DT-Web

DB00777 - Propiomazine


Identification
Name Propiomazine
Accession Number DB00777 (APRD00339)
Type small molecule
Description Propiomazine, an atypical antipsychotic agent, is used to treat both negative and positive symptoms of schizophrenia, acute mania with bipolar disorder, agitation, and psychotic symptoms in dementia. Future uses may include the treatment of obsessive-compulsive disorder and severe behavioral disorders in autism. Structurally and pharmacologically similar to clozapine, propiomazine binds to alpha(1), dopamine, histamine H1, muscarinic, and serotonin type 2 (5-HT2) receptors.
Structure
MOL SDF PDB SMILES InChI
Categories (*)
Molecular Weight 340.482
Groups approved
Monoisotopic Weight 340.16093409
Pharmacology
Indication Propiomazine is largely used for its antihistamininc sleep inducing effects in treating insomnia.
Mechanism of action Propiomazine is an antagonist at types 1, 2, and 4 dopamine receptors, serotonin (5-HT) receptor types 2A and 2C, muscarinic receptors 1 through 5, alpha(1)-receptors, and histamine H1-receptors. Its main use as a sedative is due to its antihistamine effect.
Absorption Not Available
Protein binding 81%
Biotransformation Unknown, but most likely hepatic as with other phenothiazines.
Route of elimination Not Available
Toxicity Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness.
Affected organisms
  • Humans and other mammals
Interactions
Drug Interactions
Drug Mechanism of interaction
Bromocriptine The phenothiazine decreases the effect of bromocriptine
Cisapride Increased risk of cardiotoxicity and arrhythmias
Dexfenfluramine Decreased anorexic effect, may increase psychotic symptoms
Diethylpropion Decreased anorexic effect, may increase psychotic symptoms
Fenfluramine Decreased anorexic effect, may increase psychotic symptoms
Gatifloxacin Increased risk of cardiotoxicity and arrhythmias
Grepafloxacin Increased risk of cardiotoxicity and arrhythmias
Guanethidine Propiomazine may decrease the effect of guanethidine.
Levofloxacin Increased risk of cardiotoxicity and arrhythmias
Mazindol Decreased anorexic effect, may increase psychotic symptoms
Phentermine Decreased anorexic effect, may increase psychotic symptoms
Phenylpropanolamine Decreased anorexic effect, may increase psychotic symptoms
Terfenadine Increased risk of cardiotoxicity and arrhythmias
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
  • KRAKOWSKI AJ: Propiomazine for control of insomnia in nervous disorders. Am J Psychiatry. 1962 Nov;119:461-2. - Pubmed
  • Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. - Pubmed
DTHybrid score 0.773
5-hydroxytryptamine 2A receptor
Name 5-hydroxytryptamine 2A receptor
Gene Name HTR2A
Pharmacological action unknown
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
DTHybrid score 0.6191
5-hydroxytryptamine 2C receptor
Name 5-hydroxytryptamine 2C receptor
Gene Name HTR2C
Pharmacological action unknown
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
DTHybrid score 0.4211
D(2) dopamine receptor
Name D(2) dopamine receptor
Gene Name DRD2
Pharmacological action unknown
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
DTHybrid score 0.6713
D(1A) dopamine receptor
Name D(1A) dopamine receptor
Gene Name DRD1
Pharmacological action unknown
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
DTHybrid score 0.5537
D(4) dopamine receptor
Name D(4) dopamine receptor
Gene Name DRD4
Pharmacological action unknown
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
DTHybrid score 0.3313
Alpha-1A adrenergic receptor
Name Alpha-1A adrenergic receptor
Gene Name ADRA1A
Pharmacological action unknown
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
DTHybrid score 0.7344
Alpha-1B adrenergic receptor
Name Alpha-1B adrenergic receptor
Gene Name ADRA1B
Pharmacological action unknown
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
DTHybrid score 0.5463
Alpha-1D adrenergic receptor
Name Alpha-1D adrenergic receptor
Gene Name ADRA1D
Pharmacological action unknown
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
DTHybrid score 0.3814
Muscarinic acetylcholine receptor M3
Name Muscarinic acetylcholine receptor M3
Gene Name CHRM3
Pharmacological action unknown
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
DTHybrid score 0.8768
Muscarinic acetylcholine receptor M5
Name Muscarinic acetylcholine receptor M5
Gene Name CHRM5
Pharmacological action unknown
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
DTHybrid score 0.561
Muscarinic acetylcholine receptor M2
Name Muscarinic acetylcholine receptor M2
Gene Name CHRM2
Pharmacological action unknown
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
DTHybrid score 0.8805
Muscarinic acetylcholine receptor M4
Name Muscarinic acetylcholine receptor M4
Gene Name CHRM4
Pharmacological action unknown
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
DTHybrid score 0.6579
Muscarinic acetylcholine receptor M1
Name Muscarinic acetylcholine receptor M1
Gene Name CHRM1
Pharmacological action unknown
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
DTHybrid score 1.0305

Predictions


Id Partner name Gene Name Score
4119 Cytochrome P450 2D6 CYP2D6 0.4677
4512 Cytochrome P450 3A4 CYP3A4 0.3591
318 Alpha-2A adrenergic receptor ADRA2A 0.3556
320 5-hydroxytryptamine 1A receptor HTR1A 0.2874
638 D(3) dopamine receptor DRD3 0.2707
629 Alpha-2B adrenergic receptor ADRA2B 0.2554
4200 Cytochrome P450 1A2 CYP1A2 0.2422
378 Alpha-2C adrenergic receptor ADRA2C 0.2397
1588 Multidrug resistance protein 1 ABCB1 0.2279
163 D(1B) dopamine receptor DRD5 0.2076
436 5-hydroxytryptamine 2B receptor HTR2B 0.1821
540 Sodium-dependent noradrenaline transporter SLC6A2 0.1765
725 5-hydroxytryptamine 1D receptor HTR1D 0.1669
6016 Cytochrome P450 2C19 CYP2C19 0.1485
885 5-hydroxytryptamine 1B receptor HTR1B 0.1478
824 Sodium-dependent serotonin transporter SLC6A4 0.1464
4757 Cytochrome P450 2C9 CYP2C9 0.1451
716 5-hydroxytryptamine 7 receptor HTR7 0.1423
1256 5-hydroxytryptamine 6 receptor HTR6 0.1194
1181 Alpha-1-acid glycoprotein 1 ORM1 0.1109
6013 Cytochrome P450 2E1 CYP2E1 0.1057
3923 Cholinesterase BCHE 0.1039
6145 Solute carrier family 22 member 1 SLC22A1 0.103
4118 Cytochrome P450 3A5 CYP3A5 0.0987
713 Sodium-dependent dopamine transporter SLC6A3 0.0896
6030 Cytochrome P450 2B6 CYP2B6 0.0895
813 Neuronal acetylcholine receptor subunit alpha-2 CHRNA2 0.0764
528 5-hydroxytryptamine 1E receptor HTR1E 0.0738
6107 Cytochrome P450 3A7 CYP3A7 0.0719
341 5-hydroxytryptamine 3 receptor HTR3A 0.0714
101 Potassium voltage-gated channel subfamily H member 2 KCNH2 0.0712
4924 Cytochrome P450 2C8 CYP2C8 0.0685
587 Serum albumin ALB 0.064
6144 Solute carrier family 22 member 2 SLC22A2 0.0612
193 Beta-1 adrenergic receptor ADRB1 0.0583
766 Beta-2 adrenergic receptor ADRB2 0.0525
131 Synaptic vesicular amine transporter SLC18A2 0.048
3941 Amine oxidase [flavin-containing] A MAOA 0.0473
465 Calmodulin CALM1 0.0461
118 Organic cation/carnitine transporter 2 SLC22A5 0.0414
3876 Aromatic-L-amino-acid decarboxylase DDC 0.0411
124 Histamine H2 receptor HRH2 0.0411
514 Potassium voltage-gated channel subfamily H member 6 KCNH6 0.04
772 Potassium voltage-gated channel subfamily H member 7 KCNH7 0.04
833 Organic cation/carnitine transporter 1 SLC22A4 0.0363
734 D1 dopamine receptor-interacting protein calcyon CALY 0.0353
6147 Solute carrier family 22 member 3 SLC22A3 0.034
6024 Cytochrome P450 1A1 CYP1A1 0.0334
706 Glutamate [NMDA] receptor subunit 3A GRIN3A 0.0329
6098 Potassium voltage-gated channel subfamily D member 2 KCND2 0.0327
6099 Potassium voltage-gated channel subfamily D member 3 KCND3 0.0327
5718 Cytochrome P450 2A6 CYP2A6 0.0327
2129 Sucrase-isomaltase, intestinal SI 0.0317
174 Sigma 1-type opioid receptor SIGMAR1 0.0304
6432 Transporter snf 0.0267
94 5-hydroxytryptamine 4 receptor HTR4 0.0267
1656 CYP2B protein CYP2B 0.0263
6025 UDP-glucuronosyltransferase 1-4 UGT1A4 0.0246
828 Phenylalanine-4-hydroxylase PAH 0.0235
3109 Phenylalanine-4-hydroxylase phhA 0.0235
474 Acetylcholinesterase ACHE 0.0234
6101 Dimethylaniline monooxygenase [N-oxide-forming] 3 FMO3 0.0233
6138 Multidrug resistance protein 3 ABCB4 0.022
5878 Alpha-7 nicotinic cholinergic receptor subunit CHRFAM7A 0.0218
6106 Cytochrome P450 2C18 CYP2C18 0.0207
6176 UDP-glucuronosyltransferase 1-3 UGT1A3 0.0197
4115 Voltage-dependent L-type calcium channel subunit alpha-1D CACNA1D 0.018
6164 POU domain, class 5, transcription factor 1 POU5F1 0.018
478 Voltage-dependent L-type calcium channel subunit alpha-1C CACNA1C 0.0176
1341 Histamine H3 receptor HRH3 0.0175
750 Voltage-dependent calcium channel gamma-1 subunit CACNG1 0.0175
696 Kappa-type opioid receptor OPRK1 0.0175
6104 Dimethylaniline monooxygenase [N-oxide-forming] 1 FMO1 0.0171
1539 Oligopeptide transporter, small intestine isoform SLC15A1 0.017
164 Histamine H4 receptor HRH4 0.0169
516 Neurotensin receptor type 2 NTSR2 0.0168
1517 Beta-3 adrenergic receptor ADRB3 0.0159
872 Gamma-aminobutyric-acid receptor subunit alpha-1 GABRA1 0.0154
4110 Voltage-dependent L-type calcium channel subunit beta-2 CACNB2 0.0152
923 Glutamate receptor 3 GRIA3 0.0149
6100 BDNF/NT-3 growth factors receptor NTRK2 0.0142
6047 Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1A PDE1A 0.0142
6151 Monocarboxylate transporter 10 SLC16A10 0.014
458 Neuronal acetylcholine receptor subunit alpha-10 CHRNA10 0.0136
3426 Glutamine synthetase glnA 0.0136
3987 Glutamine synthetase GLUL 0.0136
5692 Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B PDE1B 0.0134
1360 Sphingomyelin phosphodiesterase SMPD1 0.0131
723 Cytosolic phospholipase A2 PLA2G4A 0.0124
6178 UDP-glucuronosyltransferase 2B7 UGT2B7 0.0124
20 Prostaglandin G/H synthase 1 PTGS1 0.012
3939 Amine oxidase [flavin-containing] B MAOB 0.0119
5251 Carbonyl reductase [NADPH] 1 CBR1 0.0119
866 Large neutral amino acids transporter small subunit 2 SLC7A8 0.0114
467 Delta-type opioid receptor OPRD1 0.0114
1618 High affinity nerve growth factor receptor NTRK1 0.0111
762 Voltage-dependent calcium channel subunit alpha-2/delta-1 CACNA2D1 0.0108
245 Large neutral amino acids transporter small subunit 1 SLC7A5 0.0107
1086 Potassium voltage-gated channel subfamily KQT member 2 KCNQ2 0.0106
362 Melatonin receptor type 1B MTNR1B 0.0103
571 Melatonin receptor type 1A MTNR1A 0.0103
1636 Trace amine-associated receptor 1 TAAR1 0.0102
921 Glutamate receptor 2 GRIA2 0.0092
4113 Voltage-dependent L-type calcium channel subunit alpha-1F CACNA1F 0.0088
220 Sodium channel protein type 5 subunit alpha SCN5A 0.0088
1275 Estrogen sulfotransferase SULT1E1 0.0086
858 Potassium voltage-gated channel subfamily A member 1 KCNA1 0.0085
1898 Cytochrome P450 1B1 CYP1B1 0.0084
6182 Cytochrome P450 2J2 CYP2J2 0.0078
6859 Protein S100-A4 S100A4 0.0076
6154 Multidrug and toxin extrusion protein 1 SLC47A1 0.0076
776 Bile salt export pump ABCB11 0.0075
4111 Voltage-dependent L-type calcium channel subunit alpha-1S CACNA1S 0.0074
6023 Cytochrome P450 11B2, mitochondrial CYP11B2 0.0069
233 Potassium channel subfamily K member 2 KCNK2 0.0069
380 Cytochrome P450 17A1 CYP17A1 0.0068
153 Dopamine beta-hydroxylase DBH 0.0068
805 Cytochrome P450 11B1, mitochondrial CYP11B1 0.0061
4114 Voltage-dependent L-type calcium channel subunit beta-3 CACNB3 0.0059
4112 Voltage-dependent L-type calcium channel subunit beta-4 CACNB4 0.0059
1632 Solute carrier organic anion transporter family member 2B1 SLCO2B1 0.0058
6139 Solute carrier organic anion transporter family member 1A2 SLCO1A2 0.0057
15 Voltage-dependent T-type calcium channel subunit alpha-1I CACNA1I 0.0055
464 Glutamate [NMDA] receptor subunit epsilon-2 GRIN2B 0.0055
3810 Catechol O-methyltransferase COMT 0.0054
1732 ATP-binding cassette sub-family G member 2 ABCG2 0.0054
333 Voltage-dependent L-type calcium channel subunit beta-1 CACNB1 0.0053
535 Voltage-dependent T-type calcium channel subunit alpha-1G CACNA1G 0.0052
158 Sodium channel protein type 1 subunit alpha SCN1A 0.0052
1561 Troponin C, slow skeletal and cardiac muscles TNNC1 0.0051
6097 Protein S100-A2 S100A2 0.005
1810 Protein S100-A1 S100A1 0.005
964 Voltage-dependent T-type calcium channel subunit alpha-1H CACNA1H 0.005
198 Sodium channel protein type 10 subunit alpha SCN10A 0.0049
3947 Xanthine dehydrogenase/oxidase XDH 0.0048
215 Sodium channel protein type 11 subunit alpha SCN11A 0.0045
1729 Solute carrier family 22 member 6 SLC22A6 0.0043
1048 Protein S100-A13 S100A13 0.0043
2226 Protein S100-A12 S100A12 0.0043
847 Mu-type opioid receptor OPRM1 0.0043
904 Glutathione S-transferase P GSTP1 0.0042
6018 UDP-glucuronosyltransferase 1-9 UGT1A9 0.0041
2132 Protein S100-B S100B 0.004
694 Matrix protein 2 M 0.0039
6217 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8B PDE8B 0.0035
427 Substance-P receptor TACR1 0.0034
6216 High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A PDE8A 0.003
4120 NADPH--cytochrome P450 reductase POR 0.003
691 cAMP-specific 3',5'-cyclic phosphodiesterase 7B PDE7B 0.0029
779 High-affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7A PDE7A 0.0026
439 Glutamate [NMDA] receptor subunit epsilon-4 GRIN2D 0.0026
6157 Solute carrier organic anion transporter family member 1B3 SLCO1B3 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
1490 Solute carrier organic anion transporter family member 1B1 SLCO1B1 0.0021
6040 6-phosphogluconate dehydrogenase, decarboxylating PGD 0.0021
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
1374 Natriuretic peptides B NPPB 0.0019
1827 Gap junction alpha-1 protein GJA1 0.0019
1908 Vascular cell adhesion protein 1 VCAM1 0.0019
541 cAMP-specific 3',5'-cyclic phosphodiesterase 4B PDE4B 0.0018
194 NADH dehydrogenase [ubiquinone] 1 subunit C2 NDUFC2 0.0016
183 Vascular endothelial growth factor A VEGFA 0.0014
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