Category: 88071-91-4

McNamara, Dennis J.; Berman, Ellen M.; Fry, David W.; Werbel, Leslie M. published an article in Journal of Medicinal Chemistry. The title of the article was 《Potent inhibition of thymidylate synthase by two series of nonclassical quinazolines》.Formula: C9H8BrNO4 The author mentioned the following in the article:

The synthesis and biol. activity of two series of nonclassical thymidylate synthase (TS) inhibitors are described. The first is a series of 10-propargyl-5,8-dideazafolic acid derivatives I (R = NH2; R1 = R2 = Cl, R3 = H; R1-R3 = OMe; R1 = R3 = H, R2 = Ac, F, cyano, CONH2, SO2NMe2, NO2, COCF3, OCF3) and the second is a series of 2-deamino derivatives I (R = H; R1 = R2 = Cl, R3 = H, R1-R3 = OMe; R1 = R3 = H, R4 = Ac), both bearing a more lipophilic substituent on the Ph ring than the CO-glutamate of classical antifolates. The compounds were tested for inhibition of purified L1210 TS and for inhibition of L1210 cell growth in vitro. Several of these nonclassical analogs approached the TS inhibitory potency of 10-propargyl-5,8-dideazafolic acid (II), a glutamate-containing TS inhibitor. I (R = NH2) were generally potent inhibitors of L1210 TS, with ED50s within the range of 0.51-11.5 μM for II. I (R = H) also exhibited significant, although diminished, TS inhibition. Both series were growth inhibitory to cells in tissue culture and this inhibition could be reversed by thymidine alone, indicating that the primary target was TS. None of the compounds was a potent inhibitor of dihydrofolate reductase. These studies indicate that the presence of the glutamate moiety in folate analogs is not an absolute requirement for potent inhibition of TS.Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4Formula: C9H8BrNO4) was used in this study.

Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Formula: C9H8BrNO4 In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chang, Dong-Jo; Yoon, Eun-Young; Lee, Geon-Bong; Kim, Soon-Ok; Kim, Wan-Joo; Kim, Young-Myeong; Jung, Jong-Wha; An, Hongchan; Suh, Young-Ger published their research in Bioorganic & Medicinal Chemistry Letters on August 1 ,2009. The article was titled 《Design, synthesis and identification of novel colchicine-derived immunosuppressant》.Computed Properties of C9H8BrNO4 The article contains the following contents:

Colchicine-derived nitrate esters I [R = MeO, SMe, Me2N; R1 = O2NO(CH2)3, 3-(O2NOCH2)C6H4, 4-(O2NOCH2)C6H4; R2 = H, Me] and II (R3, R4, R5 = H, MeO, F, Cl, Br, I, NC, O2N, Ph) are prepared as potential immunosuppressant agents and tested for their inhibition of the allogenic mixed-lymphocyte reaction. The cytotoxicities, inhibition of NO production, and inducible nitric oxide synthase and tumor necrosis factor-α levels for I [R = MeS; R1 = O2NO(CH2)3, 3-(O2NOCH2)C6H4] are determined; the inhibition of lymphoproliferation by I [R = MeS; R1 = O2NO(CH2)3, 3-(O2NOCH2)C6H4, 4-(O2NOCH2)C6H4; R2 = H] and by II (R3 = R4 = H; R5 = F), II (R3 = Cl; R4 = R5 = H), II (R3 = R4 = H; R5 = Cl), and II (R3 = O2N; R4 = R5 = H) are also determined The cytotoxicity of II (R3 = Cl; R4 = R5 = H) and its effectiveness in increasing skin allograft survival are determined and compared to that of cyclosporin A. After reading the article, we found that the author used Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4Computed Properties of C9H8BrNO4)

Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Computed Properties of C9H8BrNO4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Cyclic peptides as selective substrates and suicide substrate precursors of trypsin-like proteinases》 were Boggetto, Nicole; Vilain, Anne Cecile; Montagne, Jean Jacuqes; Reboud-Ravaux, Michele; Mazaleyrat, Jean Paul; Xie, Juan; Wakselman, Michel. And the article was published in Bulletin de la Societe Chimique de France in 1994. SDS of cas: 88071-91-4 The author mentioned the following in the article:

Cyclopeptides of general formula c[P1-aB(CH2X)-Gly4], in which P1 is arginine or lysine and aB(CH2X) an ortho- or meta-aminobenzoic acid residue substituted in the para position to the nitrogen atom by a Me (X = H), a phenoxymethyl (X = OC6H5) or an acetoxymethyl (X = OCOCH3) group, have been evaluated as substrates and/or inhibitors of serine proteinases. These compounds are selective substrates of trypsin-like enzymes (urokinase, plasmin, thrombin). The presence of lysine or arginine at the P1 position induces a selective cleavage of the P1-P’1 anilide bond. The efficiency of the enzymic hydrolysis is generally higher for cyclopeptides containing a meta rather than an ortho-aminobenzoic acid residue. The arginine derivatives are more easily cleaved by urokinase (u-PA) than their lysine analogs. No hydrolysis is observed in the presence of t-PA. The compounds with X = OC6H5 or OCOCH3 are the most reactive substrates. In spite of the presence of the phenolate or acetate latent nucleofugal substituent, which could induce the formation of an electrophilic quinonium methide moiety, they fail to inactivate the studied proteases. However, substitution of X by better latent leaving groups makes these compounds immediate precursors of suicide substrates, in particular of urokinase, an enzyme involved in the process of metastasis. In the experiment, the researchers used Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4SDS of cas: 88071-91-4)

Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.SDS of cas: 88071-91-4 The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dankwardt, Sharon M.; Ferla, Steven; Krstenansky, John L.; Bhakta, Sunil; Ostrelich, Helene; Jarnagin, Kurt published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Nonpeptide bradykinin antagonist analogs based on a model of a Sterling-Winthrop nonpeptide bradykinin antagonist overlapped with cyclic hexapeptide bradykinin antagonist peptide》.Reference of Methyl 5-(bromomethyl)-2-nitrobenzoate The author mentioned the following in the article:

A proposed overlap between cyclic hexapeptide bradykinin antagonist and nonpeptide bradykinin antagonists D- and L-3-(2-naphthyl)alanines I [R1 = Bu3P+, Bu3N+, H2N, HO, H2NC(:NH)NH, EtNHC(:NEt)NH, H-L-Arg-NH, H-D-Arg-NH, aca-D-Arg-NH; aca = 1-adamantylcarbonyl; R2 = H, CO2H; R3 = H, CH2CH2CO2H; X = cyclohexylimino, O] is discussed. Synthetic procedures for both enantiomers of I are given. Structural variations on both the peptides and nonpeptides support the proposed overlap based on an increase or decrease in the biol. activities of the antagonists. The experimental process involved the reaction of Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4Reference of Methyl 5-(bromomethyl)-2-nitrobenzoate)

Methyl 5-(bromomethyl)-2-nitrobenzoate(cas: 88071-91-4) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Reference of Methyl 5-(bromomethyl)-2-nitrobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary