13-08351. Rotraxate [Archived]

Nomenclature

CAS number: 92071-51-7
trans-4-[[4-(Aminomethyl)cyclohexyl]carbonyl]benzenepropanoic acid; 3-[p-(trans-4-aminomethylcyclohexylcarbonyl)phenyl]propionic acid; p-[[trans-4-(aminomethyl)cyclohexyl]carbonyl]hydrocinnamic acid; traxaprone.
C17H23NO3; mol wt 289.37.
C 70.56%, H 8.01%, N 4.84%, O 16.59%.

Description and references

Gastric cytoprotectant structurally similar to cetraxate. Prepn: T. Takeshita et al., EP 44541; eidem, US 4402975 (1982, 1983 both to Teijin); T. Takeshita et al., Chem. Pharm. Bull. 33, 5059 (1985). Crystal and molecular structure: K. Koyano et al., ibid. 34, 3900 (1986). Antiulcerative effects in animals: K. Hoshina et al., Arzneim.-Forsch. 35, 493 (1985). Effects on gastric mucosa: eidem, ibid. 37, 1154, 1284, 1289 (1987). Acute toxicity: Y. Izawa et al., Yakuri to Chiryo 16, 357 (1988), C.A. 109, 16846k (1988). Series of articles on toxicology: eidem, ibid. 371-599, C.A. 109, 558g-565g; 16847n (1988).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 82085-94-7
TEI-5103; TG-51; Cumelon (Teijin).
C17H23NO3.HCl; mol wt 325.83.
C 62.67%, H 7.42%, N 4.30%, O 14.73%, Cl 10.88%.

Properties

Crystals from water, mp 245° (dec) (Takeshita, 1985); also reported as mp 221-227° (Takeshita, 1983). LD50 in male, female rats (mg/kg): 9800, 9800 orally; 862, 835 i.p.; 5000, 5000 s.c. (Izawa).

Therapeutic Category

Antiulcerative.

Keywords

Antiulcerative

Status

This monograph has been retired and is no longer subject to revision or update.