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Grundinformationen
- CAS
19562-30-2- Standard-SMILES
CCn1cc(C(=O)O)c(=O)c2cnc(N3CCCC3)nc21- InChIKey
RCIMBBZXSXFZBV-UHFFFAOYSA-N- Summenformel
- C14H16N4O3
- Durchschnittliche Molmasse
- 288,307 g/mol
- Monoisotopische Masse
- 288,12224037
Namen und Bezeichner
- Bevorzugter Name
- Piromidic acid
- IUPAC
- 8-Ethyl-5-oxo-2-(pyrrolidin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic acid
- Lokaler Name
- Piromidinsure
- Englischer Name
- Piromidic acid
- Summenformel
- C14H16N4O3
- Molmasse
- 288.3
Namen und Synonyme
pd93PuriMreelonuropirpirodalenterolPirudalpanacidsepturallidinyl)-
Datenbank-Bezeichner
- CAS
19562-30-2- PubChem CID
- 4855
- DTXSID
DTXSID4045424- ChEMBL
CHEMBL311350- ChEBI
CHEBI:32019- UNII
- 3I12WH4EWF
- EC Number
- 243-161-4、419-730-1
- Nikkaji
- J3.146A
Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 314 · 314-316°
- Siedepunkt
- 430.54 °C · 430.54°C (rough estimate)
- Dichte
- 1.1895 · 1.1895 (rough estimate)
- Brechungsindex
- 1.6 · 1.6000 (estimate)
- storage temp.
- 0 · 0-6°C
- Löslichkeit
- Chloroform (Slightly, Heated, Sonicated), Ethanol (Slightly, Heated)
- Aggregatzustand
- Solid
- pka
- 4.14 · 4.14±0.20(Predicted)
- Farbe
- 3 · Crystals from EtOH/CHCl3
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- Toxizität
- LD50 in male, female mice, male, female rats (mg/kg): 287, 268, 177, 158 i.v.; all >4000 orally, s.c. and i.p. (Shimizu)
Chemie und Industrie
Anwendungen
BeschreibungPiromidic acid is a quinolone antibiotic that is active against Gram-positive and Gram-negative bacteria including S. aureus and E. coli (MICs = 10 and 1 μg/ml, respectively). It inhibits growth of nalidixic acid-sensitive strains of E. coli in an in vitro model of bacterial cystitis when used at concentrations of 10 and 50 mg/L. Piromidic acid also has antimalarial properties and is active against chloroquine-sensitive and -resistant strains of P. falciparum in vitro (IC50s = 41.4 and 14.4 μg/ml, respectively) as well as against hepatic stages of P. yoelii yoelii (IC50 = 21.6 μg/ml).
VerwendenPiromidic acid is a quinolone antibacterial.
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