2- nitro-3- propionic acid

Of-Nitro Propionic Acid. CH3.CH(N02).C02H mw 119.09 N 11.76% OB to CO2 -60.46% ndles, mp 61-61.5° (decompn). V sol in w, ethanol, eth, benz, chlf si sol in ligroin and carbon disulfide. Prepn is by boUing the ammonium salt of Oi-nitro ethyl propionate with ale NaOH. The Na salt is then hydrolyzed with HCl... 

An isoindol1 none moiety forms part of the aromatic moiety of yet another antiinflammatory propionic acid derivative. Carboxylation of the anion from -nitro-ethylbenzene (45) leads directly to the propionic acid (46). Reduction of the nitro group followed by condensation of the resulting aniline (47) with phthalic anhydride affords the corresponding phthalimide (48). Treatment of that intermediate with zinc in acetic acid interestingly results in reduction of only one of the carbonyl groups to afford the isoindolone. There is thus obtained indoprofen (49). ... 

Propionic acid, 2-iodo-3-nitro-, ethyl ester [Propanoic acid, 2-iodo-3-mtro-, ethyl ester], 65 2//-Pyran, 3,4-dihydro-, 51 2//-PYR AN-2-ONE, 49 2H Pyran 2-one, 5 bromo 5,6-dihydro, 50 27/-PYRAN-2-ONE, 5,6 DIHYDRO-, 49 PYRIDINE, 2,3,4,5 TETRAHYDRO, 118 Pyridines, -substituted, 34 a Pyrone-6-carboxyhc acid [2H Pyran-6-Larboxyhc acid 2-oxo ], 51 Pyrroles, 34... 

C2Hs.C02.CH2.CH2,N02 mw 147,15 N 9.52% OB to C02 -114.15% colorl mobile liq mp, when distd above 150° the compd deton bp 106.0 to 108.2° at 10mm d 1.1727g/cc RI 1.4336. Prepn is by reacting at a boil 2-nitro-ethylalcohol with propionic acid in benz solvent, with coned sulfuric acid as the coupling reagent. The prod is recovered by vac distn Ref Beil 2, 524 ... 

Abbreviations N-methyl-D-aspartate (NMDA), alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA), L(+)-2 amino-3-phosphonopropionic acid (L-AP3), 6-cyano-7-nitroqninoxaline (CNQ5Q, 2,3-dihydroxy-6-nitro-7-sulfamyl-benzo-f-quinoxaline (NBQX), 3-(2-carboxypiperazin-4-yl)-propyl-l-phosphonic acid (CPP), 7 Chlorokynnreic... 

Methyloxindole has been prepared by the reduction of a-(2-nitro-phenyl)propionic acid,2 by heating j8-propionylphenylhydrazine with lime3 or with sodium alkoxides,4 and by reduction of the benzoyl derivative of oxindole-3-aldehyde.6... 

Dinitro-2,6-dibromopbenol, ndls (from w), mp 142° was prepd by reacting 3-nitro-2,4,6T tribromophenol with dil HNO3 at 12°, or 3,4-dinitrophenol with Br (Ref 3) X,X-Dinitro-2,4-dibromopbenol, ndls (from ale), mp 146-46.5° pcepd by reacting propionic acid-2,4-dibromophenyi ester with 2/1 HNO3/ H2SO4 forms Ba K salts (Ref 2)... 

The resin-bound phenylene diamine intermediates 3 are then generated by nitro group reduction with tin(II) chloride in NMP and cyclization/ aromatization with a wide variety of aldehydes gave the resin-bound benzimidazole intermediates 4. The treatment of this intermediate with 50% TFA/DCM liberates the substituted 3-(benzoimidazol-l-yl)-propionic acid derivative 4a. Analysis of this intermediate by HPLC and LC-MS gave a measure of the purity of the resin-bound product and enabled the optimization of conditions for the incorporation of the Rl-nitroarenes and R2-aldehydes by an iterative process. 

This vitamin possesses the most complex structure of any of the vitamins and is unique in that it has a metallic element, cobalt, in the molecule (Figure 9-19). The molecule is a coordination complex built around a central tervalent cobalt atom and consists of two major parts—a complex cyclic stmcture that closely resembles the porphyrins and a nucleotide-like portion, 5,6-dimethyl-l-(a-D-ribofuranosyl) benzimidazole-3 -phosphate. The phosphate of the nucleotide is esterified with 1-amino-2-propanol this, in turn, is joined by means of an amide bond with the propionic acid side chain of the large cyclic stmcture. A second linkage with the large stmcture is through the coordinate bond between the cobalt atom and one of the nitro-... 

Nitro-l-imidazolyl)-propionic acid), Ro 31-0258 2-Nitroimidazole hydrofluoride... 

Propionic acid, merouration of, 65. Propionoxymerouri-4-nitro-3-hydroxyhenzaldehyde, 195. 

Hydroxymethyl-2-methoxy-5-nitro-phenoxybutyric/propionic acid... 

Study of the metabolism of dinoseb and its acetate and of binapacryl in rabbits showed that 2-amino-6-sec-butyI-4-nitrophenol (39) is formed aiid excreted as O-conjugate with glucuronic acid, glucuronide (40). In rats this metabolism appears only in traces, but for both compounds the oxidation of the side chain — and thus the formation of -methyl-/ -(2-hydroxy-3,5-dinitrophenyl)propionic acid (41) in considerable quantities, also excreted in the urine — has b n detected. The evacuation of nitro compounds from warm-blooded organisms is relatively slow. 

Verdini and coworkers [122] have introduced the 2-methyl-2-(2 -ni-tro)phenoxy-propionyl (Mnp) group for the preparation of stable monopro-tected gem-diamino alkyl residues 27 via IBTFA treatment of the carboxamide precursor 26. The precursor 26 is prepared by coupling amino a-carboxamide and 2-methyl-2-(2 -nitro)phenoxy-propionic acid as its O-succinimidyl ester 25. Hydrochloride salts, such as 27, are generally stable, crystalline compounds that can be stored at room temperature for several months. Once deprotonated, 27 is stable enough for acylation reactions (Scheme 9) [122]. 

In a similar manner, reduction of the nitro group in the N2-(t>t/>4o-nitrophenyr)-substituted hydrazide 302 of propionic acid provides, by intramolecular cyclization of the intermediate amino compound, the l,2-dihydro-l,2,4-benzotriazine 303 followed by oxidation of the latter with potassium hexacyanoferrate to give 3-ethyl-l,2,4-benzo-ttiazine 304 (Scheme 183) <1997J(P1)3107, 2004SOS(17)357>. 

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