Category: 422560-40-5

A fast and efficient one-pot microwave assisted synthesis of variously di-substituted 1,2,4-oxadiazoles was written by Porcheddu, Andrea;Cadoni, Roberta;De Luca, Lidia. And the article was included in Organic & Biomolecular Chemistry in 2011.Product Details of 422560-40-5 The following contents are mentioned in the article:

A one-pot two-step microwave assisted synthesis of variously disubstituted 1,2,4-oxadiazoles from carboxylic acids and amidoximes is reported. This methodol. is characterized by short reaction times, is versatile, robust and high-yielding and allows for the preparation of heterocycles with a stereocenter with 100% enantiomeric purity. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Product Details of 422560-40-5).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Product Details of 422560-40-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and cannabinoid activity of 1-substituted-indole-3-oxadiazole derivatives: Novel agonists for the CB₁ receptor was written by Moloney, Gerard P.;Angus, James A.;Robertson, Alan D.;Stoermer, Martin J.;Robinson, Michael;Wright, Christine E.;McRae, Ken;Christopoulos, Arthur. And the article was included in European Journal of Medicinal Chemistry in 2008.Application of 422560-40-5 The following contents are mentioned in the article:

An exploratory chem. effort has been undertaken to develop a novel series of compounds as selective CB₁ agonists. It is hoped that compounds of this type will have clin. utility in pain control, and cerebral ischemia following stroke or traumatic head injury. Medicinal chem. studies directed towards the investigation of a series of 1-substituted-indole-3-oxadiazoles, e.g., I, as potential CB₁ agonists have been disclosed. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Application of 422560-40-5).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Application of 422560-40-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of Potent and Selective SH2 Inhibitors of the Tyrosine Kinase ZAP-70 was written by Vu, Chi B.;Corpuz, Evelyn G.;Merry, Taylor J.;Pradeepan, Selvaluxmi G.;Bartlett, Catherine;Bohacek, Regine S.;Botfield, Martyn C.;Eyermann, Charles J.;Lynch, Berkley A.;MacNeil, Ian A.;Ram, Mary K.;Van Schravendijk, Marie Rose;Violette, Shelia;Sawyer, Tomi K.. And the article was included in Journal of Medicinal Chemistry in 1999.Application In Synthesis of 2-(4-Bromophenyl)-N-hydroxyacetimidamide The following contents are mentioned in the article:

A series of 1,2,4-oxadiazole analogs has been shown to be potent and selective SH2 inhibitors of the tyrosine kinase ZAP-70, a potential therapeutic target for immune suppression. These compounds typically are 200-400-fold more potent than the native, monophosphorylated tetrapeptide sequences. When compared with the high-affinity ζ-1-ITAM peptide (Ac-NQL-pYNELNLGRREE-pYDVLD-NH₂, wherein pY refers to phosphotyrosine) some of the best 1,2,4-oxadiazole analogs are approx. 1 order of magnitude less active. This series of compounds displays an unprecedented level of selectivity over the closely related tyrosine kinase Syk, as well as other SH2-containing proteins such as Src and Grb2. Gel shift studies using a protein construct consisting only of C-terminal ZAP-70 SH2 demonstrate that these compounds can effectively engage this particular SH2 domain. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Application In Synthesis of 2-(4-Bromophenyl)-N-hydroxyacetimidamide).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Application In Synthesis of 2-(4-Bromophenyl)-N-hydroxyacetimidamide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis, SAR, and Series Evolution of Novel Oxadiazole-Containing 5-Lipoxygenase Activating Protein Inhibitors: Discovery of 2-[4-(3-{(R)-1-[4-(2-Amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-N,N-dimethyl-acetamide (BI 665915) was written by Takahashi, Hidenori;Riether, Doris;Bartolozzi, Alessandra;Bosanac, Todd;Berger, Valentina;Binetti, Ralph;Broadwater, John;Chen, Zhidong;Crux, Rebecca;De Lombaert, Stephane;Dave, Rajvee;Dines, Jonathon A.;Fadra-Khan, Tazmeen;Flegg, Adam;Garrigou, Michael;Hao, Ming-Hong;Huber, John;Hutzler, J. Matthew;Kerr, Steven;Kotey, Adrian;Liu, Weimin;Lo, Ho Yin;Loke, Pui Leng;Mahaney, Paige E.;Morwick, Tina M.;Napier, Spencer;Olague, Alan;Pack, Edward;Padyana, Anil K.;Thomson, David S.;Tye, Heather;Wu, Lifen;Zindell, Renee M.;Abeywardane, Asitha;Simpson, Thomas. And the article was included in Journal of Medicinal Chemistry in 2015.Synthetic Route of C8H9BrN2O The following contents are mentioned in the article:

The synthesis, structure-activity relationship (SAR), and evolution of a novel series of oxadiazole-containing 5-lipoxygenase-activating protein (FLAP) inhibitors are described. The use of structure-guided drug design techniques provided compounds that demonstrated excellent FLAP binding potency (IC₅₀ < 10 nM) and potent inhibition of LTB₄ synthesis in human whole blood (IC₅₀ < 100 nM). Optimization of binding and functional potencies, as well as physicochem. properties resulted in the identification of compound 69 (I, BI 665915) that demonstrated an excellent cross-species drug metabolism and pharmacokinetics (DMPK) profile and was predicted to have low human clearance. In addition, 69 was predicted to have a low risk for potential drug-drug interactions due to its cytochrome P 450 3A4 profile. In a murine ex vivo whole blood study, 69 demonstrated a linear dose-exposure relationship and a dose-dependent inhibition of LTB₄ production This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Synthetic Route of C8H9BrN2O).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Synthetic Route of C8H9BrN2O

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Acetic acid aldose reductase inhibitors bearing a five-membered heterocyclic core with potent topical activity in a visual impairment rat model was written by La Motta, Concettina;Sartini, Stefania;Salerno, Silvia;Simorini, Francesca;Taliani, Sabrina;Marini, Anna Maria;Da Settimo, Federico;Marinelli, Luciana;Limongelli, Vittorio;Novellino, Ettore. And the article was included in Journal of Medicinal Chemistry in 2008.Reference of 422560-40-5 The following contents are mentioned in the article:

A number of 1,2,4-oxadiazol-5-ylacetic acids and oxazol-4-ylacetic acids were synthesized and tested for their ability to inhibit aldose reductase (ALR2). Several oxadiazole derivatives proved to be the most active compounds, exhibiting inhibitory levels in the submicromolar range. In this series, the Ph group turned out to be the preferred substitution pattern, as its lengthening to a benzyl moiety determined a general reduction of the inhibitory potency. The lead compound, 2-[3-(4-methoxyphenyl)-1,2,4-oxadiazol-5-yl]acetic acid, showed an excellent in vivo activity, proving to prevent cataract development in severely galactosemic rats when administered as an eye-drop solution in the precorneal region of the animals. Computational studies on the ALR2 inhibitors were performed to rationalize the structure-activity relationships observed and to provide the basis for further structure-guided design of novel ALR2 inhibitors. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Reference of 422560-40-5).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Reference of 422560-40-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nitrobenzofurazan derivatives of N’-hydroxyamidines as potent inhibitors of indoleamine-2,3-dioxygenase 1 was written by Paul, Saurav;Roy, Ashalata;Deka, Suman Jyoti;Panda, Subhankar;Trivedi, Vishal;Manna, Debasis. And the article was included in European Journal of Medicinal Chemistry in 2016.Synthetic Route of C8H9BrN2O The following contents are mentioned in the article:

Tryptophan metabolism through the kynurenine pathway is considered as a crucial mechanism in immune tolerance. Indoleamine 2,3-dioxygenase 1 (IDO1) plays a key role in tryptophan catabolism in the immune system and it is also considered as an important therapeutic target for the treatment of cancer and other diseases that are linked with kynurenine pathway. Nitrobenzofurazan derivatives of N’-hydroxybenzimidamides and N’-hydroxy-2-phenylacetimidamides were synthesized and their inhibitory activities against human IDO1 enzyme were tested using in-vitro and cellular enzyme activity assay. The optimization leads to the identification of three potent compounds (IC₅₀ = 39-80 nM), which are either competitive or uncompetitive inhibitors of IDO1 enzyme. These compounds also showed IDO1 inhibition potencies in the nanomolar range (IC₅₀ = 50-71 nM) in MDA-MB-231 cells with no/negligible amount of cytotoxicity. The stronger selectivity of the potent compounds for IDO1 enzyme over tryptophan 2,3-dioxygenase (TDO) enzyme (312-1593-fold) also makes them very attractive for further immunotherapeutic applications. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Synthetic Route of C8H9BrN2O).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Synthetic Route of C8H9BrN2O

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New Deoxycholic Acid Derived Tyrosyl-DNA Phosphodiesterase 1 Inhibitors Also Inhibit Tyrosyl-DNA Phosphodiesterase 2 was written by Salomatina, Oksana V.;Dyrkheeva, Nadezhda S.;Popadyuk, Irina I.;Zakharenko, Alexandra L.;Ilina, Ekaterina S.;Komarova, Nina I.;Reynisson, Johannes;Salakhutdinov, Nariman F.;Lavrik, Olga I.;Volcho, Konstantin P.. And the article was included in Molecules in 2022.Product Details of 422560-40-5 The following contents are mentioned in the article:

A series of deoxycholic acid (DCA) amides containing benzyl ether groups on the steroid core were tested against the tyrosyl-DNA phosphodiesterase 1 (TDP1) and 2 (TDP2) enzymes. In addition, 1,2,4- and 1,3,4-oxadiazole derivatives were synthesized to study the linker influence between a para-bromophenyl moiety and the steroid scaffold. The DCA derivatives demonstrated promising inhibitory activity against TDP1 with IC₅₀ in the submicromolar range. Furthermore, the amides and the 1,3,4-oxadiazole derivatives inhibited the TDP2 enzyme but at substantially higher concentration Tryptamide I and para-bromoanilide II derivatives containing benzyloxy substituent at the C-3 position and non-substituted hydroxy group at C-12 on the DCA scaffold inhibited both TDP1 and TDP2 as well as enhanced the cytotoxicity of topotecan in non-toxic concentration in vitro. According to mol. modeling, ligand I was anchored into the catalytic pocket of TDP1 by one hydrogen bond to the backbone of Gly458 as well as by π-π stacking between the indolyl rings of the ligand and Tyr590, resulting in excellent activity. Therefore it could be concluded that these derivatives contributed to the development of specific TDP1 and TDP2 inhibitors for adjuvant therapy against cancer in combination with topoisomerase poisons. This study involved multiple reactions and reactants, such as 2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5Product Details of 422560-40-5).

2-(4-Bromophenyl)-N-hydroxyacetimidamide (cas: 422560-40-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Product Details of 422560-40-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary