Esters of 5-aminolevulinic acid as photosensitizing agents...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C514S561000, C560S155000, C560S170000, C546S093000

Reexamination Certificate

active

10343209

ABSTRACT:
The invention provides compounds for use in photochemotherapy or diagnosis, said compounds being branched alkyl esters or substituted alkyl esters of 5-aminolevulinic acid, or derivatives or pharmaceutically acceptable salts thereof. In particular, the invention provides compounds of formula (I): R22N—CH2COCH2CH2CO—OR1(wherein R1represents an optionally substituted branched alkyl (e.g. C5-30alkyl) group, or a substituted alkyl group; R2, each of which may be the same or different, represents a hydrogen atom or an optionally substituted alkyl group, preferably a group R1; wherein said substituents are selected from hydroxy, alkoxy, acyloxy, alkoxycarbonyloxy, amino, aryl, nitro, oxo, fluoro, —SR3, —NR32and PR32groups, and each alkyl group is optionally interrupted by one or more O—, —NR3—, —S— or —PR3— groups; and R3represents a hydrogen atom or a C1-6alkyl group) and salts thereof for use in diagnosis and photochemotherapy of disorders of abnormalities of external or internal surfaces of the body, and products and kits for performing the invention.

REFERENCES:
patent: 4087532 (1978-05-01), Merz et al.
patent: 4575515 (1986-03-01), Sandborn
patent: 5079262 (1992-01-01), Kennedy et al.
patent: 5211938 (1993-05-01), Kennedy et al.
patent: 5219878 (1993-06-01), Ringuet et al.
patent: 5234940 (1993-08-01), Kennedy et al.
patent: 5422093 (1995-06-01), Kennedy et al.
patent: 5661111 (1997-08-01), Kuramochi et al.
patent: 5955490 (1999-09-01), Kennedy et al.
patent: 6034267 (2000-03-01), Gierskcky et al.
patent: 6492420 (2002-12-01), Gierskcky et al.
patent: 6992107 (2006-01-01), Gierskcky et al.
patent: 2004/0029855 (2004-02-01), Klaveness et al.
patent: 24 11 382 (1975-09-01), None
patent: 0 316 179 (1989-05-01), None
patent: 1 496 418 (1977-12-01), None
patent: 2 058 077 (1981-04-01), None
patent: 197211 (1990-01-01), None
patent: 07 053487 (1995-02-01), None
patent: WO 91/01727 (1991-02-01), None
patent: WO 92/06097 (1992-04-01), None
patent: WO 93/20810 (1993-10-01), None
patent: WO 95/07077 (1995-03-01), None
patent: WO 96 28412 (1996-09-01), None
patent: WO 03/011265 (2003-02-01), None
patent: WO 03/045893 (2003-06-01), None
Dougherty, Thomas J., “Activated Dyes as Antitumor Agents,” Journal of the National Cancer Institute (1974), vol. 52, No. 4, pp. 1333-1336.
Kelly et al., “Hematoporphyrin Derivative: A Possible Aid in the Diagnosis and Therapy of Carcinoma of the Bladder,” The Journal of Urology (1976), vol. 115, pp. 150-151.
C.J. Whitaker et al., “Photosensitization of pancreatic tumour cells by delta-Aminolaevulinic acid esters,” Anti-Cancer Drug Design, vol. 15, Jun. 1, 2000, pp. 161-170.
Y. Berger et al., “Ethylene Glycol and Amino Acid Derivatives of 5-Aminolevulinic Acid as New Photosensitizing Precursors of Protoporphrin IX in Cells,” J. Med. Chem., vol. 43, Dec 1, 2000, pp. 4738-4746.
U.S. Appl. No. 09/655,570, filed Sep. 6, 2000, Gierskcky et al.
U.S. Appl. No. 10/966,408, filed Oct. 14, 2004, Gierskcky et al.
U.S. Appl. No. 10/410,636, filed Apr. 9, 2003, Gierskcky et al.
U.S. Appl. No. 10/818,917, filed Apr. 5, 2004, Gierskcky et al.
U.S. Appl. No. 10/496,328, filed May 21, 2004.
U.S. Appl. No. 10/484,743, filed Jul. 13, 2004.
Database Xfire entries, Beilstein Registry No. 3060978, 5347132, 5499790, 5620924, 5633390, 5991317, 6517740.
Abstract of Japanese Patent Application No. JP900287712 (Haruhiko), published Jan. 14, 1992, Patent Abstracts of Japan, vol. 16, No. 156 (C-0930).
Qian et al., “A Comparison of Different Photosensitizing Dyes with Respect to Uptake C3H-Tumors and Tissues of Mice, ” Cancer Letters (1987), vol. 36, pp. 1-10.
Kloek et al., “Prodrugs of 5-Aminolevulinic Acid for Photodynamic Therapy,” Photochemistry and Photobiology (1996), vol. 64, No. 6, pp. 994-1000.
Salerni et al., “Synthesis of δ-Aminolaevulinic Acid Analogues as Potential Antimalarial Agents,” J. Chem. Soc. (C) (1968) pp. 1399-1401.
Ariëns, E.J., Drug Design, Academic Press, Inc., NY (1971), pp. 8-11, 70-71.
Morrison et al., Organic Chemistry, 3rdEd., Allyn and Bacon, Boston (1973), pp. 631, 666, 668-669.
Gawell et al., “Synthesis of 5-Substituted 5-Hydroxy-2-pyrrolidones, Metabolites of the Antipsychotic Benzamide Remoxipride,” Acta. Chemica. Scandinavica (1989), vol. 43, pp. 476-480.
Schulz et al., “3-Imidazoline und Δ3-Tetrahydropyrimidine durch Thermolyse von 3-Oxazolin-5-onen aus N-Acyldipeptiden,” Chem. Ber. (1980), vol. 113, pp. 770-786.
Abstract of Japanese Patent No. 2000023691 (Jan. 25, 2000), Patent Abstracts of Japan, Unexamined Applications vol. 2000.
Abstract of Japanese Patent No. 11028084 (Feb. 2, 1999), Patent Abstracts of Japan, Unexamined Applications, vol. 99, No. 2.
Abstract of Japanese Patent No. 11012197 (Jan. 19, 1999), Patent Abstracts of Japan, Unexamined Applications, vol. 99, No. 1.
Abstract of Japenese Patent No. 08151304 (Jun. 11, 1996), Patent Abstracts of Japan, Unexamined Applications, vol. 96, No. 6.
Abstract of Japanese Patent No. 07053487 (Feb. 28, 1995), Patent Abstracts of Japan, Unexamined Applications, vol. 95, No. 2.
Abstract of Japanese Patent No. 06141681 (May 24, 1994), Patent Abstracts of Japan, Unexamined Applications, Section C, Sect. No. 1240, vol. 18, No. 448, p. 103 (Aug. 22, 1994).
Abstract of Japanese Patent No. 05137587 (Jun. 1, 1993), Patent Abstracts of Japan, Unexamined Applications, Section C, Sect. No. 1110, vol. 17, No. 5, p. 13 (Sep. 13, 1993).
Abstract of Japanese Patent No. 11171852 (Jun. 29, 1999), STN Easy.
Chemical Abstract Registry No. 79416-27-6, 163271-25-8, 186146-43-0, 163271-24-7, 186410-01-5, 204326-60-3, 140898-97-1, 140898-99-3, 140898-98-2, 140899-00-9, 140899-01-0, 140899-02-1, 163271-28-1, 140899-03-2, 163271-21-4, 163271-26-9, 163271-27-0, 163271-20-3, 123498-44-2, 163271-23-6, 163271-22-5, 186410-02-6, 186410-03-7.
Davies, A. G.; Organic Peroxides; Butterworth and Co. London. P. 196. 1961.
Cotton, F.A. et al; Advanced Inorganic Chemistry. 5thed. Wiley, New York; pp. 305-309, 382-386. 1988.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Esters of 5-aminolevulinic acid as photosensitizing agents... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Esters of 5-aminolevulinic acid as photosensitizing agents..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Esters of 5-aminolevulinic acid as photosensitizing agents... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3825314

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.