Tag: M.W=200-250

Thompson, Andrew M.; O’Connor, Patrick D.; Marshall, Andrew J.; Blaser, Adrian; Yardley, Vanessa; Maes, Louis; Gupta, Suman; Launay, Delphine; Braillard, Stephanie; Chatelain, Eric; Wan, Baojie; Franzblau, Scott G.; Ma, Zhenkun; Cooper, Christopher B.; Denny, William A. published the artcile< Development of (6R)-2-Nitro-6-[4-(trifluoromethoxy)phenoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (DNDI-8219): A New Lead for Visceral Leishmaniasis>, Category: chlorides-buliding-blocks, the main research area is DNDI8219 preparation lead visceral leishmaniasis; aryl nitroimidazooxazine.

Discovery of the potent antileishmanial effects of antitubercular 6-nitro-2,3-dihydroimidazo[2,1-b][1,3]oxazoles and 7-substituted 2-nitro-5,6-dihydroimidazo[2,1-b][1,3]oxazines stimulated the examination of further scaffolds (e.g., 2-nitro-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]oxazepines), but the results for these seemed less attractive. Following the screening of a 900-compound pretomanid analog library, several hits with more suitable potency, solubility, and microsomal stability were identified, and the superior efficacy of newly synthesized 6R enantiomers with phenylpyridine-based side chains was established through head-to-head assessments in a Leishmania donovani mouse model. Two such leads (R-84 and R-89) displayed promising activity in the more stringent Leishmania infantum hamster model but were unexpectedly found to be potent inhibitors of hERG. An extensive structure-activity relationship investigation pinpointed two compounds (R-6 and pyridine R-136) with better solubility and pharmacokinetic properties that also provided excellent oral efficacy in the same hamster model (>97% parasite clearance at 25 mg/kg, twice daily) and exhibited minimal hERG inhibition. Addnl. profiling earmarked R-6 as the favored backup development candidate.

Journal of Medicinal Chemistry published new progress about Drug metabolism (metabolic stability). 162046-61-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H4ClF3O2, Category: chlorides-buliding-blocks.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Alam, Faruk; Dey, Biplab Kr. published the artcile< Synthesis, characterization and in-vitro anti-oxidant activity of some novel 1,3,4-thiadiazole derivatives>, Product Details of C8H6ClN3S, the main research area is aryl thiadiazolyl thioureido piperidinyl hydrazinyl acetamide preparation antioxidant SAR; acetamide aromatic amino thiadiazolyl aryl preparation antioxidant SAR.

Synthesis of 1,3,4-thiadiazole derivatives I [R1 = 2-OH, 3-Cl, 4-O2N; R2 = hydrazinyl, thioureido, piperidin-1-yl] and II [R3 = PhNH, PhNHNH, Ph2N] was reported. All the synthesized compounds I and II were studied for their antioxidant activity. SAR studies revealed that the tested compounds having hydroxy and halogen substituents on the aromatic ring showed higher activity compared to those with other substituents, for e.g., II [R1 = 2-OH, R3 = PhNHNH] showed good scavenging activity.

Pharma Chemica published new progress about Amides Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 70057-67-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H6ClN3S, Product Details of C8H6ClN3S.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Spillane, William J.; Coyle, Catherine M.; Feeney, Brendan G.; Thompson, Emer F. published the artcile< Development of Structure-Taste Relationships for Thiazolyl-, Benzothiazolyl-, and Thiadiazolylsulfamates>, Electric Literature of 70057-67-9, the main research area is heterocyclic sulfamate taste MSBAR.

A total of 28 new five-membered aromatic ring thiazolyl-, benzothiazolyl-, and thiadiazolylsulfamates, as their sodium salts, have been synthesized and combined with 30 known similar heterocyclic sulfamates to create a database for the study of structure-activity (taste) relationships (SARs) in this heterocyclic subgroup, which is known to contain a somewhat disproportionate number of sweet compounds compared to other groups of tastants. A series of nine parameters (descriptors) to describe the properties of the sulfamate anions were calculated in Spartan Pro and HyperChem programs. These are the HOMO, LUMO, length of the mol., dipole moment, area, volume, Esolv, σ (from the literature), and log P. The taste data for all 58 compounds were categorized into three classes, namely, sweet (S), nonsweet (N), and nonsweet/sweet (N/S). Discriminant anal. only classified 44 of the 58 compounds correctly. Classification and regression tree anal. (CART) using the S_ Plus program proved highly effective, in that the derived tree correctly classified 46 compounds from a training set of 48 and, from a computer randomly selected test set of 10 compounds, 7 had their taste correctly predicted. A second tree was grown using the addnl. taste category N/S, and this tree also performed extremely well, with 8 of the 10 compounds in the test set correctly classified. These trees should be very reliable for predicting the tastes of other heterocyclic sulfamates, which belong to the subset used here.

Journal of Agricultural and Food Chemistry published new progress about Discriminant analysis. 70057-67-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H6ClN3S, Electric Literature of 70057-67-9.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Galley, Guido; Beurier, Angelica; Decoret, Guillaume; Goergler, Annick; Hutter, Roman; Mohr, Susanne; Pahler, Axel; Schmid, Philipp; Turck, Dietrich; Unger, Robert; Zbinden, Katrin Groebke; Hoener, Marius C.; Norcross, Roger D. published the artcile< Discovery and Characterization of 2-Aminooxazolines as Highly Potent, Selective, and Orally Active TAAR1 Agonists>, Application of C8H8BrCl, the main research area is aminooxazoline TAAR agonist; 2-aminooxazoline; SAR; TAAR1 agonist; schizophrenia.

2-Aminooxazolines were discovered as a novel structural class of TAAR1 ligands. Starting from a known adrenergic compound, structural modifications were made to obtain highly potent and selective TAAR1 ligands such as (I) (RO5166017), (II) (RO5256390), RO5203648, and RO5263397. These compounds exhibit drug-like physicochem. properties, have good oral bioavailability, and display in vivo activity in a variety of animal models relevant for psychiatric diseases and addiction.

ACS Medicinal Chemistry Letters published new progress about Antipsychotics. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Application of C8H8BrCl.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Bellotti, Peter; Koy, Maximilian; Gutheil, Christian; Heuvel, Steffen; Glorius, Frank published the artcile< Three-component three-bond forming cascade via palladium photoredox catalysis>, Quality Control of 22952-32-5, the main research area is carbocycle heterocycle preparation; bromide diene nucleophile bond forming cascade palladium photoredox catalysis.

A highly modular radical cascade strategy based upon radical cyclization/allylic substitution sequence between alkyl/aryl bromides, 1,3-dienes and nucleophiles ranging from sulfinates to amines, phenols and 1,3-dicarbonyls was described. Palladium phosphine complexes – which merge properties of photo- and cross coupling-catalysts – allowed to forge three bonds with complete 1,4-selectivity and stereocontrol, delivering highly value added carbocyclic and heterocyclic motifs that could feature – inter alia – vicinal quaternary centers, free protic groups, gem-difluoro motifs and strained rings. Furthermore, a flow chem. approach was for the first time applied in palladium-photocatalyzed endeavors involving radicals.

Chemical Science published new progress about 1,3-Alkadienes Role: RCT (Reactant), RACT (Reactant or Reagent). 22952-32-5 belongs to class chlorides-buliding-blocks, and the molecular formula is C7H6Cl2O3S, Quality Control of 22952-32-5.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Galli, Marzia; Fletcher, Catherine J.; del Pozo, Marc; Goldup, Stephen M. published the artcile< Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins>, Name: 3-Chlorophenethyl Bromide, the main research area is alkene hydrogen bromide regioselective hydrobromination; alkyl bromide preparation.

To improve access to a key synthetic intermediate a direct hydrobromination-Negishi route was targeted. Unsurprisingly, the anti-Markovnikov addition of HBr to estragole in the presence of AIBN proved successful. However, even in the absence of an added initiator, anti-Markovnikov addition was observed Re-examination of early reports revealed that selective Markovnikov addition, often simply termed “”normal”” addition, was not always observed with HBr unless air was excluded, leading to the rediscovery of a reproducible and scalable initiator-free protocol.

Organic & Biomolecular Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, Name: 3-Chlorophenethyl Bromide.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Al-Masum, Mohammad; Hira, Arpona; Chrisman, Sara; Nguyen, Ngan T. published the artcile< Introducing efficient palladium catalyzed cross coupling reaction of tertiary alcohols and aroyl chlorides for the synthesis of highly substituted esters>, Recommanded Product: 2-(Trifluoromethoxy)benzoyl chloride, the main research area is alc benzoyl chloride palladium catalyst cross coupling reaction; aryl ester preparation.

Palladium inserted ArCOPdCl species reacts with tertiary alcs. and cross-coupling under microwave heating, minimized the formation of probable carbenium ion and promoted successful production of highly substituted esters in good to high yields.

Tetrahedron Letters published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 162046-61-9 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H4ClF3O2, Recommanded Product: 2-(Trifluoromethoxy)benzoyl chloride.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Rivkin, Alexey; Ahearn, Sean P.; Chichetti, Stephanie M.; Hamblett, Christopher L.; Garcia, Yudith; Martinez, Michelle; Hubbs, Jed L.; Reutershan, Michael H.; Daniels, Matthew H.; Siliphaivanh, Phieng; Otte, Karin M.; Li, Chaomin; Rosenau, Andrew; Surdi, Laura M.; Jung, Joon; Hughes, Bethany L.; Crispino, Jamie L.; Nikov, George N.; Middleton, Richard E.; Moxham, Christopher M.; Szewczak, Alexander A.; Shah, Sanjiv; Moy, Lily Y.; Kenific, Candia M.; Tanga, Flobert; Cruz, Jonathan C.; Andrade, Paula; Angagaw, Minilik H.; Shomer, Nirah H.; Miller, Thomas; Munoz, Benito; Shearman, Mark S. published the artcile< Purine derivatives as potent γ-secretase modulators>, COA of Formula: C6H4Cl2N4, the main research area is purine derivative preparation gamma secretase Alzheimer’s amyloid structure.

The development of a novel series of purines as γ-secretase modulators for potential use in the treatment of Alzheimer’s disease is disclosed herein. Optimization of a previously disclosed pyrimidine series afforded a series of potent purine-based γ-secretase modulators with 300- to 2000-fold in vitro selectivity over inhibition of Notch cleavage and that selectively reduces Αβ42 in an APP-YAC transgenic mouse model.

Bioorganic & Medicinal Chemistry Letters published new progress about Alzheimer disease. 2382-10-7 belongs to class chlorides-buliding-blocks, and the molecular formula is C6H4Cl2N4, COA of Formula: C6H4Cl2N4.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Genzer, Jerome D.; Huttrer, Charles P.; Van Wessem, G. C. published the artcile< Phenoxy- and benzyloxyalkyl thiocyanates>, HPLC of Formula: 16799-05-6, the main research area is .

A series of phenoxy- and benzyloxyalkyl thiocyanates was prepared for pharmacol. evaluation as fungicides against pathogenic fungi associated with dermatophytosis. Procedure 1: o-iso-PrC6H4OH (136 g.), then 250 g. Br(CH2)3Br, were added to 23 g. Na in 450 cc. absolute EtOH at a moderate rate, and the mixture refluxed 5 hrs., cooled, filtered, and fractionated. Procedure 2: p-MeC6H4O(CH2)4Cl was prepared from p-cresol, Cl(CH2)4Cl, and aqueous NaOH (Marvel and Tannenbaum, C.A. 23, 2162). Procedure 3: 139 g. p-O2NC6H4OH in 250 cc. absolute EtOH and 250 g. Br(CH2)3Br were added to 23 g. Na in 300 cc. absolute EtOH and the mixture refluxed 5 hrs. Procedure 4: 2 g. of the ester was heated with a slight excess of alc. KOH about 5 min. at 50°, the mixture poured into a large excess of cold water, and the solution acidified with 1:1 HCl. Procedure 5: 10 cc. xylene, then 20 g. o-ClC6H4CH2Cl in 9 cc. xylene were added (dropwise) to 1.6 g. Na in 18.6 g. (CH2OH)2, and the mixture refluxed 15 min., filtered, and fractionated. Procedure 6: 4.8 g. SOCl2 in 3.4 cc. CHCl3 was added to 7 g. o-ClC6H4CH2OCH2CH2OH in 4.5 g. cold Me2NPh (temperature kept at 20-30°), the mixture refluxed 30 min., cooled, poured into 50 cc. dilute HCl, the upper layer extracted twice with CHCl3, and the combined extracts fractionated. Procedure 7: 36 g. p-O2NC6H4OCH2CH2CH2Br and 15 g. KSCN in 80 cc. absolute EtOH were refluxed 6 hrs.; 7a: pure or crude bromide could be used; 7b: after the mixture was refluxed 9 hrs., 10 g. KI was added and the mixture refluxed 7 hrs. Procedure 8: 150 cc. alc., 52.7 g. Cl compound, 29.9 g. KSCN, and 1 g. powd. Cu were refluxed 24 hrs. Table I; Phenoxyalkyl halides, RC6H4(CH2)nX; R, n, X, B.p./mm., nD20, M.p., Yield (%), Procedure; , 4, Cl, 150°/0.2, 1.5215, , 21, 1; , 5, Cl, 116°/1.3, 1.5144, , 16, 1; o-Br, 2, Br, 116°/0.2, , , 63, 2; p-Br, 2, Br, , , 57°, 44, 2; o-Cl, 2, Br, 136°/5, 1.569, , 40, 2; m-Cl, 2, Br, 85°/0.1, 1.5680, , 23, 2; p-Cl, 2, Br, 108°/1, , 68°, 26, 2; o-Me, 2, Br, 100°/0.6, 1.5479, , 52, 2; m-Me, 2, Br, 80°/1.1, 1.5472, , 54, 2; p-Me, 2, Br, 110°/1, , 49°, 33, 2; p-Br, 3, Br, 150°/0.7, 1.5792, 50°, 53, 2; o-Cl, 3, Br, 120°/0.5, 1.5590, , 44, 2; m-Cl, 3, Br, 108°/1, 1.5580, , 31, 2; p-Cl, 3, Br, , , 37°, poor, 2; m-Me, 3, Br, 120°/2, 1.5422, , 10, 2; p-Br, 4, Cl, 128°/0.03, 1.5548, , 38, 2; o-Cl, 4, Cl, 130°/2, 1.5350, , 59, 2; m-Cl, 4, Cl, 114°/0.4, 1.5345, , 48, 2; o-Me, 4, Cl, 114°/1.5, 1.5189, , 26, 1; m-Me, 4, Cl, 93°/0.1, 1.5199, , 45, 1; p-Me, 4, Cl, 97°/0.2, 1.5180, , 20, 3; p-NO2, 3, Br, 155°/0.1, , , 35, 3; p-OMe, 2, Br, 95-104°/0.3, , , 14, 1; o-Me2CH, 2, Br, 80°/0.4, 1.5329, , 19, 2; o-Me2CH, 3, Br, 84°/0.1, , , 35, 1; 3,4-Me2C:, 2, Br, 90°/0.3, , , 21, 2; o-MeO2C 3, Br, 150-5°/1.4, , , 37, 1; p-MeO2C; 3, Br, 164°/1.5, , , 29, 1; o-MeO2C, 3, Cl, 140°/1.2, , , 37, 1; p-MeO2C, 3, Cl, 163°/3.2, , , 40, 1; o-HO2C, 3, Br, , , 71°, 100(from ester), 4; p-HO2C, 3, Br, , , 161°, 100, 4; o-HO2C, 3, Cl, , , 75°, 100, 4; p-HO2C, 3, Cl, , , 156-7°, 100, 4; Benzyloxyalkanols, RC6H4CH2OCH2O(CH2)nOH; , 2, 95°/0.25, 1.5209, 81, 5; , 3, 114°/0.9, 1.5184, 60, 5; , 5, 140°/0.4, 1.5099, 35, 5; o-Cl, 2, 84°/0.3, 1.5348, 84, 5; o-Cl, 3, 94°/0.5, 1.5245, 28, 5; o-Cl, 5, 139°/0.5, 1.5202, 54, 5; Benzyloxyalkyl chlorides, RC6H4CH2O(CH2)nCl; , 2, 75°/0.2, 1.5181, 77, 6a; , 3, 88°/0.5, 1.5113, 65, 6; , 4, 75°/0.7, 1.5109, 13, b; , 5, 86°/0.1, 1.5079, 75, 6; o-Cl, 2, 72°/0.1, 1.5339, 77, 6;o-Cl, 3, 120°/0.1, 1.5268, 48, 6; o-Cl, 5, 144°/1.6, 1.5193, 7, 6; Thenyloxy analog, b0.1 69-70°. Prepared from PhCH2OH, Na, and Cl(CH2)4Cl by refluxing 30 min., and distilling; Phenoxyalkyl thiocyanates, RC6H4O(CH2)nSCN; , 2, 152°/0.4, 1.5599, 81, 7; , 3, 125°/0.4, 1.5518, 83, 7; , 4, 155°/0.1, 1.5480, 38-9°, 37, 7b; p-Br, 2, , , 62-3°, 51, 7; o-Cl, 2, 180°/3.0, , 37-9°, 83, 7; m-Cl, 2, 126°/0.1, , , 33, 7; p-Cl, 2, 137°/0.1, 1.5710, 17, 7; o-Me, 2, 132°/0.3, , 60, 7; m-Me, 2, 158°/4.0, 1.5534, 63, 7; p-Me, 2, 130°/0.5, 1.5530, 66, 7; p-Br, 3, , , 48-9°, 53, 7,7a; o-Cl, 3, 165°/1.3, 1.5644, , 52, 7; m-Cl, 3, 164°/1.2, 1.5624, , 96, 7; p-Cl, 3, 50°/0.5, , , 40, 7; m-Me, 3, 138°/0.6, 1.5471, 42, 7; p-Br, 4, 180°/0.5, 1.5410, 66, 7b; m-Cl, 4, 186°/1.9, 1.5543, 55, 7b; o-Me, 4, 138°/0.1, 1.5533, 15, 7b; p-Me, 4, 193°/5.0, 1.5410, 27, 7b; o-HO2C, 3, , , 69-70°, 35, 7; p-HO2C, 3, , , 159°, 35, 7; p-O2N, 3, , , 53-4°, 44, 7; p-MeO, 2, 141°/0.4, , , 43, 7; o-Me2CH, 2, 123°/0.3, 1.5402, , 47, 7,7a; 3,4-Me2C:, 2, 130°/0.3, , , 51, 7; o-Me2CH, 3, 140°/0.1, 1.5363, , 60, 7,7a; o-Br, 2, 162°/1.7, , 1.5920, 51, 7; o-Cl, 4, 164°/0.5, 1.5544, , 40, 8; Benzyloxyalkyl thiocyanates, RC6H4CH2O(CH2)nSCN; , 3, 124°/0.1, 1.5348, 13, 8; , 5, 161°/0.6, 1.5292, 47, 8; o-Cl, 2, 160°/1.5, 1.5528, 16, 8; o-Cl, 3, 152°/0.8, 1.5506, 18, 8;

Journal of the American Chemical Society published new progress about Tinea pedis. 16799-05-6 belongs to class chlorides-buliding-blocks, and the molecular formula is C8H8BrCl, HPLC of Formula: 16799-05-6.

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics