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WO2023021496A3 - Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation - Google Patents

Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation Download PDF

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Publication number
WO2023021496A3
WO2023021496A3 PCT/IB2022/062058 IB2022062058W WO2023021496A3 WO 2023021496 A3 WO2023021496 A3 WO 2023021496A3 IB 2022062058 W IB2022062058 W IB 2022062058W WO 2023021496 A3 WO2023021496 A3 WO 2023021496A3
Authority
WO
WIPO (PCT)
Prior art keywords
antioxidant
biological evaluation
vitro biological
green synthesis
analogues containing
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/IB2022/062058
Other languages
French (fr)
Other versions
WO2023021496A2 (en
Inventor
Abdullah G. Al-Sehemi
Arshad Farid
Mehboobali PANNIPARA
Ranjit SAH
Sridevi Chigurupati
Sampath Chinnam
Iqrar Ahmad
Harun PATEL
Mohammad Y ALSHAHRANI
Preet Amol Singh
Neha BAJWA
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Visvesvaraya Technological University
King Khalid University
Original Assignee
Visvesvaraya Technological University
King Khalid University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Visvesvaraya Technological University, King Khalid University filed Critical Visvesvaraya Technological University
Priority to PCT/IB2022/062058 priority Critical patent/WO2023021496A2/en
Publication of WO2023021496A2 publication Critical patent/WO2023021496A2/en
Publication of WO2023021496A3 publication Critical patent/WO2023021496A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/52—Two oxygen atoms
    • C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
    • C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The current invention offers a one-pot, two-component green synthetic protocol as potent antioxidant drug candidates of novel synthesized urea analogues. All the compounds were evaluated for in vitro antioxidant studies by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and hydrogen peroxide (H2O2) methods. In both DPPH and in H2O2 methods, compounds 3a, and 3c exhibited noteworthy antioxidant activity compared with the standard drug ascorbic acid at various concentrations of 25, 50, 75, and 100 µg/mL. The protocol has various advantages such as green synthetic route, short reaction times, excellent yields, simple work-up procedure, no column chromatography, and potential antioxidant agents.
PCT/IB2022/062058 2022-12-12 2022-12-12 Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation Ceased WO2023021496A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PCT/IB2022/062058 WO2023021496A2 (en) 2022-12-12 2022-12-12 Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IB2022/062058 WO2023021496A2 (en) 2022-12-12 2022-12-12 Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation

Publications (2)

Publication Number Publication Date
WO2023021496A2 WO2023021496A2 (en) 2023-02-23
WO2023021496A3 true WO2023021496A3 (en) 2023-04-13

Family

ID=85241151

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2022/062058 Ceased WO2023021496A2 (en) 2022-12-12 2022-12-12 Novel urea analogues containing 5-amino uracil: one-pot green synthesis and in vitro biological evaluation

Country Status (1)

Country Link
WO (1) WO2023021496A2 (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001030749A1 (en) * 1999-10-28 2001-05-03 New Pharma Research Sweden Ab Novel compounds

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001030749A1 (en) * 1999-10-28 2001-05-03 New Pharma Research Sweden Ab Novel compounds

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
KARCHE AMIT DATTATRAY, KAMALAKANNAN PRABAKARAN, POWAR RAJENDRA, SHENOY GAUTHAM G., PADIYA KAMLESH J.: ""On-Water" Reaction of (Thio)isocyanate: A Sustainable Process for the Synthesis of Unsymmetrical (Thio)ureas", ORGANIC PROCESS RESEARCH & DEVELOPMENT, AMERICAN CHEMICAL SOCIETY, US, vol. 26, no. 11, 18 November 2022 (2022-11-18), US , pages 3141 - 3152, XP093060822, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.2c00266 *
SHAKER RAAFAT MOHAMED; ELRADY MOHAMED ABD; SADEK KAMAL USEF: "Synthesis, reactivity, and biological activity of 5-aminouracil and its derivatives", MOLECULAR DIVERSITY, SPRINGER INTERNATIONAL PUBLISHING, CHAM, vol. 20, no. 1, 30 April 2015 (2015-04-30), Cham, pages 153 - 183, XP035923902, ISSN: 1381-1991, DOI: 10.1007/s11030-015-9595-1 *

Also Published As

Publication number Publication date
WO2023021496A2 (en) 2023-02-23

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