8910. Sulfalene

Nomenclature

CAS number: 152-47-6
4-Amino-N-(3-methoxypyrazinyl)benzenesulfonamide; N1-(3-methoxy-2-pyrazinyl)sulfanilamide; 2-(p-aminobenzenesulfonamido)-3-methoxypyrazine; 3-methoxy-2-sulfanilamidopyrazine; sulfamethopyrazine; 2-sulfanilamido-3-methoxypyrazine; sulfamethoxypyrazine; sulfapyrazinemethoxyine; Farmitalia 204/122; Dalysep (Syntex); Kelfizina (Farmitalia); Kelfizine W (Farmitalia); Longum (Farmitalia); Policydal (Eisai); Vetkelfizina (Centralvet).
C11H12N4O3S; mol wt 280.30.
C 47.13%, H 4.32%, N 19.99%, O 17.12%, S 11.44%.

Description and references

Prepn: B. Camerino, G. Palamidessi, Gazz. Chim. Ital. 90, 1815 (1960); GB 928151; US 3098069 (both 1963 to Farmitalia). Review: Gasparini, Veterinaria (Milan) 20, 302 (1971). Also used in combination with trimethoprim, q.v. Toxicology: V. De Pascale et al., Boll. Chim. Farm. 116, 155 (1977). Pharmacodynamics: D. S. Reeves et al., J. Antimicrob. Chemother. 6, 647 (1980). Clinical assessment: H. Harazim et al., J. Int. Med. Res. 11, 197 (1983); M. L. Colombo et al., Pharmatherapeutica 3, 556 (1984). Review of clinical efficacy: F. Celotti et al., J. Int. Med. Res. 14, 236-241 (1986).

Chemical structure

Properties

Crystals from alcohol, mp 176°. LD50 in mice (g/kg): 2.164 orally; 1.41 i.v. (US 3098069).

Derivative

Mixture with trimethoprim.

Nomenclature

CAS number: 50933-06-7
Kelfiprim (Farmitalia).

Properties

LD50 in mice, rats (mg/kg): 3500; 3550 orally (De Pascale).

Therapeutic Category

Antibacterial.

Therapeutic Category (Veterinary)

Antibacterial.

Keywords

Antibacterial (Synthetic); Sulfonamides