1-(10-(3-(Dimethylamino)propyl)-10H-phenothiazin-2-yl)ethanon

Acepromazine

HCID 6077CAS 61-00-7

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

ACEPROMAZINEAcetylpromazineAcetopromazine61-00-7AcepromazinaAtravetAcezine 2Acepromazinum10-(3-Dimethylaminopropyl)phenothiazin-3-yl methyl ketoneConcentrat vo3410-(3-Dimethylaminopropyl)phenothiazine-3-ethyloneEthanone, 1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-
Weitere Namen anzeigen
1522CBA 23051NotensilVetranquilAids013600Aids-013600Acetylperazine
54EJ303F0R1-(10-(3-(Dimethylamino)propyl)-10H-phenothiazin-2-yl)ethanoneEthanone, 1-[10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl]-1-[10-(3-DIMETHYLAMINO-PROPYL)-10H-PHENOTHIAZIN-2-YL]-ETHANONEDTXSID1022552CHEBI:449321-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethanone1-{10-[3-(dimethylamino)propyl]-10H-phenothiazin-2-yl}ethan-1-one

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

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

DEA NFLIS-Drug Category -> Depressants and Tranquilizers

Pharmaceuticals -> Listed in ZINC15

Solubility9.80e-03 g/L
Animal Drugs · 2 Einträge

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Melting Point · 2 Einträge

< 25 °C

< 25 °C

Physical DescriptionSolid
Collision Cross Section · 4 Einträge

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

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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 · 2 Einträge

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

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Sicherheitsdaten

Toxizität
LD50 intraperitoneal in mouse: 350mg/kg

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

N - Nervous system

QN - Nervous system

Pharmacodynamics · 1 Eintrag

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 · 1 Eintrag

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).

Biological Half-Life3 hours in horses.
MeSH Pharmacological Classification · 2 Einträge

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.

Cellular LocationsExtracellular

Verwendung und Herstellung

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Anwendungen

VerwendenSedative (veterinary).

Anbieter14 Anbieter

中梦研(湖北)科技有限公司0717-6300888 18062399888 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.—
玺标(上海)科技有限公司18512111473 18512111473 · [email protected]

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