Unlock instant, AI-driven research and patent intelligence for your innovation.
Deuterated pyridazinone and derivatives and pharmaceutical compositions thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A pyridazinone, deuterated technology, applied in the field of deuterated pyridazinone and its derivatives and pharmaceutical compositions, can solve problems such as side effects
Inactive Publication Date: 2020-08-28
SUZHOU ZELGEN BIOPHARML
View PDF5 Cites 9 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Thyroid hormones can regulate body weight and cholesterol levels, but are prone to various side effects, especially on heart and skeletal muscle (Liu Ye, Yi-Lin Li, Karin Mellstrom, Charlotta Mellin, etc., J.Med.Chem.2003,46: 1580- 1588)
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0139] Example 1 2-(3,5-dichloro-4-((6-oxo-5-(propan-2-yl-1,1,1,3,3,3-hexadeuterio)-1,6 Preparation of -dihydropyridazin-3-yl)oxy)phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
[0140]
[0141] The first step: the preparation of 3,6-dichloro-4-(propan-2-yl-1,1,1,3,3,3-hexadeuterio)pyridazine
[0142] 2-(Trideuteriomethyl)-3,3,3-trideuteropropionic acid (1.4 g, 0.0151 mol) was added to 3,6-dichloropyridazine (2.25 g, 0.015 mol) at room temperatureAcetonitrile (3.5mL), sulfolane (10.7mL) and water (24.5mL) mixed solution, followed by adding silver nitrate (1.3g, 0.mol). The reaction mixture was heated to 55°C, a solution of concentrated sulfuric acid (2.4mL) in water (7.5mL) was added in one portion, and a solution of ammoniumpersulfate (5.2g, 0.022mol) in water (7.5mL) was added dropwise within 35 minutes. Reaction The mixture was reacted at 70°C for 20 minutes and then cooled to room temperature and stirred at room temperature for 24 hours. The res...
Embodiment 2
[0157] Example 2 2-(3,5-dichloro-4-((6-oxo-5-(propan-2-yl-heptadeuterio)-1,6-dihydropyridazin-3-yl)oxy) Preparation of phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
[0158]
[0159] LC-MS: m / z 442 (M+H) + . 1 H NMR (400MHz, DMSO-d 6 )δ13.25(brs,1H),12.23(s,1H),7.79(s,2H),7.44(s,1H).
Embodiment 3
[0160] Example 3 2-(3,5-dichloro-4-((6-oxo-5-(propan-2-yl-2-deutero)-1,6-dihydropyridazin-3-yl)oxy )Phenyl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile
[0161]
[0162] LC-MS: m / z 436 (M+H) + .
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
PUM
Login to View More
Abstract
The present invention relates to deuterated pyridazinone and derivatives and pharmaceutical compositions thereof. Specifically, the compound has a structure shown as a formula (I), and the definitionsof all groups and substituents are as described in the specification. The compounds have a selective agonistic effect and / or better pharmacodynamic properties on thyroidhormone beta receptors.
Description
technical field [0001] The invention relates to the field of medicine, in particular to deuterated pyridazinone, its derivatives and pharmaceutical composition. Background technique [0002] Thyroid hormones are mainly used to maintain homeostasis in the human body, so they are essential for human growth and development (Paul M. Yen Physiological reviews, 2011, 81(3):1097-1126). Hypothyroidism can cause abnormalities in heart function, weight, metabolism, cholesterol, muscle, and behavior. Thyroid hormones can regulate body weight and cholesterol levels, but are prone to various side effects, especially on heart and skeletal muscle (Liu Ye, Yi-Lin Li, Karin Mellstrom, Charlotta Mellin, etc., J.Med.Chem.2003,46: 1580- 1588). Thyroid hormones in the body mainly through the thyroidhormone receptors to achieve biological activity. Thyroid hormone receptors are divided into two subtypes, α and β, of which thyroid hormone α receptors are mainly related to heart rate control, w...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More 
Login to View More 
