C - Chemistry – Metallurgy – 08 – B
Patent
C - Chemistry, Metallurgy
08
B
C08B 37/08 (2006.01)
Patent
CA 2089519
N-acetylcarboxymethylchitosan derivatives are provided by the present invention. They are represented by the following formula (I): (see formula I) wherein R1 and R2 individually mean H or carboxymethyl group; P denotes a group R3CO-, a group R4NH- or a group R5O- with assuming that R3COOH denotes a compound having carboxyl group, R4NH2 denotes a compound having amino group and R5OH denotes an alcohol compound; Q stands for H or a group -OH; X represents a peptide chain containing same or different,one to ten amino acids; a1 and a2 individually represent zero or a positive integer, provided that both of a1 and a2 are not zero at the same time, and b stands for a positive integer; and having the following characteristic values (1)-(4): (1) carboxymethylation degree: 0.5-1.2 (2) molecular weight (as measured by gel filtration method): 3,000-300,000 (3) a/(a+b) : 0.01-1 [provided that a = a1 + a2] (4) P/X ratio (molar ratio): 0.1-1 P in the formula (I) can be the residue of a pharmaceutical compound. In this case, the substances of the formula (I) are derivatives of the pharmaceutical compound, which derivatives have been improved in the properties such as organotropism in vivo. P in the formula (I) can also be protective groups. In this case, removal of the protective groups from the substances of the formula (I) by deprotection makes it possible to provide such N-acetylcarboxymethylchitosan derivative which is useful as carrier for pharmaceutical compounds and which has the terminals of the so deprotected peptide chains capable of being linked with a pharmaceutical compound. There are further obtained such derivatives of the substances of the formula (I), in which derivatives some of the N-acetylcarboxymethylglucosamine units have been replaced by units having a high solubility in water.
Aono Katsutoshi
Inoue Kazuhiro
Ito Teruomi
Okuno Satoshi
Drug Delivery System Institute Ltd.
Macrae & Co.
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