Reference

Preparation of N- and O-substituted aminophenols as hydrolase substrates

Preparation of N- and O-substituted aminophenols as hydrolase substrates. Mangold, Dieter; Zimmermann, Gerd (Boehringer Mannheim G.m.b.H., Germany). Eur. Pat. Appl. EP 433855 A2 26 Jun 1991, 64 pp. 136872-88-3 and 5414-19-7 are cas registry numbers. These chemicals are also mentioned in this article. DESIGNATED STATES: R: AT, BE, CH, DE, DK, ES, FR, GB, GR, IT, LI, LU, NL, SE. (European Patent Organization). CODEN: EPXXDW. CLASS: ICM: C07H015-203. ICS: C07H015-26; C12Q001-26; C12Q001-40; C12Q001-54; C07F009-6561; C07D471-04; C07D487-04; C07D513-04. ICI: C07D471-04, C07D231-00, C07D221-00; C07D487-04, C07D239-00, C07D231-00; C07D487-04, C07D235-00, C07D231-00; C07D487-04, C07D249-00. APPLICATION: EP 90-123836 11 Dec 1990. PRIORITY: DE 89-3942355 21 Dec 1989. DOCUMENT TYPE: Patent CA Section: 33 (Carbohydrates) Section cross-reference(s): 7, 25 N- And O-substituted aminophenols I [R = glycoside residue, acyl, PO3H2, SO3H, etc.; R1, R2 = H, halo, SO3H, PO3H2, OH, NO2, CO2H, etc.; R3 = H, COCO2H, SO3H, (substituted) alkenoyl or aryloyl, etc.; R8 = Q1, Q2; R4, R5 = alkyl, or NR4R5 = (substituted) 3-6 membered satd. heterocyclyl contg. O, S, or N; R6, R7 = H, halo, OH, carboxamido, (substituted) alkyl, etc.; XY = NR9CO, N:COR10; R9 = H, alkyl; R10 = (substituted) alkyl, alkenyl, or alkynyl, etc.; Z = 3-5 membered hydrocarbon chain which may contain N and/or S atom(s), etc.; with provisos], useful as hydrolase substrates, were prepd. Thus, 3-acetyl-2-methylpyrazolo[1,5-a]pyridine was converted to the 3-nitroso compd. by NaNO2 in 6N HCl. This was reduced by SnCl2 to the corresponding amine hydrochloride, which was coupled with PhOH in pyridine to give (4-hydroxyphenyl)-(2-methylpyrazolo[1,5-a]pyridin-3-yl)amine (II). Condensation of II with 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-glucosyl chloride gave title compd. III. A calibration curve for detn. of N-acetyl-b-D-glucosaminidase (IV) by III was made with lmax of 560 nm. III changes from colorless to blue-violet in the presence of IV. .

A new type of macrocyclic polyether-diamide ligand - binding properties for alkaline earth ions

A new type of macrocyclic polyether-diamide ligand - binding properties for alkaline earth ions. Petranek, J.In this article, certain chemicals are used. One of their cas registry numbers is 5414-19-7 ; Ryba, O. (Inst. Macromol. Chem., Czech. Acad. Sci., Prague, Czech.). Tetrahedron Lett., (48), 4249-50 (English) 1977. CODEN: TELEAY. ISSN: 0040-4039. DOCUMENT TYPE: Journal CA Section: 28 (Heterocyclic Compounds (More Than One Hetero Atom)) Ligands I (n = 1, 2, 3) were prepd. (48, 50, 59%, resp.) by the reaction of 4,5-dimethyl-3,6-dioxaoctanedicarboxylic acid dichloride with N,N'-dibenzyloxaalkylenediamines in C6H6/Et3N. The diamines were obtained by alkylation of 4-MeC6H4SO2NHCH2Ph with di-, tri- and tetraethyleneglycol dibromides, followed by reductive cleavage of the tolylsulfonyl group with Na/Me2CH(CH2)2OH. The ligands showed highest metal ion complexation selectivity towards Ca2+ and Ba2+. Increased ring size in I (n = 2) compared to I (n = 1) causes a preference for Ca2+ relative to Ba2+, and I (n = 3) is 10 times more sensitive to Ca2+ than Ba2+. .Some commonly used reagents like 5414-19-7 is used in this experiment..