Tag: M.W=250-300

Bunyan, P. J.’s team published research in Journal of the Chemical Society in | CAS: 866-23-9

Journal of the Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

Bunyan, P. J. published the artcileReactivity of organophosphorus compounds. XIII. Radical-chain transfer reactions of triethyl phosphite: a new phosphorothiolate synthesis, Product Details of C5H10Cl3O3P, the publication is Journal of the Chemical Society (1962), 2953-8, database is CAplus.

cf. CA 57, 4577c. Reinvestigation of the reaction between BrCCl3 and tri-Et phosphite has revealed the formation of CCl4 as a main product; reaction in the presence of BuSH gave S-Bu di-Et phosphorothioate in excellent yield. These and related reactions are discussed in terms of a radical-chain mechanism.

Journal of the Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Burn, A. J.’s team published research in Chemistry & Industry (London, United Kingdom) in | CAS: 866-23-9

Chemistry & Industry (London, United Kingdom) published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Safety of Diethyltrichloromethylphosphonate.

Burn, A. J. published the artcileA new oxidation of trialkyl phosphites, Safety of Diethyltrichloromethylphosphonate, the publication is Chemistry & Industry (London, United Kingdom) (1963), 736-7, database is CAplus.

cf. CA 56, 3508h. Reactions of (RO)3P and R’OH(R = Et, Bu, and allyl, and R’ = Et, Bu, tert-Bu, and allyl) with CCl4 or BrCCl3 to yield (RO)3PO and phosphorylation products of the alcs. are summarized. By suitable choice of phosphite and alc., the reaction provides a useful method of oxidation of phosphites or phosphorylation of alcs. The reaction proceeds by a radical-chain process involving solvolysis of an intermediate quasiphosphonium derivative, [(RO)3PCCl3]+Cl–.

Chemistry & Industry (London, United Kingdom) published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Safety of Diethyltrichloromethylphosphonate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Burn, A. J.’s team published research in Journal of the Chemical Society in | CAS: 866-23-9

Journal of the Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Category: chlorides-buliding-blocks.

Burn, A. J. published the artcileThe reactivity of organophosphorus compounds. XVII. A novel oxidation of some tervalent compounds: reduction of carbon tetrachloride to chloroform by trialkyl phosphites, Category: chlorides-buliding-blocks, the publication is Journal of the Chemical Society (1963), 5788-96, database is CAplus.

cf. CA 58, 13780a. (RO)3P react with R’OH in the presence of CCl4 or BrCCl3 to give the corresponding trialkyl phosphate, CHCl3, and an alkyl halide (when R = R’). Small quantities of the dialkyl trichloromethylphosphonate are also formed under some conditions. Variation of the phosphite and alc. (R ≠ R’) leads to mixtures of phosphates, but when R’ = tert-Bu, oxidation to (RO)3PO occurs. The results are discussed in terms of solvolysis of intermediate quasiphosphonium ions of the type [(RO)3PCCl3]+. Similar reactions involving Ph3P and (PhO)3P with EtOH and polyhalomethanes have been investigated.

Journal of the Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bissot, T. C.’s team published research in Journal of the American Chemical Society in 80 | CAS: 866-23-9

Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

Bissot, T. C. published the artcileThe reaction of O-methylhydroxylamine and its N-methyl derivatives with diborane, Product Details of C5H10Cl3O3P, the publication is Journal of the American Chemical Society (1958), 1868-74, database is CAplus.

B2H6 (I) reacted with MeONH2 (II) in Et2O at -112° to form MeONH2BH3 (III), m. 55°. Hydrolysis of III with dilute HCl gave 93% of the original II, and all 3 of the hydridic H was recovered; hydrolysis with 50% KOH at 100° gave reduction of II to NH3 and only 2/3 of the hydridic H was recovered. No reduction was observed when pure II was heated with 50% KOH. I reacted with MeONHMe (IV), with or without Et2O, to give MeONHMeBH3 (V), m. -23 to -21°. I reacted with NMe3 at 0° to give an 86% yield Me3NBH3 (VI). Acid hydrolysis of V gave H3BO3 and the salt of IV; basic hydrolysis gave 27% MeNH2 and other amines. Pure IV was unaffected by 50% KOH at 100°. Only 2/3 of the hydridic H of V was obtained by hydrolysis. I and MeONMe2 (VII) gave MeONMe2BH3 (VIII), m. -16.5 to -16.0°, vapor pressure 3.8 mm. at 25°. VIII and NMe3 reacted to regenerate 98% of the original VII. Basic hydrolysis of VIII gave 92% of the original VII and 90% of the hydridic H. III, V, VIII lost H on standing; 50% decomposition in 24 hrs. required temperatures of 55, 65, and 90°, resp. Reaction of III with BF3 in Et2O at 0° did not produce I and H evolution increased. Reaction of III with NMe3 gave 22% VI; H loss was again increased. NH3 had a similar effect. The pyrolysis of III, V, and VIII is discussed, and mechanisms for H loss and amine reduction during basis hydrolysis are suggested. When I reacted with II containing NH3 in Et2O, the etherate of H2NB2H5 (IX) was obtained. Pure IX was obtained by complexing the Et2O with AlCl3 or BF3.

Journal of the American Chemical Society published new progress about 866-23-9. 866-23-9 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyltrichloromethylphosphonate, and the molecular formula is C5H10Cl3O3P, Product Details of C5H10Cl3O3P.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tryniszewski, Michal’s team published research in Synthesis in 52 | CAS: 60091-87-4

Synthesis published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C12H17BO4S, HPLC of Formula: 60091-87-4.

Tryniszewski, Michal published the artcileReductive Condensation of a Nitro Group with Carboxylic Acids Promoted by Phosphorus(III) Compounds: A Short Route to 5 H -Dibenzo[b,e][1,4]diazepin-11(10 H )-ones, HPLC of Formula: 60091-87-4, the publication is Synthesis (2020), 52(20), 3086-3094, database is CAplus.

Tributyl- or triphenylphosphine promoted a one-pot, three-step method for the synthesis of differently substituted dibenzodiazepinones such as I [R = H, n-Bu; R1 = H, 8-Cl, 7-OMe, etc.; R2 = 2-Me, 2-CN; Z = N, CH; Y = S, NCH, HCCH] from N-aryl-2-nitroanilines. Pyridine analogs I [R = H; R1 = 9-Cl; R2 = H; Z = CH; Y = NCH] and the corresponding thiazepinones could also be formed using this method. The process involved deoxygenation of the nitro group, then formation of an iminophosphorane intermediate and its intramol. condensation with a carboxyl group placed in the N-aryl group. The role of the carboxyl group in the formation of the iminophosphorane and the mode of cyclization were discussed.

Synthesis published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C12H17BO4S, HPLC of Formula: 60091-87-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tryniszewski, Michal’s team published research in Journal of Organic Chemistry in 84 | CAS: 60091-87-4

Journal of Organic Chemistry published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C12H17BO4S, Application of 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid.

Tryniszewski, Michal published the artcileDirect Reductive Cyclocondensation of the Nitro Group with the Amido Group: Key Role of the Iminophosphorane Intermediate in the Synthesis of 1,4-Dibenzodiazepine Derivatives, Application of 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, the publication is Journal of Organic Chemistry (2019), 84(4), 2277-2286, database is CAplus and MEDLINE.

A class of dialkylamino-substituted dibenzodiazepines and their hetero analogs was synthesized by the intramol. aza-Wittig condensation of the amido group with iminophosphoranes. The one-pot, two-step procedure includes reductive synthesis of the intermediate iminophosphoranes from the corresponding nitroamides and tributylphosphine.

Journal of Organic Chemistry published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C12H17BO4S, Application of 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Das, Arup Jyoti’s team published research in Organic & Biomolecular Chemistry in 18 | CAS: 7080-50-4

Organic & Biomolecular Chemistry published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, HPLC of Formula: 7080-50-4.

Das, Arup Jyoti published the artcileSwitching of regioselectivity in base-mediated diastereoselective annulation of 2,3-epoxy tosylates and their N-tosylaziridine analogs with 2-mercaptobenzimidazole, HPLC of Formula: 7080-50-4, the publication is Organic & Biomolecular Chemistry (2020), 18(3), 441-449, database is CAplus and MEDLINE.

A base-mediated dinucleophilic cyclization of readily accessible 2,3-epoxy tosylates such as I with 2-mercaptobenzimidazole has been developed for the one-pot diastereoselective synthesis of benzimidazole-based tricyclic compounds such as II equipped with two stereogenic centers. With trans-substrates such as I bearing an aryl or alkyl substituent at the C3 position, the reaction involves an initial S-C1 bond-forming intermol. alkylation followed by an N-C3 bond-forming, endo-selective intramol. epoxide ring-opening cyclization reaction. A spectacular regioselectivity switching (tandem S-C3 and N-C1 bond formation reactions) was observed with related trans-N-tosylaziridine substrates III (R = H, F). Wide substrate scope, complete diastereoselectivity, high to complete regioselectivity and mild transition metal-free conditions render this protocol particularly efficient and practical.

Organic & Biomolecular Chemistry published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, HPLC of Formula: 7080-50-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Binaschi, Monica’s team published research in ACS Medicinal Chemistry Letters in 1 | CAS: 60091-87-4

ACS Medicinal Chemistry Letters published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C13H9ClN2O4, COA of Formula: C13H9ClN2O4.

Binaschi, Monica published the artcileAntiproliferative and Differentiating Activities of a Novel Series of Histone Deacetylase Inhibitors, COA of Formula: C13H9ClN2O4, the publication is ACS Medicinal Chemistry Letters (2010), 1(8), 411-415, database is CAplus and MEDLINE.

Histone deacetylases are promising mol. targets for the development of antitumor agents. A novel series of histone deacetylase inhibitors of the hydroxamic acid type were synthesized for structure-activity studies. Thirteen tricyclic dibenzo-diazepine, -oxazepine, and -thiazepine analogs were studied and shown to induce variable degrees of histone H3/H4 and tubulin acetylation in a cellular model of myeloid leukemia sensitive to all-trans retinoic acid (ATRA). Multiparametric correlations between acetylation of the three substrates, tumor cell growth inhibition, and ATRA-dependent cytodifferentiation were performed, providing information on the chem. functionalities governing these activities. For two analogs, antitumor activity in the animal was demonstrated.

ACS Medicinal Chemistry Letters published new progress about 60091-87-4. 60091-87-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Carboxylic acid,Amine,Benzene, name is 2-((4-Chloro-2-nitrophenyl)amino)benzoic acid, and the molecular formula is C13H9ClN2O4, COA of Formula: C13H9ClN2O4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Prosyanik, A. V.’s team published research in Khimiya Geterotsiklicheskikh Soedinenii in | CAS: 18791-02-1

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Application of 2,3-Dibromopropionylchloride.

Prosyanik, A. V. published the artcileAsymmetric unbridged nitrogen. 20. New data on derivatives of 1-alkoxyaziridine-2-carboxylic acids, Application of 2,3-Dibromopropionylchloride, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1980), 212-15, database is CAplus.

Treatment of BrCH2CHBrCO2R (R = Me, Et, CHMe2, CMe3) with R1ONH2 (R1 = Me, Et, Me2CH) and Et3N gave R1ONHCH2CHBrCO2R, which cyclized upon heating in Et3N-MeCN to give I, the trans isomer being formed predominantly. Similarly prepared were II (same R1) with the trans isomer predominant or exclusive. III (trans/cis = 3:1) was also obtained. The N inversion barriers in I–III were 130-138 kJ/mol at 120°.

Khimiya Geterotsiklicheskikh Soedinenii published new progress about 18791-02-1. 18791-02-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 2,3-Dibromopropionylchloride, and the molecular formula is C3H3Br2ClO, Application of 2,3-Dibromopropionylchloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Moeller, Carsten’s team published research in ChemMedChem in 13 | CAS: 7080-50-4

ChemMedChem published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, HPLC of Formula: 7080-50-4.

Moeller, Carsten published the artcileDiscovery of Vilaprisan (BAY 1002670): A Highly Potent and Selective Progesterone Receptor Modulator Optimized for Gynecologic Therapies, HPLC of Formula: 7080-50-4, the publication is ChemMedChem (2018), 13(21), 2271-2280, database is CAplus and MEDLINE.

Progesterone plays an important role in the female reproductive system. However, there is also evidence that gynecol. disorders/diseases such as uterine fibroids and endometriosis are progesterone-dependent. Steroidal and non-steroidal selective progesterone receptor modulators (SPRMs) have shown potential for the treatment of such diseases. Steroidal SPRMs, including mifepristone and ulipristal acetate, have proven effective in clin. trials. However, several steroidal SPRMs containing a dimethylamino substituent have been associated with elevated liver enzymes in patients. An earlier drug discovery program identified lonaprisan as a highly selective SPRM that did not show drug-related change in liver enzyme activity. Building on data obtained from that work, here we describe the research program that culminated in the discovery of a novel steroidal SPRM, vilaprisan, which combines an extremely high potency with very favorable drug metabolism and pharmacokinetic properties. Vilaprisan has entered clin. development and is currently undergoing phase 3 clin. trials.

ChemMedChem published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, HPLC of Formula: 7080-50-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics