7464. Piperazine
Nomenclature
CAS number: 110-85-0
Hexahydropyrazine; piperazidine; diethylenediamine. C4H10N2; mol wt 86.14.
C 55.77%, H 11.70%, N 32.52%.
Description and references
Prepn: Cloez, Jahresber. 1853, 468; Wolff, Ber. 26, 724 (1893); Kyrides, US 2267686 (1941); Martin, Martell, J. Am. Chem. Soc. 70, 1817 (1948); MacKenzie, Turbin, US 2901482 (1959 to Dow); Moss, Godfrey, US 3037023 (1962 to Jefferson Chem.). Prepn of salts: Hefferren et al., J. Am. Pharm. Assoc. 44, 678 (1955). Determn in animal feeds: J. D. McLean, O. L. Daniels, J. Assoc. Off. Anal. Chem. 54, 555 (1971). Veterinary trial in combination with levamisole: J. H. Drudge et al., Am. J. Vet. Res. 35, 67 (1974). Clinical efficacy in roundworm infection: A. S. Nanivadekar et al., J. Postgrad. Med. 30, 144 (1984).
Properties
Leaflets from alc, mp 106°. Salty taste. bp760 146°. Strong base: pKa: 4.19, absorbs water and CO2 from air. Absorption spectrum: Purvis, J. Chem. Soc. 103, 2286, 2293 (1913). Freely sol in water, glycerol, glycols; one gram dissolves in 2 ml of 95% alcohol. Insol in ether. pH of a 10% aq soln 10.8-11.8. Forms a sol compd with theophylline. Corrosive. Keep tightly closed and protect from light.Derivative
Hexahydrate.Nomenclature
Dietelmin; Helmifren; Parid (Cooper); Paravermin; Tasnon (elixir) (Tropon); Upixon (Bayer); Uvilon (Bayer).C4H10N2.6H2O; mol wt 194.23.
C 24.74%, H 11.42%, N 14.42%, O 49.42%.
Properties
Crystals from water (contg 44.34% anhydr piperazine), mp 44°. bp 125-130°. The piperazine of commerce is usually this hydrate. Freely sol in water; sol in alc (≈1:2). Practically insol in ether. pH of a 10% aq soln 10.8-11.8.Derivative
Citrate.Nomenclature
CAS number: 144-29-6
Tripiperazine dicitrate; Helmezine (Allen & Hanburys); Oxucide; Parazine; Pinozan; Pipizan Citrate (Merck & Co.); Pipracid (syrup) (Universal Drug); Rhomex; Ta-Verm; Worm Away (Robins). 3C4H10N2.2C6H8O7; mol wt 642.65.
C 44.85%, H 7.21%, N 13.08%, O 34.85%.
Properties
Crystals, dec 182-187°. Freely sol in water. Practically insol in alcohol, ether, chloroform. pH of a 10% aq soln 5.0-6.0.Derivative
Edetate calcium.Nomenclature
CAS number: 12002-30-1
Piperazine calcium edathamil; Perin (Endo). C14H24CaN4O8; mol wt 416.44.
C 40.38%, H 5.81%, Ca 9.62%, N 13.45%, O 30.74%.
Description and references
Prepn: Schlesinger et al., US 2834782 (1958 to Endo).
Properties
Occurs as the dihydrate. Crystals; slightly salty taste. Freely sol in water. Very slightly sol in alcohol, chloroform. Practically insol in ether. pH of 20% aq soln 4.3-5.4.Derivative
Phosphate.Nomenclature
Antepar (Glaxo Wellcome); Pinrou (Century); Piperverm (Wild); Piperazate (Leeming); Tasnon (tabl.) (Tropon).C4H10N2.H3PO4; mol wt 184.13.
C 26.09%, H 7.12%, N 15.21%, P 16.82%, O 34.76%.
Properties
Minute crystals. Very slightly sol in water. pH of saturated aq soln, 6.5.Derivative
Tartrate.Nomenclature
CAS number: 133-36-8
Noxiurotan; Piperate. C4H10N2.C4H6O6; mol wt 236.22.
C 40.68%, H 6.83%, N 11.86%, O 40.64%.
Properties
Crystals, dec 258-263°. Soly in g/100 ml at 25°: water 26; alcohol 0.01; chloroform 0.01. pH of 1% soln: 4.8.Derivative
N1,N4-Dibenzoylpiperazine.C18H18N2O2; mol wt 294.35.
C 73.45%, H 6.16%, N 9.52%, O 10.87%.
Properties
Prepd from piperazine and benzoyl chloride in dil NaOH. Crystals from alc, mp 191°.Therapeutic Category
Anthelmintic (Nematodes).
Therapeutic Category (Veterinary)
Anthelmintic (Nematodes).Keywords
Anthelmintic (Nematodes)