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The synthesis and assignment of 15N and 13C NMR signals of the isoxazole ring in a series of parasubstituted 3-phenyl derivatives are reported. DFT calculations of 15N and 13C chemical shifts are presented and compared to observed values. Substituent effects are interpreted in terms of the Hammett correlation and calculated bond orders. Copyright

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of beta-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, Cl-C6H4, Br-4-C 6H4, O2N-4-C6H4, fur-2-yl, thien-2-yl, pyrrol-2-yl, Et and CCl3] and hydroxylamine hydrochloride varying only the reaction conditions (with and without the addition of pyridine) is reported.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Reactions of aromatic nitrile N-oxides with nitroethylene lead to formation of 3-aryl-5-nitro-4,5-dihydro-1,2-oxazoles.During heating the above compounds decompose with elimination of nitrous acid, thus affording 3-aryl-1,2-oxazoles.Under nucleophilic reagents a ring opening was observed.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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(Chemical Equation Presented) A simple and useful procedure for the synthesis of azirines containing aldehyde functionality from open chain bromo/chloro-aldehydes at room temperature is reported. The scope of the ring expansion reaction of a number of 3-substituted-2-formyl-azirines has been examined using different oraganometallic catalysts and a variety of Lewis acids.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Reactions of trans-1-(beta-aroylvinyl)pyridinium bromides with hydroxylamine hydrochloride lead to a mixture of substituted isoxazoles regardless of the substituent nature in the aromatic core and the solvent.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Background: The existence of drug-resistance and lack of selectivity encourages scientists to search for novel and more selective cytotoxic agents. Objectives: In this work, novel 1,3,4-triarylpyrazole derivatives were synthesized to study their cytotoxicity on MCF7 (human breast Cell Line). In addition, QSAR studies were performed to show the relation between the cytotoxic activity and the structural features of our new synthesized pyrazole derivatives. Methods: Pyrazole-4-carbaldehyde derivative 3 was utilized as a starting material for the preparation of the new pyarazole derivatives. These target compounds were screened for their cytotoxic activity against MCF-7 followed by study cell cycle of the most active compounds. Finally, pharmacophore modeling and QSAR Studies was carried out. Results: Among these compounds; 5d and 8b showed the highest anti-proliferative activity (IC50 = 4.9 and 2.11 muM, respectively). Flow cytometric analysis showed that, compounds 5d and 8b arrested the cell cycle in addition to induction of apoptosis in MCF7 cells. Moreover, their stimulation effect on caspases 3/7 was examined to explore their mechanism of induction of apoptosis and the results showed that their proapoptotic activity could be due to the activation of caspases 3/7. Conclusion: Pyrazole derivatives 5d and 8b displayed potent bioactivities, indicating that these compounds could be considered as a new lead for more investigation in the future.

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Compounds of the formula STR1 inhibit the activity of endothelin. The symbols are defined as follows: R 1, R 2, R 3 and R 4 are each directly bonded to a ring carbon and are each independently< P>

(a) hydrogen;

(b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z 1, Z 2 and Z 3 ;

(c) halo;

< P>(d) hydroxyl;

(e) cyano;

(f) nitro;

(g)–C(O)H or–C(O)R 5 ;< P>

(h)–CO 2 H or–CO 2 R 5 ;

(i)–Z 4–NR. sup.6 R 7 ;

–Z 4–N(R 10)–Z 5–NR. sup.8 R 9 ; or

(k) R 3 and R. sup.4 together may also be alkylene or alkenylene, either of which may be substituted with Z. sup.1, Z 2 and z 3, completing a 4-to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached; and the remaining symbols are as defined in the specification.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Amides that inhibit vanilloid receptor subtype 1 (VR1) receptor

The present invention relates to compounds of formula (I) that are novel VR1 antagonists useful in treating pain, inflammatory thermal hyperalgesia, urinary incontinence, or bladder overactivity.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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SUBSTITUTED BIPHENYL ISOXAZOLE SULFONAMIDES

Compounds of the formula STR1 inhibit the activity of endothelin. The symbols are defined as follows: R 1, R 2, R 3 and R 4 are each directly bonded to a ring carbon and are each independently< P>

(a) hydrogen;

(b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z 1, Z 2 and Z 3 ;

(c) halo;

< P>(d) hydroxyl;

(e) cyano;< P>

(f) nitro;

(g)–C(O)H or–C(o)R 5 ;

(h)–CO 2 H or–CO 2 R 5 ;

< P>(i)–Z 4–NR 6 R 7 ;

(j)–Z 4–N(R 10)–Z 5–NR 8 R 9 ; or

(k) R. sup.3 and R 4 together may also be alkylene or alkenylene, either of which may be substituted with Z 1, Z 2 and Z 3, completing a 4-to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached; and the remaining symbols are as defined in the specification.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Preparation method of isoxazole derivative (by machine translation)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent to obtain the isoxazole derivative; and adding hydroxylamine in a reaction solution to obtain the isoxazole derivative Meyer – Schuster. Compared with the prior art, the preparation method has the advantages of highest total 88% yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of the isoxazole compound. (by machine translation)

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Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem