The Chemistry of Permanganate Complexes Having Reducing Ligands – Beliefs and Facts
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Catalytic Asymmetric Di Hydroxylation
Chem. Rev. 1994, 94, 2483-2547 2483 Catalytic Asymmetric Dihydroxylation Hartmuth C. Kolb,t Michael S. VanNieuwenhze,* and K. Barry Sharpless* Department of Chemistry, The Scripps Research Institute, 10666 North Torfey Pines Road, La Jolla, California 92037 Received Ju/y 28, 1994 (Revised Manuscript Received September 14, 1994) Contents 3.1.4. Differentiation of the Hydroxyl Groups by 2524 Selective, Intramolecular Trapping 1. Introduction and General Principles 2483 3.1.5. Miscellaneous Transformations 2525 2. Enantioselective Preparation of Chiral 1,2-Diols 2489 3.2. Preparation of Chiral Building Blocks 2527 from Olefins 3.2.1. Electrophilic Building Blocks 2527 2.1. Preparation of Ligands, Choice of Ligand, 2489 Scope, and Limitations 3.2.2. Chiral Diol and Polyol Building Blocks 2529 2.1.1. Preparation of the Ligands 2490 3.2.3. Chiral Monohydroxy Compounds Derived 2529 from Diols 2.1 -2. Ligand Choice and Enantioselectivity Data 2490 3.2.4. 5- and 6-Membered Heterocycles 2530 2.1.3. Limitations 2491 3.3. Preparation of Chiral Auxiliaries for Other 2530 2.2. Reaction Conditions 2493 Asymmetric Transformations 2.2.1. Asymmetric Dihydroxylation of the 2493 3.3.1. Preparation of 2530 “Standard Substrates” (1 R,2S)-trans-2-phenylcyclohexanol 2.2.2. Asymmetric Dihydroxylation of 2496 3.3.2. Optically Pure Hydrobenzoin (Stilbenediol) 2531 Tetrasubstituted Olefins, Including Enol and Derivatives Ethers 4. Recent Applications: A Case Study 2536 2.2.3. Asymmetric Dihydroxylation of 2496 Electron-Deficient Olefins 5. Conclusion 2538 2.2.4. Chemoselectivity in the AD of Olefins 2497 6. References and Footnotes 2542 Containing Sulfur 2.3. -
A Concise Review on Phthlazine Derivatives and Its Biological Activities
Aswathy. J et al /J. Pharm. Sci. & Res. Vol. 11(7), 2019, 2526-2532 A Concise Review on Phthlazine Derivatives and its Biological Activities Aswathy. J M.Pharm, Department of Pharmaceutical Chemistry, Ezhuthachan College of Pharmaceutical Sciences, Marayamuttom Neyyattinkara, Trivandrum, India-695124 Abstract Phthalazine has good attention in the field of research study due to its wide spectrum of biological activity and therapeutic applications. Phthalazine is a good lead compound for the synthesis of novel drugs. There is a growing interest in the synthesis of several phthalazines derivatives as better drug candidates for the treatment of various diseases. Phthalazine contains a strong pharmacophoric moiety and ring structure it attracts the researchers to this nucleus for the synthesis of novel drugs. Through this review, introduce a new way for a researcher by introducing this nucleus and develop a novel class of drugs who have a better therapeutic profile. In this review, mainly discuss the different pharmacological activity of phthalazine which has already discussed by the researcher. These reports have resulted in a great number of contributions in diverse areas of interest. This study may produce a new way for the researchers to design and develop the phthalazine derivatives with good pharmacological activities. Keywords: Anticancer drug, anticonvulsant activity, antimicrobial agent, phthalazine and tuberculosis. INTRODUCTION activities of phthalazine (figure 1) and phthalazin-1(2H)- Phthalazine is a nitrogen-containing heterocyclic one (figure 2), encouraged us for the designing of new compound. Several research studies are focused on the molecules [1]. phthalazine nucleus due to their wide applicability. Phthalazine derivatives are promising drug candidate for PHARMACOLOGICAL ACTIVITIES OF PHTHALAZINE the treatment of various diseases. -
Nirmalal FRONT PAGE
SYNTHESIS AND EVALUATION OF IN-VITRO HEPATOPROTECTIVE ACTIVITY OF NOVEL 1,2,3,4- TETRAHYDRO QUINAZOLINE DERIVATIVES Dissertation submitted to The Tamil Nadu Dr. M.G.R. Medical University, Chennai-32. In partial fulfillment for the award of the Degree of MASTER OF PHARMACY IN PHARMACEUTICAL CHEMISTRY Submitted by Reg.No: 261215202 Under the Guidance of Dr. M. Vijayabasakaran, M.Pharm., Ph.D Department of Pharmaceutical Chemistry J.K.K. Nattraja college of Pharmacy Kumarapalayam – 638 183. Tamil Nadu. APRIL – 2014 CERTIFICATE This is to certify that the dissertation entitled “SYNTHESIS AND EVALUATION OF IN-VITRO HEPATOPROTECTIVE ACTIVITY OF NOVEL 1,2,3,4- TETRAHYDRO QUINAZOLINE DERIVATIVES ”, is a bonafide work done by Mrs.R.NIRMALA [Reg. No. 261215202], J.K.K. Nattraja College of Pharmacy, in partial fulfillment of the University rules and regulations for award of Master of Pharmacy in Pharmaceutial Chemsitry under my guidance and supervision during the academic year 2013-14. Dr.M.Vijayabasakaran M.Pharm., Ph.D., Dr.M.Vijayabasakaran M.Pharm., Ph.D., Guide HOD Dr.R.Sambath Kumar M.Pharm., Ph.D Principal CERTIFICATE This is to certify that the work embodied in this dissertation entitled “ SYNTHESIS AND EVALUATION OF IN-VITRO HEPATOPROTECTIVE ACTIVITY OF NOVEL 1,2,3,4- TETRAHYDRO QUINAZOLINE DERIVATIVES ”, submitted to “The Tamil Nadu Dr. M.G.R. Medical University”, Chennai, in partial fulfillment to the requirement for the award of Degree of Master of Pharmacy in Pharmaceutical Chemistry, is a bonafide work carried out by Mrs.R.NIRMALA [Reg.No.261215202] , during the academic year 2013- 2014 under the guidance and supervision of Dr. -
Design and Synthesis of Novel Quinazolinone-1,2,3-Triazole
Bioorganic Chemistry 83 (2019) 161–169 Contents lists available at ScienceDirect Bioorganic Chemistry journal homepage: www.elsevier.com/locate/bioorg Design and synthesis of novel quinazolinone-1,2,3-triazole hybrids as new T anti-diabetic agents: In vitro α-glucosidase inhibition, kinetic, and docking study Mina Saeedia,b, Maryam Mohammadi-Khanaposhtanic, Parvaneh Pourrabiab, Nima Razzaghid, Reza Ghadimie, Somaye Imanparastf, Mohammad Ali Faramarzif, Fatemeh Bandariang, Ensieh Nasli Esfahanig, Maliheh Safavih, Hossein Rastegari, Bagher Larijanij, ⁎ ⁎ Mohammad Mahdavij, , Tahmineh Akbarzadehd,b, a Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran b Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran c Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran d Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran e Social Determinants of Health Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran f Department of Pharmaceutical Biotechnology, Faculty of Pharmacy and Biotechnology Research Center, Tehran University of Medical Sciences, Tehran, Iran g Diabetes Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran h Department of Biotechnology, Iranian Research Organization for Science and Technology, P.O. -
Biological Applications of Quinazolinone Analogues: a Review
Organic and Medicinal Chemistry International Journal ISSN 2474-7610 Review Article Organic & Medicinal Chem IJ Volume 2 Issue 2 - April 2017 DOI: 10.19080/OMCIJ.2017.02.555585 Copyright © All rights are reserved by K P Rakesh Biological Applications of Quinazolinone Analogues: A Review K. P. Rakesh1*, N. Darshini2, T. Shubhavathi2 and N. Mallesha2 1Department of Pharmaceutical Engineering, Wuhan University of Technology, China 2SRI RAM CHEM, R & D Centre, India Submission: April 10, 2017; Published: April 19, 2017 *Corresponding author: K P Rakesh, Department of Pharmaceutical Engineering, Wuhan University of Technology, School of Chemistry, Chemical Engineering and Life Science, 205 Luoshi Road, Wuhan, 430073, PR China, Tel: ; Email: Abstract Quinazolines and quinazolinones are among the most useful heterocyclic compounds from both synthetic and medicinal chemistry aspects. The structural design of these scaffolds has attracted a great deal of attention because of their ready accessibility, diverse chemical reactivity, and broad spectra of biological activities. Although, the literature is enriched with numerous examples of these motifs exhibiting potentialKeywords: biological Quinazolinones activities, analogues; we highlighted Biological here applications the most recent developments in the activity profile of these compounds. Introduction Nitrogen-containing heterocyclic compounds are the most quinazolinone was synthesized in the late 1860s from anthranilic abundant and integral scaffolds that occur ubiquitously in a variety been isolated, characterized and synthesized thereafter. The first acid and cyanogens to give 2-cyanoquinazolinone 4 [4]. of synthetic drugs, bioactive natural products, pharmaceuticals and agrochemicals. Owing to their widespread applications, these skeletons have long been a subject of immense interest, and substantial efforts have been made to the development of synthetic strategies which could lead to the discovery of new bioactive compounds in medicinal chemistry [1]. -
Pharmaceutical Appendix to the Tariff Schedule 2
Harmonized Tariff Schedule of the United States (2007) (Rev. 2) Annotated for Statistical Reporting Purposes PHARMACEUTICAL APPENDIX TO THE HARMONIZED TARIFF SCHEDULE Harmonized Tariff Schedule of the United States (2007) (Rev. 2) Annotated for Statistical Reporting Purposes PHARMACEUTICAL APPENDIX TO THE TARIFF SCHEDULE 2 Table 1. This table enumerates products described by International Non-proprietary Names (INN) which shall be entered free of duty under general note 13 to the tariff schedule. The Chemical Abstracts Service (CAS) registry numbers also set forth in this table are included to assist in the identification of the products concerned. For purposes of the tariff schedule, any references to a product enumerated in this table includes such product by whatever name known. ABACAVIR 136470-78-5 ACIDUM LIDADRONICUM 63132-38-7 ABAFUNGIN 129639-79-8 ACIDUM SALCAPROZICUM 183990-46-7 ABAMECTIN 65195-55-3 ACIDUM SALCLOBUZICUM 387825-03-8 ABANOQUIL 90402-40-7 ACIFRAN 72420-38-3 ABAPERIDONUM 183849-43-6 ACIPIMOX 51037-30-0 ABARELIX 183552-38-7 ACITAZANOLAST 114607-46-4 ABATACEPTUM 332348-12-6 ACITEMATE 101197-99-3 ABCIXIMAB 143653-53-6 ACITRETIN 55079-83-9 ABECARNIL 111841-85-1 ACIVICIN 42228-92-2 ABETIMUSUM 167362-48-3 ACLANTATE 39633-62-0 ABIRATERONE 154229-19-3 ACLARUBICIN 57576-44-0 ABITESARTAN 137882-98-5 ACLATONIUM NAPADISILATE 55077-30-0 ABLUKAST 96566-25-5 ACODAZOLE 79152-85-5 ABRINEURINUM 178535-93-8 ACOLBIFENUM 182167-02-8 ABUNIDAZOLE 91017-58-2 ACONIAZIDE 13410-86-1 ACADESINE 2627-69-2 ACOTIAMIDUM 185106-16-5 ACAMPROSATE 77337-76-9 -
Recent Developments in Chemistry of Phthalazines
stry: Cu i rre em n t El-Azm et al., Organic Chem Curr Res 2015, 4:1 h R C e c s i e n a DOI: 10.4172/2161-0401.1000132 a r Organic Chemistry c g r h O ISSN: 2161-0401 Current Research ResearchReview Article Article OpenOpen Access Access Recent Developments in Chemistry of Phthalazines Fatma SM Abu El-Azm*, Mahmoud R Mahmoud, and Mohamed H Hekal Chemistry Department, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt Abstract This review highlights the methods used for the synthesis of phthalazine derivatives and fused phthalazinones. Their reactivity and synthetic importance were investigated. Phthalazine derivatives can be used as building blocks for heterocycles as well as fused heterocyclic compounds. Keywords: Phthalazine derivatives; Pyrazolophthalazines; were tested [59]. An expeditious one-pot method has been developed Indazolophthalazines; [1,2,4] Triazolophthalazines for the synthesis of aryl, heteryl thiadiazinyl-phthalazin-1,4-diones via a multicomponent approach. Reaction of phenacyl bromides 22 with Introduction thiocarbohydrazide 23 and phthalic anhydride afforded corresponding Among a large variety of nitrogen-containing heterocyclic aryl thiadiazinyl-phthalazine-1,4-diones 24 similarly, reaction of compounds, heterocyclic containing hydrazine has received 3-(2-bromoacetyl) coumarins 25 with thiocarbohydrazide and phthalic considerable attention because of their pharmacological properties anhydride afforded required heterylthiadiazinyl-phthalazine-1,4- and clinical applications [1-6]. Phthalazine derivatives were reported diones 26 under the same reaction conditions in excellent yields [60] to possess anticonvulsant [7-10], cardiotonic [11], antitumor [12-16], (Scheme 6). antihypertensive [17-19], antithrombotic [20], a ntidiabetic [21,22], Hydrazines with 2-acyl benzoic acids: Kirill et al. -
Recent Developments in the Chemistry of Quinazolinone Alkaloids
Organic & Biomolecular Chemistry Recent Developments in the Chemistry of Quinazolinone Alkaloids Journal: Organic & Biomolecular Chemistry Manuscript ID: OB-REV-07-2015-001379.R1 Article Type: Review Article Date Submitted by the Author: 27-Jul-2015 Complete List of Authors: Kshirsagar, Umesh; Savitribai Phule Pune University, Department of Chemistry Page 1 of 17 OrganicPlease & doBiomolecular not adjust margins Chemistry Journal Name ARTICLE Recent Developments in the Chemistry of Quinazolinone Alkloids U. A. Kshirsagara* Received 00th January 20xx, Accepted 00th January 20xx Quinazolinone, an important class of fused heterocyclic alkaloids has attracted high attention in organic and medicinal chemistry due to their significant and wide range of biological activities. There are approximately 150 naturally occurring DOI: 10.1039/x0xx00000x quinazolinone alkaloids are known to till 2005. Several new quinazolinone alkaloids (~55) have been isolated in the last www.rsc.org/ decade. Natural quinazolinones with exotic structural features and remarkable biological activities have incited a lot of activity in the synthetic community towards the development of new synthetic strateies and approaches for the total synthesis of quinazolinone alkaloids. This review is focused on these advances in the chemistry of quinazolinone alkalids in the last decade. Article covers the account of newly isolated quinazolinone natural products with their biological activities and recently reported total syntheses of quinazolinone alkaloids from 2006 to 2015. activities, -
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Journal of Pharmaceutical Research International 27(6): 1-15, 2019; Article no.JPRI.44928 ISSN: 2456-9119 (Past name: British Journal of Pharmaceutical Research, Past ISSN: 2231-2919, NLM ID: 101631759) An Overview of Different Synthetic Routes for the Synthesis of Phthalazine Derivatives Smita Singh1,2 and Nitin Kumar3* 1IFTM University, Muradabad, Uttar Pradesh, India. 2K. N. Modi Institute of Pharmaceutical Education and Research, Modinagar, Uttar Pradesh, India. 3Department of Pharmacy, Sushant School of Health Sciences, Ansal University, Gurugram, 122003, India. Authors’ contributions This work was carried out in collaboration between both authors. Both authors read and approved the final manuscript. Article Information DOI: 10.9734/JPRI/2019/v27i630189 Editor(s): (1) Dr. Carlos M. Contreras, Unidad Periferica Xalapa, Instituto de Investigaciones Biomedicas, UNAM, Mexico and Instituto de Neuroetologia, Universidad Veracruzana, Mexico. (2) Dr. Jinyong Peng, Professor, College of Pharmacy, Dalian Medical University, Dalian, China. (3) Dr. Ali Nokhodchi, Professor of Pharmaceutics and Drug Delivery, School of Life Sciences, University of Sussex, UK. Reviewers: (1) Sangeetha A/P Arullappan, Jalan Universiti, Malaysia. (2) Manojit Pal, University of Hyderabad, India. (3) B. Satish Jadhav, Balbhim College, India. Complete Peer review History: http://www.sdiarticle3.com/review-history/44928 Received 14 October 2018 Review Article Accepted 31 December 2018 Published 08 June 2019 ABSTRACT This review paper describes the different synthetic routes used for the synthesis of substituted phthalazine derivatives. Phthalazines have been used as building blocks for the synthesis of a new molecule with heterocyclic structure. These new molecules are highly useful in medicinal chemistry for the researchers leading to the further development of new molecules which have potency and effectiveness to produce a desired pharmacological response. -
Dissociation Constants of Organic Acids and Bases
DISSOCIATION CONSTANTS OF ORGANIC ACIDS AND BASES This table lists the dissociation (ionization) constants of over pKa + pKb = pKwater = 14.00 (at 25°C) 1070 organic acids, bases, and amphoteric compounds. All data apply to dilute aqueous solutions and are presented as values of Compounds are listed by molecular formula in Hill order. pKa, which is defined as the negative of the logarithm of the equi- librium constant K for the reaction a References HA H+ + A- 1. Perrin, D. D., Dissociation Constants of Organic Bases in Aqueous i.e., Solution, Butterworths, London, 1965; Supplement, 1972. 2. Serjeant, E. P., and Dempsey, B., Ionization Constants of Organic Acids + - Ka = [H ][A ]/[HA] in Aqueous Solution, Pergamon, Oxford, 1979. 3. Albert, A., “Ionization Constants of Heterocyclic Substances”, in where [H+], etc. represent the concentrations of the respective Katritzky, A. R., Ed., Physical Methods in Heterocyclic Chemistry, - species in mol/L. It follows that pKa = pH + log[HA] – log[A ], so Academic Press, New York, 1963. 4. Sober, H.A., Ed., CRC Handbook of Biochemistry, CRC Press, Boca that a solution with 50% dissociation has pH equal to the pKa of the acid. Raton, FL, 1968. 5. Perrin, D. D., Dempsey, B., and Serjeant, E. P., pK Prediction for Data for bases are presented as pK values for the conjugate acid, a a Organic Acids and Bases, Chapman and Hall, London, 1981. i.e., for the reaction 6. Albert, A., and Serjeant, E. P., The Determination of Ionization + + Constants, Third Edition, Chapman and Hall, London, 1984. BH H + B 7. Budavari, S., Ed., The Merck Index, Twelth Edition, Merck & Co., Whitehouse Station, NJ, 1996. -
Synthesis of Novel Series of Phthalazine Derivatives As Potential Antitumor Agents
View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by International Institute for Science, Technology and Education (IISTE): E-Journals Chemical and Process Engineering Research www.iiste.org ISSN 2224-7467 (Paper) ISSN 2225-0913 (Online) Vol.10, 2013 Synthesis of Novel Series of Phthalazine Derivatives as Potential Antitumor Agents Ashraf Farouk Wasfy *, Aly Abdelmaboud Aly, Mohamed Sayed Behalo, Nora Sobhi Mohamed Chemistry department, Faculty of science, Benha University Benha, Egypt. P.O. Box 13518 Tel.: +2.010.1599607Fax: +2.013.3222578 E-mail address: [email protected] (Nora Sobhi) e-mail: [email protected] Abstract: A novel series of phthalazine derivatives bearing isoindol-1,3-dione moiety were synthesized by treating 2-[4-(4- chlorophthalazine-1-yl)phenyl]-1H-isoindole-1,3-(2 H)-dione 3 with various chemical reagents.The newly synthesi- zed compounds were characterized on the basis of their spectral ( 1H NMR, 13 C NMR, Ms, IR) analyses. In vitro , most of the synthesized derivatives were screened for their antitumor activity against HepG2 cells using MTT assay. Compounds 11, 18 and 19c showed the most potent cytotoxic effect concluded from their IC 50 values 217.4, 240.3 and 234.5 µg/ml respectively. Key Words: Phthalazin-1-(2 H)-One; chlorophthalazine; isoindol-1,3-dione; antitumor activity. 1. Introduction: Nitrogen-containing heterocycles possesses diverse chemotherapeutic activities [1,2] . Among a large variety of nitrogen-containing heterocyclic compounds, phthalazin-1(2 H)-ones, they were reported to be used as efficient antitumors [3] and therapeutic agents [4] . N-(4-Chlorophenyl)-4-(pyridin-4-ylmethyl)phthalazin-1- amine, also known as Vatalanib has been shown to serve as anticancer agent (Fig.1) . -
0 Cover Part Two\374
PART TWO DEUXIÈME PARTIE SEGUNDA PARTE ﺍﳉﺰﺀ ﺍﻟﺜﺎﱐ 第二部分 ЧАСТЬ ВТΟΡАЯ - (...), [...] - (-)-3-hidroxi-N- (-)-(2R)-N-méthyl-1- fenacilmorfinán → Levophenacyl-morphan phénylpropan-2-amine → Levometamfetamine (-)-3-hidroxi-N- (-)-(3S,6R)-6- metilmorfinán → Levorphanol (dimethylamino)-4,4- (-)-3-hydroksymorfinan → Norlevorphanol diphenyl-3-heptanol → Betamethadol (-)-3-hydroksy-N- (-)-(3S,6R)-6- fenacylmorfinan → Levophenacyl-morphan (dimethylamino)-4,4- (-)-3-hydroksy-N- diphenyl-3-heptanol metylmorfinan → Levorphanol acetate (ester) → Betacetylmethadol (-)-3-hydroxymorphinan → Norlevorphanol (-)-(5R)-4,5-epoxy-3- (-)-3-hydroxy-N- methoxy-9α-methyl methylmorphinan → Levorphanol → Thebacon morphin-6-en-6-yl acetate (-)-3-hydroxynormorphinan → Norlevorphanol (-)-(5R,6S)-3-benzyloxy-4,5- (-)-3-hydroxy-N- epoxy-9a-methylmorphin- phenacylmorphinan → Levophenacyl-morphan 7-en-6-yl myristate → Myrophine (-)-3-hydroxytropane-2- (-)-(5R,6S)-4,5-epoxy carboxylat → Ecgonine morphin-7-en-3,6-diol → Normorphine (-)-3-idrossi-N- (-)-(5R,6S,14S)-4,5-epoxy- metilmorfinano → Levorphanol 14-hydroxy-3-methoxy- (-)-3-methoxy-N- 9a-methylmorphinan-6- methylmorphinan → Levomethorphan one → Oxycodone (-)-3-metil-2,2-difenil-4- (-)-(R)-4,5-epoxy-3- morfolinbutirilpirrolidina → Levomoramide methoxy-9a-methyl (-)-3-metoksy-N- morphinan-6-one → Hydrocodone metylmorfinan → Levomethorphan (-)-(R)-6-(dimethylamino)- (-)-3-metossi-N-metil- 4,4-diphenyl-3-heptanone → l-methadone morfinano → Levomethorphan (-)-(R)-N,α-dimethyl (-)-3-metoxi-N- phenethylamine → Levometamfetamine