Succinimide
Title: Succinimide
CAS Registry Number: 123-56-8
CAS Name: 2,5-Pyrrolidinedione
Additional Names: butanimide; 2,5-diketopyrrolidine; 3,4-dihydropyrrole-2,5-dione; dihydro-3-pyrroline-2,5-dione; 2,5-dioxopyrrolidine
Trademarks: Orotric (SAT)
Molecular Formula: C4H5NO2
Molecular Weight: 99.09
Percent Composition: C 48.48%, H 5.09%, N 14.14%, O 32.29%
Literature References: Prepd by rapid distillation of ammonium succinate: Clarke, Behr, Org. Synth. coll. vol. II (1943) p 562; Fehling, Ann. 49, 198 (1844); Bunge, Ann. Suppl. 7, 118 (1870); Menschutkin, Ann. 162, 166 (1872). Prepn by heating succinic acid with ammonia: Fehling, loc. cit.; Franchimont, Friedmann, Rec. Trav. Chim. 25, 79 (1906); with urea: Ma, Sah, C.A. 28, 6108 (1934); see also Tafel, Stern, Ber. 33, 2232 (1900); Koller, Ber. 37, 1598 (1904). Prevention of oxalic lithiasis in rats: J. M. Melon et al., Therapie 26, 991 (1971).
Properties: Orthorhombic bipyramidal crystals from acetone or alc. mp 125-127°. d 1.41. bp 287-289° (slight decompn). pKa 9.5. One gram dissolves in 3 ml water, 0.7 ml boiling water, 24 ml alc, 5 ml alc at 60°. Insol in ether, chloroform. LD50 orally in rats: 14 g/kg (Melon).
Melting point: mp 125-127°
Boiling point: bp 287-289° (slight decompn)
pKa: pKa 9.5
Density: d 1.41
Toxicity data: LD50 orally in rats: 14 g/kg (Melon)
Therap-Cat: Antiurolithic.
Keywords: Antiurolithic.

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