Abstract: A method of preparing bilirubin IX? from biliverdin IX? diester, the method including: 1) adding sodium hydroxide dissolved in a first methanol solution to biliverdin IX? diester dissolved in a second methanol solution, to yield a first mixture; adding water to the first mixture to hydrolyze biliverdin IX? diester; adding an acid to the first mixture to adjust the pH value thereof; removing a first solvent of the first mixture through rotary evaporation, and removing an inorganic salt through rinsing, and vacuum drying, to yield biliverdin IX?; and 2) dissolving the biliverdin IX? in an alcoholic solution, and adding a radical scavenger and borohydride to the alcoholic solution, to yield a second mixture; adding a ketone to the second mixture to decompose excess borohydride; adding the acid to the second mixture to adjust the pH value thereof; and removing a second solvent of the second mixture through rotary evaporation.
Abstract: Disclosed are crystalline salts of Compound I, methods of preparing them, and related pharmaceutical preparations thereof. Also disclosed are methods of treatment using the crystalline salts of the invention.
Abstract: Provided herein are RET kinase inhibitors according to the formula: pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, and methods for their use in the treatment of diseases that can be treated with a RET kinase inhibitor, including RET-associated diseases and disorders. A, R1, n, X1, X2, X3, X4, and R2 have the meanings given in the specification.
Type:
Grant
Filed:
April 23, 2021
Date of Patent:
March 28, 2023
Assignee:
Eli Lilly and Company
Inventors:
Erin D. Anderson, Steven W. Andrews, Kevin R. Condroski, Thomas C. Irvin, Gabrielle R. Kolakowski, Manoj Kumar, Elizabeth A. McFaddin, Megan McKenney, Michael J. Munchhof, Michael B. Welch
Abstract: Aspects of the present disclosure include fatty acid ?-hydroxyester compounds (e.g., fatty acid esters of ?-hydroxybutyrate), fatty acid esters of butanediol, and pharmaceutically acceptable salts thereof. Also provided are pharmaceutical compositions having one or more fatty acid ?-hydroxyester compounds and/or one or more fatty acid esters of butanediol. Methods for treating a subject by administering one or more esters to the subject are also provided. Kits containing one or more of the subject esters are also described.
Type:
Grant
Filed:
December 2, 2020
Date of Patent:
March 21, 2023
Assignees:
The J. David Gladstone Institutes, The Regents of The University Of California, Ithaca College
Inventors:
Eric Verdin, Scott Michael Ulrich, John C. Newman
Abstract: Methods are disclosed for treating neurodegenerative disorders, such as ALS and FTD by using an effective amount of a type I protein arginine methyltransferase (Type I PRMT) inhibitor to decrease cellular toxicity caused by dipeptide repeat proteins (DRPs).
Type:
Grant
Filed:
June 8, 2020
Date of Patent:
March 21, 2023
Assignee:
ALS Therapy Development Institute
Inventors:
Fernando G. Vieira, Alan Premasiri, Anna Gill
Abstract: Disclosed are oxadiazole compounds and pharmaceutically acceptable salts thereof. The compounds and pharmaceutically acceptable salts thereof are specifically suitable for the treatment of neurological diseases such as epilepsy.
Type:
Grant
Filed:
May 24, 2021
Date of Patent:
March 14, 2023
Assignee:
SK BIOPHARMACEUTICALS CO., LTD.
Inventors:
Choon Ho Ryu, Min Soo Han, Yeo Jin Yoon, Yu Jin Kim, Ka Eun Lee, Ju Young Lee, Myung Jin Jung, Eun Hee Baek, Yu Jin Shin, Eun Ju Choi, Young Soon Kang, Yong Soo Kim, Yea Mi Song, Jin Sung Kim, Hee Jeong Lim
Abstract: A method for treating against, or at least inhibiting or suppressing, the proliferation of an internal ribosome entry site-utilizing virus (IRES-utilizing virus) involves administering a compound, a tautomer, or a pharmaceutically acceptable salt thereof, in an amount effective for inhibiting replication of the IRES-utilizing virus in cells, wherein the compound is represented by the formula: wherein each R1 is independent of the other and represents a halogen atom selected from the group consisting of bromo, chloro, fluoro and iodo.
Type:
Grant
Filed:
October 29, 2019
Date of Patent:
March 7, 2023
Assignees:
HOWARD UNIVERSITY, GEORGETOWN UNIVERSITY
Abstract: A compound is represented by formula (I). A pharmaceutical composition contains the compound of formula (I). The compound is used in the preparation of an indoleamine-2,3-dioxygenase (IDO) inhibitor drug. The compound exhibits inhibition effect on IDO protease and metabolizes stably in the body. The compound or pharmaceutical composition thereof can be used for preparing an IDO inhibitor drug, and can also be used for preparing a drug for preventing and/or treating diseases having IDO-mediated tryptophan metabolic pathway pathological features.
Type:
Grant
Filed:
January 31, 2019
Date of Patent:
February 28, 2023
Assignee:
HINOVA PHARMACEUTICALS INC.
Inventors:
Wu Du, Wen Ren, Haibin Lv, Haibo Li, Kun Wen, Jinyun He, Dekun Qin, Xinghai Li, Yuanwei Chen
Abstract: Provided herein are methods and compositions related to a method of stimulating the immune system in a subject in need thereof by administering an agent that increases the level or activity of indoleamine 2,3-dioxygenase (IDO1) and/or aryl hydrocarbon receptor (Ahr).
Type:
Grant
Filed:
December 21, 2018
Date of Patent:
February 28, 2023
Assignee:
The Brigham and Women's Hospital, Inc.
Inventors:
Richard S. Blumberg, Shankar S. Iyer, Amit Ghandi, Amadeu Llebaria
Abstract: The present invention provides compounds of Formula I: or pharmaceutically acceptable salts thereof, as well as their compositions and methods of use, that inhibit the activity of Janus kinase (JAK) and are useful in the treatment of diseases related to the activity of JAK including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.
Abstract: A set of small molecules ER? biomodulators that kill therapy-resistant ER? positive breast, ovarian, and endometrial cancer cells. These small molecules have increased therapeutic potential because of an increased ability to kill therapy-resistant breast cancer cells compared to BHPI and other conventional therapies (endocrine therapies, tamoxifen and fulvestrant/ICI). The new compounds do not only inhibit proliferation of the cancer cells but actually kills them, which prevents reactivation of tumors years later.
Type:
Grant
Filed:
May 13, 2021
Date of Patent:
February 21, 2023
Assignee:
The Board of Trustees of the University of Illinois
Inventors:
David J. Shapiro, Paul J. Hergenrother, Matthew W. Boudreau
Abstract: The present invention relates to solid forms of (R)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(1-(2,3-dihydroxypropyl)-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)-1H-indol-5-yl)cyclopropanecarboxamide (Compound 1) in substantially crystalline form (Form A) or amorphous form, pharmaceutical compositions thereof, and methods of treatment therewith.
Type:
Grant
Filed:
November 25, 2020
Date of Patent:
February 14, 2023
Assignee:
Vertex Pharmaceuticals Incorporated
Inventors:
Ali Keshavarz-Shokri, Beili Zhang, Tim Edward Alcacio, Elaine Chungmin Lee, Yuegang Zhang, Mariusz Krawiec
Abstract: Disclosed are compounds of Formula 1, wherein J is and R1a, R1b, R2, R3, R4, R5, R6, R7, R8, R14, R15, R16, Q and X are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.
Type:
Grant
Filed:
February 1, 2019
Date of Patent:
February 14, 2023
Assignee:
FMC Corporation
Inventors:
Ming Xu, George Philip Lahm, Jeffrey Keith Long
Abstract: The present invention relates to an alkynyl-substituted heterocyclic compound acting as an FGFR inhibitor, a preparation method therefor and a medical use thereof. In particular, the present invention relates to a compound as shown in general formula (I) and a pharmaceutically acceptable salt thereof; a pharmaceutical composition including the compound or a pharmaceutically acceptable salt thereof; a method for treating and/or preventing FGFR-associated diseases, particularly tumors, by using the compound or a pharmaceutically acceptable salt thereof; and a preparation method for the compound or a pharmaceutically acceptable salt thereof.
Type:
Grant
Filed:
July 7, 2021
Date of Patent:
February 7, 2023
Assignee:
Beijing Innocare Pharma Tech Co., Ltd.
Inventors:
Xiangyang Chen, Yingxiang Gao, Norman Xianglong Kong
Abstract: Described herein are pharmaceutical compositions including omeprazole and a benzimidazole drug. In some embodiments, the compositions can be formulated for oral administration. The compositions can be used to treat gastrointestinal conditions. Methods of treatment using the compositions are also described.
Type:
Grant
Filed:
December 7, 2018
Date of Patent:
January 31, 2023
Assignee:
Adamis Pharmaceuticals Corporation
Inventors:
David Clayton Sutherland, James Kyle Zorn, Dennis J. Carlo
Abstract: Provided herein are piperidine dione compounds having the following structure: wherein R1, R2, R3, R4, L, V, X, A, A?, a and m are as defined herein, compositions comprising an effective amount of a piperidine dione compound, and methods for treating or preventing an androgen receptor mediated disease.
Type:
Grant
Filed:
June 23, 2021
Date of Patent:
January 24, 2023
Assignee:
Celgene Corporation
Inventors:
Matthew D. Alexander, Matthew D. Correa, Deepak Dalvie, Virginia Heather Sharron Grant, Joshua Hansen, Roy L. Harris, III, Evan J. Horn, Dehua Huang, Christopher Mayne, Stephen Norris, Veronique Plantevin-Krenitsky, John J. Sapienza, Lida Tehrani, Brandon W. Whitefield
Abstract: The invention provides methods and compositions for treating a coronavirus infection using sphingosine kinase-1 inhibitors, such as SK1-I, and selective sphingosine-1-phosphate receptor agonists, such as ozanimod.