Metabolism of 1-(3,4-dichlorobenzyl)-5-octylbiguanide in the dog.
1. The biotransformation of 1-(3,4-dichlorobenzyl)-5-octylbiguanide (OPB-2045), a new potent biguanide antiseptic, was investigated in male beagle dogs. Urinary and faecal excretion of unchanged compound and metabolites were studied following a single subcutaneous injection of 14C-labeled compound at a dose of 1 mg/kg. 2. Four urinary metabolites were structually identified using synthetic standards and/or spectral data as 3,4-dichlorobenzoic acid, 6-[5-(3,4-dichlorobenzyl)-1-biguanidino] hexanoic acid (DM-210), 4-[5-(3,4-dichlorobenzl)-1-biguanidino] butanoic acid (DM-212) and 5-[5-(3,4-dichlorobenzyl)-1-biguanidino] pentanoic acid (DM-213). 3. The predominant radioactive substances in the excreta were DM-213 and DM-210 at 26.1% and 25.5%, respectively, of the dose. No unchanged compound was detected in the urine, and in the faeces it was only 2% of the dose.
Kudo
S
S
Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd., Japan.
Umehara
K
K
Morita
S
S
Uchida
M
M
Miyamoto
G
G
Odomi
M
M
D000818:Animals; D000891:Anti-Infective Agents, Local / Q000493:pharmacokinetics*; D001645:Biguanides / Q000493:pharmacokinetics*; D001711:Biotransformation; D002250:Carbon Radioisotopes; D002851:Chromatography, High Pressure Liquid; D004285:Dogs; D005243:Feces / Q000737:chemistry; D006900:Hydroxylation; D008297:Male; D015394:Molecular Structure; D011865:Radioisotope Dilution Technique; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000891:Anti-Infective Agents, Local; D001645:Biguanides; D002250:Carbon Radioisotopes; C113749:olanexidine