Tag: 200-300

On January 27, 2011, Schwede, Wolfgang; Klar, Ulrich; Moeller, Carsten; Rotgeri, Andrea; Bone, Wilhelm published a patent.Category: ethers-buliding-blocks The title of the patent was 17-Hydroxy-17-pentafluoroethylestra-4,9(10)-dien-11-aryl derivatives as progesterone receptor antagonists and their preparation and use in the treatment of diseases. And the patent contained the following:

The invention relates to 17-hydroxy-17-pentafluoroethylestra-4,9(10)-dien-11-aryl derivatives of formula I exhibiting progesterone-antagonistic effects and to methods for the production thereof, to the use thereof for the treatment and/or prophylaxis of diseases and to the use thereof for producing medicaments for the treatment and/or prophylaxis of diseases, in particular uterine fibroids (myomas, uterine leiomyomas), endometriosis, menorrhagia, meningiomas, hormone-dependent mammary carcinomas and menopause-associated troubles, or for fertility control and emergency contraception. Compounds of formula I wherein R1 is SH and derivatives, S(O)H and derivatives, SO2H and derivatives, SONH2 and derivatives, (un)substituted aryl, etc.; X is O, NOH and derivatives and NNHSO2H and derivatives; and stereoisomers, salts, solvates, solvated salts, and all crystal modifications thereof, are claimed. Example compound II was prepared by addition of pentafluoroiodoethane to (5’R,8’S,10’R,13’S,14’S)-5,5,13′-trimethyl-1′,2′,6′,7′,8′,12′,13′,14′,15′,16′-decahydro-17’H-spiro[1,3-dioxan-2,3′-[5,10]epoxycyclopenta[a]phenanthren]-17′-one, followed by conjugate addition of 1-bromo-4-methylthiobenzene in the presence of magnesium and copper, and deacetalization. All the invention compounds were evaluated for their progesterone receptor antagonistic activity. From the assay, it was determined that compound II exhibited IC50 values of 0.011 nmol/L and 0.012 nmol/L towards progesterone receptor A and B, resp. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Category: ethers-buliding-blocks

The Article related to estradiene aryl preparation progesterone receptor antagonist, Steroids: Estranes and other aspects.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On February 5, 1958, Stevenson, Herbert A.; Clark, Nigel B.; Marshall, John R.; Greenwood, Douglas; Cranham, John E.; Higgons, Dennis J.; Brookes, Robert F. published a patent.Category: ethers-buliding-blocks The title of the patent was Benzyl phenyl sulfides and acaricidal compositions therefrom. And the patent contained the following:

Na (1.0 g.) is dissolved in 6.3 g. p-BrC6H4SH and 100 ml. anhydrous EtOH, 6.9 g. p-BrC6H4CH2Cl added, the mixture refluxed 1.5 hrs., cooled, poured into 150 ml. H2O, the precipitate filtered off, and recrystallized to give p-BrC6H4SCH2C6H4Br-p, m. 106-7°. Similarly are prepared the following p,p’-substituted analogs (benzyl substituents, phenyl substituents, and m.p. given): Br, H, 78-9°; Br, F, 48-9°; Br, Cl, 87-8°. NaOH is used instead of Na to prepare the following compounds: Cl, Br, 87-8°; F, F, 56.5-7.5°; Cl, I, 102°; I, Cl, 101°; I, I, 130-1°; H, I, 75-7°; I, F, 54.5-6.0°; I, H, 87-8.5°; F, I, 74-5°; I, Br, 117-18°; Br, I, 115-16°. Na and EtOH are used in preparing the following compounds: MeO, Cl, 80°; MeO, MeO, 89-90°; Cl, Me, 70°; Cl, CH2:CHCH2O, 38°; MeO, H, 86°; Me, Me, 67-8°; Me, H, 69-70°; F, Me, 61.5-2.5°; Me, Cl, 80-1°; Me, F, 44.5-5.5°; MeO, F, 71.5-2.5°; Br, Br, 101°; Cl, Br, 87-8°; Br H, 78°; Br, F, 44-5°; Br, Cl, 83-4°; F, Br, 56.5-7.5°; F, MeO, 57.5-8.5°; I, Cl, 101°; Cl, I, 102°. Other compounds prepared were: 4-Cl, 5,2-ClMe, 65-5.5°; H, 2,5-Cl2, 65° [cf. Brit. 713,-984, 745,360; Brit. 738,170 (C.A. 50, 10334b); Brit. 758,926 (C.A. 51, 11394h and C.A. 51, 1267g)]. The compounds are useful in the control of eggs and active stages of Acari, particularly Tetranychidae. The compounds are useful in aerosols, dusts, emulsion, and dispersions. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Category: ethers-buliding-blocks

Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Benati, L.; Tiecco, M.; Tundo, A. published an article in 1963, the title of the article was Homolytic reactions. VII. Benzyl aryl sulfides.Synthetic Route of 53136-21-3 And the article contains the following content:

cf. CA 58, 13830c; 59, 6293f. By heating benzyl aryl sulfides and tert-butyl peroxide, meso- and dl-1,2-bis(arylthio)-1,2-diphenylethanes were obtained: their configurations were established through trans elimination of thiophenol and synthesis from erythro and threo-1-chloro-2arylthio-1,2-diphenylethanes and thiophenates, p-XC6H4SCH2Ph (I) (X = Br) (II) (9 g.), and 50 ml. tert-butyl peroxide (III) refluxed 10 hrs. and cooled gave 1.8 g. meso-(p-XC6H4SCHPh)2 (meso-IV) (X = Br) (V), m. 223°; the mother liquor chromatographed on Al2O3 yielded 3.3 g. II, m. 64°, 0.6 g. V, and 1.5 g. dl-IV (X = Br) (VI), m. 125-6° (EtOH). V was also obtained from erythro-1-(p-bromophenylthio)-2-chloro-1,2-diphenylethane and p-BrC6H4SNa (VII), and V. was also obtained from threo-1-(p-bromophenylthio)-2-chloro-1,2-diphenylethane with VII. Similarly, 9 g. I (X = Cl) and 50 ml. III gave 2.4 g. meso-IV (X = Cl), m. 209-10°, and 1.6 g. dl-IV (X = Cl), m. 121-2°. I (X = H) (10 g.) furnished meso-IV (X = H), m. 193-4° (EtOH), and 1.8 g. dl-IV (X = H), m. 119-20°. V (1 g.) in 200 ml. tetrahydrofuran (THF) was treated 15 hrs. with NaNH2 prepared from 0.87 g. Na and 500 ml. NH3, evaporated, diluted with Et2O and H2O to give 0.6 g. V; the Et2O residue dissolved in AcOH, filtered, treated with H2O2 1 hr. on a water bath, cooled, and diluted with H2O gave some cis-1-(p-bromophenylsulfonyl)stilbene, m. 194-6°. VI (0.5 g.) in 100 ml. THF treated 15 hrs. with NaNH2 (prepared from 0.12 g. Na and 250 ml. NH3), evaporated, diluted with Et2O and H2O, Et2O evaporated, and the residue chromatographed on Al2O3 gave 0.2 g. trans-pbromophenylthiostilbene, m. 92-3°, and 0.2 g. VI. transStilbene (10 g.) in 250 ml. anhydrous CHCl3 treated with 10 g. pBrC6H4SCl in 50 ml. CHCl3 gave erythro-1-(p-bromophenylthio)-2-chloro-1,2-diphenylethane (VIII), m. 145-7° (C6H6-ligroine). VIII (8.1 g.) in 300 ml. Et2O treated 10 hrs. with NaNH2 (prepared from 1.4 g. Na and 500 ml. NH3) and worked up furnished 2.6 g. cis-1-(p-bromophenylthio)stilbene (IX), m. 104-5°. IX (1 g.) in Et2O treated with NaNH2 yielded, after treatment with H2O2, trans-1-(p-bromophenylsulfonyl)stilbene, m. 146-7°. Cis-stilbene and p-BrC6H4SCl furnished threo-1(p-bromophenylthio)-2-chloro-1,2-diphenylethane (X), m. 702° (ligroine). X and NaNH2 in NH3 yielded 95% trans-1-(pbromophenylthio)stilbene, m. 92-3°. VIII (1 g.) in 90 ml. 80% EtOH and 75 ml. dioxane treated 4 hrs. at 50° with pBrC6H4SNa (XI) (prepared from 0.5 g. p-BrC6H4SH and 0.06 g. Na in 10 ml. EtOH) gave V. X treated as above with XI furnished VI. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Synthetic Route of 53136-21-3

Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Synthetic Route of 53136-21-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Degani, Jacopo; Tiecco, Marcello; Tundo, Antonio published an article in 1962, the title of the article was Homolytic reactions. VI. Reactions between diaryl disulfides and benzyl radicals.Electric Literature of 53136-21-3 And the article contains the following content:

cf. ibid. 1204; CA 56, 5870f. The reactions of diaryl disufides, XC6H4SSC6H4X (I), with PhCH2+ (II) are studied, II being prepared by the addition of 29 g. tert-butyl peroxide to a toluene (150 ml.) solution of I and refluxing 24 hrs. Thus, 14.3 g. I (X = Cl) and II yielded (by chromatography on Al2O3, eluting with petroleum ether) traces of p-ClC6H4SMe, identified as its sulfone, m. 96°, and of diphenylethane, m. 52°, 3.3 g. p-ClC6H4SCH2Ph, m. 52-3°, and 0.5 g. oil from which further chromatographic separation yielded α-(p-chlorophenylthio)diphenylethane, m. 46°, (p-ClC6H4S)2CH2, m. 43-4°, (p-ClC6H4S)2CHPh, m. 60-1°, and unreacted I. Elution with ligroine yielded 0.2 g. unknown compound, m. 77°, 0.3 g. (p-ClC6H4SCHPh)2 m. 210-11°. and 0.15 g. of another unknown compound, m. 120°. Elution with 1:1 ligroine-C6H6, followed by C6H6, yielded tars; elution with CHCl3 yielded 0.25 g. p-C6H4SOCH2Ph, m. 135°. The reaction of 10 g. I (X = H) and II yielded traces of Ph2CH2, thioanisole (sulfone m. 80-1°), 5.2 g. benzyl phenyl sulfide, m. 40-1°, little (PhS)2CH2, m. 40°, Ph2CHPh, m. 52° α-phenylthiodiphenylethane, and an unidentified S compound, m. 60-6° later, (PhCHSCPh)2, m. 194° and benzyl phenyl sulfoxide, m. 124°, and another unknown compound m. 101-3° were recovered. With 18.5 g. I (X = Br) and II, the products separated were (PhCH2)2, m. 52°, p-bromothioanisole, m. 37-8°, 4.6 g. p-BrC6H4SCH2Ph, m. 64°, a little α-(p-bromophenylthio)diphenylethane, m. 66° p-BrC6H4SCH2SC6H4Br, m. 77°, (p-BrC6H4S)2CHPh, m. 79-80% an unidentified S compound, m. 135-6°, and p-bromophenyl benzyl sulfoxide, m. 141-2°. Starting with 11.3 g. p-chlorobenzyl phenyl sulfide and II, the reaction products yielded 1.1 g. α-(p-chlorophenylthio)diphenylethane, m. 46°, 0.3 g. (p-ClC6H4SCHPh)2, m. 210-11°, and traces of an identified compound, m. 120% also obtained from I (X = Cl). Refluxing 12 g. p-ClC6H4SMe in 120 ml. ClPh with 21.2 g. tert-butyl peroxide 24 hrs. yielded (p-ClC6H4S)2CH2, m. 43-4°, (p-ClC6H4SCH2)2, m. 94°, an unknown compound, m. 77°, and tars. Also prepared were α-phenylthiodiphenylethane, m. 148° (by refluxing in alc. the Na derivative of PhSH and α-chlorodiphenylethane 1 hr.); α-(p-bromophenylthio)diphenylethane, prisms, m. 66° (ligroine); and α-(p-chlorophenylthio)diphenylethane, prisms, m. 46° (ligroine), by analogous methods. It is concluded that the diaryl disulfides react with the benzyl radicals forming first thioanisoles and benzyl aryl sulfides, which react in turn to form a variety of other sulfur derivatives The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Electric Literature of 53136-21-3

Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Electric Literature of 53136-21-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Kermack, Wm. O.; Wight, Thomas W. published an article in 1935, the title of the article was Attempts to find new antimalarials. XIV. Derivatives of 8-methylquinoline.Product Details of 152626-77-2 And the article contains the following content:

cf. C. A. 29, 7332.6. 5,2-MeO(Me)C6H3NH2, FeSO4, As2O5 and 96% H2SO4, refluxed 4 hrs., give 6-methoxy-8-methylquinoline (I), whose HBr salt, light yellow, m. 268°, and picrate, yellow, m. 232-3°. I in CHCl3, saturated with HBr and treated with Br, gives the 5-Br derivative, m. 116-17° (HBr salt, light yellow, m. 230°). 6-Nitro-m-cresol and Br in CHCl3 give the 4-Br derivative, m. 146°; Me2SO4 and K2CO3 in C6H6 give 4-bromo-6-nitro-m-tolyl Me ether, m. 110-11°; reduction with Fe in concentrated HCl in MeOH gives 4-bromo-5-methoxy-o-toluidine (II), light pink, m. 79-80°; the diazo reaction with CuBr yields 4,6-dibromo-m-tolyl Me ether, m. 73-4°. 6-Bromo-4-nitro-m-tolyl Me ether (III) m. 113-15° (90% yield); reduction gives 90% of 2-bromo-5-methoxy-p-toluidine, m. 71-3° (Ac derivative, m. 130-3°); the Sandmeyer reaction gives III. II with the Skraup reaction gives the 5-Br derivative of I; the 7-Br derivative of I m. 134-5°. 6-Nitro-8-methylquinoline yields a 3-Br derivative, light yellow, m. 188-9°. 8-Bromomethylquinoline, refluxed overnight with N H2SO4, gives 8-quinolylmethyl alc., m. 75-6°; 5-NO2 derivative, light brown, m. 148-9°. 5-Nitro-8-bromomethylquinoline and piperidine in Et2O give the 8-piperidinomethyl derivative, whose HBr salt m. 248-9°. o-O2NC6H4CH2NHEt, Et2NCH2CH2Cl.HCl (IV), K2CO3 and a trace of Cu bronze in C6H6, refluxed 4 hrs., give β-(o-nitrobenzylethylamino)triethylamine (V), whose picrate, light yellow, m. 167-8°; o-NH2 derivative, as the picrate, light yellow, m. 134°; β-(benzylethylamino)-triethylamine picrate, yellow, m. 150-2°. The p-NO2 isomer of V, as the picrate, yellow, m. 195-7°. PrNH2 and IV give β-diethylaminoethylpropylamine, whose picrate, yellow, m. 133-5°; butylamine analog, b. 207-12° (70% yield) (dipicrate, yellow, m. 234°); isobutylamine analog, b. 194-200° (70% yield) (dipicrate, yellow, m. 141°); the following piperidino compounds were analogously prepared; the dipicrates form yellow plates; β-piperidinoethylpropylamine, b. 220-30°, 60% yield (dipicrate, m. 169°); -butylamine, b. 230-40°, 70% (dipicrate, m. 191-2°); -isobutylamine, b. 230-40°, 70% (dipicrate, m. 167-8°); -methylamine, b. 190-200°, 45% (dipicrate, m. 174°); β-piperidinodiethylamine, b. 200-10°, 55% (dipicrate, m. 154°). C2H4Br2 and MeNH2 in EtOH give 50% of sym-dimethylethylenediamine, b. 150-60° (picrate, m. 160°). 8-Bromomethylquinoline and Et2NCH2CH2NHMe with K2CO3 in C6H6 give 8-(β-diethylaminoethylmethylaminomethyl)quinoline, the tri-HBr salt of which m. 215-16°; β-diethylaminodiethylaminomethyl derivative (tri-HBr salt, m. 218-19°; picrate, yellow, m. 131-2°); β-diethylaminoethylpropylaminomethyl derivative (picrate, light yellow, m. 113-15°; dipicrate, deep yellow, m. 163-4°); diethylaminoethylbutylaminomethyl derivative (dipicrate, yellow, m. 178-80°); β-diethylaminoethylisobutylaminomethyl derivative (dipicrate, deep yellow, m. 169-71°); β-piperidinoethylpropylaminomethyl derivative (tri-HBr salt, m. 210°); butylamino analog, m. 211-12°; isobutylamino analog (dipicrate, yellow, m. 210-11°); methylamino analog (dipicrate, yellow, m. 205-6°); β-piperidinodiethylaminomethyl derivative (tri-HBr salt, m. 222°); sym-bis(8-quinolylmethyl)dimethylethylenediamine di-HBr, m. 232°. Bis(8-quinolylmethyl)-β-diethylaminoethylamine, m. 97-8°; picrate, yellow, m. 191°; 8-(β-diethylaminoethylaminomethyl)quinoline tri-HBr, m. 223-4°. 1-β-Bis(8′-quinolylmethyl)aminoethylpiperidine, m. 97-8°; picrate, pale yellow, m. 228-9°. 1,4-Bis(8′-quinolylmethyl)piperazine, with 0.5 mol. H2O, m. 153-4°; HBr salt, m. 265-7°. Although inactive in bird malaria, some of these compounds possess marked local anesthetic activity. The experimental process involved the reaction of 4-Bromo-5-methoxy-2-methylaniline(cas: 152626-77-2).Product Details of 152626-77-2

4-Bromo-5-methoxy-2-methylaniline(cas:152626-77-2) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Product Details of 152626-77-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Holt, H. S.; Reid, E. E. published an article in 1924, the title of the article was Effect of sulfur on the color of triphenylmethane dyes.Name: Benzyl(4-bromophenyl)sulfane And the article contains the following content:

S in the p-position has a decided auxochrome effect on the color and the shift is towards the blue. S in the o-position has a similar effect but _to a less degree. Increasing the mol. weight of the alkyl groups results in a loss of some of the auxochrome effect. In general the auxochrome effect of the various groups is in the order SMe, OMe, Me. The following thioethers were made from the NH2 derivative through the Sandmeyer reaction (% yields in parentheses): o-bromophenyl isopropyl sulfide, b11 130-5°, d2525 1.2804 (35); Ph derivative, b12 175-7°, d2525 1.3733 (50); p-bromophenyl Me sulfide, m. 27° (55); iso-Pr derivative, b11 120°, d2525 1.2338 (60); iso-Bu derivative, b15, 140-3°, d2525 1.1467 (37); benzyl derivative, m. 48° (50); p-bromophenyl Me sulfone, m. 97.5° (50). These Br derivatives were then changed into the Grignard reagent and reacted with Michler’s ketone; dyes could not be prepared containing the Ph and benzyl sulfide or Me sulfone groups, because the Grignard reaction did not take place with these derivatives The following colors were produced on wool by the substituted malachite greens thus obtained (1st color, o-derivative; 2nd, p-): unsubstituted, yellowish green; Me, dull bluish green, bright yellowish green; OMe, dull yellowish green, same; SMe, bluish green (turquoise), dull reddish blue; SCHMe2,-, dull blue gray; SC5H11 (iso),-, dull yellowish green. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Name: Benzyl(4-bromophenyl)sulfane

Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Name: Benzyl(4-bromophenyl)sulfane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Griffith, R. H.; Hope, Edward published an article in 1925, the title of the article was Synthesis of 5,5′-dibromo-6,6′-dimethoxy-2,2′-bisoxythionaphthene.HPLC of Formula: 152626-77-2 And the article contains the following content:

5-Bromo-2-acetylamino-p-tolyl Me ether (I), m. 191°; hydrolysis with concentrated HCl gives the amine, m. 100° (Bz derivative, m. 159°); the azo dye with β-C10H7OH, red needles with green luster, m. 210°. Diazotized and reduced with SnCl4, the amine gives a hydrazine, pale brown, m. 192°, which, on treatment with CuSO4 and oxidation with alk. KMnO4, yields 3-bromoanisic acid, m. 217-8°. Since the 2-Br derivative is recorded as m. 212°, it was synthesized from 2-bromo-p-tolyl Me ether, b16 114° b760 222°, and found to m. 199°. Oxidation of I with KMnO4 in the presence of MgSO4 gives about 70% of 5-bromo-2-acetylamino-4-methoxybenzoic acid, m. 253°; hydrolysis with concentrated HCl gives 4-bromo-m-anisidine, m. 90.5° (Bz derivative m. 124°); hydrolysis with alkali gives 5-bromo-2-amino-4-methoxy-benzoic acid, pale brown, m. 201°, decomposed 213° (Na salt, long needles; Cu salt, green). Diazotized, treated with Na2S2 and boiled with Zn dust in Na2CO3 solution, it yields 5-bromo-4-methoxy-2-thiolbenzoic acid, which, because of its ease of oxidation, is used as the Na salt in the condensation with ClCH2CO2H, forming 4-bromo-2-carboxy-5-methoxy-phenylthiolacetic acid (II), pale brown, m. 243° (decomposition). Heated with AcONa and Ac2O, dissolved in 3% alkali and treated with K3Fe(CN)6, it gives 5,5′-dibromo-6,6′-dimethoxy-2,2′-bisoxythionaphthene (III), dark red, m. 355-60°; the dye is reprecipitated from its deep blue solution in concentrated H2SO4 in a gelatinous state very suitable for the preparation of the vat, which is pale yellow and dyes cloth a good scarlet. The PhNO2 solution shows an absorption band with a maximum at λ = 529; “Helindone Fast Scarlet R” shows a similar band with a maximum at λ = 520. II and isatin give the compound C17H10O3N-BrS (IV), which has a much bluer shade than III; its H2SO4 solution is purple but its dyeing properties are unsatisfactory, probably on account of further reaction during reduction. II and acenaphthenequinone give an orange powder (V), m. 337°, giving dark brown solutions in concentrated H2SO4 and dyeing cloth a good orange from a bright blue bath. The experimental process involved the reaction of 4-Bromo-5-methoxy-2-methylaniline(cas: 152626-77-2).HPLC of Formula: 152626-77-2

4-Bromo-5-methoxy-2-methylaniline(cas:152626-77-2) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. HPLC of Formula: 152626-77-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Clark, N. G.; Cranham, J. E.; Greenwood, D.; Marshall, J. R.; Stevenson, H. A. published an article in 1957, the title of the article was Toxicity of organic sulfides to the eggs and larvae of the glasshouse red spider mite. III. Benzyl phenyl sulfides substituted only by halogens.Synthetic Route of 53136-21-3 And the article contains the following content:

Nuclear halogenation had a strong effect on the biol. activity of benzyl Ph sulfide, which was virtually inactive. In monosubstituted compounds, substitution in the para position of the Ph moiety gave products much less active than the corresponding compounds substituted in the para position of the benzyl moiety. With substituted Ph compounds there was a general rise in activity from F through Cl and Br to I. With few exceptions, all compounds substituted by halogen in the para position of both nuclei or in the benzyl moiety only were of high activity. Position of substitution played a role in activity, ortho-substituted benzyl derivatives being relatively less active. Substitution by more than 1 halogen atom in either nucleus resulted in compounds of lower activity than the corresponding compounds substituted only in the para positions. The following newly synthesized compounds were among those evaluated: XC6H4CH2SC6H4Y (X, Y, and m.p. (or b.p.) given): H, p-F, 32.5-33°; H, I, 52-3°; H, 2,4,-5-Cl3, 118-19°; H, 2,5-Cl2, 65°; H, p-Br, 64-5°; H, p-I, 77°; p-F, H, 62-2.5°; p-F, p-F, 44.5-5.5°; p-F, I, 49-50°; p-F, p-Br, 56.5-7.5°; p-F, p-I, 75°; ο-Cl, p-F, b1.5, 141-3°; ο-Cl, I, b2.0 170°, m. 32°; m-Cl, p-F, b2.0 158-60°; m-Cl, I, b2.0 172-5°; I, H, 78°; I, p-F, 34.5-5.5°; I, I, 72°; I, 2,5-Cl2, 113-14°; I, 2,4,5-Cl3, 76-7°; I, p-Br, 87-8°; I, p-I, 102°; 2,4-Cl2, H, b1.5 163-5°; 2,4-Cl2, p-F, 167°; 2,4-Cl2, I, 58-9°; 2,6-Cl2, H, 39-40°; 2,6-Cl2, p-F, 51°; 2,6-Cl2, I, 69-70°; p-Br, H, 78°; p-Br, p-F, 44-5°; p-Br, I, 83-4°; p-Br, p-Br, 101°; p-Br, p-I, 116°; p-I, H, 88°; p-I, p-F, 56°; p-I, I, 101°; p-I, p-Br, 118°; and p-I, p-I, 131°. XC6H4CH2SOnC6H4Y (X, Y, n, and m.p. given): H, p-F, 1, 138-40°; H, p-F, 2, 153.5-4.5°; H, I, 1, 134°; H, I, 2, 144-5°; H, p-Br, 1, 141-2°; H, p-Br, 2, 158-9°; H. p-I, 1, 128°; H, p-I, 2, 182°; p-F, p-F, 1, 160-1°; p-F, p-F, 2, 186-7°; p-F, I, 2, 156-7°; p-F, p-Br, 2, 171.5-72°; p-F, p-I, 1, 171°; p-F, p-I, 2, 201°; o-Cl, p-F, 2, 107-8°; o-Cl, I, 1, 73-4°; o-Cl, I, 2, 120-1°; m-Cl, p-F, 1, 82.5-3.5°; m-Cl, p-F, 2, 135-6°; m-Cl, I, 1, 94-6°; m-Cl, p-Cl, 2, 125° and 130°; I, H, 1, 173°; I, H, 2, 190°; I, p-F, 1, 125-6°; I, p-F, 2, 144-5°; I, I, 1, 124°; I, I, 2, 150°; I, p-Br, 1, 132-3°; I, p-Br, 2, 169-70°; I, p-I, 1, 159°; I, p-I, 2, 194°; p-Br, H, 1, 179°; p-Br, H, 2, 192-3°; p-Br, p-F, 1, 141°; p-Br, p-F, 2, 160-1°; p-Br, I, 1, 135-6°; p-Br, I, 2, 158-9°; p-Br, p-Br, 1, 145-6°; p-Br, p-Br, 2, 179-80°; p-Br, p-I, 1, 180°; p-Br, p-I, 2, 213°; p-I, H, 1, 191°; p-I, H, 2, 209°; p-I, p-F, 1, 171°; p-I, p-F, 2, 196°; p-I, I, 1, 153°; p-I, I, 2, 187°; p-I, p-Br, 1, 171°; p-I, p-Br, 2, 202°; p-I, p-I, 1, 197°; and p-I, p-I, 2, 239°. The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Synthetic Route of 53136-21-3

Benzyl(4-bromophenyl)sulfane(cas:53136-21-3) belongs to ethers. Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however. Synthetic Route of 53136-21-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

On June 22, 2017, Weiss, Matthias; Gagnepain, Julien Daniel Henri; Hoffman, Thomas James; Sulzer-Mosse, Sarah; Lamberth, Clemens published a patent.Name: 4-Bromo-5-methoxy-2-methylaniline The title of the patent was Microbiocidal phenylamidine derivatives for combating, preventing or controlling phytopathogen infestation of plants. And the patent contained the following:

Compounds of the formula (I) wherein R1 and R2 are each independently selected from C1-C4-alkyl and C3-C8-cycloalkyl; or together with nitrogen atom to which they are attached form a three to six-membered saturated cyclic group which may optionally contain one oxygen or one sulfur atom; R3 is hydrogen, halogen or C1-C4-alkyl; R4 is C1-C4-alkyl or C1-C4-haloalkyl; R5 and R6 are each independently selected from C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, etc.; R8 is selected from hydrogen, C1-C4-alkyl, C1-C4-alkoxy and C3-C8-cycloalkyl; and X is NR8, O or S; or a salt or an N-oxide thereof. Furthermore, the present invention relates to agrochem. compositions which comprise compounds of formula I, to preparation of these compositions, and to the use of the compounds or compositions in agriculture or horticulture for combating, preventing or controlling infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, in particular fungi. The experimental process involved the reaction of 4-Bromo-5-methoxy-2-methylaniline(cas: 152626-77-2).Name: 4-Bromo-5-methoxy-2-methylaniline

The Article related to fungicide phenylamidine derivative preparation phytopathogenic fungi crop, Agrochemical Bioregulators: Invertebrate and other aspects.Name: 4-Bromo-5-methoxy-2-methylaniline

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Nomura, Sayaka; Endo-Umeda, Kaori; Makishima, Makoto; Hashimoto, Yuichi; Ishikawa, Minoru published an article in 2016, the title of the article was Development of Tetrachlorophthalimides as Liver X Receptor β (LXRβ)-Selective Agonists.SDS of cas: 157869-15-3 And the article contains the following content:

Liver X receptor (LXR) agonists are candidates for the treatment of atherosclerosis via induction of ABCA1 (ATP-binding cassette A1) gene expression, which contributes to reverse cholesterol transport (RCT) and to cholesterol efflux from the liver and intestine. However, LXR agonists also induce genes involved in lipogenesis, such as SREBP-1c (sterol regulatory binding element protein 1c) and FAS (fatty acid synthase), thereby causing an undesirable increase in plasma and hepatic triglyceride (TG) levels. Recent studies indicate that LXRα contributes to lipogenesis in liver, and selective LXRβ activation improves RCT in mice. Therefore, LXRβ-selective agonists are promising candidates to improve atherosclerosis without increasing plasma or hepatic TG levels. However, the ligand-binding domains in the two LXR isoforms α/β share high sequence identity, and few LXR ligands show subtype selectivity. In this study the authors identified a tetrachlorophthalimide analog as an LXRβ-selective agonist. Structural development led to (E)-4,5,6,7-tetrachloro-2-(2-styrylphenyl)isoindoline-1,3-dione (I), which shows potent and selective LXRβ agonistic activity in reporter gene assays. In binding assays, compound I bound to LXRβ preferentially over LXRα. It also induced the expression of ABCA1 mRNA but not SREBP-1c mRNA in cells. Compound I appears to be a promising lead compound for therapeutic agents to treat atherosclerosis without the side effects induced by LXRα/β dual agonists. The experimental process involved the reaction of 2-((4-Methoxyphenyl)ethynyl)aniline(cas: 157869-15-3).SDS of cas: 157869-15-3

The Article related to tetrachlorophthalimide liver x receptor beta agonist, abca1, srebp-1c, agonists, atherosclerosis, liver x receptor (lxr), Pharmacology: Structure-Activity and other aspects.SDS of cas: 157869-15-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem