Grundinformationen
- Standard-SMILES
c1ccc([C@H]2CN3CCSC3=N2)cc1- InChIKey
HLFSDGLLUJUHTE-SNVBAGLBSA-N- Summenformel
- C11H12N2S
- Durchschnittliche Molmasse
- 204,29 g/mol
- Monoisotopische Masse
- 204,07211956
Namen und Bezeichner
- Bevorzugter Name
- Levamisole
- IUPAC
- (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
- Lokaler Name
- Levamisol
- Englischer Name
- Levamisole
- Summenformel
- C11H12N2S
- Molmasse
- 204.29
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
14769-73-4- PubChem CID
- 26879
- DTXSID
DTXSID4023206- ChEMBL
CHEMBL1454- ChEBI
CHEBI:6432- UNII
- 2880D3468G
- EC Number
- 238-836-5
- Nikkaji
- J8.518I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 40,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 246
Physikochemische Eigenschaften
- Schmelzpunkt
- 60 · 60-61.5°
- Siedepunkt
- 344.4 · 344.4±45.0 °C(Predicted)
- Dichte
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- Chloroform (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 10 · 10.00±0.40(Predicted)
- Farbe
- Off-White to Pale Yellow
- InChI
- InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2/t10-/m1/s1
- InChIKey
- HLFSDGLLUJUHTE-SNVBAGLBSA-N
- SMILES
- S1CCN2C[C@H](C3=CC=CC=C3)N=C12
- CAS Datenbank
- 14769 · 14769-73-4(CAS DataBase Reference)
- EPA chemische Informationen
- Levamisole (14769-73-4)
Sicherheit und Regulatorisches
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H315
Chemie und Industrie
Anwendungen
VerwendenLevamisole is used for initial and secondary immunodeficient conditions, autoimmune diseases, chronic and reoccurring infections, large intestine adenocarcinoma, helmintosis, and rheumatoid arthritis. Synonyms of this drug are decaris, tetramizole, and others.Levimasole is also a drug of choice for ascardiasis. Numerous investigations show that a single dose of levamisole heals from 90 to 100% of patients with ascardiasis, in particular those infected with A. duodenale. It is less effective against ancylostomiasis and strongyloidiasis. However, it is not effective against N. americanus. It seems likely that it has a gangliostimulating effect on parasite tissues in both the parasympathetic and sympathetic regions. Moreover, it is presumed that this drug has an immunomodulatory effect on the host organism. Synonyms of this drug are decaris, solacil, ergamisol, tramisol, immunol, and others.
Vor- und nachgelagerte Produkte
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Ergänzende Hinweise
DefinitionChEBI: Levamisole is a 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole that has S configuration. It is used (generally as the monohydrochloride salt) to treat parasitic worm infections in pigs, sheep and cattle and was formerly used in humans as an adjuvant to chemotherapy for the treatment of various cancers. It is also widely used as an adulterant to coccaine. It has a role as an antinematodal drug, an antirheumatic drug, an immunomodulator, an immunological adjuvant and an EC 3.1.3.1 (alkaline phosphatase) inhibitor. It is an enantiomer of a dexamisole.
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