Tag: M.W=150-200

Davis, Rohan A. published the artcileCarbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid, the publication is Bioorganic & Medicinal Chemistry (2010), 18(1), 14-18, database is CAplus and MEDLINE.

We have investigated the enzyme inhibition characteristics of a natural product (NP)-based phenolic library against a panel of human carbonic anhydrases (hCAs, EC 4.2.1.1) which included hCAs I and II (cytosolic) and hCA VA/VB (mitochondrial isoforms). Most of these compounds were weak, micromolar inhibitors of the two cytosolic hCAs (K _Is >10 μM) but showed good hCA VA/VB inhibitory activity with inhibition constants in the range of 70-125 nM. The selectivity ratios for inhibiting the mitochondrial over the cytosolic isoforms for these phenol derivatives were in the range of 120-3800, making them the most isoform-selective compounds for inhibiting hCA VA/VB known to date. The CA VA/VB enzymes are involved in biosynthetic processes such as gluconeogenesis, lipogenesis and ureagenesis, and no pharmacol. inhibitors with good selectivity are currently available. Thus the NP inhibitors identified during these studies are excellent leads for obtaining even more effective compounds that selectively target mitochondrial hCAs, and also have the potential to be used as tools for understanding the physiol. processes that are regulated by the two mitochondrial CA isoforms.

Bioorganic & Medicinal Chemistry 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, Recommanded Product: 3-Chloro-4-hydroxyphenylacetic acid.

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

Shen, Qionghua published the artcileSynthesis, Characterization, and Glass Transitions of Some Asymmetrically Substituted Poly(siloxanes), Safety of Dichloro(hexyl)(methyl)silane, the publication is Macromolecules (1997), 30(18), 5485-5489, database is CAplus.

A homologous series of poly(n-alkylmethylsiloxanes), [SiMe(R)O]_n, were prepared by cationic ring-opening polymerization (ROP) of cyclotrisiloxanes containing n-alkyl substituents, such as C₂H₅, n-C₃H₇, n-C₄H₉, n-C₅H₁₁, and n-C₆H₁₃, on the Si. The resultant polymers were characterized by NMR, GPC, and DSC measurements. All of these asym. substituted polymers were obtained in high mol. weight form and were found to have an atactic configuration. Their glass transitions were found to increase smoothly from Et to n-hexyl (i.e., -139, -120, -115, -111.9, and -108 °C, for Et to n-hexyl, resp.). These T_gs are much lower than those of the corresponding polyolefins, [C(H)(R)CH₂]_n. Moreover, in the case of these polyolefins, the T_gs decrease continuously from R = Me to n-hexyl. The calculated T_gs for the polysiloxanes that were obtained by using published empirical equations show the same general trend as the exptl. values.

Macromolecules published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C27H39ClN2, Safety of Dichloro(hexyl)(methyl)silane.

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

Mani, Ali R. published the artcileThe Metabolism and Dechlorination of Chlorotyrosine in Vivo, Related Products of chlorides-buliding-blocks, the publication is Journal of Biological Chemistry (2007), 282(40), 29114-29121, database is CAplus and MEDLINE.

During inflammation, neutrophil- and monocyte-derived myeloperoxidase catalyzes the formation of hypochlorous acid, which can chlorinate tyrosine residues in proteins to form chlorotyrosine. However, little is known of the metabolism and disposition of chlorotyrosine in vivo. Following infusion of deuterium-labeled [D₄]chlorotyrosine into Sprague-Dawley rats, the major urinary metabolites were identified by mass spectrometry. 3-Chloro-4-hydroxyphenylacetic acid was identified as the major chlorinated metabolite of chlorotyrosine and accounted for 3.6 ± 0.3% of infused [D₄]chlorotyrosine. The striking observation was that ∼40% (39 ± 1%) of infused [D₄]chlorotyrosine was dechlorinated and excreted in the urine as deuterated 4-hydroxyphenylacetic acid, a major metabolite of tyrosine. 1.1 ± 0.1% of infused [D₄]chlorotyrosine was excreted as [D₄]tyrosine. To determine whether protein-bound chlorotyrosine could undergo dechlorination, chlorinated albumin was incubated with liver homogenate from mutant rats, which did not synthesize albumin. There was ∼20% decrease in the chlorotyrosine content over 1 h. This study is the first to describe the dechlorination of chlorotyrosine as the major metabolic pathway to eliminate this modified amino acid in vivo.

Journal of Biological Chemistry 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, Related Products of chlorides-buliding-blocks.

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

Huerta, Pedro L. published the artcileSynthesis of various geometric and enantiomeric oxime O-(α- and β-methylcholinyl) ethers as potential anticholinergic agents, Quality Control of 4584-49-0, the publication is Journal of Pharmaceutical Sciences (1977), 66(8), 1120-4, database is CAplus and MEDLINE.

Various enantiomeric and geometric oxime O-(α- and β-methylcholinyl) ethers were prepared as potential anticholinergic agents. The synthesis, separation, resolution, and structural characterization of these compounds are reported. The 1st step of the synthetic pathway involved an oxime formation, with subsequent O-alkylation of the resp. oxime with 2-chloro-N,N-dimethylpropylamine hydrochloride. The separation of the α- and β-structural isomers utilized vacuum fractional distillation and/or column chromatog., and the resolution of the enantiomers was accomplished via the formation of tartrate diastereoisomers. A preliminary pharmacol. evaluation for anticholinergic activity was conducted using a rat ileum assay. Structure-activity relationships, including some stereochem. properties and antimuscarinic activity, are discussed.

Journal of Pharmaceutical Sciences 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, Quality Control of 4584-49-0.

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

Shi, Hai-Bo published the artcileSynthesis of 5-acetyl-2-arylamino-4-methylthiazole thiosemicarbazones under microwave irradiation and their in vitro anticancer activity, Synthetic Route of 3696-23-9, the publication is Journal of Chemical Research (2016), 40(2), 67-72, database is CAplus.

A series of 21 new tri- and tetra-cyclic thiosemicarbazone derivatives were prepared via the condensation of morpholine, piperazine or N-(4-methoxyphenyl)piperazine with seven Me hydrazine-carbodithioate derivatives of 5-acetyl-2-arylamino-4-methylthiazoles under microwave irradiation All compounds were tested for their cytotoxic activity in-vitro against human gastric, lung and breast cancer cell lines. The results showed that some of the compounds displayed moderate anticancer activity. The most potent compound, a morpholino-substituted analog, exhibited significant activity against human breast cancer cells.

Journal of Chemical Research 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 C12H13F2N3O4S, Synthetic Route of 3696-23-9.

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

Liu, Qiufeng published the artcileStructure-Guided Discovery of Novel, Potent, and Orally Bioavailable Inhibitors of Lipoprotein-Associated Phospholipase A2, Application of 3-Chloro-4-fluoronitrobenzene, the publication is Journal of Medicinal Chemistry (2017), 60(24), 10231-10244, database is CAplus and MEDLINE.

Lipoprotein-associated phospholipase A2 (Lp-PLA2) is a promising therapeutic target for atherosclerosis, Alzheimer’s disease, and diabetic macular edema. Here the authors report the identification of novel sulfonamide scaffold Lp-PLA2 inhibitors derived from a relatively weak fragment. Similarity searching on this fragment followed by mol. docking leads to the discovery of a micromolar inhibitor with a 300-fold potency improvement. Subsequently, by the application of a structure-guided design strategy, a successful hit-to-lead optimization was achieved and a number of Lp-PLA2 inhibitors with single-digit nanomolar potency were obtained. After preliminary evaluation of the properties of drug-likeness in vitro and in vivo, compound 37 (4-amino-N-(4-(4-chloro-3-(trifluoromethyl)phenoxy)-3-cyanophenyl)benzenesulfonamide) stands out from this congeneric series of inhibitors for good inhibitory activity and favorable oral bioavailability in male Sprague-Dawley rats, providing a quality candidate for further development. The present study thus clearly demonstrates the power and advantage of integrally employing fragment screening, crystal structures determination, virtual screening, and medicinal chem. in an efficient lead discovery project, providing a good example for structure-based drug design.

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, Application of 3-Chloro-4-fluoronitrobenzene.

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

Dong, Jinyun published the artcileDiscovery of heterocycle-containing α-naphthoflavone derivatives as water-soluble, highly potent and selective CYP1B1 inhibitors, COA of Formula: C6H4ClNO2, the publication is European Journal of Medicinal Chemistry (2021), 112895, database is CAplus and MEDLINE.

A set of forty-six 6,7,10-trimethoxy-α-naphthoflavone derivatives I [R = 2-furyl, 2-chloro-4-pyridyl, 5-bromo-2-pyridyl, etc.] was synthesized and screened against CYP1 enzymes, leading to the identification of fluorine-containing compound I [R = 5-bromo-2-pyridyl] as the most potent and selective CYP1B1 inhibitor (IC₅₀ value of 0.07 nM), being 84-fold more potent than that of the template mol. ANF. Alternatively, the amino-substituted derivative I [R = 4-amino-3-pyridyl] not only possessed a potent inhibitory effect on CYP1B1 (IC₅₀ value of 0.98 nM), but also had a substantially increased water solubility as compared with the lead ANF. The current study expanded the structural diversity of CYP1B1 inhibitors and compound I [R = 4-amino-3-pyridyl] could be considered as a promising starting point with great potential for further studies.

European 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, COA of Formula: C6H4ClNO2.

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

Wilson, G. Edwin Jr. published the artcileHalosulfonium salts. IX. Halogen-induced ring cleavages of 1,3-oxathiolanes, Formula: C4H8Cl2S2, the publication is Journal of Organic Chemistry (1976), 41(6), 966-8, database is CAplus.

Halogenation of the 2,2-disubstituted 1,3-oxathiolanes derived from benzophenone, diisopropyl ketone, and cycloheptanone provides a route to regenerate the ketone in good yield. For diisopropyl ketone addnl. products, Me2CHCOCMe2S(CH2)2R (R = Cl, Br), are obtained.

Journal of Organic Chemistry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C7H7BF2O3, Formula: C4H8Cl2S2.

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

Liao, Li-min published the artcileStructural characterization and acute toxicity simulation for nitroaromatic compounds, Name: 3-Chloro-4-fluoronitrobenzene, the publication is Chinese Journal of Structural Chemistry (2016), 35(3), 449-456, database is CAplus.

Three-dimensional holog. vector of at. interaction field (3D-HoVAIF) is used to characterize mol. structures of 45 nitroarom. compounds Two quant. structure-toxicity relationship (QSAR) models are built up by stepwise regression (SMR), multiple linear regression (MLR) and partial least-squares regression (PLS). The correlation coefficients (R) of the models are 0.960 and 0.961, resp. Then the models are evaluated by performing the cross-validation with the leave-one-out (LOO) procedure, and the correlation coefficients (R_CV) are 0.949 and 0.941, resp. The results show that the descriptors can successfully describe the structures of organic compounds The stability and predictability of the model are satisfactory.

Chinese Journal of Structural 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, Name: 3-Chloro-4-fluoronitrobenzene.

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

Xia, Zhenqiang published the artcileThe synthesis and bioactivity of pyrrolo[2,3-d]pyrimidine derivatives as tyrosine kinase inhibitors for NSCLC cells with EGFR mutations, Recommanded Product: 3-Chloro-4-fluoronitrobenzene, the publication is European Journal of Medicinal Chemistry (2021), 113711, database is CAplus and MEDLINE.

A series of pyrrolo[2,3-d]pyrimidine derivatives able to block mutant EGFR activity in a covalent manner were synthesized, through optimized Buchwald-Hartwig C-N cross coupling reactions. Their preliminary bioactivity and corresponding inhibitory mechanistic pathways were investigated at mol. and cellular levels. Several compounds exhibited increased biol. activity and enhanced selectivity compared to the control compound Notably, N-(3-((2-((3-amino-4-(4-methylpiperazin-1-yl)phenyl)amino)-7H-cyclopenta[d]pyrimidin-4-yl)oxy)phenyl)acrylamide selectively inhibits HCC827 cells harboring the EGFR activating mutation with up to 493-fold increased efficacy compared to in normal HBE cells. Augmented selectivity was also confirmed by kinase enzymic assay, with the test compound selectively inhibiting the T790 M activating mutant EGFRs (IC₅₀ values of 0.21 nM) with up to 104-fold potency compared to the wild-type EGFR (IC₅₀ values of 22 nM). Theor. simulations provided structural evidence of selective kinase inhibitory activity. Thus, this series of pyrrolo[2,3-d]pyrimidine derivatives could serve as a starting point for the development of new EGFR-TKIs.

European 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 C12H21NO7, Recommanded Product: 3-Chloro-4-fluoronitrobenzene.

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