`
`CELGENE 2014
`ae©oa
`(=)NI
`a)Zz
`aE
`APOTEX v. CELGENE
`APOTEX v. CELGENE
`IPR2023-00512
`IPR2023-00512
`
`LS7
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`All rights reserved, Published simultaneously in Canada.
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` Nopart of this publication may be reproduced, stored in a retrieval system or transmitted
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`in any formor by any means, electronic, mechanical, photocopying, recording, scanning
`orotherwise, except as permitted under Sections 107 or 108 of the 1976 United States
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`authorization through payment of the appropriate per-copy fee to the Copyright
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`Clearance Center, 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax
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`(978) 750-4470. Requests to the Publisher for permission should be addressed to the
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`Permissions Department, John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030,
`(201) 748-6011, fax (201) 748-6008.
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` Copyright © 1986 by John Wiley & Sons, Inc.
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`Library of Congress Cataloging in Publication Data:
`Connors, Kenneth A. (Kenneth Antonio), 1932-
`Chemical stability of pharmaceuticals.
`“A Wiley-Interscience publication."
`Includes. bibliographies ard index.
`1. Drug stability.
`I. Amidon, Gordon L. 1. Stella,
`Valentino J., 1946-
`.
`Ii. Tide.
`[DNLM:
`1. Drug
`Stability—handbooks.
`2. Kinetics—handbooks.
`QV 735 C7S2c]
`615.18
`RS424,C66.
`1986.
`ISBN 978-0-471-87955-8
`
`—-85-31455
`
`
`
`
`
`
`
`
`
`fability,
`
`the tri-
`Azacytidine (5-AC) undergoes hydrolysis of
`Zine ring in aqueous buffers.
`The hydrolysis takes
`ate at
`the 8-6 double bond and the pH-rate profile
`pMibits both acid and base catalysis.
`The pH range
`_ Optimum stabllity is 6.5-7.0.
`Even at
`this pH
`Aan however, drug degradation is rapid.
`Decom-
`ene ton rate constants of 5-AC are also influenced by
`("Perature and buffer concentration.
`It is possible
`at metal
`ions,
`for example,
`iron, act as catalysts
`the hydrolysis so that the addition of EDTA te so-
`tions of 5-AC in distilled water
`increases the
`
`AC; §S-azgacytidine; 4-amino-i-b-B-ribofuranosyl-
`3,5-triagin-2-one.
`
`Pucture
`
`NH
`
`a.
`AM
`
`N
`
`OH
`
`OH
`
`abllity Summary
`
`Ho0H
`
`Cally 2N405
`mol. wt. 244,21
`
`
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