5102. Irsogladine

Nomenclature

CAS number: 57381-26-7
6-(2,5-Dichlorophenyl)-1,3,5-triazine-2,4-diamine; 2,4-diamino-6-(2,5-dichlorophenyl)-s-triazine; dicloguamine.
C9H7Cl2N5; mol wt 256.09.
C 42.21%, H 2.76%, Cl 27.69%, N 27.35%.

Description and references

Gastric cytoprotectant with benzoguanamine skeleton. Prepn: H. Murai et al., DE 2506814; eidem, US 3966728 (1975, 1976 both to Nippon Shinyaku). Series of articles on pharmacology: F. Ueda et al., Arzneim.-Forsch. 34, 474-491 (1984). Tissue distribution studies: T. Ando et al., ibid. 36, 1221 (1984). Metabolism: M. Sugiyama et al., ibid. 1229. Phase I study: M. Nakashima et al., ibid. 34, 492 (1984). Mechanism of antiulcer action study: F. Ueda et al., Oyo Yakuri 33, 157 (1987), C.A. 107, 17604a (1987).

Chemical structure

Properties

Colorless crystals from dioxane, mp 268-269°.

Derivative

Maleate.

Nomenclature

CAS number: 84504-69-8
MN-1695; Gaslon (Nippon Shinyaku).
C9H7Cl2N5.C4H4O4; mol wt 372.16.
C 41.95%, H 2.98%, Cl 19.05%, N 18.82%, O 17.20%.

Properties

Crystals from dioxane, mp 205° (dec). LD50 in male, female mice, rats (mg/kg): 6035, 5697, 3898, 2917 orally; 2841, 3216, 1600, 1524 s.c.; 775, 1006, 558, 545 i.p. (Ueda, 1984 p 474).

Therapeutic Category

Antiulcerative.

Keywords

Antiulcerative; Cytoprotectant (Gastric)