DT-Web

DB08807 - Bopindolol


Identification
Name Bopindolol
Accession Number DB08807
Type small molecule
Description Bopindolol (INN) is a beta blocker. It is an ester which acts as a prodrug for "pindolol":http://drugbank.ca/drugs/DB00960.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 380.48
Groups approved
Monoisotopic Weight 380.209992772
Pharmacology
Indication For the management of hypertension, edema, ventricular tachycardias, and atrial fibrillation.
Mechanism of action Bopindolol (as pindolol) non-selectively blocks beta-1 adrenergic receptors mainly in the heart, inhibiting the effects of epinephrine and norepinephrine resulting in a decrease in heart rate and blood pressure. By binding beta-2 receptors in the juxtaglomerular apparatus, Pindolol inhibits the production of renin, thereby inhibiting angiotensin II and aldosterone production and therefore inhibits the vasoconstriction and water retention due to angiotensin II and aldosterone, respectively.
Absorption Not Available
Protein binding Not Available
Biotransformation Not Available
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions Not Available
Food Interactions Not Available

Targets


Beta-1 adrenergic receptor
Name Beta-1 adrenergic receptor
Gene Name ADRB1
Pharmacological action yes
Actions partial agonist
References
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
  • Joseph SS, Lynham JA, Molenaar P, Grace AA, Colledge WH, Kaumann AJ: Intrinsic sympathomimetic activity of (-)-pindolol mediated through a (-)-propranolol-resistant site of the beta1-adrenoceptor in human atrium and recombinant receptors. Naunyn Schmiedebergs Arch Pharmacol. 2003 Dec;368(6):496-503. Epub 2003 Nov 8. - Pubmed
  • Doggrell SA: Effects of (+/-)- (+)- and (-)-metoprolol, (+/-)- (+)- and (-)-pindolol, (+/-)-mepindolol and (+/-)-bopindolol on the rat left atria and portal vein. Gen Pharmacol. 1991;22(6):1169-77. - Pubmed
  • Berendsen HH, Broekkamp CL, Van Delft AM: Antagonism of 8-OH-DPAT-induced behaviour in rats. Eur J Pharmacol. 1990 Oct 2;187(1):97-103. - Pubmed
  • Watkins DJ, Lawrence AJ, Lewis SJ, Jarrott B: Loss of [125I]-pindolol binding to beta-adrenoceptors on rat nodose ganglion after chronic isoprenaline treatment. J Auton Nerv Syst. 1996 Aug 27;60(1-2):12-6. - Pubmed
  • Brodde OE, Michel MC, Wang XL, Zerkowski HR: Chronic beta-adrenoceptor antagonist treatment modulates human cardiac and vascular beta-adrenoceptor density in a subtype-selective fashion. J Hypertens Suppl. 1988 Dec;6(4):S497-500. - Pubmed
DTHybrid score 0.8916
Beta-2 adrenergic receptor
Name Beta-2 adrenergic receptor
Gene Name ADRB2
Pharmacological action unknown
Actions partial agonist
References
  • Rubenstein LA, Zauhar RJ, Lanzara RG: Molecular dynamics of a biophysical model for beta2-adrenergic and G protein-coupled receptor activation. J Mol Graph Model. 2006 Dec;25(4):396-409. Epub 2006 Mar 30. - Pubmed
  • Dejgaard A, Liggett SB, Christensen NJ, Cryer PE, Hilsted J: Adrenergic receptors are a fallible index of adrenergic denervation hypersensitivity. Scand J Clin Lab Invest. 1991 Dec;51(8):659-66. - Pubmed
  • Wheeldon NM, Newnham DM, Fraser GC, McDevitt DG, Lipworth BJ: The effect of pindolol on creatine kinase is not due to beta 2-adrenoceptor partial agonist activity. Br J Clin Pharmacol. 1991 Jun;31(6):723-4. - Pubmed
  • Doggrell SA: Effects of (+/-)- (+)- and (-)-metoprolol, (+/-)- (+)- and (-)-pindolol, (+/-)-mepindolol and (+/-)-bopindolol on the rat left atria and portal vein. Gen Pharmacol. 1991;22(6):1169-77. - Pubmed
  • Doggrell SA: Relaxant and beta 2-adrenoceptor blocking activities of (+/- )-, (+)- and (-)-pindolol on the rat isolated aorta. J Pharm Pharmacol. 1990 Jun;42(6):444-6. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.8929
5-hydroxytryptamine 1A receptor
Name 5-hydroxytryptamine 1A receptor
Gene Name HTR1A
Pharmacological action unknown
Actions Not Available
References
  • Smeraldi E, Benedetti F, Barbini B, Campori E, Colombo C: Sustained antidepressant effect of sleep deprivation combined with pindolol in bipolar depression. A placebo-controlled trial. Neuropsychopharmacology. 1999 Apr;20(4):380-5. - Pubmed
  • Haddjeri N, de Montigny C, Blier P: Modulation of the firing activity of rat serotonin and noradrenaline neurons by (+/-)pindolol. Biol Psychiatry. 1999 May 1;45(9):1163-9. - Pubmed
  • Gobert A, Millan MJ: Modulation of dialysate levels of dopamine, noradrenaline, and serotonin (5-HT) in the frontal cortex of freely-moving rats by (-)-pindolol alone and in association with 5-HT reuptake inhibitors: comparative roles of beta-adrenergic, 5-HT1A, and 5-HT1B receptors. Neuropsychopharmacology. 1999 Aug;21(2):268-84. - Pubmed
  • Andree B, Thorberg SO, Halldin C, Farde L: Pindolol binding to 5-HT1A receptors in the human brain confirmed with positron emission tomography. Psychopharmacology (Berl). 1999 Jun;144(3):303-5. - Pubmed
  • Fornal CA, Martin FJ, Metzler CW, Jacobs BL: Pindolol suppresses serotonergic neuronal activity and does not block the inhibition of serotonergic neurons produced by 8-hydroxy-2-(di-n-propylamino)tetralin in awake cats. J Pharmacol Exp Ther. 1999 Oct;291(1):229-38. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.3229
5-hydroxytryptamine 1B receptor
Name 5-hydroxytryptamine 1B receptor
Gene Name HTR1B
Pharmacological action unknown
Actions Not Available
References
  • Dawson LA, Nguyen HQ: The role of 5-HT(1A) and 5-HT(1B/1D) receptors on the modulation of acute fluoxetine-induced changes in extracellular 5-HT: the mechanism of action of (+/-)pindolol. Neuropharmacology. 2000 Apr 3;39(6):1044-52. - Pubmed
  • Ariani K, Hamblin MW, Tan GL, Stratford CA, Ciaranello RD: G protein dependent alterations in [125I]iodocyanopindolol and +/- cyanopindolol binding at 5-HT1B binding sites in rat brain membranes. Neurochem Res. 1989 Sep;14(9):835-43. - Pubmed
  • Leonhardt S, Herrick-Davis K, Titeler M: Detection of a novel serotonin receptor subtype (5-HT1E) in human brain: interaction with a GTP-binding protein. J Neurochem. 1989 Aug;53(2):465-71. - Pubmed
  • Herrick-Davis K, Titeler M, Leonhardt S, Struble R, Price D: Serotonin 5-HT1D receptors in human prefrontal cortex and caudate: interaction with a GTP binding protein. J Neurochem. 1988 Dec;51(6):1906-12. - Pubmed
  • Terron JA, Lopez-Munoz FJ, Hong E, Villalon CM: 2-(2-Aminoethyl)-quinoline (D-1997): a novel agonist at 5-hydroxytryptamine1-like receptors in the canine basilar artery. Arch Int Pharmacodyn Ther. 1994 Jan-Feb;327(1):56-68. - Pubmed
DTHybrid score 0.2484
Beta-3 adrenergic receptor
Name Beta-3 adrenergic receptor
Gene Name ADRB3
Pharmacological action unknown
Actions Not Available
References
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.4506

Predictions


Id Partner name Gene Name Score
4119 Cytochrome P450 2D6 CYP2D6 0.1803
725 5-hydroxytryptamine 1D receptor HTR1D 0.134
318 Alpha-2A adrenergic receptor ADRA2A 0.1189
556 Alpha-1A adrenergic receptor ADRA1A 0.1092
4512 Cytochrome P450 3A4 CYP3A4 0.1035
629 Alpha-2B adrenergic receptor ADRA2B 0.0999
4200 Cytochrome P450 1A2 CYP1A2 0.0974
378 Alpha-2C adrenergic receptor ADRA2C 0.0953
1588 Multidrug resistance protein 1 ABCB1 0.0919
502 5-hydroxytryptamine 2A receptor HTR2A 0.0888
831 D(2) dopamine receptor DRD2 0.0746
511 5-hydroxytryptamine 1F receptor HTR1F 0.0697
632 Alpha-1B adrenergic receptor ADRA1B 0.0673
3941 Amine oxidase [flavin-containing] A MAOA 0.0666
23 D(1A) dopamine receptor DRD1 0.0627
590 5-hydroxytryptamine 2C receptor HTR2C 0.061
638 D(3) dopamine receptor DRD3 0.058
436 5-hydroxytryptamine 2B receptor HTR2B 0.057
432 D(4) dopamine receptor DRD4 0.0539
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0514
6144 Solute carrier family 22 member 2 SLC22A2 0.0496
6024 Cytochrome P450 1A1 CYP1A1 0.047
716 5-hydroxytryptamine 7 receptor HTR7 0.046
6016 Cytochrome P450 2C19 CYP2C19 0.046
540 Sodium-dependent noradrenaline transporter SLC6A2 0.0459
1820 Beta-nerve growth factor NGF 0.0449
163 D(1B) dopamine receptor DRD5 0.0442
789 Alpha-1D adrenergic receptor ADRA1D 0.0416
4146 Phosphatidylinositol 3-kinase regulatory subunit gamma PIK3R3 0.0408
4145 Phosphatidylinositol 3-kinase regulatory subunit beta PIK3R2 0.0408
3923 Cholinesterase BCHE 0.0391
6145 Solute carrier family 22 member 1 SLC22A1 0.0354
1281 Phosphatidylinositol 3-kinase regulatory subunit alpha PIK3R1 0.0345
4118 Cytochrome P450 3A5 CYP3A5 0.0333
6107 Cytochrome P450 3A7 CYP3A7 0.0326
828 Phenylalanine-4-hydroxylase PAH 0.0319
3109 Phenylalanine-4-hydroxylase phhA 0.0319
824 Sodium-dependent serotonin transporter SLC6A4 0.0317
777 Tumor necrosis factor TNF 0.0293
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.0262
492 Histamine H1 receptor HRH1 0.0251
2300 Lysozyme E 0.0243
3633 Lysozyme R 0.0243
5597 Lysozyme 17 0.0243
4757 Cytochrome P450 2C9 CYP2C9 0.0242
1176 Mitogen-activated protein kinase 1 MAPK1 0.023
1256 5-hydroxytryptamine 6 receptor HTR6 0.0225
713 Sodium-dependent dopamine transporter SLC6A3 0.0216
528 5-hydroxytryptamine 1E receptor HTR1E 0.0215
3810 Catechol O-methyltransferase COMT 0.0211
94 5-hydroxytryptamine 4 receptor HTR4 0.0208
587 Serum albumin ALB 0.0204
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0181
341 5-hydroxytryptamine 3 receptor HTR3A 0.0176
6164 POU domain, class 5, transcription factor 1 POU5F1 0.0164
6013 Cytochrome P450 2E1 CYP2E1 0.016
6040 6-phosphogluconate dehydrogenase, decarboxylating PGD 0.016
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0158
5718 Cytochrome P450 2A6 CYP2A6 0.0156
131 Synaptic vesicular amine transporter SLC18A2 0.0153
274 Muscarinic acetylcholine receptor M5 CHRM5 0.0153
450 Muscarinic acetylcholine receptor M4 CHRM4 0.0149
3876 Aromatic-L-amino-acid decarboxylase DDC 0.0146
51 Muscarinic acetylcholine receptor M3 CHRM3 0.0133
617 Muscarinic acetylcholine receptor M2 CHRM2 0.013
6147 Solute carrier family 22 member 3 SLC22A3 0.0128
118 Organic cation/carnitine transporter 2 SLC22A5 0.0124
4292 Acyl-[acyl-carrier-protein]--UDP-N-acetylglucosamine O-acyltransferase lpxA 0.0124
3939 Amine oxidase [flavin-containing] B MAOB 0.0122
3076 Antigen 85-C fbpC 0.0122
6151 Monocarboxylate transporter 10 SLC16A10 0.0108
734 D1 dopamine receptor-interacting protein calcyon CALY 0.0099
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0098
4924 Cytochrome P450 2C8 CYP2C8 0.0095
6847 Lactase-phlorizin hydrolase LCT 0.0093
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0086
124 Histamine H2 receptor HRH2 0.0074
6106 Cytochrome P450 2C18 CYP2C18 0.0073
20 Prostaglandin G/H synthase 1 PTGS1 0.0072
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0064
6022 UDP-glucuronosyltransferase 1-1 UGT1A1 0.0063
1374 Natriuretic peptides B NPPB 0.0061
1827 Gap junction alpha-1 protein GJA1 0.0061
1908 Vascular cell adhesion protein 1 VCAM1 0.0061
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0059
847 Mu-type opioid receptor OPRM1 0.0053
1632 Solute carrier organic anion transporter family member 2B1 SLCO2B1 0.0052
194 NADH dehydrogenase [ubiquinone] 1 subunit C2 NDUFC2 0.005
183 Vascular endothelial growth factor A VEGFA 0.0045
1360 Sphingomyelin phosphodiesterase SMPD1 0.0036
3947 Xanthine dehydrogenase/oxidase XDH 0.0032
164 Histamine H4 receptor HRH4 0.0029
465 Calmodulin CALM1 0.0028
6432 Transporter snf 0.0027
4160 Voltage-dependent calcium channel subunit alpha-2/delta-2 CACNA2D2 0.0027
1656 CYP2B protein CYP2B 0.0025
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.0025
233 Potassium channel subfamily K member 2 KCNK2 0.0023
6030 Cytochrome P450 2B6 CYP2B6 0.002
4114 Voltage-dependent L-type calcium channel subunit beta-3 CACNB3 0.0019
4112 Voltage-dependent L-type calcium channel subunit beta-4 CACNB4 0.0019
833 Organic cation/carnitine transporter 1 SLC22A4 0.0019
4113 Voltage-dependent L-type calcium channel subunit alpha-1F CACNA1F 0.0018
333 Voltage-dependent L-type calcium channel subunit beta-1 CACNB1 0.0017
158 Sodium channel protein type 1 subunit alpha SCN1A 0.0017
1898 Cytochrome P450 1B1 CYP1B1 0.0017
6100 BDNF/NT-3 growth factors receptor NTRK2 0.0016
776 Bile salt export pump ABCB11 0.0016
4110 Voltage-dependent L-type calcium channel subunit beta-2 CACNB2 0.0015
4115 Voltage-dependent L-type calcium channel subunit alpha-1D CACNA1D 0.0015
4111 Voltage-dependent L-type calcium channel subunit alpha-1S CACNA1S 0.0015
478 Voltage-dependent L-type calcium channel subunit alpha-1C CACNA1C 0.0014
1618 High affinity nerve growth factor receptor NTRK1 0.0013
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.0012
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.0012
1086 Potassium voltage-gated channel subfamily KQT member 2 KCNQ2 0.0012
858 Potassium voltage-gated channel subfamily A member 1 KCNA1 0.001
467 Delta-type opioid receptor OPRD1 0.0008
696 Kappa-type opioid receptor OPRK1 0.0008
↑