HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Amino-3-oxopentansaeure
5-Ala · 5-AMINOLEVULINIC ACID HCL · 5-AMINO-4-OXOPENTANOIC ACID HYDROCHLORIDE · 5-Aminolevulinic · Gliolan · inic acid hydrochL · DELTA-AMINOLEVULINIC ACID HYDROCHLORIDE · evuL
Identifikatoren & physikalische Daten
| CAS No. | 5451-09-2 |
|---|---|
| Summenformel | C5H10ClNO3 |
| Durchschnittliche Molmasse | 167,59 g/mol |
| Monoisotopische Masse | 167,03492086 g/mol |
| SMILES | Cl.NCC(=O)CCC(=O)O |
| InChIKey | ZLHFONARZHCSET-UHFFFAOYSA-N |
| PubChem CID | 123608 |
| ChEMBL | CHEMBL1200582 |
| ChEBI | CHEBI:132969 |
| DTXSID | DTXSID5045914 |
| Lokaler Name | 5-Amino-3-oxopentansaeure |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 80,4 |
|---|---|
| H-Brücken-Donoren | 3 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 121 |
| Human Drugs | Breast FeedingLactationMilk, HumanDermatologic AgentsPhotosensitizing AgentsFDA approved drugs -> Active ingredientEMA approved medicines: Human medicine |
| Schmelzpunkt | ~150 °C (dec.) |
| Flammpunkt | 155-157°C |
| Lagerbedingungen | -20°C |
| Löslichkeit | H2O: 50 mg/mLSoluble in dimethyl sulfoxide, methanol and water. |
| Aggregatzustand | powder |
| Farbe | White to pale yellow |
| pH | pH (10g/l, 25℃) : 2.5～3.0 |
| Decomposition | 155-157 ºC |
| Merck | 14,446 |
| BRN | 3690651 |
| Stabilität | Hygroscopic |
| Kosmetik-Inhaltsstoffe Funktionen | SKIN PROTECTINGANTIMICROBIALHAIR CONDITIONINGANTI-SEBUM |
| InChI | 1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9)1H |
| InChIKey | ZLHFONARZHCSET-UHFFFAOYSA-N |
| SMILES | Cl[H].NCC(=O)CCC(O)=O |
| CAS Datenbank | 5451-09-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| Regulatorische Informationen | Pentanoic acid, 5-amino-4-oxo-, hydrochloride: Does not have an individual approval but may be used under an appropriate group standard |
|---|---|
| Weitere Sicherheitsinformationen | IMAP assessments - Pentanoic acid, 5-amino-4-oxo-, hydrochloride: Environment tier I assessment |
| Expositionspfade | Oral bioavailability is 50-60%. |
| Toxizitätsübersicht | According to the presumed mechanism of action, photosensitization following application of aminolevulinic acid (ALA) topical solution occurs through the metabolic conversion of ALA to protoporphyrin IX (PpIX), which accumulates in the skin to which aminolevulinic acid has been applied. When exposed to light of appropriate wavelength and energy, the accumulated PpIX produces a photodynamic reaction, a cytotoxic process dependent upon the simultaneous presence of light and oxygen. The absorption of light results in an excited state of the porphyrin molecule, and subsequent spin transfer from PpIX to molecular oxygen generates singlet oxygen, which can further react to form superoxide and hydroxyl radicals. Photosensitization of actinic (solar) keratosis lesions using aminolevulinic acid, plus illumination with the BLU-UTM Blue Light Photodynamic Therapy Illuminator (BLU-U), is the basis for aminolevulinic acid photodynamic therapy (PDT). |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| F | 3-8-10 |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29224999 |
| RTECS-Nr. | OI1640000 |
| R-Sätze (R) | 36/37/38-66-20/21/22-36/38 |
| Gefahrensymbole | Xi,Xn |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36/37-37/39-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
5-Aminolevulinic acid hydrochloride finds an important role as a precursor in the synthesis of tetrapyrroles such as chlorophyll and heme. It is widely utilized in photodynamic therapy of diseases namely, Pagets disease and human papillomavirus (HPV) infection-associated cervical condylomata acuminata.