HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
6-Aminopenicillansure
6-APA · penin · Amoxicillin EP Impurity A · AMoxicillin Related CoMpound A · 6-amino penicillanic acid(6-APA) · 6-Amino · Flucloxacillin EP Impurity C · 6-AMINO-2,2-DIMETHYL-5-OXOPERHYDROAZETO[2,1-B][1,3]THIAZOLE-3-CARBOXYLIC ACID
Identifikatoren & physikalische Daten
| CAS No. | 551-16-6 |
|---|---|
| Summenformel | C8H12N2O3S |
| Durchschnittliche Molmasse | 216,26 g/mol |
| Monoisotopische Masse | 216,05686324 g/mol |
| SMILES | CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(=O)O |
| InChIKey | NGHVIOIJCVXTGV-ALEPSDHESA-N |
| PubChem CID | 11082 |
| ChEMBL | CHEMBL1236749 |
| ChEBI | CHEBI:16705 |
| EC No. | 208-993-4 |
| DTXSID | DTXSID7046097 |
| Lokaler Name | 6-Aminopenicillansure |
Chemische & physikalische Eigenschaften
| XLogP | -2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 109 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 318 |
| Arzneimittel | Pharmaceuticals -> Metabolite of Penicillin G, Penicillin VPharmaceuticals -> Antibiotics |
| Dissociation Constants | 2.3 |
| Schmelzpunkt | 198-200 °C (dec.)(lit.) |
| Siedepunkt | 460.2±45.0 °C(Predicted) |
| Dichte | 1.3418 (rough estimate) |
| Brechungsindex | 1.6300 (estimate) |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 2.46g/lSoluble in water and hydrochoric acid. |
| pKa (Säurekonstante) | pKa 2.3 (Uncertain) |
| Aggregatzustand | Fine Powder |
| Farbe | White to cream |
| pH | 3.4 (100g/l, H2O) |
| Merck | 14,458 |
| BRN | 15080 |
| Stabilität | Light sensitive |
| InChI | 1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 |
| InChIKey | NGHVIOIJCVXTGV-SDKNWNMFSA-N |
| SMILES | CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O |
| LogP (Verteilungskoeffizient) | -3.87 at 22.5℃ |
| CAS Datenbank | 551-16-6(CAS DataBase Reference) |
| EPA chemische Informationen | 6-Aminopenicillanic acid (551-16-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 79.4% (50 of 63) of all reports.DangerH317 (15.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 63 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 17-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14138 |
| Hazard Classes and Categories | Skin Sens. 1 (15.9%) |
| F | 10 |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| RTECS-Nr. | XH8225000 |
| R-Sätze (R) | 42/43 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 22-36/37-45-37-24-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2 |
Anwendungen & Verwendung
Verwenden
(+)-6-Aminopenicillanic Acid is the core structure in penicillins, obtained from the fermentation brew of the Penicillium mold. (+)-6-Aminopenicillanic Acid is used as the main starting block for the preparation of numerous semisynthetic penicillins.