Droperidol
Dimenhydrinate Impurity 1 · R 474 · r4749 · Dridol · Halkan · Inoval · R 4749 · Inappin
Identifikatoren & physikalische Daten
| CAS No. | 548-73-2 |
|---|---|
| Summenformel | C22H22FN3O2 |
| Durchschnittliche Molmasse | 379,4 g/mol |
| Monoisotopische Masse | 379,16960516 g/mol |
| SMILES | O=C(CCCN1CC=C(n2c(=O)[nH]c3ccccc32)CC1)c1ccc(F)cc1 |
| InChIKey | RMEDXOLNCUSCGS-UHFFFAOYSA-N |
| PubChem CID | 3168 |
| ChEMBL | CHEMBL1108 |
| ChEBI | CHEBI:4717 |
| EC No. | 208-957-8 |
| DTXSID | DTXSID6022973 |
| Lokaler Name | Droperidol |
Chemische & physikalische Eigenschaften
| XLogP | 3,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 52,7 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 28 |
| Formalladung | 0 |
| Komplexität | 615 |
| Arzneimittel | Pharmaceuticals -> Nervous system -> AnestheticsPharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | log Kow = 3.502.8 |
| Geruch | Odorless |
| Geschmack | Tasteless (no taste test is recommended) |
| Color/Form | White to light tan, amorphous or microcrystalline powder |
| Löslichkeit | 1 g soluble in 5.5 mL chloroform, 600 mL alcohol, 10,000 mL waterslightly soluble in ether9.66e-02 g/L33.4 [ug/mL] (The mean of the results at pH 7.4)Practically insoluble in water, freely soluble in dimethylformamide and in methylene chloride, sparingly soluble in ethanol (96 per cent).4.1mg/L(30 ºC) |
| Human Drugs | Breast FeedingLactationMilk, HumanAntiemeticsAntipsychotic AgentsButyrophenonesDopamine AntagonistsGastrointestinal AgentsFDA approved drugs -> Active ingredientPharmaceuticals |
| Animal Drugs | Active Ingredients (Droperidol) -> FDA Greenbook |
| Decomposition | When heated to decomposition it emits very toxic fumes of /fluoride and oxides of nitrogen/.. |
| Schmelzpunkt | 145-146.5145-146 °CMP: 144-148 °C (after vacuum drying at 70 °C for 4 hr)145.75 °C148-149°C |
| Physical Description | Solid |
| Stability/Shelf Life | Sensitive to light, air & heat |
| Dichte | 1.2154 (estimate) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 7.64(at 25℃) |
| Aggregatzustand | Solid |
| Farbe | Pale Yellow to Pale Beige |
| Henry-Konstante | 3.7×1011 mol/(m3Pa) at 25℃, HSDB (2015) |
| InChI | InChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28) |
| InChIKey | RMEDXOLNCUSCGS-UHFFFAOYSA-N |
| SMILES | C1(=O)N(C2=CCN(CCCC(C3=CC=C(F)C=C3)=O)CC2)C2=CC=CC=C2N1 |
| CAS Datenbank | 548-73-2(CAS DataBase Reference) |
| EPA chemische Informationen | 2H-Benzimidazol-2-one, 1-[1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro- (548-73-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Weitere Sicherheitsinformationen | IMAP assessments - 2H-Benzimidazol-2-one, 1-[1-[4-(4-fluorophenyl)-4-oxobutyl]-1,2,3,6-tetrahydro-4-pyridinyl]-1,3-dihydro-: Environment tier I assessment |
| FDA-Anforderungen | The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including droperidol, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.Droperidol and fentanyl citrate injection is a sterile solution containing 20 mg of droperidol and 0.4 mg of fentanyl citrate per cubic centimeter. ... It is used in dogs as an analgesic and tranquilizer and for general anesthesia. /Droperidol and fentanyl citrate injection/The Generic Animal Drug and Patent Restoration act requires that each sponsor of an approved animal drug must submit to the FDA certain information regarding patents held for the animal drug or its method of use. The Act requires that this information, as well as a list of all animal drug products approved for safety and effectiveness, be made available to the public. Droperidol is included on this list. |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Hazardous Reactivities and Incompatibilities | Droperidol injection is physically and/or chemically incompatible with some drugs (e.g., parenteral barbiturates), but the compatibility depends on several factors (e.g., concentrations of the drugs, specific diluents used, resulting pH, temperature). Specialized references should be consulted for specific compatibility information. |
| Brandbekämpfungsverfahren | As with all fires, evacuate personnel to a safe area. Firefighters should use self-contained breathing equipment and protective clothing.Water spray, dry chemical, carbon dioxide, or foam as appropriate for surrounding fire and materials. |
| Lagerbedingungen | Commercially available droperidol injection should be protected from light and stored at room temperature (15-25 °C). |
Anwendungen & Verwendung
Beschreibung
D roperidol is a butyrophenone that has potent antidopaminergic (D2) activity and mild α2-blocking actions. It produces sedation and anxiolysis and is an effective antiemetic. A dverse effects include vasodilatation and hypotension, and at higher doses, dystonic reactions can occur. D roperidol was used for premedication and in neuroleptanaesthesia until reports of death from long QT syndrome led to its withdrawal in 2001. It has recently been reintroduced and licenced at lower doses for prevention of postoperative nausea and vomiting. D roperidol has an onset of 3–10 min after i.v. injection and duration of action of 6–12h. It undergoes hepatic metabolism, but approximately 10% of the drug is excreted unchanged in the urine.
Verwenden
The neuroleptic droperidol possesses antipsychotic, sedative, and antishock action. It potentiates the action of drugs for narcosis. In psychiatric practice, droperidol is used for psychomotor excitement and hallucinations. The principal use of this drug lies in anesthesiology for neuroleptanalgesia in combination with fentanyl. It is used in premedication as well as in surgical operations and post-operational circumstances.