Glyburide


Entry
D00336                      Drug                                   
Name
Glyburide (USP);
Glibenclamide (JP18/INN);
Diabeta (TN);
Glynase (TN);
Micronase (TN)
Product
GLYNASE (Pharmacia and Upjohn Company LLC)
  Generic
GLYBURIDE (A-S Medication Solutions), GLYBURIDE (A-S Medication Solutions), GLYBURIDE (A-S Medication Solutions), GLYBURIDE (A-S Medication Solutions), GLYBURIDE (A-S Medication Solutions), GLYBURIDE (Amneal Pharmaceuticals of New York LLC), GLYBURIDE (Aphena Pharma Solutions - Tennessee), GLYBURIDE (AvKARE), GLYBURIDE (Bryant Ranch Prepack), GLYBURIDE (Bryant Ranch Prepack), GLYBURIDE (Bryant Ranch Prepack), GLYBURIDE (Bryant Ranch Prepack), GLYBURIDE (Cadila Healthcare Limited), GLYBURIDE (Cadila Pharmaceuticals Limited), GLYBURIDE (Denton Pharma), GLYBURIDE (Denton Pharma), GLYBURIDE (Denton Pharma), GLYBURIDE (Denton Pharma), GLYBURIDE (DirectRX), GLYBURIDE (Direct_Rx), GLYBURIDE (Heritage Pharmaceuticals Inc. d/b/a Avet Pharmaceuticals), GLYBURIDE (Hikma Pharmaceuticals USA), GLYBURIDE (Modavar Pharmaceuticals LLC), GLYBURIDE (Nivagen Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmaceuticals), GLYBURIDE (NuCare Pharmceuticals), GLYBURIDE (Orient Pharma), GLYBURIDE (Pharmaceutical Associates), GLYBURIDE (Preferred Pharmaceuticals), GLYBURIDE (Proficient Rx LP), GLYBURIDE (Proficient Rx LP), GLYBURIDE (Proficient Rx LP), GLYBURIDE (Quality Care Products), GLYBURIDE (REMEDYREPACK), GLYBURIDE (REMEDYREPACK), GLYBURIDE (REMEDYREPACK), GLYBURIDE (REMEDYREPACK), GLYBURIDE (REMEDYREPACK), GLYBURIDE (RPK Pharmaceuticals), GLYBURIDE (TEVA Pharmaceuticals USA), GLYBURIDE (Teva Pharmaceuticals USA), GLYBURIDE (Teva Pharmaceuticals USA), GLYBURIDE (Zydus Pharmaceuticals (USA))
Formula
C23H28ClN3O5S
Exact mass
493.1438
Mol weight
494.0035
Structure
Simcomp
Class
Antidiabetic agent
 DG01508  Sulfonylurea receptor agonist
  DG01734  Sulfonylurea
 DG02044  Hypoglycemic agent
  DG01734  Sulfonylurea
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Same as: C07022
Therapeutic category: 3961
ATC code: A10BB01
Product: D00336<JP/US>
Product (mixture): D10266<US>
Efficacy
Antidiabetic, Hypoglycemic
  Disease
Type 2 diabetes mellitus [DS:H00409]
Comment
Sulfonylurea
Target
ABCC8(SUR1)/KCNJ11(KIR6.2) [HSA:6833 3767] [KO:K05032 K05004]
  Pathway
hsa02010  ABC transporters
hsa04911  Insulin secretion
hsa04930  Type II diabetes mellitus
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP3A4 [HSA:1576]
Interaction
Structure map
map07018  Sulfonamide derivatives - hypoglycemic agents
map07051  Antidiabetics
map07232  Potassium channel blocking and opening drugs
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
     A10BB01 Glibenclamide
      D00336  Glyburide (USP) <JP/US>
USP drug classification [BR:br08302]
 Blood Glucose Regulators
  Antidiabetic Agents
   Sulfonylureas
    Glyburide
     D00336  Glyburide (USP)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   396  Antidiabetic agents
    3961  Sulfonylureas
     D00336  Glyburide (USP); Glibenclamide (JP18/INN)
Drug groups [BR:br08330]
 Antidiabetic agent
  DG01508  Sulfonylurea receptor agonist
   DG01734  Sulfonylurea
    D00336  Glyburide
  DG02044  Hypoglycemic agent
   DG01734  Sulfonylurea
    D00336  Glyburide
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   D00336  Glyburide
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00336  Glyburide
Drug classes [BR:br08332]
 Antidiabetic agent
  DG01734  Sulfonylurea
   D00336  Glyburide
  DG02044  Hypoglycemic agent
   D00336  Glyburide
Target-based classification of drugs [BR:br08310]
 Transporters
  ABC transporters
   ABCC subfamily
    ABCC8(SUR1)/KCNJ11(KIR6.2)
     D00336  Glyburide (USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00336  Glibenclamide
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00336
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00336
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00336
Other DBs
CAS: 10238-21-8
PubChem: 7847402
ChEBI: 5441
PDB-CCD: GBM[PDBj]
LigandBox: D00336
NIKKAJI: J3.430D
KCF data

ATOM        33
            1   C8y C     7.5600  -22.0500
            2   C8y C     7.5600  -23.4500
            3   C8x C     6.3700  -21.2800
            4   C5a C     8.7500  -21.3500
            5   C8x C     6.3700  -24.0800
            6   O2a O     8.7500  -24.1500
            7   C8y C     5.1100  -21.9800
            8   N1b N     9.9400  -22.0500
            9   O5a O     8.7500  -19.9500
            10  C8x C     5.1100  -23.3800
            11  C1a C     8.7500  -25.4800
            12  X   Cl    3.9200  -21.2800
            13  C1b C    11.2000  -21.3500
            14  C1b C    12.3900  -22.0500
            15  C8y C    13.5800  -21.3500
            16  C8x C    13.5800  -19.9500
            17  C8x C    14.7700  -22.0500
            18  C8x C    14.7700  -19.2500
            19  C8x C    16.0300  -21.3500
            20  C8y C    16.0300  -19.9500
            21  S4a S    17.2200  -19.2500
            22  N1b N    18.4100  -19.9500
            23  C5a C    19.6000  -19.2500
            24  N1b N    20.8600  -19.9500
            25  O5a O    19.6000  -17.8500
            26  C1y C    22.0500  -19.2500
            27  C1x C    22.0500  -17.8500
            28  C1x C    23.2400  -19.9500
            29  C1x C    23.2400  -17.1500
            30  C1x C    24.4300  -19.2500
            31  C1x C    24.4300  -17.8500
            32  O3c O    17.9200  -18.0376
            33  O3c O    16.5200  -18.0376
BOND        35
            1     1   2 1
            2     1   3 2
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     4   9 2
            9     5  10 1
            10    6  11 1
            11    7  12 1
            12    8  13 1
            13   13  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    7  10 2
            32   19  20 1
            33   30  31 1
            34   21  32 2
            35   21  33 2