103041-38-9Relevant articles and documents
An analysis of structural, spectroscopic, quantum chemical and in silico studies of ethyl 3-[(pyridin-2-yl)amino]propanoate: A potential thrombin inhibitor
Pillai, Renjith Raveendran,Poojith, Nuthalapati,Potla, Krishna Murthy,Rani, Nannapaneni Usha,Rose, J. John,Suchetan, P. A.,Vankayalapati, Suneetha
, (2021)
In the present investigation, we report an analysis of the structural, spectroscopic characterization, reactivity parameters, topological studies, and molecular docking studies of the synthesized ethyl 3-[(pyridin-2-yl)amino]propanoate (abbreviated to EPYAPP), C10H14N2O2. The molecular and crystal structure was determined by using the single-crystal X-ray diffraction technique. The whole molecule is planar with r.m.s.d. of all the non-hydrogen atoms being 0.041(2) ?. Further, the dihedral angle between the planes of the aromatic ring and the side chain is 1.6(1)o. The crystal structure features a pair of N-H…N hydrogen-bonded dimers connected via two C-H…π (π electrons of the aromatic ring) interactions to form a two-dimensional zig-zag sheet propagating parallel to the bc plane. The qualitative and quantitative estimation of close contacts in the solid phase of the title compound was performed through the 3D-Hirshfeld surface analysis and 2D-finger print plots. The quantum chemical calculations of the EPYAPP compound were performed at DFT/B3LYP/6-311++G(d,p) method at the ground state in the gas phase. The detailed investigation of each vibrational wave number was carried out by using the VEDA4 package, and theoretical results showed an excellent mutual agreement with the experimental spectral data. The HOMO-LUMO orbital energy calculations, chemical reactivity descriptors, and natural bond orbital analysis were also performed. Prone reactive sites of the title compound have been identified by the molecular electrostatic surface potential and Fukui functions, which are mapped to the electron density surfaces. Hydrogen bond dissociation energies and bond dissociation energies for all other single bonds were further calculated for the EPYAPP molecule in order to examine the autoxidation mechanism and degradation properties. The title compound forms a stable complex with human alpha thrombin (PDB code: 1PPB) (binding energy -7.03 kcal/mol)) antagonist and could be a lead compound for developing new thrombin inhibitor or anti-thrombotic drugs.
Method for catalyzing amino protection by imidazole hydrochloride
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Paragraph 0039-0043, (2019/08/01)
The invention provides an amino protection method which realizes multi-substituted amino protection by using imidazole hydrochloric acid as an accelerator to push derivatives of primary amine, secondary amine and acrylamide to perform Michael addition at a relatively low temperature, wherein the imidazole hydrochloric acid promotes a carbon-nitrogen bond to crack back to the derivatives of primaryamine and acrylamide at a high temperature. The method provided by the invention is simple and economical, high in practicability, free of any other catalysts or additives, capable of protecting amino to have good functional group tolerance and excellent yield and purity, short in reaction time, free from harsh reaction conditions and suitable for industrial production.
Multi-substituted 4-methyl ester derivative of amino benzonitrile trunk and its preparation and use
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Paragraph 0096; 0099-0101, (2018/01/19)
The invention provides new ester derivatives with a general formula (I) shown in the specification of multi-substituted 4-methylamino-benzamidine or pharmaceutically acceptable salts, wherein A1, A2, A3 and A4 in the formula are as defined in the specification. The compounds have an anticoagulant effect and can be used for preparing medicaments for preventing and treating thromboembolic diseases.
