CAS No 51940-44-4 , 8-ethyl-5-oxo-2-piperazin-1-ylpyrido[2,3-d]pyrimidine-6-carboxylic acid

Title: Pipemidic Acid
CAS Registry Number: 51940-44-4
CAS Name: 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido[2,3-d]pyrimidine-6-carboxylic acid
Synonyms: piperamic acid
Manufacturers' Codes: 1489-RB
Trademarks: Filtrax (Biomed. Foscama); Memento 400 (Volpino); Pi-Coli (Ist. Vitamine); Pipeacid (SIT); Pipedac (Teofarma); Pipemid (Gentili); Pipurin (Brocchieri); Tractur (Damor); Uropimid (CT); Urosten (Bonomelli); Uroval (Firma)
Molecular Formula: C14H17N5O3
Molecular Weight: 303.32
Percent Composition: C 55.44%, H 5.65%, N 23.09%, O 15.82%
Literature References: Quinolone antibacterial. Prepn: S. Minami et al., DE 2341146; eidem, US 3887557 (1974, 1975 both to Dainippon Pharm.); Pesson et al., C.R. Seances Acad. Sci. Ser. C 278, 1169 (1974); De Lajudie et al., ibid. Ser. D 279, 1931 (1974); Matsumoto, Minami, J. Med. Chem. 18, 74 (1975). Characterization: Ficicchia, Farmaco Ed. Prat. 30, 207 (1974). Antibacterial activity: Ficicchia, De Lajudie, ibid. 252. Pharmacology: Shimizu et al., Antimicrob. Agents Chemother. 7, 441 (1975).
Properties: Yellowish-white, odorless, bitter-tasting crystals, mp 253-255°. Hygroscopic. Yellows slowly in light. Sol in acid soln and alkaline. Very slightly sol in water, alcohol; slightly sol in chloroform (0.5%), methanol (0.4%). Practically insol in ether, benzene. LD50 in mice (mg/kg): 4000 orally; 1000 i.p., 50 i.v. (Ficicchia).
Melting point: mp 253-255°
Toxicity data: LD50 in mice (mg/kg): 4000 orally; 1000 i.p., 50 i.v. (Ficicchia)
 
Derivative Type: Trihydrate
CAS Registry Number: 72571-82-5
Trademarks: Deblaston (Madaus); Dolcol (Dainippon); Pipram (RPR); Solupemid (Recordati)
Properties: Nearly colorless needles, mp 253-255°.
Melting point: mp 253-255°
 
Therap-Cat: Antibacterial.
Therap-Cat-Vet: Antibacterial.
Keywords: Antibacterial (Synthetic); Quinolones and Analogs.