Irbesartan


Entry
D00523                      Drug                                   
Name
Irbesartan (JP18/USP/INN);
Avapro (TN)
Product
AVAPRO (Sanofi-Aventis U.S. LLC)
  Generic
IRBESARTAN (A-S Medication Solutions), IRBESARTAN (A-S Medication Solutions), IRBESARTAN (A-S Medication Solutions), IRBESARTAN (A-S Medication Solutions), IRBESARTAN (A-S Medication Solutions), IRBESARTAN (A-S Medication Solutions), IRBESARTAN (Alembic Pharmaceuticals), IRBESARTAN (Alembic Pharmaceuticals Limited), IRBESARTAN (Amneal Pharmaceuticals LLC), IRBESARTAN (Aurobindo Pharma Limited), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Bryant Ranch Prepack), IRBESARTAN (Cadila Healthcare Limited), IRBESARTAN (Camber Pharmaceuticals), IRBESARTAN (Camber Pharmaceuticals), IRBESARTAN (DIRECTRX), IRBESARTAN (Hisun Pharmaceuticals USA), IRBESARTAN (Jubilant Cadista Pharmaceuticals), IRBESARTAN (Lupin Pharmaceuticals), IRBESARTAN (Macleods Pharmaceuticals Limited), IRBESARTAN (Proficient Rx LP), IRBESARTAN (Proficient Rx LP), IRBESARTAN (Proficient Rx LP), IRBESARTAN (Proficient Rx LP), IRBESARTAN (Proficient Rx LP), IRBESARTAN (Proficient Rx LP), IRBESARTAN (REMEDYREPACK), IRBESARTAN (REMEDYREPACK), IRBESARTAN (REMEDYREPACK), IRBESARTAN (REMEDYREPACK), IRBESARTAN (REMEDYREPACK), IRBESARTAN (ScieGen Pharmaceuticals), IRBESARTAN (Solco Healthcare U.S.), IRBESARTAN (Unichem Pharmaceuticals (USA)), IRBESARTAN (Winthrop U.S.), IRBESARTAN (Zydus Pharmaceuticals (USA)), IRBESARTAN (direct rx)
Formula
C25H28N6O
Exact mass
428.2325
Mol weight
428.5294
Structure
Simcomp
Class
Cardiovascular agent
 DG01925  Renin-angiotensin system inhibitor
  DG01495  Angiotensin II receptor antagonist
 DG03231  Antihypertensive
  DG01495  Angiotensin II receptor antagonist
Metabolizing enzyme substrate
 DG01642  CYP2C9 substrate
Remark
Same as: C07469
Therapeutic category: 2149
ATC code: C09CA04
Product: D00523<JP/US>
Product (mixture): D10243<JP> D10249<US> D10480<JP>
Efficacy
Antihypertensive, Angiotensin II receptor antagonist
  Disease
Hypertension [DS:H01633]
Nephropathy in type 2 diabetic [DS:H01456]
Target
AGTR1 [HSA:185] [KO:K04166]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04261  Adrenergic signaling in cardiomyocytes
hsa04270  Vascular smooth muscle contraction
hsa04614  Renin-angiotensin system
Metabolism
Enzyme: CYP2C9 [HSA:1559]
Interaction
Structure map
map07229  Angiotensin receptor and endothelin receptor antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 C CARDIOVASCULAR SYSTEM
  C09 AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
   C09C ANGIOTENSIN II RECEPTOR BLOCKERS (ARBs), PLAIN
    C09CA Angiotensin II receptor blockers, plain
     C09CA04 Irbesartan
      D00523  Irbesartan (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Cardiovascular Agents
  Angiotensin II Receptor Antagonists
   Irbesartan
    D00523  Irbesartan (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  21  Cardiovascular agents
   214  Antihypertensives
    2149  Others
     D00523  Irbesartan (JP18/USP/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01925  Renin-angiotensin system inhibitor
   DG01495  Angiotensin II receptor antagonist
    D00523  Irbesartan
  DG03231  Antihypertensive
   DG01495  Angiotensin II receptor antagonist
    D00523  Irbesartan
 Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   D00523  Irbesartan
Drug classes [BR:br08332]
 Cardiovascular agent
  DG01495  Angiotensin II receptor antagonist
   D00523  Irbesartan
  DG03231  Antihypertensive
   D00523  Irbesartan
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Angiotensin
    AGTR1
     D00523  Irbesartan (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00523  Irbesartan
  D00523  Irbesartan tablets
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00523
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00523
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00523
Other DBs
CAS: 138402-11-6
PubChem: 7847589
ChEBI: 5959
LigandBox: D00523
NIKKAJI: J549.417F
KCF data

ATOM        32
            1   C8x C     5.1800  -12.9500
            2   C8x C     5.1800  -14.3500
            3   C8x C     6.3924  -15.0500
            4   C8x C     7.6049  -14.3500
            5   C8y C     7.6049  -12.9500
            6   C8y C     6.3924  -12.2500
            7   C8y C     8.8360  -12.2390
            8   C8x C    10.0412  -12.9347
            9   C8x C    11.2535  -12.2346
            10  C8y C    11.2535  -10.8346
            11  C8x C    10.0483  -10.1389
            12  C8x C     8.8359  -10.8390
            13  C8y C     6.3924  -10.8502
            14  N5x N     7.5103  -10.0378
            15  N5x N     7.0831   -8.7236
            16  N5x N     5.7012   -8.7237
            17  N4x N     5.2743  -10.0381
            18  C1b C    12.4714  -10.1312
            19  N1y N    13.6834  -10.8307
            20  C5x C    13.6834  -12.2307
            21  C1z C    15.0148  -12.6634
            22  N2x N    15.8378  -11.5307
            23  C2y C    15.0148  -10.3981
            24  O5x O    12.5198  -13.0762
            25  C1b C    15.0148   -8.9981
            26  C1b C    16.1875   -8.3215
            27  C1b C    17.3902   -9.0164
            28  C1x C    14.1834  -13.7856
            29  C1x C    14.9992  -14.9234
            30  C1x C    16.3334  -14.4992
            31  C1x C    16.3422  -13.0992
            32  C1a C    18.5743   -8.3332
BOND        36
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     5   7 1
            8     7   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12   11  12 2
            13    7  12 1
            14    6  13 1
            15   13  14 2
            16   14  15 1
            17   15  16 2
            18   16  17 1
            19   13  17 1
            20   10  18 1
            21   18  19 1
            22   19  20 1
            23   20  21 1
            24   21  22 1
            25   22  23 2
            26   19  23 1
            27   20  24 2
            28   23  25 1
            29   25  26 1
            30   26  27 1
            31   21  28 1
            32   28  29 1
            33   29  30 1
            34   30  31 1
            35   21  31 1
            36   27  32 1