Grundinformationen
- CAS
362-29-8- Standard-SMILES
CCC(=O)c1ccc2c(c1)N(CC(C)N(C)C)c1ccccc1S2- InChIKey
UVOIBTBFPOZKGP-UHFFFAOYSA-N- Summenformel
- C20H24N2OS
- Durchschnittliche Molmasse
- 340,5 g/mol
- Monoisotopische Masse
- 340,16093457
Überblick
Propiomazine is a member of the class of phenothiazines that is 10H-phenothiazine substituted by a 2-(dimethylamino)propyl group at nitrogen atom and a propanoyl group at position 2. It has a role as a sedative, a phenothiazine antipsychotic drug, a histamine antagonist, a serotonergic antagonist, a dopaminergic antagonist and a muscarinic antagonist. It is a member of phenothiazines, a tertiary amino compound and an aromatic ketone. It derives from a hydride of a 10H-phenothiazine.
Namen und Bezeichner
- Bevorzugter Name
- Propiomazine
- IUPAC
- 1-[10-[2-(dimethylamino)propyl]phenothiazin-2-yl]propan-1-one
- Lokaler Name
- Propiomazin
- Englischer Name
- propiomazine
- Summenformel
- C20H24N2OS
- Molmasse
- 340.48
Namen und Synonyme
propiomazine362-29-8PropionylpromethazinePhenoctylPropiomazinaPropiomazinumWy-13591-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}propan-1-oneCB 16782-Propionyl-10-(2-(dimethylamino)propyl)phenothiazine3-Propionyl-10-dimethylaminoisopropylphenothiazine10-(2-Dimethylaminopropyl)-2-propionylphenothiazine
Weitere Namen anzeigen
(±)-Propiomazinepropiomazine USP/EP/BP1-[10-[2-(Dimethylamino)propyl]phenothiazin-2-yl-1-propanone1-[10-[2-(dimethylamino)propyl]phenothiazin-2-yl]propan-1-one1-[10-[2-(Dimethylamino)propyl]-10H-phenothiazin-2-yl]propan-1-one1-{10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl}-1-propanone1-Propanone, 1-[10-[2-(dimethylamino)propyl]-10H-phenothiazin-2-yl]-
DorevanPropavanCB-1678DorevaneIndorm10-Dimethylaminoisopropyl-2-propionylphenothiazine242Z0PM79Y1-Propanone, 1-(10-(2-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,8
- Polarare Oberfläche (TPSA)
- 48,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 441
Experimentelle und physikochemische Eigenschaften
LogP
4.5
4.4
Solubility
SLOWLY OXIDIZED WHEN MOISTENED OR IN AQUEOUS SOLN ON PROLONGED EXPOSURE TO AIR &/OR LIGHT; 1 G SOL IN 4.5 ML WATER; FREELY SOL IN ALCOHOL; INSOL IN BENZENE /HYDROCHLORIDE/
7.03e-03 g/L
Human DrugsPharmaceuticals
Boiling Point235-245 °C @ 0.5 MM HG
Melting Point
MP: 160-161 °C; CRYSTALS FROM ISOPROPANOL /MALEATE/
MP: 201-206 °C /HYDROCHLORIDE/
MP: 240-242 °C /METHIODIDE/
Physical DescriptionSolid
Other Experimental PropertiesPRACTICALLY ODORLESS; YELLOW POWDER /HYDROCHLORIDE/
Physikochemische Eigenschaften
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxikologische Informationen
Interactions
...ENHANCES EFFECT OF CNS DEPRESSANTS: HENCE, DOSE OF BARBITURATES GIVEN CONCOMITANTLY SHOULD BE REDUCED 1/2, DOSES OF MEPERIDINE & MORPHINE SHOULD BE REDUCED 1/4 TO 1/2. /HYDROCHLORIDE/
...ENHANCES ACTION OF...ANALGESICS & ANESTHETICS. /HYDROCHLORIDE/
.../REPORTED/ TO PROTECT EXPTL ANIMALS AGAINST HEPATOTOXIC EFFECTS OF CARBON TETRACHLORIDE...
PHYSOSTIGMINE WAS GIVEN TO 17 PT INLABOR PREVIOUSLY GIVEN SCOPOLAMINE ALONE OR MEPERIDINE & PROPIOMAZINE IN COMBINATION, TO ASCERTAIN ITS EFFECT ON REVERSING THE LOSS OF FETAL HEART RATE VARIABILITY. WITH MEPERIDINE & PROPIOMAZINE COMBINATION, REVERSION OCCURRED IN 10 PT.
Health EffectsThey cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive.
Toxicity Summary
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.
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
Protein Binding81%
PharmacodynamicsAlthough propiomazine is a phenothiazine, it is not used as an antipsychotic. It posesses antihistamine effects and is mostly used as a sedative in treating insomnia.
Mechanism of Action
Propiomazine acts as an antagonist of dopamine 1, 2, and 4 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.
...ALSO HAS AN ANTIEMETIC ACTION. /HYDROCHLORIDE/
Metabolism/Metabolites
Unknown, but most likely hepatic as with other phenothiazines.
Unknown, but most likely hepatic as with other phenothiazines.
Absorption, Distribution and Excretion
APPROX HALF OF METABOLITES OF COMMONLY USED PHENOTHIAZINES ARE FOUND IN URINE & REST IN FECES. ULTIMATE SOJOURN OF PHENOTHIAZINE DRUGS IN BODY IS EXCEEDINGLY LONG. 6 MO AFTER DISCONTINUATION OF THESE DRUGS, VARIOUS METABOLITES ARE DETECTABLE IN URINE. /PHENOTHIAZINES/
PHENOTHIAZINE TRANQUILIZERS CROSS PLACENTA RAPIDLY, & THEY HAVE BEEN MEASURED FOR MANY YR IN URINE & TISSUES OF NEONATES OF TREATED MOTHERS, BUT VERY LOW BLOOD LEVELS OF MOTHERS & FETUSES HAVE BEEN MEASURED ONLY RECENTLY... /PHENOTHIAZINES/
Cellular LocationsMembrane
Metabolite PathwaysPropiomazine H1-Antihistamine Action
Verwendung und Herstellung
Zugehörige Reaktionen
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