Terbutalin
Terbutaline · Bambuterol EP Impurity A · C07129 · Terbutaline-d3 · D3-(±)-Terbutaline · Tibolone Impurity 19 · CarButerol impurity A · Bambuterol impurity 1
Identifikatoren & physikalische Daten
| CAS No. | 23031-25-6 |
|---|---|
| Summenformel | C12H19NO3 |
| Durchschnittliche Molmasse | 225,28 g/mol |
| Monoisotopische Masse | 225,13649347 g/mol |
| SMILES | CC(C)(C)NCC(O)c1cc(O)cc(O)c1 |
| InChIKey | XWTYSIMOBUGWOL-UHFFFAOYSA-N |
| PubChem CID | 5403 |
| ChEMBL | CHEMBL1760 |
| ChEBI | CHEBI:9449 |
| EC No. | 245-385-8 |
| DTXSID | DTXSID7021310 |
| Lokaler Name | Terbutalin |
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 72,7 |
| H-Brücken-Donoren | 4 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 205 |
| Arzneimittel | Pharmaceuticals |
| LogP (Verteilungskoeffizient) | 1.40.08 |
| Löslichkeit | 5.84e+00 g/LDMSO (Slightly), Methanol (Slightly) |
| Human Drugs | Breast FeedingLactationMilk, HumanBronchodilator AgentsBeta Adrenergic AgonistsPharmaceuticalsAntiasthmatic and medicines for chronic obstructive pulmonary disease |
| Schmelzpunkt | 119 - 122 °C119-122° |
| Physical Description | Solid |
| Dissociation Constants | 8.658.7 |
| Collision Cross Section | 155.28 Ų [M+K]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]154.9 Ų [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]155.27 Ų [M+H]+ |
| Siedepunkt | 366.8°C (rough estimate) |
| Dichte | 1.0951 (rough estimate) |
| Brechungsindex | 1.4596 (estimate) |
| Lagerbedingungen | Refrigerator |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pKa 8.70(H2O t = 25 I = 0.01) (Uncertain)10.09(H2O t = 25 I = 0.01) (Uncertain) |
| Farbe | White to Off-White |
| InChI | InChI=1S/C12H19NO3/c1-12(2,3)13-7-11(16)8-4-9(14)6-10(15)5-8/h4-6,11,13-16H,7H2,1-3H3 |
| InChIKey | XWTYSIMOBUGWOL-UHFFFAOYSA-N |
| SMILES | C1(O)=CC(C(O)CNC(C)(C)C)=CC(O)=C1 |
| CAS Datenbank | 23031-25-6 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]P203, P260, P280, P318, P319, P405, 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. |
|---|---|
| Weitere Sicherheitsinformationen | IMAP assessments - 1,3-Benzenediol, 5-[2-[(1,1-dimethylethyl)amino]-1-hydroxyethyl]-: Environment tier I assessment |
| Hazard Classes and Categories | Repr. 2 (100%) |
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)terbutalineDILI PositiveOralDOI:10.1016/j.drudis.2019.09.022 |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| EPA Human Health Benchmarks for Pharmaceuticals | Terbutaline0.20.7The usual oral dose of terbutaline sulfate for adults is 5 mg administered at approximately six-hour intervals, three times daily, during the hours the patient is usually awake. If side effects are particularly disturbing, the dose may be reduced to 2.5 mg three times daily, and still provide a clinically significant improvement.Data used to generate the benchmarks include the following: Lowest Daily Dose (LDD): 7.5 mg/day, Lowest Therapeutic Dose (LTD): 0.1 mg/kg-day, and Screening Dose: 0.00003 mg/kg-day.25-Jan-20 |
| Alarmwort | Warnung |
| Gefahrenhinweise | Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H361 |
Anwendungen & Verwendung
Beschreibung
Terbutaline is a synthetic congener of adrenaline that acts at the β2-receptor causing bronchodilation and tocolytic effects. It was the first β2-selective adrenoreceptor agonist in general clinical use. In 2011, the Food and Drug Administration (FDA) placed a black-boxed warning on terbutaline stating that terbutaline injections should not be given to pregnant women nor should be used to prevent preterm labor or for long-term (greater than 48–72 h) treatment of preterm labor. Oral terbutaline should not be used at all due to its potential for cardiac toxicity and death. Terbutaline is on the World Anti- Doping Agency’s list of prohibited drugs for Olympic athletes (except when a Therapeutic Use Exemption has been granted in advance and when used by inhalation).
Verwenden
Terbutaline is used for preventing and relieving bronchospasms in bronchial asthma, chronic bronchitis, pulmonary emphysema, and other broncho-pulmonary diseases.