Tag: M.W=150-200

Kumar, Gupta Girish published the artcileIsolation of 4-hydroxythiazoline. A solid phase study in Hantzsch thiazole reaction, Computed Properties of 3696-23-9, the publication is Research Journal of Chemistry and Environment (2014), 18(2), 38-44, database is CAplus.

A simple, efficient and rapid practical procedure for the preparation of various thiazole derivatives was developed. The present protocol offered the solid phase reaction of various α-bromo ketones with a wide variety of thioamides/thioureas in the presence of Na₂CO₃ at room temperature (within 3-5 min). More specifically, it also provided an excellent synthetic route to 2-(pyrazol-1-yl)thiazole derivatives that can not be prepared easily using solvent or acidic conditions mediated Hantzsch thiazole reaction due to the exclusive formation of thiocyanatoketones. Increase in amount of solid catalyst led to the formation of 4-hydroxythiazole, a cyclic intermediate which is formed in Hantzsch thiazole reaction. In conclusion, reaction could be stopped either at intermediate state or was directed towards thiazole formation by changing the amount of base.

Research Journal of Chemistry and Environment 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 C7H7ClN2S, Computed Properties of 3696-23-9.

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

Asano, Shigehiro published the artcileSuzuki-Miyaura cross-coupling reaction of aryl and heteroaryl pinacol boronates for the synthesis of 2-substituted pyrimidines, Application In Synthesis of 6313-54-8, the publication is Tetrahedron (2012), 68(1), 272-279, database is CAplus.

Suzuki-Miyaura cross-coupling reaction with 2-heteroarylboronic acids is generally challenging due to easy decomposition of these acids. To overcome this problem, we developed a coupling method that uses 2-heteroaryl pinacol boronates in the presence of 1.0 mol % Pd(OAc)₂ and 2.0 mol % S-Phos with 4 equiv amount of LiOH in dioxane and H₂O at 80 °C for 30 min. This developed method allowed for the synthesis of a wide variety of 2-heteroaryl pyrimidines from 2-chloropyrimidyl derivatives in high yields, and is also useful in the preparation of various biaryl derivatives from heteroaryl chlorides.

Tetrahedron 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, Application In Synthesis of 6313-54-8.

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

Cho, Yeon Seok published the artcileNovel Phosphonium Chloride-Catalyzed Dehydrohalogenative Si-C Coupling Reaction of Alkyl Halides with Trichlorosilane, Application of Dichloro(hexyl)(methyl)silane, the publication is Journal of the American Chemical Society (2001), 123(23), 5584-5585, database is CAplus and MEDLINE.

The authors describe a novel catalytic approach to the coupling of both activated and nonactivated alkyl halides with both trichlorosilane and methyldichlorosilane using phosphonium salts as the catalysts. This synthetic approach will now enable the efficient, high-yield synthesis of a wide range of functionalized organosilicon compounds that were previously unavailable by simple means. Thus, RCl (R = CH₂C₆H₄X-p, X = H, F, MeO; CH₂HC:CHX, X = H, (Z)-Me; n-C_nH_2n+1, n = 6, 8, 12, 18; TMS(CH₂)_n, n = 1, 3) when coupled with HSiCl₃ in presence catalytic amounts of phosphonium salts [R¹₄P]Cl (R¹₄ = Bu₄, (PhCH₂)Bu₃) gave RSiCl₃ (R = same as above) in 72-96% yields. The extension of the coupling reaction to other alkyl halides such as secondary and tertiary alkyl halides is currently being studied.

Journal of the American Chemical Society 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 C7H16Cl2Si, Application of Dichloro(hexyl)(methyl)silane.

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

Sachin, L. Sai published the artcileMass spectral studies on vinylic degradation products of sulfur mustards under gas chromatography/mass spectrometry conditions, Synthetic Route of 1002-41-1, the publication is European Journal of Mass Spectrometry (2015), 21(6), 791-800, database is CAplus and MEDLINE.

Sulfur mustards are a class of vesicant chem. warfare agents that rapidly degrade in environmental samples. The most feasible degradation products of sulfur mustards are chloroethyl vinylic compounds and divinylic compounds, which are formed by the elimination of one and two HCl mols. from sulfur mustards, resp. The detection and characterization of these degradation products in environmental samples are an important proof for the verification of sulfur mustard usage. In this study, we synthesized a set of sulfur mustard degradation products, i.e., divinylic compounds (1-7) and chloroethyl vinylic compounds (8-14), and characterized using gas chromatog./mass spectrometry (GC/MS) under electron ionization (EI) and chem. ionization (CI) (methane) conditions. The EI mass spectra of the studied compounds mainly included the fragment ions that resulted from homolytic cleavages with or without hydrogen migrations. The divinylic compounds (1-7) showed [M-SH]+ ions, whereas the chloroethylvinyl compounds (8-14) showed [M-Cl]+ and [M-CH2CH2Cl]+ ions. Methane/CI mass spectra showed [M+H]+ ions and provided mol. weight information. The GC retention index (RI) values were also calculated for the studied compounds The EI and CI mass spectral data together with RI values are extremely useful for off-site anal. for the verification of the chem. weapons convention and also to participate in official Organization for the Prohibition of Chem. Weapons proficiency tests.

European Journal of Mass Spectrometry 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 C4H8Cl2S2, Synthetic Route of 1002-41-1.

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

Ahn, Ki Chang published the artcileAn Immunoassay To Evaluate Human/Environmental Exposure to the Antimicrobial Triclocarban, Recommanded Product: 3-Chloro-4-fluoronitrobenzene, the publication is Environmental Science & Technology (2012), 46(1), 374-381, database is CAplus and MEDLINE.

A sensitive, competitive indirect ELISA for the detection of the antimicrobial triclocarban (TCC) was developed. The haptens were synthesized by derivatizing the para position of a Ph moiety of TCC. The rabbit antisera were screened and the combination of antiserum 1648 and a heterologous competitive hapten containing a piperidine was further characterized. The IC₅₀ and detection range for TCC in buffer were 0.70 and 0.13-3.60 ng/mL, resp. The assay was selective for TCC, providing only low cross-reactivity to TCC-related compounds and its major metabolites except for the closely related antimicrobial 3-trifluoromethyl-4,4′-dichlorocarbanilide. A liquid-liquid extraction for sample preparation of human body fluids resulted in an assay that measured low part per billion levels of TCC in small volumes of the samples. The limits of quantification of TCC were 5 ng/mL in blood/serum and 10 ng/mL in urine, resp. TCC in human urine was largely the N- or N’-glucuronide. TCC concentrations of biosolids measured by the ELISA were similar to those determined by LC-MS/MS. This immunoassay can be used as a rapid, inexpensive, and convenient tool to aid researchers monitoring human/environmental exposure to TCC to better understand the health effects.

Environmental Science & Technology 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, Recommanded Product: 3-Chloro-4-fluoronitrobenzene.

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

Liu, Hongtao published the artcileIdentification of N-benzothiazolyl-2-benzenesulfonamides as novel ABCA1 expression upregulators, Category: chlorides-buliding-blocks, the publication is RSC Medicinal Chemistry (2020), 11(3), 411-418, database is CAplus and MEDLINE.

ATP binding cassette transporter A1 (ABCA1) is a critical transporter that mediates cellular cholesterol efflux from macrophages to apolipoprotein A-I (ApoA-I). Therefore, increasing the expression level of ABCA1 is anti-atherogenic and ABCA1 expression upregulators have become novel choices for atherosclerosis treatment. In this study, a series of N-benzothiazolyl-2-benzenesulfonamides, based on the structure of WY06 discovered in our laboratory, were designed and synthesized as novel ABCA1 expression upregulators. Based on an in vitro ABCA1 upregulatory cell model, ABCA1 upregulation of target compounds was evaluated. Compounds 6c, 6d, and 6i have good upregulated ABCA1 expression activities, with EC₅₀ values of 0.97, 0.37, and 0.41μM, resp. A preliminary structure-activity relationship is summarized. Replacing the methoxy group on the benzothiazole moiety of WY06 with a fluorine or chlorine atom and exchanging the ester group with a cyano group resulted in more potent ABCA1 upregulating activity. Moreover, compound 6i increased ABCA1 mRNA and protein expression and significantly promoted cholesterol efflux in RAW264.7 cells. In conclusion, N-benzothiazolyl-2-benzenesulfonamides were identified as novel ABCA1 expression upregulators.

RSC Medicinal 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 C7H7ClN2S, Category: chlorides-buliding-blocks.

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

Nan, Xiang published the artcileDesign, synthesis and evaluation of sulfonylurea-containing 4-phenoxyquinolines as highly selective c-Met kinase inhibitors, COA of Formula: C8H6ClF3, the publication is Bioorganic & Medicinal Chemistry (2019), 27(13), 2801-2812, database is CAplus and MEDLINE.

Deregulation of receptor tyrosine kinase c-Met has been reported in human cancers and is considered as an attractive target for small mol. drug discovery. In this study, a series of 4-phenoxyquinoline derivatives bearing sulfonylurea moiety were designed, synthesized and evaluated for their c-Met kinase inhibition and cytotoxicity against tested four cell lines in vitro. The pharmacol. data indicated that most of the tested compounds showed moderate to significant potency as compared with foretinib, with the most promising compound 13x (c-Met kinase IC₅₀ = 1.98 nM) demonstrated relatively good selectivity vs. 10 other tyrosine kinases and remarkable cytotoxicities against HT460, MKN-45, HT-29 and MDA-MB-231 with IC₅₀ values of 0.055 μM, 0.064 μM, 0.16 μM and 0.49 μM, resp. The preliminary structure activity relationships indicated that a sulfonylurea moiety as linker as well as mono-EGWs (such as R₁ = 4-F) on the terminal Ph rings contributed to the antitumor activity.

Bioorganic & 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, COA of Formula: C8H6ClF3.

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

Kormos, Chad M. published the artcileDiscovery of N-{4-[(3-Hydroxyphenyl)-3-methylpiperazin-1-yl]methyl-2-methylpropyl}-4-phenoxybenzamide Analogues as Selective Kappa Opioid Receptor Antagonists, Computed Properties of 33697-81-3, the publication is Journal of Medicinal Chemistry (2013), 56(11), 4551-4567, database is CAplus and MEDLINE.

There is continuing interest in the discovery and development of new κ opioid receptor antagonists. We recently reported that N-substituted 3-methyl-4-(3-hydroxyphenyl)piperazines were a new class of opioid receptor antagonists. In this study, we report the syntheses of two piperazine JDTic-like analogs. Evaluation of the two compounds in an in vitro [³⁵S]GTPγS binding assay showed that neither compound showed the high potency and κ opioid receptor selectivity of JDTic. A library of compounds was synthesized by amidation of compound I with com. available arylcarboxylic acids and tested for their ability to inhibit [³⁵S]GTPγS binding stimulated by the selective κ opioid agonist U69,593. These studies led to N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyl}-2-methylpropyl]-4-phenoxybenzamide (II), a compound that showed good κ opioid receptor antagonist properties. An SAR study based on II provided 28 novel analogs. Evaluation of these 28 compounds in the [³⁵S]GTPγS binding assay showed that several of the analogs were potent and selective κ opioid receptor antagonists.

Journal of 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, Computed Properties of 33697-81-3.

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

Raddatz, Peter published the artcileSubstrate analog renin inhibitors containing replacements of histidine in P₂ or isosteres of the amide bond between P₃ and P₂ sites, Related Products of chlorides-buliding-blocks, the publication is Journal of Medicinal Chemistry (1991), 34(11), 3267-80, database is CAplus and MEDLINE.

Title analogs, e.g. I [Boc = Me₃CO₂C; X = Gly, β-Ala, NH(CH₂)₃CO, Ala], II, and III [X¹ = COCH₂CH₂CO, (S)-CH(OH)CH₂CH₂CO, (R)-CH(OH)CH₂CH₂CO, COCH₂SCH₂CO, (S)-CH(OH)CH₂SCH₂CO, (R)-CH(OH)CH₂SCH₂CO, COCH₂SOCH₂CO, COCH₂SO₂CH₂CO], were prepared as renin inhibitors. Oral activity was achieved by incorporation of polar functionalities at the N-terminus of β-alanine-containing tetrapeptides.

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

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

Longwitz, Lars published the artcileOrganocatalytic Chlorination of Alcohols by P(III)/P(V) Redox Cycling, Synthetic Route of 939-99-1, the publication is Journal of Organic Chemistry (2019), 84(12), 7863-7870, database is CAplus and MEDLINE.

A catalytic system for the chlorination of alcs. under Appel conditions was developed. Benzotrichloride was used as a cheap and readily available chlorinating agent in combination with trioctylphosphine as the catalyst and phenylsilane as the terminal reductant. The reaction has several advantages over other variants of the Appel reaction, e.g., no addnl. solvent is required and the phosphine reagent was used only in catalytic amounts In total, 27 different primary, secondary, and tertiary alkyl chlorides were synthesized in yields up to 95%. Under optimized conditions, it was also possible to convert epoxides and an oxetane to the dichlorinated products.

Journal of Organic 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, Synthetic Route of 939-99-1.

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