Patents by Inventor Qingyun Huang

Qingyun Huang has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 11814355
    Abstract: A method for synthesizing pitavastatin tert-butyl ester includes obtaining a substance B through reacting (4R-CIS)-6-chloromethyl-2,2-dimethyl-1,3-dioxolane-4-acetic acid tert-butyl ester with a substance A under the action of a first base catalyst, 5 oxidizing with an oxidizing agent to obtain a substance C, then reacting with 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-formaldehyde under the action of a second base catalyst to obtain a substance D, and finally, carrying out an acid deprotection to obtain pitavastatin t-butyl ester. The reaction conditions of the present invention are mild and controllable, and the reaction conditions of the synthesis of the Julia olefination do 10 not require an ultra-low temperature reaction. The operation is convenient and simple, the stereoselectivity is good, the yield is high, and the synthesized pitavastatin t-butyl ester is a completely non-cis isomer, and its purity is high.
    Type: Grant
    Filed: February 10, 2021
    Date of Patent: November 14, 2023
    Inventors: Huan Huang, Kai Li, Qingyun Huang, Fuming Zhan, Qingguo Huang
  • Publication number: 20230223831
    Abstract: Method and apparatus include a first stage converter configured to generate a half sine wave, and a second stage converter in electrical communication with the first stage converter and configured to transform the half sine wave into a power signal. The second stage converter may further supply the power signal to an electrical grid. In one example, the second stage converter may include an isolated, unregulated, resonant direct current/alternating current (DC/AC) converter.
    Type: Application
    Filed: June 11, 2021
    Publication date: July 13, 2023
    Inventors: Qin HUANG, Qingyun HUANG
  • Patent number: 11671011
    Abstract: Method and apparatus include a circuit having a duty cycle and interleaving modulation configured to realize high density and efficient energy transfer. The circuit may efficiently achieve higher step-down voltage ratios with fewer electrical components. For example, as few as seven electrical devices, such as switches and diodes, may be used to realize at least a four-to-one conversion ratio. The high density of the circuit is advantageous to meet shrinking space demands A modulator may interleave signals sent to the electrical components (e.g., switching devices via driver circuitry). The driver signals may include a duty cycle of 1/(nc+1), where nc is (n?1)/3, and n is the number of devices.
    Type: Grant
    Filed: May 8, 2019
    Date of Patent: June 6, 2023
    Assignee: BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM
    Inventors: Qin Huang, Qingyun Huang
  • Publication number: 20220041556
    Abstract: Method for Synthesizing Pitavastatin t-Butyl Ester A method for synthesizing pitavastatin tert-butyl ester includes obtaining a substance B through reacting (4R-CIS)-6-chloromethyl-2,2-dimethyl-1,3-dioxolane-4-acetic acid tert-butyl ester with a substance A under the action of a first base catalyst, 5 oxidizing with an oxidizing agent to obtain a substance C, then reacting with 2-cyclopropyl-4-(4-fluorophenyl)-quinoline-3-formaldehyde under the action of a second base catalyst to obtain a substance D, and finally, carrying out an acid deprotection to obtain pitavastatin t-butyl ester. The reaction conditions of the present invention are mild and controllable, and the reaction conditions of the synthesis of the Julia olefination do 10 not require an ultra-low temperature reaction. The operation is convenient and simple, the stereoselectivity is good, the yield is high, and the synthesized pitavastatin t-butyl ester is a completely non-cis isomer, and its purity is high.
    Type: Application
    Filed: February 10, 2021
    Publication date: February 10, 2022
    Inventors: Huan HUANG, Kai LI, Qingyun HUANG, Fuming ZHAN, Qingguo HUANG
  • Publication number: 20210242776
    Abstract: Method and apparatus include a circuit having a duty cycle and interleaving modulation configured to realize high density and efficient energy transfer. The circuit may efficiently achieve higher step-down voltage ratios with fewer electrical components. For example, as few as seven electrical devices, such as switches and diodes, may be used to realize at least a four-to-one conversion ratio. The high density of the circuit is advantageous to meet shrinking space demands. A modulator may interleave signals sent to the electrical components (e.g., switching devices via driver circuitry). The driver signals may include a duty cycle of 1/(nc+1), where nc is (n?1)/3, and n is the number of devices.
    Type: Application
    Filed: May 8, 2019
    Publication date: August 5, 2021
    Applicants: The University of Texas at Austin, The University of Texas at Austin
    Inventors: Alex HUANG, Qingyun HUANG
  • Patent number: 9434705
    Abstract: The present invention relates to the field of medicine, and disclosed are an L-setastine hydrochloride and a preparation method therefor. The compound of the present invention has the advantages of stronger histamine Hi receptor antagonism and small side effect; the yield of the preparation method is more than 80%, and the product purity is high. The present invention also provides an application of the compound as an H1 histamine receptor antagonist.
    Type: Grant
    Filed: July 10, 2012
    Date of Patent: September 6, 2016
    Assignee: ANHUI QINGYUN PHARMACEUTICAL & CHEMICAL CO., LTD.
    Inventors: Qingyun Huang, Qingguo Huang, Meixian Lou
  • Patent number: 9145353
    Abstract: A method of preparing (S)-2-amino-5-methoxytetralin hydrochloride[(S)-2-amino-5-methoxyl-1,2,3,4-tetrahydronaphthalene hydrochloride], comprising the steps of: (1) producing a compound (I) by addition-elimination reaction of 5-methoxy-2-tetralone and R-(+)-a-phenylethylamine; (2) producing a compound (II) by reduction reaction of the compound (I) with a reducing agent; and (3) producing a compound (II) hydrochloride by reacting the compound (II) with a salt-forming agent, then carrying out reduction reaction with a palladium-carbon catalyst to produce (S)-2-amino-5-methoxytetralin hydrochloride. The method can significantly increase the yield of (S)-2-amino-5-methoxytetralin hydrochloride with short synthetic path, low preparation cost and less pollution, which is environmentally friendly and is suitable for medical industrialized production. The structural formulae of the compound (I) and the compound (II) are: respectively.
    Type: Grant
    Filed: August 8, 2012
    Date of Patent: September 29, 2015
    Assignee: Anhui Kelong Institute of Pharmaceutical
    Inventors: Qingyun Huang, Qingguo Huang, Meixian Lou
  • Publication number: 20140296517
    Abstract: The present invention relates to the field of medicine, and disclosed are an L-setastine hydrochloride and a preparation method therefor. The compound of the present invention has the advantages of stronger histamine Hi receptor antagonism and small side effect; the yield of the preparation method is more than 80%, and the product purity is high. The present invention also provides an application of the compound as an H1 histamine receptor antagonist.
    Type: Application
    Filed: July 10, 2012
    Publication date: October 2, 2014
    Inventors: Qingyun Huang, Qingguo Huang, Meixian Lou
  • Publication number: 20140046095
    Abstract: A method of preparing (S)-2-amino-5-methoxytetralin hydrochloride[(S)-2-amino-5-methoxyl-1,2,3,4-tetrahydronaphthalene hydrochloride], comprising the steps of: (1) producing a compound (I) by addition-elimination reaction of 5-methoxy-2-tetralone and R-(+)-a-phenylethylamine; (2) producing a compound (II) by reduction reaction of the compound (I) with a reducing agent; and (3) producing a compound (II) hydrochloride by reacting the compound (II) with a salt-forming agent, then carrying out reduction reaction with a palladium-carbon catalyst to produce (S)-2-amino-5-methoxytetralin hydrochloride. The method can significantly increase the yield of (S)-2-amino-5-methoxytetralin hydrochloride with short synthetic path, low preparation cost and less pollution, which is environmentally friendly and is suitable for medical industrialized production. The structural formulae of the compound (I) and the compound (II) are: resepectively.
    Type: Application
    Filed: August 8, 2012
    Publication date: February 13, 2014
    Applicant: ANHUI KELONG INSTITUTE OF PHARMACEUTICAL
    Inventors: Qingyun HUANG, Qingguo HUANG, Meixian LOU
  • Patent number: 8049010
    Abstract: The present invention publicly discloses a synthetic method and intermediates of rosuvastatin calcium and synthetic methods of the intermediates. The synthetic method uses 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde as the raw material, includes 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acrylonitrile (intermediate I) from a nitrilized reaction, and 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acraldehyde (intermediate II) from an aldehydized reaction of the intermediate I, and further goes through such unit processes as side-chain extension, ketone-group reduction, ethyl-group hydrolysis and neutralization reaction or decomposition reaction to obtain rosuvastatin calcium. The nitrilized reagent can be phosphate diethylacetonitrile, acetonitrile, etc.; the aldehyde reductant can be diisobutyl aluminum hydride, red aluminum, etc.
    Type: Grant
    Filed: November 18, 2005
    Date of Patent: November 1, 2011
    Assignee: Anhui Qingyun Pharmaceuticals & Chemical Co., Ltd.
    Inventor: Qingyun Huang
  • Publication number: 20080091014
    Abstract: The present invention publicly discloses a synthetic method and intermediates of rosuvastatin calcium and synthetic methods of the intermediates. The synthetic method uses 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-formaldehyde as the raw material, includes 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acrylonitrile (intermediate I) from a nitrilized reaction, and 4-4?-fluorophenyl-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyridine-5-acraldehyde (intermediate II) from an aldehydized reaction of the intermediate I, and further goes through such unit processes as side-chain extension, ketone-group reduction, ethyl-group hydrolysis and neutralization reaction or decomposition reaction to obtain rosuvastatin calcium. The nitrilized reagent can be phosphate diethylacetonitrile, acetonitrile, etc.; the aldehyde reductant can be diisobutyl aluminum hydride, red aluminum, etc.
    Type: Application
    Filed: November 18, 2005
    Publication date: April 17, 2008
    Applicant: Anhui Quingyun Pharmaceutical and Chemical Co., Ltd.
    Inventor: Qingyun Huang