9499. Tocoretinate

Nomenclature

CAS number: 40516-48-1
Retinoic acid rel-(2R)-3,4-dihydro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-2H-1-benzopyran-6-yl ester; (±)-(2R*)-2,5,7,8-tetramethyl-2-[(4R*,8R*)-4,8,12-trimethyltridecyl]-6-chromanyl retinoate; tretinoin tocoferil; dl-α-tocopheryl retinoate; L-300; N-021; Olcenon (Lederle).
C49H76O3; mol wt 713.13.
C 82.53%, H 10.74%, O 6.73%.

Description and references

Wound healing agent that stimulates proliferation of normal skin fibroblasts. Prepn: H. Fukawa, K. Tanaka, JP Kokai 73 00469; eidem, US 3878202 (1973, 1975 both to Nisshin Flour Milling Co.). Pharmacology: K. Sakyo et al., Oyo Yakuri 43, 111 (1992), C.A. 116, 228223z (1992). Pharmacokinetics: T. Nakazawa et al., ibid. 205, C.A. 117, 19823 (1993). Mechanism of action study: N. Kawamura et al., Dig. Dis. Sci. 39, 2191 (1994). Clinical evaluation in skin ulcers: T. Doi, Skin Res. 36, 384 (1994); K. Nakagawa et al., ibid. 209. Acute toxicity study: Y. Harada et al., Oyo Yakuri 43, 227 (1992), C.A. 117, 20721 (1992).

Chemical structure

Properties

Light yellow oil. uv max (ethanol): 365 nm (E1cm1% 642). LD50 in mice (mg/kg): >1000 i.v.; >2000 orally (Fukawa, 1975).

Therapeutic Category

Vulnerary.

Keywords

Vulnerary