Tag: M.W=150-200

Gleave, Robert J. published the artcileSynthesis and evaluation of 3-amino-6-aryl-pyridazines as selective CB₂ agonists for the treatment of inflammatory pain, Name: 2-Chloro-4-methylphenylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(2), 465-468, database is CAplus and MEDLINE.

A series of 3-amino-6-aryl-pyridazines have been identified as CB₂ agonists with high efficacy and selectivity against the CB₁ receptor. Details of the investigation of structure-activity relationships (SAR) are disclosed, which led to the identification of pyridazine analog I, a compound with high potency in an in vivo model of inflammatory pain.

Bioorganic & Medicinal Chemistry Letters published new progress about 145349-62-8. 145349-62-8 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids, name is 2-Chloro-4-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Name: 2-Chloro-4-methylphenylboronic acid.

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

McDermott, Todd S. published the artcileDevelopment of a Scalable Synthesis of Dipeptidyl Peptidase-4 Inhibitor ABT-279, Computed Properties of 6313-54-8, the publication is Organic Process Research & Development (2009), 13(6), 1145-1155, database is CAplus.

A convergent, scalable synthesis of dipeptidyl peptidase-4 inhibitor, ABT-279 (I), was developed and demonstrated on multikilogram scale. The cis-2,5-disubstituted pyrrolidine was generated by cyclization of a Boc-amine onto an alkynyl ketone followed by stereospecific reduction of the resulting acyliminium intermediate. The amine coupling partner was prepared by a novel Hofmann rearrangement promoted by 1,3-dibromo-5,5-dimethylhydantoin. The final product was isolated as the L-malic acid salt. The scale-up campaign consisted of 15 steps and delivered 42 kg of ABT-279 in 14% overall yield. A second-generation synthesis that addresses some of the issues encountered during scale-up was developed and demonstrated on kilogram scale.

Organic Process Research & Development 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, Computed Properties of 6313-54-8.

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

Favalli, Nicholas published the artcileLarge screening of DNA-compatible reaction conditions for Suzuki and Sonogashira cross-coupling reactions and for reverse amide bond formation, SDS of cas: 209919-30-2, the publication is Bioorganic & Medicinal Chemistry (2021), 116206, database is CAplus and MEDLINE.

Progress in DNA-encoded chem. library synthesis and screening crucially relies on the availability of DNA-compatible reactions, which proceed with high yields and excellent purity for a large number of possible building blocks. In the past, exptl. conditions have been presented for the execution of Suzuki and Sonogashira cross-coupling reactions on-DNA. In this article, our aim was to optimize Suzuki and Sonogashira reactions, comparing our results to previously published procedures. We have tested the performance of improved conditions using 606 building blocks (including boronic acids, pinacol boranes and terminal alkynes), achieving >70% conversion for 84% of the tested mols. Moreover, we describe efficient exptl. conditions for the on-DNA synthesis of amide bonds, starting from DNA derivatives carrying a carboxylic acid moiety and 300 primary, secondary and aromatic amines, as amide bonds are frequently found in DNA-encoded chem. libraries thanks to their excellent DNA compatibility.

Bioorganic & Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, SDS of cas: 209919-30-2.

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

Favalli, Nicholas published the artcileLarge screening of DNA-compatible reaction conditions for Suzuki and Sonogashira cross-coupling reactions and for reverse amide bond formation, Quality Control of 871332-95-5, the publication is Bioorganic & Medicinal Chemistry (2021), 116206, database is CAplus and MEDLINE.

Progress in DNA-encoded chem. library synthesis and screening crucially relies on the availability of DNA-compatible reactions, which proceed with high yields and excellent purity for a large number of possible building blocks. In the past, exptl. conditions have been presented for the execution of Suzuki and Sonogashira cross-coupling reactions on-DNA. In this article, our aim was to optimize Suzuki and Sonogashira reactions, comparing our results to previously published procedures. We have tested the performance of improved conditions using 606 building blocks (including boronic acids, pinacol boranes and terminal alkynes), achieving >70% conversion for 84% of the tested mols. Moreover, we describe efficient exptl. conditions for the on-DNA synthesis of amide bonds, starting from DNA derivatives carrying a carboxylic acid moiety and 300 primary, secondary and aromatic amines, as amide bonds are frequently found in DNA-encoded chem. libraries thanks to their excellent DNA compatibility.

Bioorganic & Medicinal Chemistry published new progress about 871332-95-5. 871332-95-5 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (4-Chloro-3-cyanophenyl)boronic acid, and the molecular formula is C7H5BClNO2, Quality Control of 871332-95-5.

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

Lippa, Rhys A. published the artcileSynthesis of Arylethylamines via C(sp³)-C(sp³) Palladium-Catalyzed Cross-Coupling, Category: chlorides-buliding-blocks, the publication is Journal of Organic Chemistry (2021), 86(4), 3583-3604, database is CAplus and MEDLINE.

Herein, the synthesis of arylethylamine scaffolds was reported via palladium-catalyzed C(sp³)-C(sp³) coupling between (chloromethyl)aryls and air-/moisture-stable N,N-dialkylaminomethyltrifluoroborate salts. Rapid hit identification was achieved using microscale high-throughput experimentation and was followed by millimolar-scale reaction parameter optimization. A range of structurally and electronically varied arylethylamine products were obtained in moderate to excellent yields (27-96%). The reaction mechanism was proposed to proceed via formation of a trialkylbenzylammonium species prior to oxidative addition

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, Category: chlorides-buliding-blocks.

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

Ruel, Odile published the artcilePreparation and thermal properties of N-alkylideneethenesulfenamides, Computed Properties of 1002-41-1, the publication is Synthetic Communications (1990), 20(14), 2151-64, database is CAplus.

Reaction of ClCH₂CH₂SSO₂C₆H₄Me-4 with LiN(SiMe₃)₂ in THF followed by hydrolysis afforded 78% N,N-bis(trimethylsilyl)ethenesulfenamide CH₂:CHSN(SiMe₃)₂ (I). Reaction of R¹COR² [R¹ = Ph, hexyl, R² = H; R¹ = R² = Pr; R¹ = Ph, R² = Me; R¹R² = (CH₂)₅, (CH₂)₆, (CH₂)₂CHCMe(CH₂)₂] with I in the presence of Bu₄NF gave N-alkylideneethenesulfenamides R¹CR²:NSCH:CH₂ (II) in 40-81% yields. Heating II [R¹R² = (CH₂)₅; R¹ = Ph, R² = Me] in 1,2-diethoxyethane gave 40-60% pyrroles III.

Synthetic Communications 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, Computed Properties of 1002-41-1.

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

Hawad, Hacan published the artcileDeprotonation of pyridine carboxamides using lithium magnesates bases, Related Products of chlorides-buliding-blocks, the publication is Tetrahedron (2008), 64(14), 3236-3245, database is CAplus.

Regioselective deprotonation of N-methyl- and tert-butylpyridine carboxamides using lithium magnesates bases was achieved at room temperature avoiding nucleophilic addition on the pyridine mol. and auto-condensation of the arylmetal intermediates on the amide group was described. The hydrogen-magnesium exchange was evidenced using ¹H NMR spectroscopy at room temperature and the reactivity of the lithium 2-, 3- and 4-carboxamidopyridinylmagnesiates complexes towards electrophiles and in cross-coupling reactions was studied.

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, Related Products of chlorides-buliding-blocks.

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

Guay, Daniel published the artcileSynthesis and SAR of pyrimidine-based, non-nucleotide P2Y₁₄ receptor antagonists, SDS of cas: 209919-30-2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(10), 2832-2835, database is CAplus and MEDLINE.

A weak antagonist of the pyrimidinergic receptor P2Y₁₄ containing a dihydropyridopyrimidine core was identified through high-throughput screening. Subsequent optimization led to potent, non-UTP competitive antagonists and represent the first reported non-nucleotide antagonists of this receptor. Dihydropyridopyrimidine I was identified as a 10 nM P2Y₁₄ antagonist with good oral bioavailability and provided sufficient exposure in mice to be used as a tool for future in vivo studies.

Bioorganic & Medicinal Chemistry Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, SDS of cas: 209919-30-2.

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

Ruiz, Patricia published the artcilePrediction of acute mammalian toxicity using QSAR methods: a case study of Sulfur Mustard and its breakdown products, Application In Synthesis of 1002-41-1, the publication is Molecules (2012), 8982-9001, database is CAplus and MEDLINE.

Predicting toxicity quant., using Quant. Structure Activity Relationships (QSAR), has matured over recent years to the point that the predictions can be used to help identify missing comparison values in a substance’s database. In this manuscript we investigate using the LD that kills 50% of a test population (the LD₅₀) for determining relative toxicity of a number of substances. In general, the smaller the LD₅₀ value, the more toxic the chem., and the larger the LD₅₀ value, the lower the toxicity. When systemic toxicity and other specific toxicity data are unavailable for the chem.(s) of interest, during emergency responses, LD₅₀ values may be employed to determine the relative toxicity of a series of chems. In the present study, a group of chem. warfare agents and their breakdown products were evaluated using 4 available rat oral QSAR LD₅₀ models. The QSAR anal. shows that the breakdown products of Sulfur Mustard (HD) are predicted to be less toxic than the parent compound as well as other known breakdown products that have known toxicities. The QSAR estimated break down products LD₅₀ values ranged from 299 mg/kg to 5,764 mg/kg. This evaluation allows for the ranking and toxicity estimation of compounds for which little toxicity information existed; thus leading to better risk decision making in the field.

Molecules 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, Application In Synthesis of 1002-41-1.

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

Kawakita, Youichi published the artcileDesign and Synthesis of Pyrrolo[3,2-d]pyrimidine Human Epidermal Growth Factor Receptor 2 (HER2)/Epidermal Growth Factor Receptor (EGFR) Dual Inhibitors: Exploration of Novel Back-Pocket Binders, COA of Formula: C6H3ClFNO2, the publication is Journal of Medicinal Chemistry (2012), 55(8), 3975-3991, database is CAplus and MEDLINE.

To develop novel human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) kinase inhibitors, we explored pyrrolo[3,2-d]pyrimidine derivatives bearing bicyclic fused rings designed to fit the back pocket of the HER2/EGFR proteins. Among them, the 1,2-benzisothiazole ring was selected as a suitable back pocket binder because of its potent HER2/EGFR binding and cell growth inhibitory (GI) activities and pseudoirreversibility (PI) profile as well as good bioavailability (BA). Ultimately, we arrived at our preclin. candidate I by optimization of the N-5 side chain to improve CYP inhibition and metabolic stability profiles without a loss of potency (HER2/EGFR inhibitory activity, IC₅₀, 0.98/2.5 nM; and GI activity BT-474 cells, GI₅₀, 2.0 nM). Reflecting the strong in vitro activities, I exhibited potent tumor regressive efficacy against both HER2- and EGFR-overexpressing tumor (4-1ST and CAL27) xenograft models in mice at oral doses of 50 mg/kg and 100 mg/kg.

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, COA of Formula: C6H3ClFNO2.

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