Tag: M.W=150-200

Rhee, Hee-Kyung published the artcileSynthesis, cytotoxicity and topoisomerase II inhibitory activity of benzonaphthofurandiones, Name: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, the publication is Bulletin of the Korean Chemical Society (2011), 32(7), 2391-2396, database is CAplus.

Benzonaphthofurandiones containing 4 coplanar fused aromatic rings were synthesized and evaluated for their cytotoxicity against human cancer cell lines and for their inhibitory activity on topoisomerases. These benzonaphthofurandiones were prepared by condensation of 2,3-dichloronaphthoquinone and aromatic diols with base catalysts in alc. The synthesized compounds were O-alkylated with (dialkylamino)alkyl halides. The resulting hydroxy derivatives exhibited relatively potent cytotoxicity among the prepared compounds These compounds were evaluated as excellent inhibitors against topoisomerase II (topo II). Especially, a hydroxy analog with a branched Me side chain showed high cytotoxicity against cancer cell lines and good inhibitory activity on topo II.

Bulletin of the Korean Chemical Society 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, Name: 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride.

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

Huang, Hongbing published the artcileStructure- and property-based design of aminooxazoline xanthenes as selective, orally efficacious, and CNS penetrable BACE inhibitors for the treatment of Alzheimer’s disease, Recommanded Product: (5-Chloro-2-fluoro-4-methylphenyl)boronic acid, the publication is Journal of Medicinal Chemistry (2012), 55(21), 9156-9169, database is CAplus and MEDLINE.

A structure- and property-based drug design approach was employed to identify aminooxazoline xanthenes as potent and selective human β-secretase inhibitors. These compounds exhibited good isolated enzyme, cell potency, and selectivity against the structurally related aspartyl protease cathepsin D. Our efforts resulted in the identification of a potent, orally bioavailable CNS penetrant compound that exhibited in vivo efficacy. A single oral dose of compound (I) resulted in a significant reduction of CNS Aβ40 in naive rats.

Journal of Medicinal Chemistry published new progress about 1072952-42-1. 1072952-42-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (5-Chloro-2-fluoro-4-methylphenyl)boronic acid, and the molecular formula is C7H7BClFO2, Recommanded Product: (5-Chloro-2-fluoro-4-methylphenyl)boronic acid.

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

Poplawski, Sarah E. published the artcileIdentification of Selective and Potent Inhibitors of Fibroblast Activation Protein and Prolyl Oligopeptidase, Formula: C6H4ClNO2, the publication is Journal of Medicinal Chemistry (2013), 56(9), 3467-3477, database is CAplus and MEDLINE.

Fibroblast activation protein (FAP) is a serine protease selectively expressed on reactive stromal fibroblasts of epithelial carcinomas. It is widely believed to play a role in tumor invasion and metastasis and therefore to represent a potential new drug target for cancer. Investigation into its biol. function, however, has been hampered by the current unavailability of selective inhibitors. The challenge has been in identifying inhibitors that are selective for FAP over both the dipeptidyl peptidases (DPPs), with which it shares exopeptidase specificity, and prolyl oligopeptidase (PREP), with which it shares endopeptidase specificity. Here, we report the first potent FAP inhibitor with selectivity over both the DPPs and PREP, N-(pyridine-4-carbonyl)-d-Ala-boroPro (ARI-3099, I). We also report a similarly potent and selective PREP inhibitor, N-(pyridine-3-carbonyl)-Val-boroPro (ARI-3531, II). Both are boronic acid based inhibitors, demonstrating that high selectivity can be achieved using this electrophile. The inhibitors are stable, easy to synthesize, and should prove to be useful in helping to elucidate the biol. functions of these two unique and interesting enzymes, as well as their potential as drug targets.

Journal of Medicinal 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, Formula: C6H4ClNO2.

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

Chen, Hao published the artcileConformational Constrained 4-(1-Sulfonyl-3-indol)yl-2-phenylaminopyrimidine Derivatives as New Fourth-Generation Epidermal Growth Factor Receptor Inhibitors Targeting T790M/C797S Mutations, Safety of 3-Chloro-4-fluoronitrobenzene, the publication is Journal of Medicinal Chemistry (2022), 65(9), 6840-6858, database is CAplus and MEDLINE.

Tertiary C797S mutation of epidermal growth factor receptor (EGFR)-mediated resistance in non-small-cell-lung-cancer (NSCLC) patients is still an unmet clin. need. Several classes of ATP-competitive or allosteric EGFR^T790M/C797S inhibitors and degraders have been developed, but none of them have received approval from the regulatory agencies. Herein, we report the structure-based design of conformational constrained 4-(1-ethylsufonyl-3-indolyl)-2-phenylaminopyrimidines as new EGFR^T790M/C797S inhibitors by using a macrocyclization strategy. Representative compound 18j potently inhibited EGFR^{19del/T790M/C797S} and EGFR^{L858R/T790M/C797S} mutants with IC₅₀ values of 15.8 and 23.6 nM and suppressed Ba/F3-EGFR^{L858R/T790M/C797S} and Ba/F3-EGFR^{19del/T790M/C797S} cells with IC₅₀ values of 0.036 and 0.052 μM, resp., which is 10-20-fold more potent than brigatinib. 18j also potently inhibited the EGFR^{19del/T790M/C797S}-mutated PC-9-OR NSCLC cell proliferation with an IC₅₀ value of 0.644 μM but was less potent for parental Ba/F3 and A431 cells. This study provides a new lead compound for drug discovery to combat EGFR^C797S-mediated resistance in NSCLC patients.

Journal of Medicinal Chemistry published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, Safety of 3-Chloro-4-fluoronitrobenzene.

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

Liu, Kevin G. published the artcileIdentification of a series of PPARγ/δ dual agonists via solid-Phase parallel synthesis, Quality Control of 33697-81-3, the publication is Bioorganic & Medicinal Chemistry Letters (2001), 11(22), 2959-2962, database is CAplus and MEDLINE.

The authors have developed a general solid-phase synthesis for identification of PPAR (peroxisome proliferator-activated receptors) ligands. Synthesis of a 480-member library led to the identification of a potent PPARγ/δ dual agonist 23. Compound I showed good plasma exposure in rats and demonstrated antihyperglycemic and antihyperlipidemic efficacy in diabetic fatty Zucker rats. Compounds with PPARγ/δ dual activity may be useful in the treatment of metabolic syndrome X.

Bioorganic & Medicinal Chemistry Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Quality Control of 33697-81-3.

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

Dreas, Agnieszka published the artcileDiscovery of indazole-pyridinone derivatives as a novel class of potent and selective MNK1/2 kinase inhibitors that protecting against endotoxin-induced septic shock, Quality Control of 939-99-1, the publication is European Journal of Medicinal Chemistry (2021), 113057, database is CAplus and MEDLINE.

The mitogen-activated protein kinase (MAPK)-interacting kinases 1 and 2 (MNKs 1/2) and their downstream target eIF4E, play a role in oncogenic transformation, progression and metastasis. These results provided rationale for development of first MNKs inhibitors, currently in clin. trials for cancer treatment. Inhibitors of the MNKs/eIF4E pathway are also proposed as treatment strategy for inflammatory conditions. Here we present results of optimization of indazole-pyridinone derived MNK1/2 inhibitors among which compounds I and II, selective and metabolically stable derivatives Both compounds decreased levels of eIF4E Ser206 phosphorylation (pSer209-eIF4E) in MOLM16 cell line. When administered in mice compounds I and II significantly improved survival rates of animals in the endotoxin LD challenge model, with concomitant reduction of proinflammatory cytokine levels – TNFα and IL-6 in serum. Identified MNK1/2 inhibitors represent a novel class of immunomodulatory compounds with a potential for the treatment of inflammatory diseases including sepsis.

European Journal of Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Quality Control of 939-99-1.

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

Andersson, Lars published the artcilePreparation of 3-carboxy-N,N,N-trimethylpropanaminium chloride (γ-butyrobetaine hydrochloride), Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Synthesis (1981), 468-9, database is CAplus.

Me₃N⁺(CH₂)₃CO₂H Cl^– was prepared in 18% yield by treatment of Me₂N(CH₂)₃CO₂H with RNHC(OMe):NR (R = cyclohexyl) (I) followed by HCl. I was prepared from N,N‘-dicyclohexylcarbodiimide and MeOH with a CuCl catalyst.

Synthesis 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, Application of 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

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

Srikrishna, Devulapally published the artcilePEG-600 mediated one-pot reaction of 3-acetyl-2H-chromen-2-one with heterylthiols and phenylthioureas using tetrabutylammonium tribromide as an efficient green reagent, Application of 1-(4-Chlorophenyl)thiourea, the publication is New Journal of Chemistry (2017), 41(12), 5168-5175, database is CAplus.

A simple method for the one-pot reaction of 3-acetyl-2H-chromen-2-one with different heterylthiols and phenylthioureas under green conditions using tetrabutylammonium tribromide (TBATB) as an efficient reagent has been described. 3-Acetyl-2H-chromen-2-one was reacted with TBATB in acetic acid to give 3-(2-bromoacetyl)-2H-chromen-2-one. Poly(ethylene glycol) 600 (PEG-600) was found to be the effective solvent for this reaction. Thus, a one-pot reaction of equimolar amounts of 3-acetyl-2H-chromen-2-one, TBATB and heterylthiols or phenylthioureas, resulted in the formation of heterylthioacetylcoumarins I (X = NH, O, S) or coumarinylthiazoles II (Ar = C₆H₅, 4-FC₆H₄, 2-Cl-4-FC₆H₃, etc.), resp. The effect of the solvent on these reactions was studied. The merits of this preparation are the mild reaction conditions, easy workup, good yields and use of PEG-600 as a green reaction medium.

New Journal of Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C9H9NO, Application of 1-(4-Chlorophenyl)thiourea.

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

Kumar, Sourav published the artcilePyrazine Based Type-I Sensitizing Assemblies for Photoreduction of Cu(II) in ‘One-Pot Three-Component’ CuAAC Reaction Under Aerial Conditions, Category: chlorides-buliding-blocks, the publication is Chemistry – An Asian Journal (2021), 16(23), 3944-3950, database is CAplus and MEDLINE.

Photosensitizing assemblies of pyrazine derivative PDA have been developed which exhibit a high photostability, ‘lighted’ excited state, balanced redox potential, high transportation potential and activate oxygen via type-I pathway only. These PDA assemblies in combination with Cu(II) ions catalyze the CuAAC reaction via in situ reduction of Cu(II) ions without any reducing or stabilizing agent. The present protocol has wide substrate scope with recyclability of the catalytic system up to six catalytic cycles and is applicable to gram-scale synthesis.

Chemistry – An Asian Journal published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C8H6ClF3, Category: chlorides-buliding-blocks.

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

Singh, Rahul published the artcileSynthesis and exploration of configurational dynamics in equilibrating E/Z 2-aryliminothiazolidin-4-ones using NMR and estimation of thermodynamic parameters, Safety of 1-(4-Chlorophenyl)thiourea, the publication is New Journal of Chemistry (2022), 46(11), 5012-5025, database is CAplus.

In the present study, 2-aryliminothiazolidin-4-ones I [R¹ = H, OMe, NMe₂, NO₂; R² = H, Me, MeO, Cl, NO₂] were utilized as dynamic chem. systems, whose different states were modulated in a reversible fashion through specific chem. stimuli. The in-depth NMR investigation revealed that the magnitude of rotational energy barrier ΔG^{â€?/sup> was affected markedly by (1) the solvent polarity; (2) the electronic nature of the ring system present on the exocyclic CQN bond and (3) the temperature of the system. The derivatives of I exist in two isomeric forms at room temperature in DMSO-d₆: (2E,5Z,7E) (2Z,5Z,7E). The stereodynamics of the synthesized derivatives I were investigated using variable temperature dynamic 1H-NMR (VT DNMR). The ΔGâ€?/sup> values (â‰?5 kcal mol-1) estimated for the dynamic process depicted a significant barrier between two forms in solution at ambient temperature To go a step further, line shape anal. were also performed to get a clear understanding of the equilibration mechanism.}

New Journal of Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C17H16O2, Safety of 1-(4-Chlorophenyl)thiourea.

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