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Prilocain
PRILOCAINE BASE · Aβ25-35 · l67 · Prilocain · Citanest · Propitocaine · Prilocaine Free Base · 2-(PropylaMino)-N-(o-tolyl)propanaMide
Identifikatoren & physikalische Daten
| CAS No. | 721-50-6 |
|---|---|
| Summenformel | C13H20N2O |
| Durchschnittliche Molmasse | 220,31 g/mol |
| Monoisotopische Masse | 220,15756326 g/mol |
| SMILES | CCCNC(C)C(=O)Nc1ccccc1C |
| InChIKey | MVFGUOIZUNYYSO-UHFFFAOYSA-N |
| PubChem CID | 4906 |
| ChEMBL | CHEMBL1194 |
| ChEBI | CHEBI:8404 |
| EC No. | 211-957-0 |
| DTXSID | DTXSID7031955 |
| Lokaler Name | Prilocain |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 41,1 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 218 |
| Arzneimittel | Pharmaceuticals |
| LogP (Verteilungskoeffizient) | log Kow= 2.11 |
| Geruch | ODORLESS |
| Geschmack | INITIALLY ACID & THEN BITTER TASTE |
| Color/Form | NeedlesWHITE |
| Löslichkeit | Crystals from ethanol + isopropyl etherreadily sol in watermp 167-168 °C /Hydrochloride/FREELY SOL IN ALCSLIGHTLY SOL IN CHLOROFORMVERY SLIGHTLY SOL IN ACETONEPRACTICALLY INSOL IN ETHER3.26e-01 g/LSlightly soluble in water, very soluble in acetone and in ethanol (96 per cent).6.169g/L(25 ºC) |
| Human Drugs | Breast FeedingLactationAnesthetics, LocalFDA approved drugs -> Active ingredientPharmaceuticals |
| Siedepunkt | 159-162 °C at 1.00E-01 mm Hg159-162 °C @ 1 mm Hgbp0.1 159-162° |
| Schmelzpunkt | 37-38 °C37 - 38 °C37-38° |
| Brechungsindex | Index of refraction: 1.5298 @ 20 °C/DnD20 1.5298 |
| Physical Description | Solid |
| Stability/Shelf Life | STABLE IN LIGHT & AIR |
| Dichte | 1.0117 (rough estimate) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | pKa 7.32 or 7.89 (Uncertain) |
| Aggregatzustand | Solid |
| Farbe | White to off-white |
| Hauptanwendungen | pharmaceutical (small molecule) |
| InChI | InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16) |
| InChIKey | MVFGUOIZUNYYSO-UHFFFAOYSA-N |
| SMILES | C(NC1=CC=CC=C1C)(=O)C(NCCC)C |
| CAS Datenbank | 721-50-6(CAS DataBase Reference) |
| NIST chemische Informationen | Propanamide, n-(2-methylphenyl)-2-(propylamino)-(721-50-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (98.6%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 69 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Propanamide, N-(2-methylphenyl)-2-(propylamino)-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Propanamide, N-(2-methylphenyl)-2-(propylamino)-: Environment tier I assessment |
| FDA-Anforderungen | Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended21 U.S.C. 321-392). |
| Hazard Classes and Categories | Acute Tox. 4 (98.6%) |
| Entsorgungsverfahren | SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices. |
| Wechselwirkungen | ...MOUSE TRIALS INDICATE INCR TOXICITY WHEN COMBINED WITH TETRACAINE....PRILOCAINE...REPORTED TO INTERACT WITH SUCCINYLCHOLINE /RESULTING IN INCR IN INTENSITY & DURATION OF SUCCINYLCHOLINE-INDUCED NEUROMUSCULAR BLOCKADE & RESP DEPRESSIONOTHER DEPOLARIZING MUSCLE RELAXANTS (EG DECAMETHONIUM) & NONDEPOLARIZING MUSCLE RELAXANTS (EG GALLAMINE TRIETHIODIDE & PANCURONIUM) MAY BEHAVE SIMILARLY/..../PRILOCAINE/ PRODUCED A SLIGHT INCR IN INTENSITY OF NEUROMUSCULAR BLOCKADE /OF ALCURONIUM CHLORIDE/. ...MARKED DECR IN TIDAL VOL, INDICATING RESP DEPRESSION, WAS OBSERVED...EPINEPHRINE PROLONGS THE EFFECT /OF PRILOCAINE/. /PRILOCAINE HCL/For more Interactions (Complete) data for PRILOCAINE (15 total), please visit the HSDB record page. |
| Non-Human Toxicity Excerpts | ...CAPABLE OF INDUCING METHEMOGLOBINEMIA IN LAB ANIMALS... /PRILOCAINE HCL/ |
| Antidote and Emergency Treatment | ALTHOUGH METHEMOGLOBINEMIA IS READILY REVERSED BY THE IV ADMIN OF METHYLENE BLUE ... THE THERAPEUTIC EFFECT MAY BE SHORT-LIVED BECAUSE METHYLENE BLUE MAY BE CLEARED BEFORE CONVERSION OF ALL THE METHEMOGLOBIN TO HEMOGLOBIN. /PRILOCAINE HCL/ |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation◈ What is prilocaine? |
| Wassergefährdungsklasse (WGK) | WGK 3 |
| Zollcode | 2924296000 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 721-50-6(Hazardous Substances Data) |
| Gefahrenklasse | Acute Tox. 4 OralEye Irrit. 2 |
Anwendungen & Verwendung
Verwenden
Prilocaine is a local anesthetic of the amino amide type. Prilocaine is often used in dentistry. Prilocaine is also often combined with lidocaine as a preparation for dermal anesthesia (lidocaine/prilocaine or EMLA), for treatment of conditions like paresthesia.