DT-Web

DB01146 - Diphenylpyraline


Identification
Name Diphenylpyraline
Accession Number DB01146 (APRD00719)
Type small molecule
Description Diphenylpyraline is an antihistamine. Antihistamines used in the treatment of allergy act by competing with histamine for H 1-receptor sites on effector cells. Antihistamines prevent, but do not reverse, responses mediated by histamine alone. Antihistamines antagonize, in varying degrees, most of the pharmacological effects of histamine, including urticaria and pruritus.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 281.392
Groups approved
Monoisotopic Weight 281.177964363
Pharmacology
Indication For use in the treatment of allergic rhinitis, hay fever, and allergic skin disorders.
Mechanism of action Antihistamines such as diphenylpyraline used in the treatment of allergy act by competing with histamine for H1-receptor sites on effector cells. This reduces the effects of histamine, leading to a temporary reduction of allergy symptoms.
Absorption Well absorbed after oral administration.
Protein binding > 99% in human serum albumin
Biotransformation Hepatic
Route of elimination Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions
Drug Mechanism of interaction
Donepezil Possible antagonism of action
Galantamine Possible antagonism of action
Food Interactions Not Available

Targets


Histamine H1 receptor
Name Histamine H1 receptor
Gene Name HRH1
Pharmacological action yes
Actions antagonist
References
  • Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. - Pubmed
  • Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. - Pubmed
  • Nakai T, Kitamura N, Hashimoto T, Kajimoto Y, Nishino N, Mita T, Tanaka C: Decreased histamine H1 receptors in the frontal cortex of brains from patients with chronic schizophrenia. Biol Psychiatry. 1991 Aug 15;30(4):349-56. - Pubmed
  • Taniguchi K, Masuda Y, Takanaka K: Inhibitory effects of histamine H1 receptor blocking drugs on metabolic activations of neutrophils. J Pharmacobiodyn. 1991 Feb;14(2):87-93. - Pubmed
  • Weis R, Schweiger K, Faist J, Rajkovic E, Kungl AJ, Fabian WM, Schunack W, Seebacher W: Antimycobacterial and H1-antihistaminic activity of 2-substituted piperidine derivatives. Bioorg Med Chem. 2008 Dec 15;16(24):10326-31. Epub 2008 Oct 22. - Pubmed
  • Lapa GB, Mathews TA, Harp J, Budygin EA, Jones SR: Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties. Eur J Pharmacol. 2005 Jan 4;506(3):237-40. Epub 2004 Dec 8. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.5039
Sodium-dependent dopamine transporter
Name Sodium-dependent dopamine transporter
Gene Name SLC6A3
Pharmacological action unknown
Actions inhibitor
References
  • Lapa GB, Mathews TA, Harp J, Budygin EA, Jones SR: Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties. Eur J Pharmacol. 2005 Jan 4;506(3):237-40. Epub 2004 Dec 8. - Pubmed
DTHybrid score 0.3687

Predictions


Id Partner name Gene Name Score
540 Sodium-dependent noradrenaline transporter SLC6A2 0.1465
4119 Cytochrome P450 2D6 CYP2D6 0.1092
824 Sodium-dependent serotonin transporter SLC6A4 0.1007
4512 Cytochrome P450 3A4 CYP3A4 0.0622
556 Alpha-1A adrenergic receptor ADRA1A 0.0479
103 Muscarinic acetylcholine receptor M1 CHRM1 0.0468
131 Synaptic vesicular amine transporter SLC18A2 0.0422
4200 Cytochrome P450 1A2 CYP1A2 0.0379
632 Alpha-1B adrenergic receptor ADRA1B 0.0377
6016 Cytochrome P450 2C19 CYP2C19 0.0352
318 Alpha-2A adrenergic receptor ADRA2A 0.0352
4757 Cytochrome P450 2C9 CYP2C9 0.0346
502 5-hydroxytryptamine 2A receptor HTR2A 0.0341
3941 Amine oxidase [flavin-containing] A MAOA 0.0325
6030 Cytochrome P450 2B6 CYP2B6 0.0293
3939 Amine oxidase [flavin-containing] B MAOB 0.0284
617 Muscarinic acetylcholine receptor M2 CHRM2 0.0264
1588 Multidrug resistance protein 1 ABCB1 0.0258
590 5-hydroxytryptamine 2C receptor HTR2C 0.0236
1636 Trace amine-associated receptor 1 TAAR1 0.0192
51 Muscarinic acetylcholine receptor M3 CHRM3 0.0188
4118 Cytochrome P450 3A5 CYP3A5 0.0182
1341 Histamine H3 receptor HRH3 0.0175
274 Muscarinic acetylcholine receptor M5 CHRM5 0.0175
198 Sodium channel protein type 10 subunit alpha SCN10A 0.0173
450 Muscarinic acetylcholine receptor M4 CHRM4 0.017
516 Neurotensin receptor type 2 NTSR2 0.0168
831 D(2) dopamine receptor DRD2 0.0168
341 5-hydroxytryptamine 3 receptor HTR3A 0.0167
1656 CYP2B protein CYP2B 0.0158
23 D(1A) dopamine receptor DRD1 0.0152
629 Alpha-2B adrenergic receptor ADRA2B 0.0151
320 5-hydroxytryptamine 1A receptor HTR1A 0.0147
118 Organic cation/carnitine transporter 2 SLC22A5 0.0143
6013 Cytochrome P450 2E1 CYP2E1 0.0142
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.014
6107 Cytochrome P450 3A7 CYP3A7 0.0139
1181 Alpha-1-acid glycoprotein 1 ORM1 0.0139
378 Alpha-2C adrenergic receptor ADRA2C 0.0131
432 D(4) dopamine receptor DRD4 0.0116
6144 Solute carrier family 22 member 2 SLC22A2 0.0114
4924 Cytochrome P450 2C8 CYP2C8 0.0113
6147 Solute carrier family 22 member 3 SLC22A3 0.011
638 D(3) dopamine receptor DRD3 0.0104
3923 Cholinesterase BCHE 0.0103
5718 Cytochrome P450 2A6 CYP2A6 0.01
6145 Solute carrier family 22 member 1 SLC22A1 0.01
982 Cocaine- and amphetamine-regulated transcript protein CARTPT 0.0095
1275 Estrogen sulfotransferase SULT1E1 0.0086
436 5-hydroxytryptamine 2B receptor HTR2B 0.0081
6154 Multidrug and toxin extrusion protein 1 SLC47A1 0.0076
193 Beta-1 adrenergic receptor ADRB1 0.0075
766 Beta-2 adrenergic receptor ADRB2 0.0074
458 Neuronal acetylcholine receptor subunit alpha-10 CHRNA10 0.0073
716 5-hydroxytryptamine 7 receptor HTR7 0.0072
789 Alpha-1D adrenergic receptor ADRA1D 0.0063
1757 Myeloperoxidase MPO 0.006
1256 5-hydroxytryptamine 6 receptor HTR6 0.0058
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.0057
4120 NADPH--cytochrome P450 reductase POR 0.0057
833 Organic cation/carnitine transporter 1 SLC22A4 0.0055
124 Histamine H2 receptor HRH2 0.0054
163 D(1B) dopamine receptor DRD5 0.0053
6182 Cytochrome P450 2J2 CYP2J2 0.005
6097 Protein S100-A2 S100A2 0.005
1810 Protein S100-A1 S100A1 0.005
725 5-hydroxytryptamine 1D receptor HTR1D 0.0047
1729 Solute carrier family 22 member 6 SLC22A6 0.0043
1048 Protein S100-A13 S100A13 0.0043
2226 Protein S100-A12 S100A12 0.0043
2132 Protein S100-B S100B 0.004
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.004
215 Sodium channel protein type 11 subunit alpha SCN11A 0.0039
6079 Neuronal acetylcholine receptor subunit alpha-3 CHRNA3 0.0038
15 Voltage-dependent T-type calcium channel subunit alpha-1I CACNA1I 0.0037
1517 Beta-3 adrenergic receptor ADRB3 0.0037
528 5-hydroxytryptamine 1E receptor HTR1E 0.0036
6024 Cytochrome P450 1A1 CYP1A1 0.0036
535 Voltage-dependent T-type calcium channel subunit alpha-1G CACNA1G 0.0035
6217 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B PDE8B 0.0035
885 5-hydroxytryptamine 1B receptor HTR1B 0.0034
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.0034
6164 POU domain, class 5, transcription factor 1 POU5F1 0.0033
164 Histamine H4 receptor HRH4 0.0031
6216 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A PDE8A 0.003
465 Calmodulin CALM1 0.003
691 cAMP-specific 3',5'-cyclic phosphodiesterase 7B PDE7B 0.0029
6106 Cytochrome P450 2C18 CYP2C18 0.0028
779 High-affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A PDE7A 0.0026
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0026
6176 UDP-glucuronosyltransferase 1-3 UGT1A3 0.0026
439 Glutamate [NMDA] receptor subunit epsilon-4 GRIN2D 0.0026
153 Dopamine beta-hydroxylase DBH 0.0025
6157 Solute carrier organic anion transporter family member 1B3 SLCO1B3 0.0024
1632 Solute carrier organic anion transporter family member 2B1 SLCO2B1 0.0024
4109 cAMP-specific 3',5'-cyclic phosphodiesterase 4C PDE4C 0.0024
591 Glutamate [NMDA] receptor subunit 3B GRIN3B 0.0023
401 Glutamate [NMDA] receptor subunit zeta-1 GRIN1 0.0023
220 Sodium channel protein type 5 subunit alpha SCN5A 0.0022
587 Serum albumin ALB 0.0021
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0021
6040 6-phosphogluconate dehydrogenase, decarboxylating PGD 0.0021
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0021
696 Kappa-type opioid receptor OPRK1 0.0021
3810 Catechol O-methyltransferase COMT 0.002
1971 cAMP-specific 3',5'-cyclic phosphodiesterase 4A PDE4A 0.002
2358 cAMP-specific 3',5'-cyclic phosphodiesterase 4D PDE4D 0.0019
4203 Histamine N-methyltransferase HNMT 0.0019
20 Prostaglandin G/H synthase 1 PTGS1 0.0019
541 cAMP-specific 3',5'-cyclic phosphodiesterase 4B PDE4B 0.0018
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.0018
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.0018
6432 Transporter snf 0.0018
4113 Voltage-dependent L-type calcium channel subunit alpha-1F CACNA1F 0.0016
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0015
4115 Voltage-dependent L-type calcium channel subunit alpha-1D CACNA1D 0.0013
4111 Voltage-dependent L-type calcium channel subunit alpha-1S CACNA1S 0.0013
478 Voltage-dependent L-type calcium channel subunit alpha-1C CACNA1C 0.0013
1360 Sphingomyelin phosphodiesterase SMPD1 0.0012
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0012
6100 BDNF/NT-3 growth factors receptor NTRK2 0.0011
776 Bile salt export pump ABCB11 0.001
1618 High affinity nerve growth factor receptor NTRK1 0.0008
1086 Potassium voltage-gated channel subfamily KQT member 2 KCNQ2 0.0008
734 D1 dopamine receptor-interacting protein calcyon CALY 0.0007
858 Potassium voltage-gated channel subfamily A member 1 KCNA1 0.0006
467 Delta-type opioid receptor OPRD1 0.0005
1898 Cytochrome P450 1B1 CYP1B1 0.0004
↑