Glimepiride


Entry
D00593                      Drug                                   
Name
Glimepiride (JP18/USP/INN);
Amaryl (TN)
Product
AMARYL (Sanofi-Aventis U.S. LLC)
  Generic
GLIMEPIRIDE (A-S Medication Solutions), GLIMEPIRIDE (A-S Medication Solutions), GLIMEPIRIDE (Accord Healthcare), GLIMEPIRIDE (American Health Packaging), GLIMEPIRIDE (Aphena Pharma Solutions - Tennessee), GLIMEPIRIDE (Aurobindo Pharma Limited), GLIMEPIRIDE (AvPAK), GLIMEPIRIDE (BluePoint Laboratories), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Bryant Ranch Prepack), GLIMEPIRIDE (Cardinal Health), GLIMEPIRIDE (Carlsbad Technology), GLIMEPIRIDE (DIRECT RX), GLIMEPIRIDE (Denton Pharma), GLIMEPIRIDE (Denton Pharma), GLIMEPIRIDE (Denton Pharma), GLIMEPIRIDE (Denton Pharma), GLIMEPIRIDE (Denton Pharma), GLIMEPIRIDE (Dircet_Rx), GLIMEPIRIDE (Dr. Reddy's Laboratories Limited), GLIMEPIRIDE (Golden State Medical Supply), GLIMEPIRIDE (International Laboratories), GLIMEPIRIDE (Lake Erie Medical DBA Quality Care Products LLC), GLIMEPIRIDE (Legacy Pharmaceutical Packaging), GLIMEPIRIDE (Micro Labs Limited), GLIMEPIRIDE (NCS HealthCare of KY), GLIMEPIRIDE (Northwind Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (NuCare Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (PD-Rx Pharmaceuticals), GLIMEPIRIDE (Preferred Pharmaceuticals), GLIMEPIRIDE (Preferred Pharmaceuticals), GLIMEPIRIDE (Preferred Pharmaceuticals), GLIMEPIRIDE (Preferred Pharmaceuticals), GLIMEPIRIDE (Proficient Rx LP), GLIMEPIRIDE (Proficient Rx LP), GLIMEPIRIDE (Proficient Rx LP), GLIMEPIRIDE (Quality Care Products), GLIMEPIRIDE (REMEDYREPACK), GLIMEPIRIDE (REMEDYREPACK), GLIMEPIRIDE (REMEDYREPACK), GLIMEPIRIDE (RedPharm Drug), GLIMEPIRIDE (RedPharm Drug), GLIMEPIRIDE (Rising Pharma Holdings), GLIMEPIRIDE (Solco Healthcare U.S.), GLIMEPIRIDE (St Marys Medical Park Pharmacy), GLIMEPIRIDE (St. Mary's Medical Park Pharmacy), GLIMEPIRIDE (Virtus Pharmaceuticals)
Formula
C24H34N4O5S
Exact mass
490.225
Mol weight
490.6156
Structure
Simcomp
Class
Antidiabetic agent
 DG01508  Sulfonylurea receptor agonist
  DG01734  Sulfonylurea
 DG02044  Hypoglycemic agent
  DG01734  Sulfonylurea
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
Remark
Same as: C07669
Therapeutic category: 3961
ATC code: A10BB12
Product: D00593<JP/US>
Product (mixture): D09848<JP/US>
Efficacy
Antidiabetic, Hypoglycemic, Sulfonylurea receptor agonist
  Disease
Type 2 diabetes mellitus [DS:H00409]
Comment
Sulfonylurea
Target
ABCC8 (SUR1) [HSA:6833] [KO:K05032]
  Pathway
hsa02010  ABC transporters
hsa04911  Insulin secretion
hsa04930  Type II diabetes mellitus
Metabolism
Enzyme: CYP2C9 [HSA:1559]
Interaction
Structure map
map07018  Sulfonamide derivatives - hypoglycemic agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 A ALIMENTARY TRACT AND METABOLISM
  A10 DRUGS USED IN DIABETES
   A10B BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
    A10BB Sulfonylureas
     A10BB12 Glimepiride
      D00593  Glimepiride (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Blood Glucose Regulators
  Antidiabetic Agents
   Sulfonylureas
    Glimepiride
     D00593  Glimepiride (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   396  Antidiabetic agents
    3961  Sulfonylureas
     D00593  Glimepiride (JP18/USP/INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01508  Sulfonylurea receptor agonist
   DG01734  Sulfonylurea
    D00593  Glimepiride
  DG02044  Hypoglycemic agent
   DG01734  Sulfonylurea
    D00593  Glimepiride
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   D00593  Glimepiride
Drug classes [BR:br08332]
 Antidiabetic agent
  DG01734  Sulfonylurea
   D00593  Glimepiride
  DG02044  Hypoglycemic agent
   D00593  Glimepiride
Target-based classification of drugs [BR:br08310]
 Transporters
  ABC transporters
   ABCC subfamily
    ABCC8 (SUR1)
     D00593  Glimepiride (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00593  Glimepiride
  D00593  Glimepiride tablets
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00593
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00593
Other DBs
CAS: 93479-97-1
PubChem: 7847659
ChEBI: 5383
PDB-CCD: GMR[PDBj]
LigandBox: D00593
NIKKAJI: J35.096F
KCF data

ATOM        34
            1   N1y N    11.7600  -17.3600
            2   C5x C    10.5700  -16.5900
            3   C1x C    11.3400  -18.7600
            4   C5a C    12.9500  -16.6600
            5   C2y C     9.4500  -17.4300
            6   O5x O    10.5700  -15.2600
            7   C2y C     9.8700  -18.7600
            8   N1b N    14.2100  -17.4300
            9   O5a O    12.9500  -15.2600
            10  C1b C     8.3300  -16.8000
            11  C1a C     9.1000  -19.8800
            12  C1b C    15.4000  -16.7300
            13  C1a C     7.2800  -17.4300
            14  C1b C    16.5900  -17.4300
            15  C8y C    17.8500  -16.7300
            16  C8x C    17.8500  -15.2600
            17  C8x C    19.0400  -17.4300
            18  C8x C    19.0400  -14.5600
            19  C8x C    20.3000  -16.7300
            20  C8y C    20.3000  -15.2600
            21  S4a S    21.4900  -14.5600
            22  N1b N    22.7500  -15.2600
            23  C5a C    23.9400  -14.5600
            24  N1b N    25.1300  -15.2600
            25  O5a O    23.9400  -13.1600
            26  C1y C    26.3900  -14.5600
            27  C1x C    26.3900  -13.1600
            28  C1x C    27.5800  -15.2600
            29  C1x C    27.5800  -12.4600
            30  C1x C    28.8400  -14.5600
            31  C1y C    28.8400  -13.1600
            32  C1a C    30.0300  -12.4600
            33  O3c O    22.1900  -13.3476
            34  O3c O    20.7900  -13.3476
BOND        36
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     2   6 2
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    7  11 1
            11    8  12 1
            12   10  13 1
            13   12  14 1
            14   14  15 1
            15   15  16 2
            16   15  17 1
            17   16  18 1
            18   17  19 2
            19   18  20 2
            20   20  21 1
            21   21  22 1
            22   22  23 1
            23   23  24 1
            24   23  25 2
            25   24  26 1
            26   26  27 1
            27   26  28 1
            28   27  29 1
            29   28  30 1
            30   29  31 1
            31   31  32 1
            32    5   7 2
            33   19  20 1
            34   30  31 1
            35   21  33 2
            36   21  34 2