Romurtide

Title: Romurtide
CAS Registry Number: 78113-36-7
CAS Name: N2-[N2-[N-(N-Acetylmuramoyl)-L-alanyl]-D-a-glutaminyl]-N6-(1-oxooctadecyl)-L-lysine
Additional Names: N2-(N-acetylmuramoyl-L-alanyl-D-isoglutaminyl)-N6-stearoyl-L-lysine; MDP-Lys (L18); muroctasin
Manufacturers' Codes: DJ-7041
Trademarks: Nopia (Daiichi)
Molecular Formula: C43H78N6O13
Molecular Weight: 887.11
Percent Composition: C 58.22%, H 8.86%, N 9.47%, O 23.45%
Literature References: Derivative of muramyl dipeptide, q.v., with immunostimulating activity. Prepn: T. Shiba et al., EP 21367; eidem, US 4317771 (1981, 1982 both to Daiichi Seiyaku). Immunopotentiating effect in vitro: Y. Osada et al., Infect. Immun. 38, 848 (1982); in vivo: K. Matsumoto et al., ibid. 39, 1029 (1983); M. Akasaki et al., Agents Actions 22, 144 (1987). Enzyme immunoassay in plasma: H. Masayasu et al., Chem. Pharm. Bull. 33, 5522 (1985). Supplement on pharmacology, toxicology and clinical studies: Arzneim.-Forsch. 38, Suppl. 7A, 951-1074 (1988). Acute toxicity: Y. Ono et al., ibid. 1022.
Properties: Odorless, tasteless white powder, mp 176-178°. [a]D20 +24.9° (c = 1 in methanol). pKa 5.70. Soly at 20°: DMF 1 g/72 ml; methanol 1 g/190 ml; ethanol 1 g/330 ml. Practically insol in acetone, acetonitrile, chloroform, water. LD50 in male, female mice, male, female rats, dogs (mg/kg): 436, 625, 761, 801, >200 s.c. (Ono).
Melting point: mp 176-178°
pKa: pKa 5.70
Optical Rotation: [a]D20 +24.9° (c = 1 in methanol)
Toxicity data: LD50 in male, female mice, male, female rats, dogs (mg/kg): 436, 625, 761, 801, >200 s.c. (Ono)
Therap-Cat: Immunostimulant.
Keywords: Immunomodulator.
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