Grundinformationen
- Standard-SMILES
CC(=O)c1ccc2c(c1)N(CCCN(C)C)c1ccccc1S2- InChIKey
NOSIYYJFMPDDSA-UHFFFAOYSA-N- Summenformel
- C19H22N2OS
- Durchschnittliche Molmasse
- 326,5 g/mol
- Monoisotopische Masse
- 326,14528432
Überblick
Acepromazine is a member of the class of phenothiazines that is 10H-phenothiazine substituted by an acetyl group at position 2 and a 3-(dimethylamino)propyl group at position 10. It has a role as a phenothiazine antipsychotic drug. It is a member of phenothiazines, a tertiary amino compound, a methyl ketone and an aromatic ketone.
Namen und Bezeichner
- Bevorzugter Name
- Acepromazine
- IUPAC
- 1-[10-[3-(dimethylamino)propyl]phenothiazin-2-yl]ethanone
- Lokaler Name
- 1-(10-(3-(Dimethylamino)propyl)-10H-phenothiazin-2-yl)ethanon
- Englischer Name
- acepromazine
- Summenformel
- C19H22N2OS
- Molmasse
- 326.46
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
61-00-7- PubChem CID
- 6077
- DTXSID
DTXSID1022552- ChEMBL
CHEMBL39560- ChEBI
CHEBI:44932- UNII
- 54EJ303F0R
- EC Number
- 200-496-0
- Nikkaji
- J4.812G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,2
- Polarare Oberfläche (TPSA)
- 48,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 414
Experimentelle und physikochemische Eigenschaften
Drugs
DEA NFLIS-Drug Category -> Depressants and Tranquilizers
Pharmaceuticals -> Listed in ZINC15
Animal Drugs
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Pharmaceuticals -> UK Veterinary Medicines Directorate List
Melting Point
< 25 °C
< 25 °C
Collision Cross Section
176.6 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
163.89 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
160.5 Ų [M+H]+ [CCS Type: TW]
176.22 Ų [M+H]+
Physikochemische Eigenschaften
- Schmelzpunkt
- 25 °C · <25 °C
- Siedepunkt
- 0.5 · bp0.5 220-240°
- Dichte
- 1.1075 · 1.1075 (rough estimate)
- Brechungsindex
- 1.595 · 1.5950 (estimate)
- pka
- 9.41 · 9.41±0.28(Predicted)
- Farbe
- Orange oil
- Wasserlöslichkeit
- 16 mg/L · 16mg/L(25 ºC)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 27-01-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/6774
Ethanone, 1-10-3-(dimethylamino)propyl-10H-phenothiazin-2-yl-: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- Toxizität
- LD50 intraperitoneal in mouse: 350mg/kg
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
Pharmacodynamics
Acepromazine is one of the phenothiazine derivative psychotropic drugs. Acepromazine has actions at all levels of the central nervous system-primarily at subcortical levels-as well as on multiple organ systems. Acepromazine has strong antiadrenergic and weaker peripheral anticholinergic activity; ganglionic blocking action is relatively slight. It also possesses slight antihistaminic and antiserotonin activity.
Mechanism of Action
Acepromazine acts as an antagonist (blocking agent) on different postsysnaptic receptors -on dopaminergic-receptors (subtypes D1, D2, D3 and D4 - different antipsychotic properties on productive and unproductive symptoms), on serotonergic-receptors (5-HT1 and 5-HT2, with anxiolytic, antidepressive and antiaggressive properties as well as an attenuation of extrapypramidal side-effects, but also leading to weight gain, fall in blood pressure, sedation and ejaculation difficulties), on histaminergic-receptors (H1-receptors, sedation, antiemesis, vertigo, fall in blood pressure and weight gain), alpha1/alpha2-receptors (antisympathomimetic properties, lowering of blood pressure, reflex tachycardia, vertigo, sedation, hypersalivation and incontinence as well as sexual dysfunction, but may also attenuate pseudoparkinsonism - controversial) and finally on muscarinic (cholinergic) M1/M2-receptors (causing anticholinergic symptoms like dry mouth, blurred vision, obstipation, difficulty/inability to urinate, sinus tachycardia, ECG-changes and loss of memory, but the anticholinergic action may attenuate extrapyramidal side-effects).
MeSH Pharmacological Classification
Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.
Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.
Verwendung und Herstellung
Anwendungen
VerwendenSedative (veterinary).
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Anbieter14 Anbieter
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…