs.com
http://www.drugs.com/cdi/glimepiride.html
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