Gris-peg
Grundinformationen
- CAS
6915-11-3- Standard-SMILES
COC1=CC(=O)CC(C)C12Oc1c(Cl)c(OC)cc(OC)c1C2=O- InChIKey
DDUHZTYCFQRHIY-UHFFFAOYSA-N- Summenformel
- C17H17ClO6
- Durchschnittliche Molmasse
- 352,8 g/mol
- Monoisotopische Masse
- 352,071366
Überblick
grifulvin V has been reported in Axinella verrucosa with data available.
Namen und Bezeichner
- Bevorzugter Name
- Gris-peg
- IUPAC
- 7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
- Englischer Name
- griseofulvin
- Molmasse
- 0
Namen und Synonyme
Gris-PEG7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione7-chloro-3',4,6-trimethoxy-5'-methylspiro(1-benzofuran-2,4'-cyclohex-2-ene)-1',3-dioneRefChem:922504GRISEOFULVIN,ULTRAMICROSIZEGriseofulvin, ultramicrosize6915-11-37-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione78739-00-1GriseostatinGrisowenMLS000028436
Weitere Namen anzeigen
Spiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl- (8CI, 9CI)
NSC34533SMR0000583177-chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dionedl-GriseofulvinFulvicin Bolus7-Chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[[1]benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione7-chloro-4,6,12-trimethoxy-14-methylspiro[2-hydrobenzo[b]furan-2,4'-cyclohexan e]-11-ene-3,10-dioneC17H17ClO6
Datenbank-Bezeichner
- CAS
6915-11-3、78739-00-1
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,2
- Polarare Oberfläche (TPSA)
- 71,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 575
Experimentelle und physikochemische Eigenschaften
LogP2.33
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Toxikologische Informationen
Exposure RoutesPoorly absorbed from GI ranging from 25 to 70% of an oral dose. Absorption is significantly enhanced by administration with or after a fatty meal.
Toxicity Summary
Griseofulvin is fungistatic, however the exact mechanism by which it inhibits the growth of dermatophytes is not clear. It is thought to inhibit fungal cell mitosis and nuclear acid synthesis. It also binds to and interferes with the function of spindle and cytoplasmic microtubules by binding to alpha and beta tubulin. It binds to keratin in human cells, then once it reaches the fungal site of action, it binds to fungal microtubes thus altering the fungal process of mitosis.
Signs and SymptomsSide effects are minor: headaches, gastrointestinal reactions and cutaneous eruptions
Carcinogen Classification2B, possibly carcinogenic to humans. (L135)
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesPrimarily hepatic with major metabolites being 6-methyl-griseofulvin and its glucuronide conjugate.
Half Life: 9-21 hours
MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Verwendung und Herstellung
Uses
Griseofulvin is used both in animals and in humans, to treat fungal infections of the skin (commonly known as ringworm) and nails. Griseofulvin is used orally only for dermatophytosis. It is ineffective topically. Griseofulvin is reserved for cases with nail, hair or large body surface involvement. (Wikipedia)
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