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Fluocinolonacetonid
synalar · Fluonid · dermalar · Fluocinolone acetonide for system suitability · 6-alpha,9-alpha-difluoro-16-alpha-hydroxyprednisolone16,17-acetonide · jellin · synsac · Fluzon
Identifikatoren & physikalische Daten
| CAS No. | 67-73-2 |
|---|---|
| Summenformel | C24H30F2O6 |
| Durchschnittliche Molmasse | 452,5 g/mol |
| Monoisotopische Masse | 452,201045 g/mol |
| SMILES | CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1 |
| InChIKey | FEBLZLNTKCEFIT-VSXGLTOVSA-N |
| PubChem CID | 6215 |
| ChEMBL | CHEMBL989 |
| ChEBI | CHEBI:31623 |
| EC No. | 200-668-5 |
| DTXSID | DTXSID0040674 |
| Lokaler Name | Fluocinolonacetonid |
Chemische & physikalische Eigenschaften
| XLogP | 2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 93,1 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 8 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 32 |
| Formalladung | 0 |
| Komplexität | 960 |
| Arzneimittel | Pharmaceuticals -> Dermatologicals -> Corticosteroids, dermatological preparationsPharmaceuticals -> AntibioticsPharmaceuticals -> Listed in ZINC15Pharmaceuticals -> Analgesics and anti-inflammatories |
| LogP (Verteilungskoeffizient) | 2.48 |
| Geruch | ODORLESS |
| Color/Form | CRYSTALS FROM ACETONE & HEXANEWHITE, CRYSTALLINE POWDER |
| Löslichkeit | InsolubleSOL IN ALC, ACETONE, & METHANOLINSOL IN WATERSLIGHTLY SOL IN CHLOROFORMPractically insoluble in water, soluble in acetone and in ethanolSoluble in water (partly), DMSO, alcohol, chloroform and methanol. |
| Human Drugs | Breast FeedingLactationMilk, HumanCorticosteroids, TopicalGlucocorticoidsAnti-Inflammatory AgentsFDA approved drugs -> Active ingredientPharmaceuticals |
| Animal Drugs | FDA approved animal drugs -> Active ingredient |
| Schmelzpunkt | 266-268266 °C267-269 °C(lit.) |
| Optical Rotation | SPECIFIC OPTICAL ROTATION: +95 DEG @ 25 °C/D (CHLOROFORM)MAX ABSORPTION: 238 NM (LOG E= 4.21) |
| Stability/Shelf Life | STABLE IN LIGHT |
| Dissociation Constants | 13.9 |
| Collision Cross Section | 226.8 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID0040674]199.7 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Siedepunkt | 578.5±50.0 °C(Predicted) |
| Dichte | 1.1826 (estimate) |
| Brechungsindex | 103 ° (C=1, MeOH) |
| Lagerbedingungen | Refrigerator |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 12.78±0.70(Predicted) |
| Farbe | White to Off-White |
| Merck | 14,4150 |
| Hauptanwendungen | forensics and toxicologyveterinary |
| InChIKey | FEBLZLNTKCEFIT-VSXGLTOVSA-N |
| SMILES | CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO |
| CAS Datenbank | 67-73-2(CAS DataBase Reference) |
| EPA chemische Informationen | Fluocinolone acetonide (67-73-2) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (40.8%): Causes skin irritation [Warning Skin corrosion/irritation]P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 98 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Weitere Sicherheitsinformationen | IMAP assessments - Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (6.alpha.,11.beta.,16.alpha.)-: Environment tier I assessment |
| Hazard Classes and Categories | Skin Irrit. 2 (40.8%) |
| Wechselwirkungen | REVERSAL OF CORTICOSTEROID-INDUCED IMPAIRMENT OF WOUND HEALING HAS BEEN REPORTED AFTER TOPICAL APPLICATION OF VITAMIN /VITAMIN A/. /CORTICOSTEROIDS/ |
| Human Toxicity Excerpts | ...FOLLICULITIS OR STRIAE IS FREQUENT COMPLICATION, ESP IF OCCLUSIVE DRESSINGS ARE USED.PHARMACOLOGICAL DOSES OF GLUCOCORTICOIDS RETARD OR INTERRUPT GROWTH OF CHILDREN, INDICATING ADVERSE EFFECT ON EPIPHYSEAL CARTILAGE. INHIBITION OF GROWTH IS RATHER WIDESPREAD EFFECT... /GLUCOCORTICOIDS/PROLONGED THERAPY WITH CORTICOSTEROIDS MAY RESULT IN SUPPRESSION OF PITUITARY-ADRENAL FUNCTION THAT CAN BE SLOW IN RETURNING TO NORMAL. /CORTICOSTEROIDS/...PRINCIPAL COMPLICATIONS RESULTING FROM PROLONGED THERAPY...ARE FLUID & ELECTROLYTE DISTURBANCESHYPERGLYCEMIA & GLYCOSURIAINCR SUSCEPTIBILITY TO INFECTIONS, INCL TUBERCULOSISPEPTIC ULCERS, WHICH MAY BLEED OR PERFORATEOSTEOPOROSISCHARACTERISTIC MYOPATHYBEHAVIORAL DISTURBANCES... /CORTICOSTEROIDS/...PRINCIPAL COMPLICATIONS...POSTERIOR SUBCAPSULAR CATARACTS& CUSHING'S HABITUS, CONSISTING OF "MOON FACE," "BUFFALO HUMP," SUPRACLAVICULAR FAT PADS, "CENTRAL OBESITY," STRIAE, ECCHYMOSES, ACNE, & HIRSUTISM. /CORTICOSTEROIDS/ |
| Non-Human Toxicity Excerpts | IN YOUNG GROWING ANIMALS THERE IS...ADVERSE EFFECT UPON GROWTH APPARATUS, RESULTING IN SLOWING OF GROWTH. RETARDATION OF HEALING OF EXPTL FRACTURES IN ANIMALS FROM ADMIN OF GLUCOCORTICOIDS IS ATTRIBUTED TO DEPRESSION OF OSTEOBLASTIC ACTIVITY. /ADRENOCORTICOSTEROIDS/SINGLE DOSES OF GLUCOCORTICOIDS (0.5-8.0 G/KG) CAN SUPPRESS IMMUNE RESPONSE IN MICE TO EXTENT THAT HIGH MORTALITY OCCURS AS RESULT OF INTERCURRENT INFECTIONS OVER 1-3 WK. RATS ARE 10-20 TIMES MORE SENSITIVE THAN MICE TO THIS EFFECT. /CORTICOSTEROIDS/LARGE SINGLE DOSES OF SOME STEROIDS GIVEN PARENTERALLY TO ANIMALS PRODUCE SEDATION, WHEREAS OTHERS INDUCE SIGNS OF CENTRAL STIMULATION. TO SOME EXTENT THESE PHENOMENA MAY BE DOSE-RELATED. /CORTICOSTEROIDS/Fifteen pregnant New Zealand rabbits were given 125 ug/kg fluocinolone acetonide subcutaneously on days 6-18 of gestation. The same number of controls were given the vehicle. Fluocinolone acetonide decreased the body weight of dams compared with controls and caused 100% abortions before day 29 of gestation. |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 2937220000 |
| RTECS-Nr. | TU3830000 |
| R-Sätze (R) | 36/37/38-40-20/21/22 |
| Toxizität | LD50 oral in rat: > 4gm/kg |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-36-22 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 67-73-2(Hazardous Substances Data) |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
Fluocinolone acetonide (Derma-Smoothe/FS, Flurosyn, Capex, Synalar) is a synthetic fluorinated corticosteroid.