71999-74-1

Usage

Uses

1. Pharmaceutical Industry:
Carbamic acid, (2-chloroethyl)-, 1,1-dimethylethyl ester (9CI) is used as a key intermediate compound in the preparation of neurotransmitter receptor agonists with antagonist potential. This application is significant because it helps in the development of drugs that can modulate the activity of neurotransmitter receptors, which play a crucial role in the nervous system.
2. Anticancer Applications:
In the field of oncology, Carbamic acid, (2-chloroethyl)-, 1,1-dimethylethyl ester (9CI) is utilized for the preparation of anti-cancer agents. Its chemical properties make it a valuable component in the synthesis of drugs that target cancer cells, potentially leading to the development of novel and effective treatments for various types of cancer.
3. Chemical Research:
Due to its unique chemical properties, Carbamic acid, (2-chloroethyl)-, 1,1-dimethylethyl ester (9CI) is also used in chemical research for the synthesis of various compounds and the study of their properties. This contributes to the advancement of knowledge in the field of chemistry and the potential discovery of new applications for Carbamic acid, (2-chloroethyl)-, 1,1-dimethylethyl ester (9CI).

InChI:InChI=1/C7H14ClNO2/c1-7(2,3)11-6(10)9-5-4-8/h4-5H2,1-3H3,(H,9,10)

Upstream product

• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 689-98-5 chloroethylamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 870-24-6 2-chloroethanamine hydrochloride 
• 107-09-5 2-bromoethylamine 

Downstream Products

• 156090-81-2 <2-<<(1,1-dimethylethoxy)carbonyl>amino>ethyl>hydrazine 
• 252263-98-2 3-[2-(tert-butoxycarbonylamino)ethoxy]benzonitrile 
• 210963-75-0 3-[2-(t-butoxycarbonylamino)ethoxy]-4-iodobenzonitrile 
• 156090-04-9 2-[2-(N-tert-butoxycarbonylamino)ethyl]-5-(p-toluenesulfonyloxy)-isoquino[8,7,6-cd]indazole-6(2H)-one 
• 898557-53-4 C₂₀H₁₃N₅O₃ 
• 1137851-26-3 tert-butyl [2-(5-{[methoxy(methyl)amino]carbonyl}-3-phenyl-1H-pyrazol-1-yl)ethyl]carbamate 
• 1430727-41-5 tert-butyl 3-(methylsulfonyl) pyrrolidine-1-carboxylate 
• 122684-33-7 methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate 
• 476493-40-0 3-cyanopyrrolidine-1-carboxylic acid tert-butyl ester 
• 942189-96-0 1-(tert-butyl) 3-methyl 3-fluoropyrrolidine-1,3-dicarboxylate 

Relevant academic research and scientific papers

Toward Enantiomerically Pure β-Seleno-α-amino Acids via Stereoselective Se-Michael Additions to Chiral Dehydroalanines

The first totally chemo- and diastereoselective 1,4-conjugate additions of Se-nucleophiles to a chiral bicyclic dehydroalanine (Dha) are described. The methodology is simple and does not require any catalyst, providing exceptional yields at room temperature, and involves the treatment of the corresponding diselenide compound with NaBH4 in the presence of the Dha. These Se-Michael additions provide an excellent channel for the synthesis of enantiomerically pure selenocysteine (Sec) derivatives, which pose high potential for chemical biology applications.

ALK5 INHIBITORS

The present disclosure provides inhibitors of activin receptor-like kinase 5 (ALK5). Also disclosed are methods to modulate the activity of ALK5 and methods of treatment of disorders mediated by ALK5.

Method for synthesizing lorcaserin intermediate p-chlorophenethylamine

The invention discloses a method for synthesizing a lorcaserin intermediate, namely p-chlorophenethylamine. The method is characterized in that p-chlorophenethylamine is prepared from p-halogen chlorobenzene and halogenated ethylamine under the action of a catalyst, and the reaction process comprises the following steps: 1) uniformly mixing halogenated ethylamine, a protecting agent, an alkali 1 and a solvent S1, stirring at 50-70 DEG C to perform a reaction for 6-8h, and filtering off solids so as to obtain a mixture M1; 2) under the protection of a protection gas, uniformly mixing p-halogenchlorobenzene, copper iodide, a solid alkali and a solvent S2, controlling a reaction temperature to 130-145 DEG C and reaction pressure to 3-5atm, stirring for 50-70min, dropping the mixture M1, controlling the reaction temperature to 150-170 DEG C and the reaction pressure to 5-7atm after dropping is completed, and carrying out a reaction for 1-2 so as to obtain a mixture M2; 3) putting a hydrochloric acid solution into the mixture M2, controlling the reaction temperature to 80-90 DEG C and t he reaction pressure to 2-3atm, and carrying out a reaction for 40-60min so as to obtain a mixture M3; and 4) putting an alkali 2 into the mixture M3 to adjust the pH value to 4, controlling the temperature to be less than 70 DEG C, cooling, leaving to stand and layer, washing an organic phase withwater, drying with a drying agent, and concentrating and evaporating off the solvents, thereby obtaining a product. The method is simple in operation, and no toxic substance is used.

Rapid Assembly of Saturated Nitrogen Heterocycles in One-Pot: Diazo-Heterocycle “Stitching” by N–H Insertion and Cyclization

Methods that provide rapid access to new heterocyclic structures in biologically relevant chemical space provide important opportunities in drug discovery. Here, a strategy is described for the preparation of 2,2-disubstituted azetidines, pyrrolidines, pi

Multifunctional donepezil analogues as cholinesterase and BACE1 inhibitors

A series of 22 donepezil analogues were synthesized through alkylation/benzylation and compared to donepezil and its 6-O-desmethyl adduct. All the compounds were found to be potent inhibitors of both acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), two enzymes responsible for the hydrolysis of the neurotransmitter acetylcholine in Alzheimer’s disease patient brains. Many of them displayed lower inhibitory concentrations of EeAChE (IC50 = 0.016 ± 0.001 μM to 0.23 ± 0.03 μM) and EfBChE (IC50 = 0.11 ± 0.01 μM to 1.3 ± 0.2 μM) than donepezil. One of the better compounds was tested against HsAChE and was found to be even more active than donepezil and inhibited HsAChE better than EeAChE. The analogues with the aromatic substituents were generally more potent than the ones with aliphatic substituents. Five of the analogues also inhibited the action of β-secretase (BACE1) enzyme.

Sustainable poly(ether amide)s from lignin-derived precursors

In recent years, there have been concerted efforts to replace petrochemical products with those from renewable sources due to the unsustainability of petroleum feedstock, and the continued volatility in the price. This work describes the synthesis and thermal properties of two new lignin-derived poly(ether-amide)s as alternative thermoplastics to petroleum-based commodities. Poly-4-(2-aminoethoxy)benzoate (PEAB) and poly-4-(2-aminoethoxy)-3-methoxybenzoate (PEAV) are synthesized by a melt polycondensation and characterized by 1H NMR spectroscopy and thermal analysis. The number average molecular weight (Mn) of the polymers are estimated from the 1H NMR spectroscopy analysis, and were shown to be 4100 and 12,000 g/mol for PEAB and PEAV respectively. The PEAB had a higher decomposition temperature (Td) as well as glass transition temperature (Tg) compared to PEAV; albeit, with a lower molecular weight. The polymers’ Td were in the range of 330 °C–380 °C and the Tg were between 100 °C and 120 °C. The thermal properties of the polymers are in the desirable range for thermoplastic materials used in the packaging, storage, and coating industries. Furthermore, the polymers are susceptible to degradation under acidic conditions in a short period; a property that is highly desirable for degradable polymers.

A chiral three teeth PNN ligand and its asymmetric hydrogenation reaction in the application of the

The invention discloses a chiral tridentate PNN ligand and application of the same in asymmetric hydrogenation and similar reactions. The tridentate nitrogen phosphine ligand disclosed in the invention has been the first reported nitrogen phosphine ligand containing chiral oxazoline so far and has been successfully applied to high-efficiency and high-selectivity hydrogenation and similar reactions of ketone and imine salts. Compared with other ligand, the ligand provided by the invention is simpler in synthetic route, higher in yield and environment-friendlier; moreover, the metal complex of the ligand shows better selectivity and a higher turn-over number in asymmetric hydrogenation. An iridium complex of the chiral tridentate PNN ligand has successfully realized asymmetric reduction of beta-ketone ester into beta-alcohol ester (which is a raw material for synthesis of molecular drugs duloxetine and atomoxetine), asymmetric hydrogenation of alpha-hydroxyacetophenone into alpha-hydroxyphenylethyl alcohol and asymmetric hydrogenation of acetophenone into phenylethyl alcohol, which is of important significance to production of the medical industry.

Synthesis of Heteroaryl ortho -Phenoxyethylamines via Suzuki Cross-Coupling: Easy Access to New Potential Scaffolds in Medicinal Chemistry

Heteroaryl ortho-phenoxyethylamines have been extensively employed in medicinal chemistry as privileged scaffolds for the design of highly potent and selective ligands. Herein an efficient, fast, and general method for the synthesis of heteroaryl phenoxyethylamines via Suzuki cross-coupling is reported. This approach offers the opportunity to obtain a large variety of biaryls incorporating five-membered (thiophene, furan, thiazole, pyrazole, imidazole) or six-membered (pyridine, pyrimidine) heteroaromatic rings for appropriate libraries of ligands. All the compounds presented here have never been synthesized before and a full structural characterization is given.

N-ALKYL-2-PHENOXYETHANAMINES, THEIR PREPARATION AND USE

The present invention provides a compound having the structure: (structurally represented) wherein R1, R2, R3, R4, and R5 are each independently H, halogen, CF3 or C1-C4 alkyl; R6 is alkyl; A is absent or present, and when present is -C(O)- or -C(O)NH-; B is substituted or unsubstituted monocycle, bicycle, heteromonocycle, heterobicycle, benzyl, CO2H or (C1-C4 alkyl)-CO2H, wherein when B is CO2H, then A is present and is -C(O)-, or a pharmaceutically acceptable salt thereof.

Novel anthranilic diamide insecticides: Design, synthesis, and insecticidal evaluation

Three series of new anthranilic diamide derivatives containing sulfide, N-cyanomethylsulfilimine, and N-cyanomethylsulfoximine groups were designed and synthesized by coupling the active substructures of anthranilic diamides and sulfoxaflor. The structures of the synthesized compounds were confirmed by infrared spectroscopy, 1H and 13C NMR, and elemental analysis. Several unique structural characteristics were revealed via the crystal structure analysis of compound N-(2-(2-methyl-2-(methylthio)propylcarbamoyl)-4-chloro-6-methylphenyl)-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 16e. Bioassay results indicated that most of the synthesized compounds showed superior insecticidal activities against Mythimna separata and Plutella xylostella when compared with the positive control cyantraniliprole. In particular, N-(2-(2-methyl-2-(N-cyanomethylsulfideimino)propylcarbamoyl)-4-chloro-6-methylphenyl)-3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 17e showed excellent insecticidal activity against Mythimna separata, with a mortality rate of 100% at a concentration of 1μgmL-1. These results indicated that sulfide, N-cyanomethylsulfilimine, and N-cyanomethylsulfoximine moieties, as important active substructures, could improve or maintain the activity of the anthranilic diamide and promote novel pesticide development.