Category: chlorides-buliding-blocks

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, COA of Formula: C6H4ClNO2, the publication is Bioconjugate Chemistry (2019), 30(8), 2209-2215, database is CAplus and MEDLINE.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, COA of Formula: C6H4ClNO2.

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

Mszar, Nicholas W. published the artcileElectronically Activated Organoboron Catalysts for Enantioselective Propargyl Addition to Trifluoromethyl Ketones, Safety of 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, the publication is Angewandte Chemie, International Edition (2017), 56(30), 8736-8741, database is CAplus and MEDLINE.

A broadly applicable, practical, scalable, efficient and highly α- and enantioselective method for addition of a silyl-protected propargyl moiety to trifluoromethyl ketones was developed. Reactions, promoted by 2.0 mol % of a catalyst that is derived in situ from a readily accessible aminophenol compound at ambient temperature, were complete after only 15 min at room temperature The desired tertiary alcs. were isolated in up to 97% yield and 98.5:1.5 enantiomeric ratio. Alkyl-, alkenyl-, alkynyl-, aryl- or heteroaryl-substituted trifluoromethyl ketones can be used. Utility is highlighted by application to a transformation that is relevant to enantioselective synthesis of BI 653048, a compound active against rheumatoid arthritis.

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Safety of 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone.

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

Schaller, Rainer published the artcileSynthesis and fungicidal properties of ethyl phosphorodiamidates, Product Details of C11H14Cl3NO, the publication is Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie (1985), 40B(2), 298-304, database is CAplus.

Secondary amines, HNR₂, especially 2-(aryloxyethyl)propylamines and 4-arylpiperazines were treated with EtOP(O)Cl₂ yielding EtOP(O)(NR₂)Cl. Subsequent substitution of the chloro atom by morpholine derivatives, imidazole or triazole formed new ethylphosphorodiamidates with a broad-spectrum-fungicidal activity. Among the 25 compounds prepared were I and II (X = N, CH).

Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie published new progress about 67747-01-7. 67747-01-7 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Ether,Benzene Compounds, name is N-(2-(2,4,6-Trichlorophenoxy)ethyl)propan-1-amine, and the molecular formula is C11H14Cl3NO, Product Details of C11H14Cl3NO.

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

Al-Kindy, S. M. Z. published the artcileCoumarin-6-sulfonyl chloride: a novel label in fluorometry and phosphorimetry. Part 1. Synthesis and luminescence properties, HPLC of Formula: 10543-42-7, the publication is Analytica Chimica Acta (1989), 227(1), 145-53, database is CAplus.

Coumarin-6-sulfonyl chloride was synthesized from coumarin in a single step and characterized. It was used to label amines, amino acids and phenols in mild conditions. The products of such reactions show intense fluorescence in alk. solutions as a result of a photolytic ring-opening reaction. The derivatives are also phosphorescent a 77 K without ring opening.

Analytica Chimica Acta published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, HPLC of Formula: 10543-42-7.

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

Al-Kindy, S. M. Z. published the artcileCoumarin-6-sulfonyl chloride: a novel label in fluorometry and phosphorimetry. Part 2. Chromatographic applications, Computed Properties of 10543-42-7, the publication is Analytica Chimica Acta (1989), 227(1), 155-63, database is CAplus.

Coumarin-6-sulfonyl chloride is suitable for precolumn labeling in the ion-pair chromatog. of amino acids. Amino acid mixtures can also be separated, after derivatization, by thin-layer chromatog. using phosphorimetric detection at 77 K. Both approaches allow nanogram amounts of analytes to be determined

Analytica Chimica Acta published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C9H5ClO4S, Computed Properties of 10543-42-7.

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

Marquina, J. G. published the artcileDerivatives of N-methyl-4-phenylpiperidine-4-carboxylic acid and 2,2-diphenyl-4-dimethylaminovaleric acid, COA of Formula: C5H13Cl2N, the publication is Farm. Nueva (Madrid) (1961), 381-92, database is CAplus.

Methylbis(2-hydroxyethyl)amine (75 g.) in 75 ml. anhydrous C₆H₆ was added slowly with stirring to 125 mi. SOCl₂ in 75 ml. C₆H₆ below 50° the mixture heated 2 hrs. at 50-5°, SOCl₂ removed in vacuo on a water bath, alc. added, the solution concentrated, and the solid crystallized from 500 ml. Me₂CO to give 72 g. methylbis(2-chloroethyl)amine-HCl (I), m. 110°; picrate, m. 133°. To 70.2 g. PhCH₂CN and 115.2 g. I in 400 ml. C₆H₆ at 30-40° was added slowly with stirring 100 g. NaNH₂, the mixture refluxed 2 hrs., diluted with H₂O and extracted with HCl, the solution made alk. and extracted with Et₂O, and the extract distilled in vacuo to give 63 g. N-methyl-4-phenylpiperidine-4-nitrile (II), b₄ 148°, m. 53°; HCl salt m. 221-2°. A mixture of 478 g. II, 637 g. H₂SO₄, and 155 ml. H₂O was heated 1 hr. at 145-50°, cooled and treated with NH₃ to pH 7-8 and the solid filtered off and washed to give 330 g. N-methyl-4-phenylpiperidine-4-carboxylic acid (III), m. 301-2° (H₂O). To 27 g. III was added slowly 40 ml. SOCl₂, the mixture heated 1 hr. on a water bath, 100 ml. C₆H₆ was added, the mixture allowed to crystallize, the solution filtered, and the solid washed with C₆HO and petr. ether to give 27.5 g. III acid chloride (IV), which was used immediately. NaCN (25 g.) in 90 ml. H₂O was added slowly with stirring to 100 ml. H₂O containing 100 g. BzH bisulfate. the solution extracted with C₆H₆, the dry extract added slowly with stirring to 200 ml. C₆H₆ containing 135 g. AlCl₃ at 8 10° and the mixture kept 1 day then heated 1 hr. at 80° washed with H₂O and distilled in vacuo to give 67 g. diphenylacetonitrile (V), b_1-2 122-5°, m. 69-70°. SOCl₂ (67 g.) in 100 ml. C₆H₆ was added to 50 g. 1-dimethylamino-2-propanol in 100 ml. C₆H₆ at 20-5°, the solution refluxed 2 hrs., cooled, and the mixture filtered, and the solid recrystallized to give 60 g. 2-chloro-1-dimethylaminopropane-HCl (VI.HCl), m. 185-6°. To 72 g. V and 55 g. pulverized NaOH was added 90 g. VI in Et₂O, the Et_O distilled, the mixture heated to 95-100° with stirring for 10 hrs., washed with H₂O, treated with anhydrous HCl, rehydrolyzed, and distilled in vacuo to give 45 g. 2,2-diphenyl-4-dimethylaminovaleronitrile (VII), b_1-2 180-4°, m. 91° (petr. ether). To 600 g. VII was added 650 ml. H₂SO₄ in 420 ml. H₂O, the solution heated 5 hrs. at 150°, cooled and filtered to give 570 g. 2,2-diphenyl-4-dimethylaminovaleric acid-H₂SO₄ (VIII.H₂SO₄), m. 224-6° (H₂O). To 40 g. VIII was added 40 ml. SOCl₂, and the mixture refluxed 1 hr. on a steam bath, treated with 100 mi. C₆H₆, cooled, allowed to crystallize, filtered, and washed with C₆H₆-petr. ether to give 41.5 g. VIII acid chloride (IX) which was used immediately. Et carbamate (17.8 g.) in 250 ml. C₆H₆ was added with stirring to 10 g. 50% NaH in mineral oil in 150 ml. C₆H₆ at 6-7°, and the mixture stirred 30 min., treated slowly with 24.7 g. III in 150 ml. C₆H₆ at 6-7°, stirred 2 hrs., then 4 hrs. at ambient temperature, extracted with 5% HCl, treated with Na₂CO₃, extracted with C₆H₆, and distilled in vacuo to give 7 g. N-methyl-4-phenylpiperidine-4-carboxyethyl carbamate (X), m. 140-1.5 (Me₂CO). Similarly, the following esters of III were prepared (alkyl carbamate and m.p. given): Pr, 138-9.5°; iso-Pr, 136-8°; allyl, 112-13.5°; Bu, 99.5-100.5° (picrate m. 163-4.5°; HCl salt m. 108-10°). Et carbamate (26.7 g.) in 300 ml. C₆H₆ was added with stirring to 6.9 g. finely divided Na in 150 ml. C₆H₆ at 6-7% and the mixture stirred 30 min., treated slowly at 6-7° with 41.4 g. IX suspended in 150 ml. C₆H₆, stirred 2 hrs. at 6-7° then 4 hrs. at ambient temperature, washed with H₂O, extracted with 5% HCl, and treated with Na₂CO₃ to give 10 g. Me₂NCHMe CH₂CPh₂CONHCO₂Et, m. 153-4.5° (Me₂CO). Similarly were prepared the following esters of VIII (alkyl carbamate, m.p. given): Pr, 158-9°; iso-Pr, 140-1°; allyl, 139-9.5°; Bu, 97-7.5° picrate, m. ∼128°. Analgesic activity was nil for derivatives of VI and VIII. Spasmolytic activity was slight for derivatives of VI, but high for derivatives of VIII.

Farm. Nueva (Madrid) published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, COA of Formula: C5H13Cl2N.

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

Itoh, Hiroaki published the artcileControl of the cytotoxicity of dansylated polytheonamide mimic, an artificial peptide ion channel, by modification of the N-terminal structure, SDS of cas: 6249-56-5, the publication is Tetrahedron Letters (2014), 55(3), 728-731, database is CAplus.

We demonstrate that the cytotoxicity of dansylated polytheonamide mimic is controlled by chem. modification of its N-terminal structure. Dansylated polytheonamide mimic is an ion channel peptide which displays potent cytotoxicity against P388 mouse leukemia cells (IC₅₀ = 12 nM). To modulate its cytotoxicity, three analogs of dansylated polytheonamide mimic, possessing distinct N-terminal structures with different hydrophobicities, were synthesized and their cytotoxicities were evaluated. This focused structure-activity relationship study unveiled that the cytotoxicity of dansylated polytheonamide mimic is enhanced 10-fold by simply changing its N-terminal 5,5-dimethyl-2-oxohexanamide to the more hydrophobic palmitamide. The data obtained here provide new understanding for the functional control of the artificial ion channel peptide.

Tetrahedron Letters published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, SDS of cas: 6249-56-5.

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

Pero, Joseph E. published the artcileDesign and Optimization of Sulfone Pyrrolidine Sulfonamide Antagonists of Transient Receptor Potential Vanilloid-4 with in Vivo Activity in a Pulmonary Edema Model, Product Details of C7H3Cl2NO2S, the publication is Journal of Medicinal Chemistry (2018), 61(24), 11209-11220, database is CAplus and MEDLINE.

Pulmonary edema is a common ailment of heart failure patients and has remained an unmet medical need due to dose-limiting side effects associated with current treatments. Preclin. studies in rodents have suggested that inhibition of transient receptor potential vanilloid-4 (TRPV4) cation channels may offer an alternative-and potentially superior-therapy. Efforts directed toward small-mol. antagonists of the TRPV4 receptor have led to the discovery of a novel sulfone pyrrolidine sulfonamide chemotype exemplified by lead compound 6. Design elements toward the optimization of TRPV4 activity, selectivity, and pharmacokinetic properties are described. Activity of leading exemplars 19 and 27 in an in vivo model suggestive of therapeutic potential is highlighted herein.

Journal of Medicinal Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Product Details of C7H3Cl2NO2S.

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

Du, Huang-Chi published the artcileSynthesis of 5-substituted tetrazoles via DNA-conjugated nitrile, Synthetic Route of 254749-11-6, the publication is Organic & Biomolecular Chemistry (2020), 18(45), 9221-9226, database is CAplus and MEDLINE.

A zinc bromide-catalyzed synthesis of 5-substituted tetrazoles via DNA-conjugated nitriles using sodium azide has been developed. The protocol offered moderate to excellent yields of tetrazoles with a broad range of substrates, including a variety of functionalized aromatic, heterocyclic, and aliphatic nitriles. In addition, the electronic effect within the substrate scope was evaluated. DNA fidelity was assessed by ligation efficiency and amplifiability anal. The ability to generate tetrazoles expands the diversity of heterocycles in the preparation of DNA-encoded chem. libraries.

Organic & Biomolecular Chemistry published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C7H3Cl2NO2S, Synthetic Route of 254749-11-6.

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

Roszkowski, Piotr published the artcileNew N,N-diamine ligands derived from (-)-menthol and their application in the asymmetric transfer hydrogenation, Recommanded Product: Sodium chloro(tosyl)amide trihydrate, the publication is Tetrahedron: Asymmetry (2017), 28(4), 532-538, database is CAplus.

Natural (-)-menthol was applied to construction of mono-N-tosylated-1,2-diamine derivatives The O-tosylation and elimination of the tosylate of the menthol intermediate led to trans-p-menth-2-ene. The unsaturated menth-2-ene was next transformed into a mixture of N-tosylaziridines, which upon reaction with sodium azide gave four isomeric azides. The reduction of the formed tosylazides on Pd/C gave new chiral mono-N-tosylated-1,2-diamines, which were used as ligands in the asym. transfer hydrogenation protocol on aromatic ketones and endocyclic imine.

Tetrahedron: Asymmetry 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, Recommanded Product: Sodium chloro(tosyl)amide trihydrate.

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