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Propiomazine AHFS /Drugs.com Micromedex Detailed Consumer Information Routes of administration IM , IV ATC code
1-[10-(2-dimethylaminopropyl)-10H -phenothiazin-2-yl]propan-1-one
CAS Number PubChem CID IUPHAR/BPS DrugBank ChemSpider UNII KEGG ChEBI ChEMBL CompTox Dashboard (EPA ) ECHA InfoCard 100.006.043 Formula C 20 H 24 N 2 O S Molar mass 340.49 g·mol−1 3D model (JSmol )
O=C(c2cc1N(c3c(Sc1cc2)cccc3)CC(N(C)C)C)CC
InChI=1S/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3
Y Key:UVOIBTBFPOZKGP-UHFFFAOYSA-N
Y
N Y (what is this?)
Propiomazine (Largon , Propavan , Indorm , Serentin , Dorevane , Dorevan ) is an antihistamine blocking H1 receptors. It is used to treat insomnia , and to produce sleepiness or drowsiness and to relieve anxiety before or during surgery or other procedures and in combination with analgesics also during labor . Propiomazine is a phenothiazine , but is not used as a neuroleptic because it does not block dopamine receptors well.
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. Propiomazine's antipsychotic effect is due to antagonism at dopamine and serotonin type 2 receptors,[1] with greater activity at serotonin 5-HT2 receptors than at dopamine type-2 receptors. This may explain the lack of extrapyramidal effects. Propiomazine does not appear to block dopamine within the tubero-infundibular tract, explaining the lower incidence of hyperprolactinemia than with typical antipsychotic agents or risperidone.
Side effects [ ]
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.
Drowsiness is a usual side effect.
See also [ ]
References [ ]
Antipsychotics (N05A )
Typical
Butyrophenones : Benperidol
Bromperidol
Droperidol
Haloperidol #
Moperone
Pipamperone
Spiperone
Timiperone
Trifluperidol
Phenothiazines : Acepromazine
Acetophenazine
Butaperazine
Carphenazine (carfenazine) ‡
Chlorpromazine
Cyamemazine
Dixyrazine
Fluphenazine
Fluphenazine decanoate
Fluphenazine enanthate
Levomepromazine (methotrimeprazine)
Mesoridazine
Perazine
Periciazine
Perphenazine
Piperacetazine
Pipotiazine
Pipotiazine palmitate
Pipotiazine undecylenate
Prochlorperazine
Promazine
Sulforidazine
Thiopropazate
Thioproperazine
Thioridazine
Trifluoperazine
Triflupromazine
Thioxanthenes : Chlorprothixene
Clopenthixol
Flupentixol
Tiotixene (thiothixene)
Zuclopenthixol
Zuclopenthixol acetate
Zuclopenthixol decanoate
Disputed
Benzamides : Amisulpride
Levosulpiride
Nemonapride
Remoxipride ‡
Sulpiride
Sultopride
Tiapride
Veralipride ‡
Butyrophenones : Melperone
Atypical
Benzisoxazole /benzisothiazoles : Iloperidone
Lurasidone
Paliperidone
Perospirone
Risperidone #
Ziprasidone
Butyrophenones : Lumateperone
Phenylpiperazines /quinolinones : Aripiprazole
Brilaroxazine †
Brexpiprazole
Cariprazine
Tricyclics : Asenapine
Clozapine #
Olanzapine
Quetiapine
Zotepine
Others: Blonanserin
Pimavanserin
Sertindole
Others
Monoamine-depleting agents : Oxypertine
Reserpine
Tetrabenazine
# WHO-EM
‡ Withdrawn from market
Clinical trials :
† Phase III
§ Never to phase III
H1
Agonists
2-Pyridylethylamine
Betahistine
Histamine
HTMT
L -Histidine
UR-AK49
Antagonists
Others: Atypical antipsychotics (e.g., aripiprazole , asenapine , brexpiprazole , brilaroxazine , clozapine , iloperidone , olanzapine , paliperidone , quetiapine , risperidone , ziprasidone , zotepine )
Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )
Tetracyclic antidepressants (e.g., amoxapine , loxapine , maprotiline , mianserin , mirtazapine , oxaprotiline )
Tricyclic antidepressants (e.g., amitriptyline , butriptyline , clomipramine , desipramine , dosulepin (dothiepin) , doxepin , imipramine , iprindole , lofepramine , nortriptyline , protriptyline , trimipramine )
Typical antipsychotics (e.g., chlorpromazine , flupenthixol , fluphenazine , loxapine , perphenazine , prochlorperazine , thioridazine , thiothixene )
H2
H3
Agonists
α-Methylhistamine
Cipralisant
Histamine
Imetit
Immepip
Immethridine
L -Histidine
Methimepip
Proxyfan
Antagonists
H4
Agonists
4-Methylhistamine
α-Methylhistamine
Histamine
L -Histidine
OUP-16
VUF-8430
Antagonists
See also: Receptor/signaling modulators • Monoamine metabolism modulators • Monoamine reuptake inhibitors
mAChRs
Agonists Antagonists
3-Quinuclidinyl benzilate
4-DAMP
Aclidinium bromide (+formoterol )
Abediterol
AF-DX 384
Ambutonium bromide
Anisodamine
Anisodine
Antihistamines (first-generation) (e.g., brompheniramine , buclizine , captodiame , chlorphenamine (chlorpheniramine) , cinnarizine , clemastine , cyproheptadine , dimenhydrinate , dimetindene , diphenhydramine , doxylamine , meclizine , mequitazine , perlapine , phenindamine , pheniramine , phenyltoloxamine , promethazine , propiomazine , triprolidine )
Atropine
Atropine methonitrate
Atypical antipsychotics (e.g., clozapine , fluperlapine , olanzapine (+fluoxetine ), , quetiapine , tenilapine , zotepine )
Benactyzine
Benzatropine (benztropine)
Benzilone
Benzilylcholine mustard
Benzydamine
Biperiden
Bornaprine
Camylofin
CAR-226,086
CAR-301,060
CAR-302,196
CAR-302,282
CAR-302,668
Caramiphen
Cimetropium bromide
Clidinium bromide
Cloperastine
CS-27349
Cyclobenzaprine
Cyclopentolate
Darifenacin
Desfesoterodine
Dexetimide
Dicycloverine (dicyclomine)
Dihexyverine
Difemerine
Diphemanil metilsulfate
Ditran
Drofenine
EA-3167
EA-3443
EA-3580
EA-3834
Emepronium bromide
Etanautine
Etybenzatropine (ethybenztropine)
Fenpiverinium
Fentonium bromide
Fesoterodine
Flavoxate
Glycopyrronium bromide (+beclometasone/formoterol , +indacaterol )
Hexocyclium
Himbacine
Homatropine
Imidafenacin
Ipratropium bromide (+salbutamol )
Isopropamide
Hyoscyamine
Mamba toxin 3
Mamba toxin 7
Mazaticol
Mebeverine
Meladrazine
Mepenzolate
Methantheline
Methoctramine
Methylatropine
Methylhomatropine
Methylscopolamine
Metixene
Muscarinic toxin 7
N-Ethyl-3-piperidyl benzilate
N-Methyl-3-piperidyl benzilate
Nefopam
Octatropine methylbromide (anisotropine methylbromide)
Orphenadrine
Otenzepad (AF-DX 116)
Otilonium bromide
Oxapium iodide
Oxitropium bromide
Oxybutynin
Oxyphencyclimine
Oxyphenonium bromide
PD-102,807
PD-0298029
Penthienate
Pethidine
Phenglutarimide
Phenyltoloxamine
Pipenzolate bromide
Piperidolate
Pirenzepine
Piroheptine
Pizotifen
Poldine
Pridinol
Prifinium bromide
Procyclidine
Profenamine (ethopropazine)
Propantheline bromide
Propiverine
Quinidine
3-Quinuclidinyl thiochromane-4-carboxylate
Revefenacin
Rociverine
Scopolamine (hyoscine)
Scopolamine butylbromide (hyoscine butylbromide)
Sofpironium bromide
Solifenacin
SSRIs (e.g., femoxetine , paroxetine )
Telenzepine
Terodiline
Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin , mirtazapine )
Tiemonium iodide
Timepidium bromide
Tiotropium bromide
Tofenacin
Tolterodine
Tricyclic antidepressants (e.g., amitriptyline (+perphenazine ), amitriptylinoxide , butriptyline , cidoxepin , clomipramine , desipramine , , dibenzepin , dosulepin (dothiepin) , doxepin , imipramine , lofepramine , nitroxazepine , northiaden (desmethyldosulepin) , nortriptyline , protriptyline , quinupramine , trimipramine )
Tridihexethyl
Trihexyphenidyl
Trimebutine
Tropatepine
Tropicamide
Trospium chloride
Typical antipsychotics (e.g., chlorpromazine , chlorprothixene , cyamemazine (cyamepromazine) , loxapine , mesoridazine , thioridazine )
Umeclidinium bromide (+vilanterol )
WIN-2299
Xanomeline
Precursors (and prodrugs )
Acetyl-coA
Adafenoxate
Choline (lecithin )
Citicoline
Cyprodenate
Dimethylethanolamine
Glycerophosphocholine
Meclofenoxate (centrophenoxine)
Phosphatidylcholine
Phosphatidylethanolamine
Phosphorylcholine
Pirisudanol
See also: Receptor/signaling modulators • Nicotinic acetylcholine receptor modulators • Acetylcholine metabolism/transport modulators