Month: November 2022

Marzin, Adolf published an article in 1933, the title of the article was 2,5-Dibromotoluic acid.Computed Properties of 90326-61-7 And the article contains the following content:

2,5,4-Br2MeC6H2CO2H, m. 195°, NaOH and MeOH, refluxed 8 days, give 45-50% of 5-bromo-2-methoxy-p-toluic acid (I), m. 130-3°; with HI there is a quant. yield of 5-bromo-4-methylsalicylic acid, m. 205-8°. Oxidation of I with alk. KMnO4 gives 5-bromo-2-methoxyterephthalic acid, m. 265-8°; HI gives the 2-HO derivative, pale yellow, which gives a deep blue-red color with FeCl3. 2,5-Dibromoterephthalic acid and AcONa give about 90% of the 2,5-di-HO derivative, m. above 300°. The experimental process involved the reaction of 5-Bromo-2-methoxy-4-methylbenzoic acid(cas: 90326-61-7).Computed Properties of 90326-61-7

5-Bromo-2-methoxy-4-methylbenzoic acid(cas:90326-61-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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. Computed Properties of 90326-61-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fischer, H.; Ernst, Paul published an article in 1926, the title of the article was Halogen-substituted pyrroles. IV. New preparation of pyrrole-α-aldehydes and stable tripyrrylmethanes.Formula: C7H8BrNO And the article contains the following content:

2,4-Dimethyl-5-carbethoxypyrrole and Br in CCl4 give nearly quant. the 3-Br derivative (IV), m. 150°, which, on further bromination, gives 85% of 2-bromomethyl-3-bromo-4-methyl-5-carbethoxypyrrole (V), decomposing 165-7°. The free acid (VI) from IV treated with 3 mols. Br in a little CCl4 gives [2,4-dimethyl-3-bromopyrryl][2,4-dibromo-3-methylpyrryl]methene, dark red, m. 192°. VI (5 g.), through the Gattermann aldehyde synthesis, gives 1 g. 2,4-dimethyl-3-bromo-5-formylpyrrole (VII), m. 166-7° (decomposition) (phenylhydrazone, decomposes 99-100°; semicarbazone, m. 223-4° (decomposition)). VII, warmed with EtOH-HCl, gives bis-[2,4-dimethyl-3-bromopyrrole-5]-methene, decomposes 187°. All attempts to prepare the corresponding alc. from V by heating with H2O failed. With AcOK there results quant. 2-acetoxymethyl-3-bromo-4-methyl-5-carbethoxypyrrole, m. 107-9°; the Ehrlich reaction is negative. The corresponding 2-chloroacetoxymethyl derivative, m. 150-3°, decomposes 172°; the 2-formoxymethyl derivative, m. 146-8° (decomposition). 2-Anilinomethyl derivative, m. 128-9° (50-60% yield); dehydration with KMnO4 in Me2CO-H2O gives 70% of the Schiff base, C15H15O2N2Br, m. 127-8°, which is catalytically reduced to the anilide and adds HCl, giving the compound C15H16O2N2BrCl, decomposes 216°. In boiling H2O containing the calculated amount of HCl, the base gives 70% of 2-carbethoxy-3-methyl-4-bromo-5-formylpyrrole (VIII), m. 134-6° (phenylhydrazone, m. 144°; oxime, m. 155-6°; semicarbazone, decomposes 260°). The free acid has no characteristic decomposition point, gives a positive Ehrlich reaction in the hot and on boiling with concentrated HCl gives a violet-red color. The Schiff base, C13H20O4N2, m. 82°, from 2-anilinomethyl-4-methyl-3,5-dicarbethoxypyrrole, gives 2-formyl-4-methyl-3,5-dicarbethoxypyrrole (IX), m. 124°; 1 l. boiling H2O dissolves 0.65 g.; it reduces NH4OH-AgNO3 but not Fehling solution; 1 g. in EtONa (1 g. Na and 10 cc. EtOH) gives 2-formyl-3-carbethoxy-4-methyl-5-pyrrolecarboxylic acid, decomposing 195°; 1 l. boiling H2O dissolves 6.5 g. Excess alkali gives 2-formyl-4-methylpyrrole-3,5-dicarboxylic acid, does not decompose at 250°. 2-Anilinomethyl-3-carbethoxy-4-methyl-5-pyrrolecarboxylic acid, decomposes 186°; dry distillation gives a non-crystalline oil, giving positive PhNH2 and Ehrlich aldehyde reactions. 2-Anilinomethyl-3-bromo-4-methyl-5-pyrrolecarboxylic acid, decomposes 197°. IX and 2,4-dimethyl-3-carbethoxypyrrole give [bis-(2,4-dimethyl-3-carbethoxy)]-3,5-dicarbethoxy-4-methylpyrryl-2-methane, m. 179°. The corresponding 3-Ac derivative, m. 254-5° the 5-carbethoxy derivative, m. 109-200°. VIII gives [bis-(2,4-dimethyl-3-carbethoxy)]-3-bromo-4-methyl-5-carbethoxypyrryl-2-methane, m. 227-8°. They readily take up EtOH of crystallization and are best crystallized from H2O. The AcOH solution gives a deep red color with K2Cr2O7 but does not show an absorption spectrum. Ehrlich’s reagent in the hot gives a positive reaction but is accompanied by a hydrolysis; they are stable towards concentrated HCl. Catalytic reduction of IX gives 2-hydroxymethyl-3,5-dicarbethoxy-4-methylpyrrole, m. 116°; Ac derivative, m. 113°; CrO3 oxidizes it to IX. HBr gives the 2-bromomethyl derivative, m. 156°. Upon heating, HCHO is slowly evolved with the formation of II’. Heating with pyrroles gives the corresponding methanes. 2,4-Dimethyl-3-ethyl-5-carbethoxypyrrole and Br in AcOH at 35-40° give about 75% of the 2-bromomethyl derivative, m. 132-4° (decomposition); 2-anilinomethyl derivative, m. 144-5° (40-50% yield); the Schiff base, C17H20O2N2, yellow, m. 133°; the HCl addition product, light yellow, m. 196° (decomposition); with aqueous AcONa there results a compound, m. 119-20°; boiling with a large amount of H2O gives 90% of 2-formyl-3-ethyl-4-methyl-5-carbethoxypyrrole, m. 90°; 500 g. hot H2O dissolves about 0.2 g.; oxime, m. 150°. With 2 mols. 2,4-dimethyl-3-carbethoxypyrrole in EtOH-HCl there results the HCl salt of the methene. The experimental process involved the reaction of 4-Bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde(cas: 89909-51-3).Formula: C7H8BrNO

4-Bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde(cas:89909-51-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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. Formula: C7H8BrNO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hopff, H.; Doswald, P.; Manukian, B. K. published an article in 1961, the title of the article was Pyromellitic and cumidic acid derivatives.Related Products of 41819-13-0 And the article contains the following content:

1,2,4,5,3,6-Cl2(ClCH2)2C6Me2 (4.1 g.) in 140 cc. CCl4 treated 2 hrs. at 60-70° with stirring with a moderate stream of Cl while being irradiated with a 750-w. lamp, treated an addnl. 0.5 hr. with Cl without heating, and evaporated yielded 2.2 g. 1,4-Cl2C6(CH2Cl)4 (I), m. 221-2° (C6H6). p-Me4C6Br2 (II) (5 g.) in 50 cc. CCl4 treated dropwise during 0.5 hr. with 11 g. Br in 10 cc. CCl4, irradiated towards the end of the Br addition with a 750-w. lamp until decolorized, cooled, and filtered yielded 9.5 g. 1,4-Br2C6(CH2Br)4 (III), m. 262-3° (CHCl3). I (1 g.) in 45 cc. absolute MeOH refluxed 62 hrs. with 0.58 g. Na in 45 cc. absolute MeOH, concentrated to half-volume, poured onto ice, diluted with 200 cc. H2O, and filtered yielded 0.65 g. 1,4-Cl2C6(CH2OMe)4, m. 103-4° (MeOH). III (1.29 g.), 0.55 g. Na, and 100 cc. absolute MeOH refluxed 62 hrs. gave similarly 0.66 g. 1,4-Br2C6(CH2OMe)4, m. 113-14° (MeOH). I (1 g.) and 2.3 g. KOAc in 150 cc. AcOH refluxed 62 hrs., concentrated to half-volume, and poured onto ice gave 1.2 g. 1,4-Cl2C6(CH2OAc)4, m. 192-3° (Me2CO). II (6.1 g.), 5 g. KOAc, and 150 cc. AcOH refluxed 27 hrs. yielded 4.1 g. 1,4-Br2C6(CH2OAc)4, m. 205-6° (C6H6-Me2CO). I (1 g.), 75 cc. 65% HNO3, and 100 mg. Ag vanadate refluxed 22 hrs., concentrated, treated in 75 cc. 65% HNO3 30 hrs. with a stream of air, and evaporated, the residue treated with hot 2N NaHCO3, boiled with C, filtered hot, cooled, acidified with concentrated HCl, and extracted with Et2O, the extract worked up and concentrated, and the residue treated 2 hrs. at room temperature with CH2N2-Et2O gave 412 mg. 1,4-Cl2C6(CO2Me)4, m. 176-7° (Me2CO). II (6.5 g.) and 125 cc. 25% HNO3 heated during 6 hrs. to 175°, kept 3 hrs. at 175°, cooled, filtered, concentrated to 1/3 volume, and cooled again gave 5.9 g. 1,4-Br2C6(CO2H)4 (IV), m. from about 245° (decomposition) (H2O). IV in MeOH-Et2O with CH2N2-Et2O gave the tetra-Me ester (V) of IV, m. 190-1° (MeOH). IV sublimed at about 200° in vacuo gave the dianhydride, lemon-yellow, m. 270-5° (decomposition). II (1 g.) refluxed 12 hrs. with 200 mg. Na vanadate and 50 cc. 65% HNO3, evaporated, treated 12 hrs. with 50 cc. 65% HNO3, processed in the usual manner, and the product treated with CHN2 gave 430 mg. V, m. 191°. Dinitrodurene (20 g.) in 500 cc. hot EtOH treated at 70° with 70 g. Na2S and 9 g. S in 200 cc. H2O, stirred 6 hrs. at about 75°, kept at room temperature overnight, concentrated, diluted with H2O, cooled, and filtered, the residue triturated with hot dilute HCl, filtered, and basified with warm NH4OH gave 15.9 g. 1-nitro-4-aminodurene (VI), m. 161° (CH2Cl2-MeOH). VI (5.82 g.) in 20 cc. 100% HF treated with 2.07 g. NaNO2 in portions, warmed to room temperature, concentrated, diluted with 10 cc. H20, and filtered gave 4.35 g. 4-nitrofluorodurene (VII), m. 96-7° (EtOH and sublimed). Diaminodurene (1 g.) in 10 cc. 100% HF diazotized with 0.91 g. NaNO2 gave 0.86 g. duroquinone, m. 112-13° (MeOH). VII (4.4 g.) and 75 cc. 25% HNO3 heated 2 hrs. at 180° and 5 hrs. at 180-99° in an autoclave, cooled, vented, basified, and filtered, the filtrate concentrated to 1/3 volume, acidified with concentrated HCl, and evaporated, the residue extracted with Et,O, and the extract worked up gave a product which treated with CH2N2-Et2O yielded a methyl-1-nitro-4-fluorobenzenetricarboxylic acid tri-Me ester, m. 93° (MeOH). The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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. Related Products of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dobinson, Frank; Bailey, Philip published an article in 1960, the title of the article was Effect of solvents on the initial ozone attack on polycyclic aromatic compounds.Related Products of 41819-13-0 And the article contains the following content:

cf. CA 51, 11305c. Ozonization of 9,10-dibromoanthracene (I) in MeOH-CH2Cl2 followed by an oxidative work-up with H2O2 yielded 79-80% anthraquinone (II), with absorption of 2 mole equivalents of O3 and release of some mol. Br. Ozonolysis of I in CH2Cl2 followed by the same procedure gave only 18-22% I and 75-82% 3,6-dibromobenzene-1,2,4,5-tetracarboxylic acid, m. above 300° (CA 16, 3642), converted by catalytic dehalogenation to authentic pyromellitic acid. The major attack on CH2Cl2 appeared to involve essentially a 4-center ozone attack, producing a 5-membered ring intermediate. After the primary attack at the 1,2-bond the reaction continued at the 3,4-,5,6-, and 7,8-bonds. The presence of the 9,10-dibromo groups inhibited a 4-center attack on the middle ring. In the presence of MeOH the ozone mol. was polarized by the solvent and made an ionic attack at the reactive 9-position leading to formation of an intermediate sigma complex, finally giving I. The competition between ionic and 4-center attack of ozone appeared to be quite general and had potential utility in organic synthesis. The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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. Related Products of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On April 30, 2020, Kim, Jong Seung; Sharma, Amit; Lee, Min Goo; Won, Miae; Lee, Jin Yong; Chi, Sung-Gil; Sessler, Jonathan L. published a patent.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide The title of the patent was Anticancer prodrug for overcoming drug resistance. And the patent contained the following:

Disclosed is an anticancer prodrug that disturbs energy metabolism in cancer cells to overcome drug resistance. The anticancer prodrug has a structure including a pyruvate dehydrogenase kinase (PDK) inhibitor moiety, a mitochondrial targeting group, and an anthracycline moiety reversibly connected to the PDK inhibitor moiety and the targeting group. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to anticancer prodrug drug resistance pyruvate dehydrogenase kinase inhibitor, Pharmaceuticals: Pharmaceutics and other aspects.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On December 7, 2006, Ju-Nam, Yon; Bricklebank, Neil; Allen, David W.; Gardiner, Philip H. E.; Light, Mark E.; Hursthouse, Michael B. published an article.Safety of (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Phosphonioalkylthiosulfate zwitterions-new masked thiol ligands for the formation of cationic functionalised gold nanoparticles. And the article contained the following:

The authors report the synthesis and structural characterization of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+(CH2)nS2O3- (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalization of gold nanoparticles, having potential as new diagnostic biorecognition systems. The ligands were prepared by treatment of ω-bromoalkylphosphonium salts with sodium thiosulfate. The crystal and mol. structures of the zwitterions (R = Ph, n = 3) and (R = Bu, n = 3) were determined A series of phosphonioalkanethiolate-capped gold nanoparticles dispersed in water was prepared by borohydride reduction of potassium tetrachloroaurate in the presence of the zwitterions in a dichloromethane-water system. UV-visible spectroscopy and scanning transmission electron-microscopy indicated that capped nanoparticles of ∼5 nm diameter were present. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Safety of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to phosphonioalkylthiosulfate zwitterion masked thiol ligand cationic functionalized gold nanoparticle, Biochemical Methods: Apparatus and other aspects.Safety of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On February 10, 2018, Lovering, Frank; Morgan, Paul; Allais, Christophe; Aulabaugh, Ann; Brodfuehrer, Joanne; Chang, Jeanne; Coe, Jotham; Ding, Wei Dong; Dowty, Heather; Fleming, Margaret; Frisbie, Richard; Guzova, Julia; Hepworth, David; Jasti, Jayasankar; Kortum, Steve; Kurumbail, Ravi; Mohan, Shashi; Papaioannou, Nikolaos; Strohbach, Joseph W.; Vincent, Fabien; Lee, Katherine; Zapf, Christoph W. published an article.Computed Properties of 39503-58-7 The title of the article was Rational approach to highly potent and selective apoptosis signal-regulating kinase 1 (ASK1) inhibitors. And the article contained the following:

Many diseases are believed to be driven by pathol. levels of reactive oxygen species (ROS) and oxidative stress has long been recognized as a driver for inflammatory disorders. Apoptosis signal-regulating kinase 1 (ASK1) has been reported to be activated by intracellular ROS and its inhibition leads to a down regulation of p38-and JNK-dependent signaling. Consequently, ASK1 inhibitors may have the potential to treat clin. important inflammatory pathologies including renal, pulmonary and liver diseases. Anal. of the ASK1 ATP-binding site suggested that Gln756, an amino acid that rarely occurs at the GK+2 position, offered opportunities for achieving kinase selectivity for ASK1 which was applied to the design of a parallel medicinal chem. library that afforded inhibitors of ASK1 with nanomolar potency and excellent kinome selectivity. A focused optimization strategy utilizing structure-based design resulted in the identification of ASK1 inhibitors with low nanomolar potency in a cellular assay, high selectivity when tested against kinase and broad pharmacol. screening panels, and attractive physicochem. properties. The compounds we describe are attractive tool compounds to inform the therapeutic potential of ASK1 inhibition. The experimental process involved the reaction of Methyl 5-bromo-2-methoxy-4-methylbenzoate(cas: 39503-58-7).Computed Properties of 39503-58-7

The Article related to benzamide synthesis apoptosis ask1, Pharmacology: Structure-Activity and other aspects.Computed Properties of 39503-58-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On March 26, 2020, Hu, Sung; Ferraro, Mariarosaria; Thomas, Ajesh P.; Chung, Jeong Min; Yoon, Nam Gu; Seol, Ji-Hoon; Kim, Sangpil; Kim, Han-ul; An, Mi Young; Ok, Haewon; Jung, Hyun Suk; Ryu, Ja-Hyoung; Colombo, Giorgio; Kang, Byoung Heon published an article.Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Dual Binding to Orthosteric and Allosteric Sites Enhances the Anticancer Activity of a TRAP1-Targeting Drug. And the article contained the following:

The mol. chaperone TRAP1 is the mitochondrial paralog of Hsp90 and is overexpressed in many cancer cells. The orthosteric ATP-binding site of TRAP1 has been considered the primary inhibitor binding location, but TRAP1 allosteric modulators have not yet been investigated. Here, we generated and characterized the Hsp90 inhibitor PU-H71, conjugated to the mitochondrial delivery vehicle triphenylphosphonium (TPP) with a C10 carbon spacer, named SMTIN-C10, to enable dual binding to orthosteric and allosteric sites. In addition to tight binding with the ATP-binding site through the PU-H71 moiety, SMTIN-C10 interacts with the E115 residue in the N-terminal domain through the TPP moiety and subsequently induces structural transition of TRAP1 to a tightly packed closed form. The data indicate the existence of a druggable allosteric site neighboring the orthosteric ATP pocket that can be exploited to develop potent TRAP1 modulators. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide

The Article related to dual binding orthosteric allosteric site trap1 modulator cancer, Pharmacology: Structure-Activity and other aspects.Recommanded Product: (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On March 12, 2020, Varghese, Swapna; Rahmani, Raphael; Russell, Stephanie; Deora, Girdhar Singh; Ferrins, Lori; Toynton, Arthur; Jones, Amy; Sykes, Melissa; Kessler, Albane; Eufrasio, Amanda; Cordeiro, Artur Torres; Sherman, Julian; Rodriguez, Ana; Avery, Vicky M.; Piggott, Matthew; Baell, Jonathan B. published an article.Electric Literature of 574-98-1 The title of the article was Discovery of Potent N-Ethylurea Pyrazole Derivatives as Dual Inhibitors of Trypanosoma brucei and Trypanosoma cruzi. And the article contained the following:

Trypanosoma brucei (T. brucei) and Trypanosoma cruzi (T. cruzi) are causative agents of parasitic diseases known as human African trypanosomiasis and Chagas disease, resp. Together, these diseases affect 68 million people around the world. Current treatments are unsatisfactory, frequently associated with intolerable side-effects, and generally inadequate in treating all stages of disease. In this paper, we report the discovery of N-ethylurea pyrazoles that potently and selectively inhibit the viability of T. brucei and T. cruzi. Sharp and logical SAR led to the identification of 54 as the best compound, with an in vitro IC50 of 9 nM and 16 nM against T. b. brucei and T. cruzi, resp. Compound 54 demonstrates favorable physicochem. properties and was efficacious in a murine model of Chagas disease, leading to undetectable parasitemia within 6 days when CYP metabolism was inhibited. The experimental process involved the reaction of 2-(2-Bromoethyl)isoindoline-1,3-dione(cas: 574-98-1).Electric Literature of 574-98-1

The Article related to ethylurea pyrazole derivative preparation trypanosoma brucei cruzi chagas, Pharmacology: Structure-Activity and other aspects.Electric Literature of 574-98-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On August 25, 2005, Bouerat, Laeetitia; Fensholdt, Jef; Liang, Xifu; Havez, Sophie; Nielsen, Simon F.; Hansen, Jens R.; Bolvig, Simon; Andersson, Christina published an article.Product Details of 89909-51-3 The title of the article was Indolin-2-ones with High in Vivo Efficacy in a Model for Multiple Sclerosis. And the article contained the following:

The known KDR inhibitor SU5416 and several analogs of the indolin-2-one family were surprisingly found to be highly efficacious in the EAE model, an established model for multiple sclerosis. The high in vivo effect could be correlated to in vitro inhibition of the pro-inflammatory cytokine IL-2. Activity following po administration was obtained with several analogs and via the use of prodrugs. The experimental process involved the reaction of 4-Bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde(cas: 89909-51-3).Product Details of 89909-51-3

The Article related to indolinone multiple sclerosis sar preparation derivative antiinflammatory, Pharmacology: Structure-Activity and other aspects.Product Details of 89909-51-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary