DOCSLIB.ORG

(12) United States Patent (10) Patent No.: US 8,183,251 B2 Chapman Et Al

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
(12) United States Patent (10) Patent No.: US 8,183,251 B2 Chapman Et Al USOO8183251B2 (12) United States Patent (10) Patent No.: US 8,183,251 B2 Chapman et al. (45) Date of Patent: May 22, 2012 (54) HYDANTOIN COMPOUNDS AND 7,132,434 B2 11/2006 Eriksson et al. PHARMACEUTICAL COMPOSITIONS 7,354,940 B2 4/2008 Henriksson et al. 7,368,465 B2 5/2008 Eriksson et al. THEREOF 7.427,631 B2 9, 2008 Eriksson et al. 7.625,934 B2 12/2009 Eriksson et al. (75) Inventors: David Chapman, Lund (SE); Balint 7,648,992 B2 1/2010 Gabos et al. 7,655,664 B2 2/2010 Gabos et al. Gabos, Lund (SE); Magnus Munck af 7,662,845 B2 2/2010 Henriksson et al. Rosenschöld, Lund (SE) 7,666,892 B2 * 2/2010 Eriksson et al. .............. 514/389 7,700,604 B2 4/2010 Gabos et al. (73) Assignee: AstraZeneca AB, Södertälje (SE) 7,754,750 B2 7/2010 Eriksson et al. 7,772.403 B2 8, 2010 Cornwall et al. (*) Notice: Subject to any disclaimer, the term of this 2002fOOO6920 A1 1/2002 Robinson et al. 2002fOO2.8835 A1 3/2002 Hu et al. patent is extended or adjusted under 35 2002fOO65219 A1 5, 2002 Naidu et al. U.S.C. 154(b) by 1046 days. 2002/009 1107 A1 7/2002 Madar et al. 2003/O130273 A1 7/2003 Sheppecket al. (21) Appl. No.: 11/946,517 2004/0044215 A1 3/2004 Alcade et al. 2004/0106659 A1 6/2004 AfRosenschold (22) Filed: Nov. 28, 2007 2004/O110809 A1 6/2004 Lepisto et al. 2004/O116486 A1 6/2004 Lepisto et al. (65) Prior Publication Data 2004/O127528 A1 7/2004 Eriksson et al. US 2008/0221 139 A1 Sep. 11, 2008 (Continued) FOREIGN PATENT DOCUMENTS Related U.S. Application Data EP O175312 3, 1986 (60) Provisional application No. 60/867,606, filed on Nov. (Continued) 29, 2006. (51) Int. Cl. OTHER PUBLICATIONS CO7D 403/2 (2006.01) Aharony et al. “Pharmacological Characterization of a New Class of CO7D 2.39/34 (2006.01) Nonpeptide Neurokinin A Antagonists that Demonstrate Species A6 IK3I/506 (2006.01) Selectivity.” J. Pharmacol. Exp. Ther. 274:3 (1995), pp. 1216-1221. (52) U.S. Cl. ........................................ 514/269; 544/298 Aigner et al., “Growth Plate Cartilage as Developmental Model in (58) Field of Classification Search .................. 544/298; Osteoarthritis Research-Potentials and Limitations”. Current Drug 51.4/269 Targets 8(2):377-385 (2007). See application file for complete search history. Aimoto et al. “Synthesis of Carriers of Differing Strokes Radius with Activated Acyl Groups for Use as Reagents in Labeling Membrane (56) References Cited Proteins.” Journal of Biological Chemistry, vol. 256(10), pp. 5134 5143, 1981. U.S. PATENT DOCUMENTS (Continued) 2,327,890 A 8, 1943 Henze 2,745,875 A 5, 1956 Ehrhart et al. 3,452,040 A 6/1969 Langis Primary Examiner — Deepak Rao 3,529,019 A 9, 1970 Suh et al. (74) Attorney, Agent, or Firm — Fish & Richardson P.C. 3,849,574 A 11/1974 Suh et al. 4,241,073. A 12, 1980 Jamieson et al. 4,315,031 A 2f1982 Vincent et al. (57) ABSTRACT 4,983,771 A 1/1991 Bryker et al. 5,068,187 A 11, 1991 Takeichi et al. The invention provides compounds of formula (I): 5,246,943 A 9/1993 Blankley et al. 5,308,853. A 5/1994 Hodges et al. 5,521,187 A 5/1996 Freyne et al. 5,804,593. A 9/1998 Warpehoski et al. 5,919,790 A 7, 1999 Allen et al. 5,955.435 A 9, 1999 Baxter et al. 6,046,214. A 4/2000 Kristiansen et al. 6,048,841 A 4/2000 Baxter et al. 6,114.361 A 9, 2000 Robinson et al. 6,159,995 A 12/2000 Thorwart et al. 6,166,041 A 12/2000 Cavalla et al. 6,218,418 B1 4/2001 Pevarello et al. 6,268.379 B1 7/2001 Xue et al. 6,277,987 B1 8/2001 Kukkola et al. wherein R' and Rare as defined in the specification; pro 6,291,685 B1 9/2001 Junghans et al. cesses for their preparation; pharmaceutical composi 6,329,418 B1 12/2001 Cheng et al. 6,339,101 B1 1/2002 Ross et al. tions containing them; a process for preparing the phar 6,340,691 B1 1/2002 Levin et al. maceutical compositions; and their use in therapy. The 6,429,213 B1 8, 2002 Xue et al. compounds are useful as MMP inhibitors. 6,890,915 B2 5/2005 Sheppecket al. 6,906,053 B2 6/2005 Sheppecket al. 7,078.424 B2 7/2006 Hamilton et al. 11 Claims, No Drawings US 8,183,251 B2 Page 2 U.S. PATENT DOCUMENTS WO WO 2004/020415 3, 2004 2004/O138276 A1 7/2004 Eriksson et al. W. W338; 3. 2004/O147573 A1 7/2004 Eriksson et al. WO WO 2004/O24715 3, 2004 2004/O152697 A1 8, 2004 Chan et al. WO WO 2004/O24718 3, 2004 2004/0209874 A1 10/2004 Sheppecket al. WO WO 2004/O24721 3, 2004 2004/0266832 A1 12/2004 Li et al. WO WO 2004/033632 4/2004 2005, OO19994 A1 1/2005 Chang WO WO 2004/108086 12, 2004 2005/0026990 A1 2/2005 Eriksson et al. WO WO 2006/004532 1, 2006 2005/0171096 A1 8/2005 Sheppecket al. WO WO 2006/004.533 1, 2006 2005/0245586 A1 11/2005 Henriksson et al. WO WO 2006/065215 6, 2006 2005/0256176 A1 11/2005 Burrows et al. WO WO 2006/065216 6, 2006 2006, OO19994 A1 1/2006 Burrows et al. WO WO 2006/077387 T 2006 2006, OO63818 A1 3, 2006 Burrows et al. WO WO 2007/106021 9, 2007 2006/0276524 A1 12/2006 Henriksson et al. WO WO 2007/106022 9, 2007 2008.00043.17 A1 1/2008 Gabos et al. 2008.OO32997 A1 2/2008 Gabos et al. OTHER PUBLICATIONS 2008, OO6471.0 A1 3/2008 Gabos et al. 2008.0171882 A1 7/2008 Eriksson et al. Avgeropoulos et al., “New Treatment Strategies for Malignant 2008/0221139 Al 9, 2008 Chapman et al. Gliomas'. The Oncologist 4:209-224 (1999). 2008/0262045 A1 10, 2008 Eriksson et al. Banfield et al., “Heterocyclic Derivatives of Guanidine. Part V. Reac 2008/0293743 A1 11/2008 Gabos et al. tion of Some Glycidic Esters with Guanidines”.. The Journal of the 2009.00546592008/0306.065 A1 12/20082/2009 CornwallEriksson etet al.al. Chemicalemical SociefSociety 51.2747-2756511:2747-2756 (1963).(1963 2009, 0221640 A1 9/2009 Briggner et al. Belvisi et al, The role ofmatrix metalloproteinases (MMPs) in the 2010, O144771 A1 6, 2010 Gabos et al. patho-physiology of chronic obstructive pulmonary disease (COPD): 2010/0256166 A1 10, 2010 Gabos et al. a therapeutic role for inhibitors of MMPs?”. Inflammation 2010/0273849 A1 10, 2010 Eriksson et al. Research 52:95-100 (2003). 2011/0003853 A1 1/2011 Eriksson et al. Borchers et al., “Acrolein-Induced MUC5ac Expression in Rat Air ways”. The American Physiological Society 274:L573-L581 (1998). FOREIGN PATENT DOCUMENTS Borkakoti, “Matrix metalloprotease inhibitors: design from struc EP O2126.17 3, 1987 ture'. Biochemical Society Transactions 32:17-20 (2004). EP O255390 2, 1988 Bright etal. "Monoclonal Antibodies as Surrogate Receptors in High EP O442584 8, 1991 Throughput Screen for Compounds that Enhance Insulin Sensitiv EP O5802100486,280 5,1, 19941992 ity”itv. Life Sciences.Sci 61:23 (1997),(1997 pp. 2305-23152305-2315. EP O640594 3, 1995 Bruce et al., “The effect of marimastat, a metalloprotease inhibitor, EP O7.09375 5, 1996 on allergen-induced asthmatic hyper-activity. Toxicol. & Appl. EP 1397137 11, 1996 Pharmacol. 205:126-132 (2005). EP O909754 4f1999 Carmeliet, “Proteinases in Cardiovascular Aneurysms and Rupture: EP 1117616 T 2001 Targets for Therapy?', The Journal of Clinical Investigation EP 1149843 10, 2001 EP 1191024 3, 2002 105(11): 1519-1520 (2000). EP 1550725 7/2005 Catterall et al., “Drugs in development: bisphosphonates and metal WO WO92/01062 1, 1992 loproteinase inhibitors'. Arthritis Res Ther 5:12-24 (2003). WO WO95/14025 5, 1995 Chambers et al., “Changing Views of the Role of Matrix Metal WO WO96/21640 T 1996 loproteinases in Metastasis', J Natl Cancer Inst 89:1260-1270 WO WO96,27583 9, 1996 (1997). WO WO 98.50359 11, 1998 Chemical Abstracts, vol. 65, 1966, ABSTRACT No. 13684 h., M. WO WO99.24399WO99,06361 2,5, 1999 Lora-Tora-1amayo etit al.:al. "PotentialPotenual anticanceranti agents.ts. 1.I. GlutamiGlutamine WO WO99,42443 8, 1999 Sulfonate analogs'. & Anales Real Soc. Espan. Fis. Quim (Madrid), WO WO99.62880 12/1999 Ser. B. 62(2), 173-86. WO WOOOO9103 2, 2000 Chodosh et al., “Comparative trials of doxycycline versus amoxicil WO WOOOf 12477 3, 2000 lin, cephalexin and enoxacin in bacterial infections in chronic bron WO WOOOf 12478 3, 2000 chitis and asthma'. Scand. J. Infect. Dis. Suppl.53:22-8 (1988). WO WOOO,35886 6, 2000 Comber et al., “5.5-Disubstituted Hydantoins: Syntheses and Anti W W 8:37. 3. HIV Activity”, J Med. Chem. 35:3567-3572 (1992). WO WOOOf 75106 12/2000 9ptp:/www.lungsonline.com cop html downloaded Aug. WO WOO1 (05756 1, 2001 & 8 WO WOO1? 12189 2, 2001 Croce, P. et al. “Stereoselective aldol additions of a chirai glycine WO WOO1,223.63 3, 2001 enloate synthon to heteroaromatic aldehydes.” Heterocycles, 52:3 WO WOO1/34573 5, 2001 (2000) pp. 1337-1344. WO WOO2,06232 1, 2002 Dahan et al., “Expression of Matrix Metalloproteinases in Healthy WO WO O2, 14262 2, 2002 and Diseased Human Gingiva'.
Load more

Recommended publications
  • Stems for Nonproprietary Drug Names
    USAN STEM LIST STEM DEFINITION EXAMPLES -abine (see -arabine, -citabine) -ac anti-inflammatory agents (acetic acid derivatives) bromfenac dexpemedolac -acetam (see -racetam) -adol or analgesics (mixed opiate receptor agonists/ tazadolene -adol- antagonists) spiradolene levonantradol -adox antibacterials (quinoline dioxide derivatives) carbadox -afenone antiarrhythmics (propafenone derivatives) alprafenone diprafenonex -afil PDE5 inhibitors tadalafil -aj- antiarrhythmics (ajmaline derivatives) lorajmine -aldrate antacid aluminum salts magaldrate -algron alpha1 - and alpha2 - adrenoreceptor agonists dabuzalgron -alol combined alpha and beta blockers labetalol medroxalol -amidis antimyloidotics tafamidis -amivir (see -vir) -ampa ionotropic non-NMDA glutamate receptors (AMPA and/or KA receptors) subgroup: -ampanel antagonists becampanel -ampator modulators forampator -anib angiogenesis inhibitors pegaptanib cediranib 1 subgroup: -siranib siRNA bevasiranib -andr- androgens nandrolone -anserin serotonin 5-HT2 receptor antagonists altanserin tropanserin adatanserin -antel anthelmintics (undefined group) carbantel subgroup: -quantel 2-deoxoparaherquamide A derivatives derquantel -antrone antineoplastics; anthraquinone derivatives pixantrone -apsel P-selectin antagonists torapsel -arabine antineoplastics (arabinofuranosyl derivatives) fazarabine fludarabine aril-, -aril, -aril- antiviral (arildone derivatives) pleconaril arildone fosarilate -arit antirheumatics (lobenzarit type) lobenzarit clobuzarit -arol anticoagulants (dicumarol type) dicumarol
    [Show full text]
  • Proceedings of a Workshop on INFLAMMATORY AIRWAY DISEASE
    H av on emeyer Foundati Havemeyer Foundation Monograph Series No. 9 Proceedings of a Workshop on INFLAMMATORY AIRWAY DISEASE: DEFINING THE SYNDROME 30th September – 3rd October 2002 Boston, USA Editors: A. Hoffman, N. E. Robinson and J. F. Wade H av on emeyer Foundati Havemeyer Foundation Monograph Series No. 9 Proceedings of a Workshop on INFLAMMATORY AIRWAY DISEASE: DEFINING THE SYNDROME 30th September – 3rd October 2002 Boston, USA Editors: A. Hoffman, N. E. Robinson and J. F. Wade © 2003 by R & W Publications (Newmarket) Limited Suites 3 & 4, 8 Kings Court, Willie Snaith Road, Newmarket, Suffolk CB8 7SG, UK No part of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, without the prior permission of the copyright owner. Authorisation to photocopy items for internal or personal use, or the internal or personal use of specific clients, is granted by R & W Publications (Newmarket) Limited for libraries and other users registered with the Copyright Clearance Center (CCC) Transactional Reporting Service, provided that the base fee of £0.02 per copy (no additional fee per page) is paid directly to CCC, 21 Congress Street, Salem, MA 01970. This consent does not extend to other kinds of copying, such as copying for general distribution, for advertising or promotional purposes, for creating new collective works, or for resale. First published 2003 ISSN 1472-3158 Published by R & W Publications (Newmarket) Limited Printed in Great Britain by Quality Print Services (Anglia) Limited Havemeyer Foundation Monograph Series No. 9 CONTENTS EDITORS’ FOREWORD .....................................................................................................................Page v SESSION 1: CLINICAL EVIDENCE Inflammatory airway disease: a clinician’s view from North America B.
    [Show full text]
  • Ep 1270000 A2
    Europäisches Patentamt *EP001270000A2* (19) European Patent Office Office européen des brevets (11) EP 1 270 000 A2 (12) EUROPEAN PATENT APPLICATION (43) Date of publication: (51) Int Cl.7: A61K 31/00, A61K 31/353, 02.01.2003 Bulletin 2003/01 A61P 9/10 (21) Application number: 02254274.0 (22) Date of filing: 19.06.2002 (84) Designated Contracting States: • Bourassa, P.-A., AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU Pfizer Global Research and Devel. MC NL PT SE TR Groton, Connecticut 06340 (US) Designated Extension States: • Lindsey, S., AL LT LV MK RO SI Pfizer Global Research and Developm. Groton, Connecticut 06340 (US) (30) Priority: 28.06.2001 US 301712 P 10.10.2001 US 328254 P (74) Representative: Sewell, Richard Charles et al UK Patent Department, (71) Applicant: Pfizer Products Inc. Pfizer Limited, Groton, Connecticut 06340 (US) Ramsgate Road Sandwich, Kent CT13 9NJ (GB) (72) Inventors: • Aiello, R. J., Pfizer Global Research and Develop. Groton, Connecticut 06340 (US) (54) Benzoic acid substituted benzopyrans for the treatment of atherosclerosis (57) A method of treating atherosclerosis in a mammal, including a human, comprising administering to said mam- mal an amount of the compound of the formula an enantiomer, or the pharmaceutically acceptable salt thereof; effective to treat atherosclerosis, wherein R1, R2 and R3 are as defined herein. EP 1 270 000 A2 Printed by Jouve, 75001 PARIS (FR) EP 1 270 000 A2 Description BACKGROUND OF THE INVENTION 5 [0001] This invention relates to the methods of treating atherosclerosis in a mammal, including a human, by admin- istering an amount of LTB4 antagonists, preferably substituted benzopyrans or a pharmaceutically acceptable salt thereof, effective in treating atherosclerosis.
    [Show full text]
  • PHARMACEUTICAL APPENDIX to the HARMONIZED TARIFF SCHEDULE Harmonized Tariff Schedule of the United States (2008) (Rev
    Harmonized Tariff Schedule of the United States (2008) (Rev. 2) Annotated for Statistical Reporting Purposes PHARMACEUTICAL APPENDIX TO THE HARMONIZED TARIFF SCHEDULE Harmonized Tariff Schedule of the United States (2008) (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 GADOCOLETICUM 280776-87-6 ABAFUNGIN 129639-79-8 ACIDUM LIDADRONICUM 63132-38-7 ABAMECTIN 65195-55-3 ACIDUM SALCAPROZICUM 183990-46-7 ABANOQUIL 90402-40-7 ACIDUM SALCLOBUZICUM 387825-03-8 ABAPERIDONUM 183849-43-6 ACIFRAN 72420-38-3 ABARELIX 183552-38-7 ACIPIMOX 51037-30-0 ABATACEPTUM 332348-12-6 ACITAZANOLAST 114607-46-4 ABCIXIMAB 143653-53-6 ACITEMATE 101197-99-3 ABECARNIL 111841-85-1 ACITRETIN 55079-83-9 ABETIMUSUM 167362-48-3 ACIVICIN 42228-92-2 ABIRATERONE 154229-19-3 ACLANTATE 39633-62-0 ABITESARTAN 137882-98-5 ACLARUBICIN 57576-44-0 ABLUKAST 96566-25-5 ACLATONIUM NAPADISILATE 55077-30-0 ABRINEURINUM 178535-93-8 ACODAZOLE 79152-85-5 ABUNIDAZOLE 91017-58-2 ACOLBIFENUM 182167-02-8 ACADESINE 2627-69-2 ACONIAZIDE 13410-86-1 ACAMPROSATE
    [Show full text]
  • WO 2009/114650 Al
    (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date 17 September 2009 (17.09.2009) WO 2009/114650 Al (51) International Patent Classification: (US). GOSWAMY, Amit [US/US]; 130 Knowles Drive, A61K 31/10 (2006.01) A61K 45/06 (2006.01) Suite A, Los Gatos, CA 95032 (US). A61K 31/195 (2006.01) A61P 29/00 (2006.01) (74) Agents: NOLAN, James S. @ et al.; Mintz Levin Cohn (21) International Application Number: Ferris Glovsky And Popeo, P.C , One Financial Center, PCT/US2009/036867 Boston, MA 021 11 (US). (22) International Filing Date: (81) Designated States (unless otherwise indicated, for every 11 March 2009 ( 11.03.2009) kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, English (25) Filing Language: CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, (26) Publication Language: English EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, (30) Priority Data: KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, 61/035,706 11 March 2008 ( 11.03.2008) US MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, (71) Applicant (for all designated States except US): CHAK- NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SHU RESEARCH, INC. [US/US]; 130 Knowles Drive, SK, SL, SM, ST, SV, SY, TJ, TM, TN, TR, TT, TZ, UA, Suite A, Los Gatos, CA 95032 (US).
    [Show full text]
  • (12) United States Patent (10) Patent No.: US 7,250,518 B2 Magee Et Al
    US007250518B2 (12) United States Patent (10) Patent No.: US 7,250,518 B2 Magee et al. (45) Date of Patent: Jul. 31, 2007 (54) NICOTINAMIDE ACIDS, AMIDES, AND WO WO O157O25 8, 2001 THER MIMETCS ACTIVE AS INHIBITORS WO WO O157.036 8, 2001 OF PDE4 ISOZYMES (75) Inventors: Thomas V. Magee, Mystic, CT (US); OTHER PUBLICATIONS Anthony Marfat, Mystic, CT (US); Trophy, Theodore J. et al., “Phosphodiesterase IV Inhibitors as Robert J. Chambers, Mystic, CT (US) Therapy for Eosinophil-induced Lung Injury in Asthma, Environ mental Health Perspectives, vol. 102 Suppl. 10, Dec. 1994, pp. (73) Assignee: Pfizer Inc., New York, NY (US) 79-84. Duplantier, Allen J., et al., "Biarylcarboxylic Acids and -amides: (*) Notice: Subject to any disclaimer, the term of this Inhibition of PhosphodiesteraseType IV versus HIRolipram Bind patent is extended or adjusted under 35 ing Activity and Their Relationship to Emetic Behavior in the U.S.C. 154(b) by 340 days. Ferret, Journal of Medicinal Chemistry.” 1996, vol. 39, No. 1, pp. 120-125. (21) Appl. No.: 10/781,062 Schneider, Herbert H. et al., “Dicriminative Stimulus Properties of the Stereoisomers of the Phosphodiesterase Inhibitor Rolipram.” Pharmacology Biochemistry and Behavior, vol. 50, No. 2, 1995, pp. (22) Filed: Feb. 17, 2004 211-217. (65) Prior Publication Data Banner, Katherine H., et. al., “Acute versus chronic administration of phosphodiesterase inhibitors on allergen-induced pulmonary cell US 2004/0171798 A1 Sep. 2, 2004 influx in sensitized guinea-pigs, British Journal of Pharmacology, 114, 1995, pp. 93-98. Related U.S. Application Data Barnette, Mary S., et. al., “The Ability of Phosphodiesterase IV Inhibitors to Suppress Superoxide Production in Guinea Pig (63) Continuation of application No.
    [Show full text]
  • WO 2008/065393 Al
    (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date PCT (10) International Publication Number 5 June 2008 (05.06.2008) WO 2008/065393 Al (51) International Patent Classification: S-SE-221 87 Lund (SE). MUNCKAF ROSENSCHOLD, C07D 403/12 (2006.01) A61P 11/06 (2006.01) Magnus [SE/SE]; AstraZeneca R & D Lund, S-SE-221 87 C07D 239/34 (2006.01) A61P 19/00 (2006.01) Lund (SE). A61K 31/506 (2006.01) A61P 19/02 (2006.01) A61P 11/00 (2006.01) (74) Agent: GLOBAL INTELLECTUAL PROPERTY; As traZeneca AB, S-151 85 Sodertalje (SE). (21) International Application Number: PCT/GB2007/004556 (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, (22) International Filing Date: AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, CA, CH, 28 November 2007 (28.1 1.2007) CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, (25) Filing Language: English IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, (26) Publication Language: English MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, SV, SY, (30) Priority Data: TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, 60/867,606 29 November 2006 (29.1 1.2006) US ZM, ZW (71) Applicant (for all designated States except MG, US): AS¬ (84) Designated States (unless otherwise indicated, for every TRAZENECA AB [SE/SE]; S-151 85 Sodertalje (SE).
    [Show full text]
  • Harmonized Tariff Schedule of the United States (2004) -- Supplement 1 Annotated for Statistical Reporting Purposes
    Harmonized Tariff Schedule of the United States (2004) -- Supplement 1 Annotated for Statistical Reporting Purposes PHARMACEUTICAL APPENDIX TO THE HARMONIZED TARIFF SCHEDULE Harmonized Tariff Schedule of the United States (2004) -- Supplement 1 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. Product CAS No. Product CAS No. ABACAVIR 136470-78-5 ACEXAMIC ACID 57-08-9 ABAFUNGIN 129639-79-8 ACICLOVIR 59277-89-3 ABAMECTIN 65195-55-3 ACIFRAN 72420-38-3 ABANOQUIL 90402-40-7 ACIPIMOX 51037-30-0 ABARELIX 183552-38-7 ACITAZANOLAST 114607-46-4 ABCIXIMAB 143653-53-6 ACITEMATE 101197-99-3 ABECARNIL 111841-85-1 ACITRETIN 55079-83-9 ABIRATERONE 154229-19-3 ACIVICIN 42228-92-2 ABITESARTAN 137882-98-5 ACLANTATE 39633-62-0 ABLUKAST 96566-25-5 ACLARUBICIN 57576-44-0 ABUNIDAZOLE 91017-58-2 ACLATONIUM NAPADISILATE 55077-30-0 ACADESINE 2627-69-2 ACODAZOLE 79152-85-5 ACAMPROSATE 77337-76-9 ACONIAZIDE 13410-86-1 ACAPRAZINE 55485-20-6 ACOXATRINE 748-44-7 ACARBOSE 56180-94-0 ACREOZAST 123548-56-1 ACEBROCHOL 514-50-1 ACRIDOREX 47487-22-9 ACEBURIC ACID 26976-72-7
    [Show full text]
  • Chemical Structure-Related Drug-Like Criteria of Global Approved Drugs
    Molecules 2016, 21, 75; doi:10.3390/molecules21010075 S1 of S110 Supplementary Materials: Chemical Structure-Related Drug-Like Criteria of Global Approved Drugs Fei Mao 1, Wei Ni 1, Xiang Xu 1, Hui Wang 1, Jing Wang 1, Min Ji 1 and Jian Li * Table S1. Common names, indications, CAS Registry Numbers and molecular formulas of 6891 approved drugs. Common Name Indication CAS Number Oral Molecular Formula Abacavir Antiviral 136470-78-5 Y C14H18N6O Abafungin Antifungal 129639-79-8 C21H22N4OS Abamectin Component B1a Anthelminithic 65195-55-3 C48H72O14 Abamectin Component B1b Anthelminithic 65195-56-4 C47H70O14 Abanoquil Adrenergic 90402-40-7 C22H25N3O4 Abaperidone Antipsychotic 183849-43-6 C25H25FN2O5 Abecarnil Anxiolytic 111841-85-1 Y C24H24N2O4 Abiraterone Antineoplastic 154229-19-3 Y C24H31NO Abitesartan Antihypertensive 137882-98-5 C26H31N5O3 Ablukast Bronchodilator 96566-25-5 C28H34O8 Abunidazole Antifungal 91017-58-2 C15H19N3O4 Acadesine Cardiotonic 2627-69-2 Y C9H14N4O5 Acamprosate Alcohol Deterrant 77337-76-9 Y C5H11NO4S Acaprazine Nootropic 55485-20-6 Y C15H21Cl2N3O Acarbose Antidiabetic 56180-94-0 Y C25H43NO18 Acebrochol Steroid 514-50-1 C29H48Br2O2 Acebutolol Antihypertensive 37517-30-9 Y C18H28N2O4 Acecainide Antiarrhythmic 32795-44-1 Y C15H23N3O2 Acecarbromal Sedative 77-66-7 Y C9H15BrN2O3 Aceclidine Cholinergic 827-61-2 C9H15NO2 Aceclofenac Antiinflammatory 89796-99-6 Y C16H13Cl2NO4 Acedapsone Antibiotic 77-46-3 C16H16N2O4S Acediasulfone Sodium Antibiotic 80-03-5 C14H14N2O4S Acedoben Nootropic 556-08-1 C9H9NO3 Acefluranol Steroid
    [Show full text]
  • (12) United States Patent (10) Patent No.: US 8,268,878 B2 Armer Et Al
    USOO8268878B2 (12) United States Patent (10) Patent No.: US 8,268,878 B2 Armer et al. (45) Date of Patent: Sep. 18, 2012 (54) COMPOUNDS HAVING CRTH2 ANTAGONIST 2009, OO23788 A1 1/2009 Middlemiss et al. ACTIVITY 2009,0192195 A1 7/2009 Armer et al. 2010.0022613 A1 1/2010 Armer et al. 2010.0041699 A1 2/2010 Boyd et al. (75) Inventors: Richard Edward Armer, Cambridge 2010/0330.077 A1 12/2010 Armer et al. (GB); Graham Michael Wynne, 2011/O123547 A1 5, 2011 Armer et al. Bicester (GB); Colin Richard Dorgan, 2011/O124683 A1 5, 2011 Hunter et al. Abingdon (GB); Peter David Johnson, 2011/O142855 A1 6/2011 Armer et al. Oxford (GB) FOREIGN PATENT DOCUMENTS EP 1505061 A1 2, 2005 (73) Assignee: Oxagen Limited, Abingdon (GB) WO WO 2005/044260 A1 5, 2005 WO WO 2009,077728 A1 6, 2009 (*) Notice: Subject to any disclaimer, the term of this OTHER PUBLICATIONS patent is extended or adjusted under 35 Hata et al. (Pharmacology & Therapeutics 103 (2004) 147-166).* U.S.C. 154(b) by 0 days. Kubinyi (3D QSAR in Drug Design: Ligand-Protein Interactions and Molecular Similarity, vol. 2-3, Springer, 1998, 800 pages), TOC and (21) Appl. No.: 13/180,157 pp. 243-244 provided.* Wermuth, The Practice of Medicinal Chemsitry, 2d ed. (2003), 768 (22) Filed: Jul. 11, 2011 pages. Chapters 9-10 provided.* Parket al. (Toxicology Lett., 120 (2001), 281-91).* (65) Prior Publication Data * cited by examiner US 2011 FO268.693 A1 Nov. 3, 2011 Primary Examiner — Robert Havlin Related U.S.
    [Show full text]
  • Customs Tariff - Schedule Xxi - 1
    CUSTOMS TARIFF - SCHEDULE XXI - 1 Section XXI WORKS OF ART, COLLECTORS' PIECES AND ANTIQUES Issued January 1, 2013 CUSTOMS TARIFF - SCHEDULE 99 - i Chapter 99 SPECIAL CLASSIFICATION PROVISIONS - COMMERCIAL Notes. 1. The provisions of this Chapter are not subject to the rule of specificity in General Interpretative Rule 3 (a). 2. Goods which may be classified under the provisions of Chapter 99, if also eligible for classification under the provisions of Chapter 98, shall be classified in Chapter 98. 3. Goods may be classified under a tariff item in this Chapter and be entitled to the Most-Favoured-Nation Tariff or a preferential tariff rate of customs duty under this Chapter that applies to those goods according to the tariff treatment applicable to their country of origin only after classification under a tariff item in Chapters 1 to 97 has been determined and the conditions of any Chapter 99 provision and any applicable regulations or orders in relation thereto have been met. 4. The words and expressions used in this Chapter have the same meaning as in Chapters 1 to 97. Issued January 1, 2013 99 - 1 CUSTOMS TARIFF - SCHEDULE Tariff Unit of MFN Applicable SS Description of Goods Item Meas. Tariff Preferential Tariffs 9901.00.00 Articles and materials for use in the manufacture or repair of the Free CCCT, LDCT, GPT, UST, following to be employed in commercial fishing or the commercial MT, MUST, CIAT, CT, harvesting of marine plants: CRT, IT, NT, SLT, PT, COLT, JT: Free Artificial bait; Carapace measures; Cordage, fishing lines (including marlines), rope and twine, of a circumference not exceeding 38 mm; Devices for keeping nets open; Fish hooks; Fishing nets and netting; Jiggers; Line floats; Lobster traps; Lures; Marker buoys of any material excluding wood; Net floats; Scallop drag nets; Spat collectors and collector holders; Swivels.
    [Show full text]
  • Compounds Having Crth2 Antagonist Activity Verbindungen Mit Crth2-Antagonisten-Wirkung Composés Présentant Une Activité Antagoniste De Crth2
    (19) TZZ Z___T (11) EP 2 250 161 B1 (12) EUROPEAN PATENT SPECIFICATION (45) Date of publication and mention (51) Int Cl.: of the grant of the patent: C07D 401/06 (2006.01) A61K 31/4439 (2006.01) 16.10.2013 Bulletin 2013/42 A61P 29/00 (2006.01) (21) Application number: 09702598.5 (86) International application number: PCT/GB2009/000142 (22) Date of filing: 19.01.2009 (87) International publication number: WO 2009/090414 (23.07.2009 Gazette 2009/30) (54) COMPOUNDS HAVING CRTH2 ANTAGONIST ACTIVITY VERBINDUNGEN MIT CRTH2-ANTAGONISTEN-WIRKUNG COMPOSÉS PRÉSENTANT UNE ACTIVITÉ ANTAGONISTE DE CRTH2 (84) Designated Contracting States: • WHITTAKER, Mark AT BE BG CH CY CZ DE DK EE ES FI FR GB GR Oxon OX14 4RY (GB) HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL • WYNNE, Graham, Michael PT RO SE SI SK TR Oxon OX14 4RY (GB) Designated Extension States: • VILE, Julia AL BA RS Oxon OX14 4RY (GB) • SCHROER, Frank (30) Priority: 18.01.2008 GB 0800874 Oxon OX14 4RY (GB) 10.11.2008 GB 0820526 (74) Representative: Cornish, Kristina Victoria Joy et al (43) Date of publication of application: Kilburn & Strode LLP 17.11.2010 Bulletin 2010/46 20 Red Lion Street London (73) Proprietor: Atopix Therapeutics Limited WC1R 4PJ (GB) London WC2R 1BH (GB) (56) References cited: (72) Inventors: EP-A- 0 054 417 WO-A-2005/102338 • ARMER, Richard, Edward WO-A-2006/095183 WO-A-2008/012511 Oxon OX14 4RY (GB) WO-A1-2004/007451 WO-A1-2005/040114 • PETTIPHER, Eric, Roy Oxon OX14 4RY (GB) Note: Within nine months of the publication of the mention of the grant of the European patent in the European Patent Bulletin, any person may give notice to the European Patent Office of opposition to that patent, in accordance with the Implementing Regulations.
    [Show full text]