115309-57-4Relevant academic research and scientific papers
Kilogram synthesis of a second-generation LFA-1/ICAM inhibitor
Delmonte, Albert J.,Fan, Yu.,Girard, Kevin P.,Jones, Gregory S.,Waltermire, Robert E.,Rosso, Victor,Wang, Xuebao
, p. 64 - 72 (2011)
The process development and the kilogram-scale synthesis of BMS-688521 (1) are described. The synthesis features a highly efficient telescoped sequence which utilizes previously described spirocyclic hydantoin (4b) to produce the final intermediate via an
PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND THEIR USE
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Paragraph 0338-0339, (2021/09/26)
The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof: or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatmen
PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE
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Paragraph 0407-0408, (2021/09/26)
The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof: or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatment of diseases including heart ( e.g. ischemic heart disease, congestive heart failure, and valvular heart disease), lung (e.g., acute lung injury, pulmonary hypertension, pulmonary fibrosis, and chronic obstructive pulmonary disease), liver (e.g. acute liver failure and liver fibrosis and cirrhosis), and kidney (e.g. acute kidney injury and chronic kidney disease) disease.
PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE
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Paragraph 0339-0340; 0369-0370; 0563-0564, (2021/09/26)
The present invention provides, in part, novel small molecule inhibitors of PHD, having a structure according to Formula (A), and sub-formulas thereof, or a pharmaceutically acceptable salt thereof. The compounds provided herein can be useful for treatmen
Synthetic method for 1-(ethoxycarbonyl)imidazo[1,5]pyridine-6-carboxylic acid
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Paragraph 0007, (2019/10/01)
The invention relates to a synthetic method for 1-(ethoxycarbonyl)imidazo[1,5]pyridine-6-carboxylic acid, and mainly solves the technical problem that a current method is not suitable for industrial synthesis. The method comprises the following three steps: step 1, firstly performing a reaction on a compound 1 and di-tert-butyl dicarbonate in solvent tetrahydrofuran under the action of 4-dimethylaminopyridine to obtain a compound 2; step2, performing a reaction on the compound 2 and ethyl cyanoacetate in solvent N,N-dimethylformamide under the action of cesium carbonate to obtain a compound 3;and step 3, performing a reaction on the compound 3 under the action of hydrochloric acid-ethyl acetate to obtain the 1-(ethoxycarbonyl)imidazo[1,5]pyridine-6-carboxylic acid. The reaction formula isshown in the description.
CEREBLON LIGANDS AND BIFUNCTIONAL COMPOUNDS COMPRISING THE SAME
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Paragraph 0897; 0909; 0910; 0911; 0912; 0913; 0914, (2018/08/20)
The description relates to cereblon E3 ligase binding compounds, including bifunctional compounds comprising the same, which find utility as modulators of targeted ubiquitination, especially inhibitors of a variety of polypeptides and other proteins which are degraded and/or otherwise inhibited by bifunctional compounds according to the present disclosure. In particular, the description provides compounds, which contain on one end a ligand which binds to the cereblon E3 ubiquitin ligase and on the other end a moiety which binds a target protein such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of that protein. Compounds can be synthesized that exhibit a broad range of pharmacological activities consistent with the degradation/inhibition of targeted polypeptides of nearly any type.
Discovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4- diazepane-2,5-diones as human chymase inhibitors using structure-based drug design
Tanaka, Taisaku,Sugawara, Hajime,Maruoka, Hiroshi,Imajo, Seiichi,Muto, Tsuyoshi
, p. 4233 - 4249 (2013/07/27)
A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5- diones were explored as human chymase inhibitors using structure-based drug design according to the X-ray cocrystal structure of chymase and compound 1. The optimization focused on
Preparation of 2-, 4-, 5-, and 6-aminonicotinic acid tert-butyl esters
Wright, Stephen W.
experimental part, p. 442 - 445 (2012/06/15)
Procedures are reported to prepare the tert-butyl esters of 2-aminonicotinic acid, 4-aminonicotinic acid, 5-aminonicotinic acid, and 6-aminonicotinic acid from 2-chloronicotinic acid, 4-chloronicotinic acid, 5-bromonicotinic acid, and 6-chloronicotinic acid, respectively, without need for purification of intermediates. Copyright
DERIVATIVES OF 2-PYRIDIN-2-YL-PYRAZOL-3(2H)-ONE, PREPARATION AND THERAPEUTIC USE THEREOF
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Page/Page column 12, (2011/12/14)
The invention relates to compounds corresponding to formula (I), in the form of the base or of an acid-addition salt: in which n is equal to 0, 1, 2, 3 or 4; m is equal to 0, 1 or 2; o is equal to 0 or 1; X represents a group —CH2, —CH(R′)—, —N
A new and efficient synthesis of 6-[(5 S,9 R)-9-(4-Cyanophenyl)-3-(3,5- dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]nicotinic acid, a potent LFA-1/ICAM inhibitor
Zhang, Huiping,Watterson, Scott H.,Xiao, Zili,Dhar, T. G. Murali,Balasubramanian, Balu,Barrish, Joel C.,Chen, Bang-Chi
scheme or table, p. 936 - 938 (2011/03/20)
An efficient synthesis of 6-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5- dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]nicotinic acid 1 is described. This new process involves an in situ protection of 6-chloronicotinic acid as trimethylsilyl est
