Tag: M.W=250-300

Kalindjian, S. Barret published the artcileA New Series of Orally Bioavailable Chemokine Receptor 9 (CCR9) Antagonists; Possible Agents for the Treatment of Inflammatory Bowel Disease, HPLC of Formula: 32333-53-2, the publication is Journal of Medicinal Chemistry (2016), 59(7), 3098-3111, database is CAplus and MEDLINE.

Chemokine receptor 9 (CCR9), a cell surface chemokine receptor which belongs to the G protein-coupled receptor, 7-trans-membrane superfamily, is expressed on lymphocytes in the circulation and is the key chemokine receptor that enables these cells to target the intestine. It has been proposed that CCR9 antagonism represents a means to prevent the aberrant immune response of inflammatory bowel disease in a localized and disease specific manner and one which is accessible to small mol. approaches. One possible reason why clin. studies with vercirnon, a prototype CCR9 antagonist, were not successful may be due to a relatively poor pharmacokinetic (PK) profile for the mol. We wish to describe work aimed at producing new, orally active CCR9 antagonists based on the 1,3-dioxoisoindoline skeleton. This study led to a number of compounds that were potent in the nanomolar range and which, on optimization, resulted in several possible preclin. development candidates with excellent PK properties.

Journal of Medicinal Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C7H3Cl2F3O2S, HPLC of Formula: 32333-53-2.

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

Burns, Mark R. published the artcileStructural correlation between lipophilicity and lipopolysaccharide-sequestering activity in spermine-sulfonamide analogs, Related Products of chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2006), 16(24), 6209-6212, database is CAplus and MEDLINE.

Lipopolysaccharides (LPS), otherwise termed endotoxins, are outer-membrane constituents of Gram-neg. bacteria, and play a key role in the pathogenesis of Septic Shock, a major cause of mortality in the critically ill patient. We had previously defined the pharmacophore necessary for small mols. to specifically bind and neutralize this complex carbohydrate. A series of aryl and aliphatic spermine-sulfonamide analogs were synthesized and tested in a series of binding and cell-based assays in order to probe the effect of lipophilicity on sequestration ability. A strong correlation was indeed found, supporting the hypothesis that endotoxin-neutralizing ability involves a lipophilic or membrane attachment event. The research discussed herein may be useful for the design of addnl. carbohydrate recognizing mols. and endotoxin-neutralizing drugs.

Bioorganic & Medicinal Chemistry Letters published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C7H3Cl2F3O2S, Related Products of chlorides-buliding-blocks.

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

Huang, Ke published the artcileSynthesis and biological evaluation of anthraquinone derivatives as allosteric phosphoglycerate mutase 1 inhibitors for cancer treatment, SDS of cas: 32333-53-2, the publication is European Journal of Medicinal Chemistry (2019), 45-57, database is CAplus and MEDLINE.

Phosphoglycerate mutase 1 (PGAM1) coordinates glycolysis, pentose phosphate pathway, and serine synthesis to promote tumor growth through the regulation of its substrate 3-phosphoglycerate (3 PG) and product 2-phosphoglycerate (2 PG). Herein, based on our previously reported PGAM1 inhibitor PGMI-004A, we have developed anthraquinone derivatives as novel allosteric PGAM1 inhibitors and the structure-activity relationship (SAR) was investigated. In addition, we determined the co-crystal structure of PGAM1 and the inhibitor 8g, demonstrating that the inhibitor was located at a novel allosteric site. Among the derivatives, compound 8t was selected for further study, with IC₅₀ values of 0.25 and approx. 5 μM in enzymic and cell-based assays, resp. Mechanistically, compound 8t reduced the glycolysis and oxygen consumption rate in cancer cells, which led to decreased ATP (ATP) production and subsequent 5′ adenosine monophosphate-activated protein kinase (AMPK) activation. The inhibitor 8t also exhibited good efficacy in delaying tumor growth in H1299 xenograft model without obvious toxicity. Taken together, this proof-of-principle work further validates PGAM1 as a potential target for cancer therapy and provides useful information on anti-tumor drug discovery targeting PGAM1.

European Journal of Medicinal Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C7H3Cl2F3O2S, SDS of cas: 32333-53-2.

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

Takano, Seiichi published the artcileConcise enantioselective synthesis of acromelic acid A, HPLC of Formula: 18791-02-1, the publication is Journal of the American Chemical Society (1987), 109(18), 5523-4, database is CAplus.

A concise enantioselective synthesis of acromelic acid A (I), a potent neuroexcitory amino acid from the poisonous Japanese mushroom Clitocybe acromelalga, has been accomplished using (S)-O-benzylglycidol (II) as chiral template. The key step was the stereoselective intramol. cycloaddition of aziridine III at 200° to give pyrrolopyranone IV.

Journal of the American Chemical Society 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 C5H5F3O2, HPLC of Formula: 18791-02-1.

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

Sato, Masaru published the artcileSynthesis and Redox Behavior of Ruthenium(II) 2,3,4,5-Tetramethylruthenocenylacetylide and Related Complexes. Formation of μ-η⁶:η¹-[(Cyclopentadienylidene)ethylidene]diruthenium Complexes Containing a Strong Metal-Metal Interaction, COA of Formula: C5H10Cl3O3P, the publication is Organometallics (1999), 18(16), 3208-3219, database is CAplus.

1-Ethynyl-2,3,4,5-tetramethylruthenocene was prepared by the reaction of 1-formyl-2,3,4,5-tetramethylruthenocene with trimethylsilyldiazomethyllithium and also by the reaction of 1-(2′,2′-dichlorovinyl)-2,3,4,5-tetramethylruthenocene, which was obtained from the reaction of 1-formyl-2,3,4,5-tetramethylruthenocene with Li di-Et dichloromethylphosphonate and t-BuLi in good yield. 1-Ethynyl-2,3,4,5-tetramethylruthenocene reacted with RuClP₂L (P₂ = 2 PPh₃ or dppe; L = η-C₅H₅, η-C₅Me₅, or η⁵-C₉H₇) in the presence of NH₄PF₆ or AgBF₄, followed by column chromatog. on deactivated Al₂O₃, to give Ru(CCRc’)P₂L in moderate or good yields. Ru(CCRc)P₂(η⁵-C₉H₇) and Ru(CCRc^*)P₂(η⁵-C₉H₇) were similarly prepared (Rc, Rc’, and Rc^* are ruthenocenyl, 2,3,4,5-tetramethylruthenocenyl, and 1′,2′,3′,4′,5′-pentamethylruthenocenyl, resp.). The structures of Ru(CCRc’)(dppe)(PPh₃)₂(η-C₅H₅), Ru(CCRc)(dppe)(η⁵-C₉H₇), and Ru(CCRc’)(dppe)(η⁵-C₉H₇) were determined by x-ray anal. Cyclic voltammetry of the acetylide complexes showed two well-separated quasi-reversible waves. Chem. oxidation of Ru(II) 2,3,4,5-tetramethylruthenocenylacetylide complexes gave products whose stability was dependent on the ligand on the Ru(II) moiety. The ¹³C NMR spectrum of the oxidized species isolated as stable crystals confirmed the structural rearrangement of the bridging acetylide ligand to a μ-η⁶:η¹-[(cyclopentadienylidene)ethylidene] ligand. The structure of [(η-C₅H₅)Ru(μ-η⁶:η¹-C₅Me₄:C:C)Ru(dppe)(η⁵-C₅Me₅)](BF₄)₂ was determined by x-ray anal.

Organometallics 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, COA of Formula: C5H10Cl3O3P.

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

Darses, Benjamin published the artcileAsymmetric synthesis of amines through rhodium-catalyzed C-H amination with sulfonimidoylnitrenes, Quality Control of 7080-50-4, the publication is Synthesis (2013), 45(15), 2079-2087, database is CAplus.

An efficient asym. C-H amination of benzylic and allylic substrates, as well as of adamantane derivatives, through catalytic C-H insertion of a chiral nitrene is reported. The reaction involves a chiral rhodium(II) complex, an iodine(III) oxidant, and a sulfonimidamide as a nitrene precursor. Exptl. protocols for the preparation of the reagents and the catalytic nitrene are provided. The C-H amination can provide the corresponding amino derivatives on a gram scale. Various methods for the cleavage of the sulfonimidoyl group to give the corresponding tert-butoxycarbonyl- or acetyl-protected optically pure amines are also described.

Synthesis 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, Quality Control of 7080-50-4.

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

Watanabe, Hitoshi published the artcileSynthesis and pharmacological evaluation of 11-(1,6-dimethyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepines with clozapine-like receptor occupancy at dopamine D₁/D₂ receptor, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(21), 127563, database is CAplus and MEDLINE.

Clozapine-like compound without agranulocytosis risk is need to cure the treatment resistant schizophrenia (TRS). We discovered I as Clozapine-like dopamine D₂/D₁ receptor selectivity and improved reactive metabolites formation profile by the modification of piperazine moiety in Clozapine. The optimization of I gave compound II to be best compound (approx. 10-fold stronger affinity for D₂/D₁ receptor and similar D₂/D₁ selectivity ratio with Clozapine). Clozapine-like D₂/D₁ receptor occupancy profile was proved by in vivo evaluation. In addition, the reactive metabolites derived agranulocytosis risk of compound II was considered to be lower than Clozapine. The pharmacol. detail of compound II is being investigated to develop it for TRS treatment.

Bioorganic & 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 C9H10O4, Category: chlorides-buliding-blocks.

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

Watanabe, Hitoshi published the artcileIdentification of 2-fluoro-8-methyl-11-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepine with clozapine-like mixed activities at muscarinic acetylcholine, dopamine, and serotonin receptors, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127911, database is CAplus and MEDLINE.

Identification of 2-fluoro-8-methyl-11-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepine with clozapine-like mixed activities at muscarinic acetylcholine, dopamine, and serotonin receptors. We hypothesized that brain penetration of NDMC differed from individual to individual, and highly permeable individuals may be responders, leading to M1 agonism. In order to demonstrate the Clozapine M1-hypothesis, we considered the following profile to be required: (i) robust M1 agonism, (ii) clozapine-like binding affinity toward various GPCRs, (iii) diminish or reduce reactive metabolite for-mation, (iv) no or weak M3 agonism, and (v) high brain permeability.

Bioorganic & 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 C9H4F6O, Category: chlorides-buliding-blocks.

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

Davidson, R. Stephen published the artcileThe efficiency of reaction between reactive fluorescent whitening agents and wool, Application In Synthesis of 18791-02-1, the publication is Journal of the Society of Dyers and Colourists (1988), 104(2), 86-93, database is CAplus.

Three potential fluorescent whitening agents (I; R = A, COCH₂Cl, or COCBr:CH₂) containing halogen atoms which intramol. quench fluorescence were prepared and applied to wool serge by 4 different methods to evaluate the effect of method of application on the extent to which bonds are established. The particular pad-batch method of application exerted considerable influence on the extent of covalent reaction between the wool and reactive fluorescent whitener. Complete displacement of all halogen atoms by nucleophilic groups in wool did not occur when the fluorescent whiteners were applied by cold pad-batch methods. Treatment with morpholine, Na₂CO₃, or water was necessary to develop the full potential fluorescence yield of whitener on the fabric. No fluorescence was observed when com. fluorescent whiteners, e.g., Photine HV and Blankophor BA, were applied to brominated wool, confirming that the presence of halogen atoms leads to fluorescence quenching via the heavy atom effect. The fluorescence of the whiteners was restored when the brominated fabrics were subjected to a reduction treatment. Application of the whiteners by exhaustion, with thiourea present in the liquor, at high temperatures always produced strongly fluorescent fabrics, implying that the halogen atoms were completely displaced using this application method. It is not yet possible to state whether reactions leading to covalent bonds with the fiber or hydrolysis are occurring.

Journal of the Society of Dyers and Colourists 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 In Synthesis of 18791-02-1.

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

Liu, Gang published the artcileDiscovery of Novel Macrocyclic Hedgehog Pathway Inhibitors Acting by Suppressing the Gli-Mediated Transcription, Computed Properties of 21286-54-4, the publication is Journal of Medicinal Chemistry (2017), 60(19), 8218-8245, database is CAplus and MEDLINE.

A systemic medicinal chem. campaign was conducted based on a literature hit compound I bearing the 4,5-dihydro-2H-benzo[b][1,5]oxazocin-6(3H)-one core through cyclization of two side substituents of the bicyclic skeleton combined with N-atom walking or ring walking and the central ring expansion or extraction approaches, leading to several series of structurally unique tricyclic compounds Among these, compound II was identified as the most potent against the Hedgehog (Hh) signaling pathway showing an IC₅₀ value of 23 nM. Mechanism studies indicated that compound II inhibited the Hh signaling pathway by suppressing the expression of the transcriptional factors Gli rather than by interrupting the binding of Gli with DNA. We further observed that II was equally potent against both Smo wild type and the two major resistant mutants (Smo D473H and Smo W535L). It potently inhibited the proliferation of medulloblastoma cells and showed significant tumor growth inhibition in the ptch± ;p53-/- medulloblastoma allograft mice model. Though more studies are needed to clarify the precise interaction pattern of II with Gli, its promising in vitro and in vivo properties encourage further profiling as a new-generation Hh signaling inhibitor to treat tumors primarily or secondarily resistant to current Smo inhibitors.

Journal of Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Computed Properties of 21286-54-4.

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