Oxolinic acid

Oxolinic acid
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01MB05 (WHO) ;
Identifiers
	IUPAC name 5-Ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline- 7-carboxylic acid;
CAS Number	14698-29-4 ;
PubChem CID	4628;
ChemSpider	4467 ;
UNII	L0A22B22FT;
KEGG	D02301 ;
ChEBI	CHEBI:138856 ;
ChEMBL	ChEMBL416755 ;
CompTox Dashboard (EPA)	DTXSID1021089 ;
ECHA InfoCard	100.035.213
Chemical and physical data
Formula	C13H11NO5
Molar mass	261.233 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN1C=C(C(=O)C2=CC3=C(C=C21)OCO3)C(=O)O;
	InChI InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17) ; Key:KYGZCKSPAKDVKC-UHFFFAOYSA-N ;
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Oxolinic acid is a quinolone antibiotic developed in Japan in the 1970s.^[1]^[2] Dosages 12–20 mg/kg orally administered for five to ten days. The antibiotic works by inhibiting the enzyme DNA gyrase. It also acts as a dopamine reuptake inhibitor and has stimulant effects in mice.^[3]

References

^ JP Patent 49138244
^ Gleckman R, Alvarez S, Joubert DW, Matthews SJ (August 1979). "Drug therapy reviews: oxolinic acid". American Journal of Hospital Pharmacy. 36 (8): 1077–9. PMID 384788.
^ Garcia de Mateos-Verchere J, Vaugeois JM, Naudin B, Costentin J (December 1998). "Behavioural and neurochemical evidence that the antimicrobial agent oxolinic acid is a dopamine uptake inhibitor". European Neuropsychopharmacology. 8 (4): 255–9. doi:10.1016/S0924-977X(97)00083-7. PMID 9928913.

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[1] JP Patent 49138244

[pmid384788-2] Gleckman R, Alvarez S, Joubert DW, Matthews SJ (August 1979). "Drug therapy reviews: oxolinic acid". American Journal of Hospital Pharmacy. 36 (8): 1077–9. PMID 384788.

[pmid9928913-3] Garcia de Mateos-Verchere J, Vaugeois JM, Naudin B, Costentin J (December 1998). "Behavioural and neurochemical evidence that the antimicrobial agent oxolinic acid is a dopamine uptake inhibitor". European Neuropsychopharmacology. 8 (4): 255–9. doi:10.1016/S0924-977X(97)00083-7. PMID 9928913.

[1]

[2]

[3]

See also

References