ZA200108056B - C7 carbamoyloxy substituted taxanes as antitumor agents. - Google Patents

C7 carbamoyloxy substituted taxanes as antitumor agents. Download PDF

Info

Publication number: ZA200108056B
Authority: ZA; South Africa
Prior art keywords: pyridyl; taxane; thienyl; furyl; substituted
Prior art date: 2000-02-02

Application number

ZA200108056A

Other languages

English (en)

Inventor

Robert A Holton

Original Assignee

Univ Florida State Res Found

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.)

2000-02-02

Filing date

2001-10-01

Publication date

2003-12-01

2001-10-01 Application filed by Univ Florida State Res Found filed Critical Univ Florida State Res Found

2003-12-01 Publication of ZA200108056B publication Critical patent/ZA200108056B/en

Links

229940123237 Taxane Drugs 0.000 title claims description 177
-1 carbamoyloxy Chemical group 0.000 title claims description 113
239000002246 antineoplastic agent Substances 0.000 title description 7
125000000217 alkyl group Chemical group 0.000 claims description 186
DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims description 163
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 162
125000003342 alkenyl group Chemical group 0.000 claims description 157
125000000304 alkynyl group Chemical group 0.000 claims description 150
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 71
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 69
229910052739 hydrogen Inorganic materials 0.000 claims description 65
239000000203 mixture Substances 0.000 claims description 61
125000002541 furyl group Chemical group 0.000 claims description 51
125000001544 thienyl group Chemical group 0.000 claims description 51
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 50
125000004076 pyridyl group Chemical group 0.000 claims description 50
239000001257 hydrogen Substances 0.000 claims description 45
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 45
125000001183 hydrocarbyl group Chemical group 0.000 claims description 36
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 29
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 28
150000002431 hydrogen Chemical class 0.000 claims description 27
229930194542 Keto Natural products 0.000 claims description 25
125000000468 ketone group Chemical group 0.000 claims description 25
125000001145 hydrido group Chemical group *[H] 0.000 claims description 24
238000000034 method Methods 0.000 claims description 24
239000000126 substance Substances 0.000 claims description 21
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
125000004423 acyloxy group Chemical group 0.000 claims description 17
239000008194 pharmaceutical composition Substances 0.000 claims description 15
125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 14
239000003937 drug carrier Substances 0.000 claims description 13
241000124008 Mammalia Species 0.000 claims description 8
125000000753 cycloalkyl group Chemical group 0.000 claims description 8
239000003814 drug Substances 0.000 claims description 8
230000002401 inhibitory effect Effects 0.000 claims description 8
230000004614 tumor growth Effects 0.000 claims description 7
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 70
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 66
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 66
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims 66
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 66
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 63
238000004519 manufacturing process Methods 0.000 claims 3
150000001875 compounds Chemical class 0.000 description 54
239000000243 solution Substances 0.000 description 43
230000000259 anti-tumor effect Effects 0.000 description 35
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
125000004122 cyclic group Chemical group 0.000 description 18
125000004453 alkoxycarbonyl group Chemical group 0.000 description 16
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125000003118 aryl group Chemical group 0.000 description 12
125000004432 carbon atom Chemical group C* 0.000 description 12
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150000003573 thiols Chemical class 0.000 description 6
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125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 5
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125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
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235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000017550 sodium carbonate Nutrition 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
229940082004 sodium laurate Drugs 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
229940035044 sorbitan monolaurate Drugs 0.000 description 1
235000011069 sorbitan monooleate Nutrition 0.000 description 1
239000001593 sorbitan monooleate Substances 0.000 description 1
229940035049 sorbitan monooleate Drugs 0.000 description 1
229940032094 squalane Drugs 0.000 description 1
229940031439 squalene Drugs 0.000 description 1
TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
229960004274 stearic acid Drugs 0.000 description 1
230000000707 stereoselective effect Effects 0.000 description 1
230000003637 steroidlike Effects 0.000 description 1
239000011550 stock solution Substances 0.000 description 1
229960005322 streptomycin Drugs 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000004083 survival effect Effects 0.000 description 1
239000003765 sweetening agent Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
150000003538 tetroses Chemical class 0.000 description 1
238000011287 therapeutic dose Methods 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
229940033663 thimerosal Drugs 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
229960002622 triacetin Drugs 0.000 description 1
125000004665 trialkylsilyl group Chemical group 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003641 trioses Chemical class 0.000 description 1
SCEZSEOTDXHAOD-UHFFFAOYSA-N tris(2,3-dihydroxypropyl) 2-hydroxypropane-1,2,3-tricarboxylate Chemical class OCC(O)COC(=O)CC(O)(C(=O)OCC(O)CO)CC(=O)OCC(O)CO SCEZSEOTDXHAOD-UHFFFAOYSA-N 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 1
235000001892 vitamin D2 Nutrition 0.000 description 1
239000011653 vitamin D2 Substances 0.000 description 1
239000001993 wax Substances 0.000 description 1
235000019386 wax ester Nutrition 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/337—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having four-membered rings, e.g. taxol
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Epoxy Compounds (AREA)

ZA200108056A 2000-02-02 2001-10-01 C7 carbamoyloxy substituted taxanes as antitumor agents. ZA200108056B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US17967000P	2000-02-02	2000-02-02

Publications (1)

Publication Number	Publication Date
ZA200108056B true ZA200108056B (en)	2003-12-01

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ID=22657498

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200108056A ZA200108056B (en)	2000-02-02	2001-10-01	C7 carbamoyloxy substituted taxanes as antitumor agents.

Country Status (23)

Country	Link
US (3)	US6359154B2 (de)
EP (1)	EP1165549B1 (de)
JP (1)	JP2003522168A (de)
KR (1)	KR20020002417A (de)
CN (1)	CN1362956A (de)
AT (1)	ATE392422T1 (de)
AU (1)	AU778991B2 (de)
BR (1)	BR0104355A (de)
CA (1)	CA2368510A1 (de)
CZ (1)	CZ20013521A3 (de)
DE (1)	DE60133600T2 (de)
DK (1)	DK1165549T3 (de)
ES (1)	ES2305056T3 (de)
HK (1)	HK1047937A1 (de)
HU (1)	HUP0200752A3 (de)
IL (1)	IL145643A0 (de)
MX (1)	MXPA01009923A (de)
NO (1)	NO20014757L (de)
NZ (1)	NZ514410A (de)
PL (1)	PL350024A1 (de)
PT (1)	PT1165549E (de)
WO (1)	WO2001057028A1 (de)
ZA (1)	ZA200108056B (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
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IL145643A0 (en) *	2000-02-02	2002-06-30	Univ Florida State Res Found	C7 carbamoyloxy substituted taxanes as antitumor agents
CZ20013498A3 (cs) *	2000-02-02	2002-04-17	Florida State University Research Foundation, Inc.	Taxanové formulace mající zlepąenou rozpustnost
AU2003247587B2 (en)	2002-08-02	2009-07-09	Immunogen, Inc.	Cytotoxic agents containing novel potent taxanes and their therapeutic use
US7390898B2 (en)	2002-08-02	2008-06-24	Immunogen Inc.	Cytotoxic agents containing novel potent taxanes and their therapeutic use
CN110227164B (zh) *	2018-03-06	2021-11-23	江苏吉贝尔药业股份有限公司	含酮羰基的疏水性抗肿瘤药物及其缀合物、含有缀合物的纳米制剂及其制备方法及应用

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US4960790A (en)	1989-03-09	1990-10-02	University Of Kansas	Derivatives of taxol, pharmaceutical compositions thereof and methods for the preparation thereof
US5175315A (en)	1989-05-31	1992-12-29	Florida State University	Method for preparation of taxol using β-lactam
FR2679230B1 (fr) *	1991-07-16	1993-11-19	Rhone Poulenc Rorer Sa	Nouveaux derives d'analogues du taxol, leur preparation et les compositions qui les contiennent.
US5714513A (en)	1991-09-23	1998-02-03	Florida State University	C10 taxane derivatives and pharmaceutical compositions
US5430160A (en)	1991-09-23	1995-07-04	Florida State University	Preparation of substituted isoserine esters using β-lactams and metal or ammonium alkoxides
US5283253A (en)	1991-09-23	1994-02-01	Florida State University	Furyl or thienyl carbonyl substituted taxanes and pharmaceutical compositions containing them
US5227400A (en)	1991-09-23	1993-07-13	Florida State University	Furyl and thienyl substituted taxanes and pharmaceutical compositions containing them
US5350866A (en)	1991-09-23	1994-09-27	Bristol-Myers Squibb Company	10-desacetoxytaxol derivatives
US5721268A (en)	1991-09-23	1998-02-24	Florida State University	C7 taxane derivatives and pharmaceutical compositions containing them
US5243045A (en)	1991-09-23	1993-09-07	Florida State University	Certain alkoxy substituted taxanes and pharmaceutical compositions containing them
PT552041E (pt)	1992-01-15	2000-12-29	Squibb & Sons Inc	Processo enzimaticos para a resolucao de misturas enantiomericas de compostos uteis como intermediarios para a preparacao de taxanos
US5272171A (en)	1992-02-13	1993-12-21	Bristol-Myers Squibb Company	Phosphonooxy and carbonate derivatives of taxol
US5614549A (en) *	1992-08-21	1997-03-25	Enzon, Inc.	High molecular weight polymer-based prodrugs
CA2109861C (en)	1992-12-04	1999-03-16	Shu-Hui Chen	6,7-modified paclitaxels
BR9405687C1 (pt) *	1993-02-05	2001-08-07	Bryn Mawr College	Processo quìmico utilizável na produção de análogos de taxol e, composto quìmico
IL109926A (en)	1993-06-15	2000-02-29	Bristol Myers Squibb Co	Methods for the preparation of taxanes and microorganisms and enzymes utilized therein
TW397866B (en)	1993-07-14	2000-07-11	Bristol Myers Squibb Co	Enzymatic processes for the resolution of enantiomeric mixtures of compounds useful as intermediates in the preparation of taxanes
US6100411A (en)	1994-10-28	2000-08-08	The Research Foundation Of State University Of New York	Taxoid anti-tumor agents and pharmaceutical compositions thereof
AU4133096A (en)	1994-10-28	1996-05-23	Research Foundation Of The State University Of New York, The	Taxoid derivatives, their preparation and their use as antitumor agents
US5780653A (en)	1995-06-07	1998-07-14	Vivorx Pharmaceuticals, Inc.	Nitrophenyl, 10-deacetylated substituted taxol derivatives as dual functional cytotoxic/radiosensitizers
CA2231837A1 (en)	1995-09-13	1997-03-20	Florida State University	Radiosensitizing taxanes and their pharmaceutical preparations
IL126856A0 (en)	1996-05-06	1999-09-22	Univ Florida State	1-Deoxy baccatin iii 1-deoxy taxol and 1-deoxy taxol analogs and method for the preparation thereof
US5811452A (en)	1997-01-08	1998-09-22	The Research Foundation Of State University Of New York	Taxoid reversal agents for drug-resistance in cancer chemotherapy and pharmaceutical compositions thereof
US5912264A (en)	1997-03-03	1999-06-15	Bristol-Myers Squibb Company	6-halo-or nitrate-substituted paclitaxels
US7288665B1 (en)	1997-08-18	2007-10-30	Florida State University	Process for selective derivatization of taxanes
IL145643A0 (en) *	2000-02-02	2002-06-30	Univ Florida State Res Found	C7 carbamoyloxy substituted taxanes as antitumor agents

2001
- 2001-02-02 IL IL14564301A patent/IL145643A0/xx unknown
- 2001-02-02 AU AU33302/01A patent/AU778991B2/en not_active Ceased
- 2001-02-02 ES ES01905421T patent/ES2305056T3/es not_active Expired - Lifetime
- 2001-02-02 BR BR0104355-2A patent/BR0104355A/pt not_active IP Right Cessation
- 2001-02-02 DE DE60133600T patent/DE60133600T2/de not_active Expired - Fee Related
- 2001-02-02 PT PT01905421T patent/PT1165549E/pt unknown
- 2001-02-02 JP JP2001557860A patent/JP2003522168A/ja not_active Withdrawn
- 2001-02-02 WO PCT/US2001/003592 patent/WO2001057028A1/en not_active Ceased
- 2001-02-02 PL PL01350024A patent/PL350024A1/xx not_active Application Discontinuation
- 2001-02-02 CZ CZ20013521A patent/CZ20013521A3/cs unknown
- 2001-02-02 CA CA002368510A patent/CA2368510A1/en not_active Withdrawn
- 2001-02-02 AT AT01905421T patent/ATE392422T1/de not_active IP Right Cessation
- 2001-02-02 HK HK03100171.8A patent/HK1047937A1/zh unknown
- 2001-02-02 CN CN01800316A patent/CN1362956A/zh active Pending
- 2001-02-02 EP EP01905421A patent/EP1165549B1/de not_active Expired - Lifetime
- 2001-02-02 NZ NZ514410A patent/NZ514410A/en unknown
- 2001-02-02 KR KR1020017012622A patent/KR20020002417A/ko not_active Abandoned
- 2001-02-02 HU HU0200752A patent/HUP0200752A3/hu unknown
- 2001-02-02 DK DK01905421T patent/DK1165549T3/da active
- 2001-02-02 MX MXPA01009923A patent/MXPA01009923A/es active IP Right Grant
- 2001-02-02 US US09/776,494 patent/US6359154B2/en not_active Expired - Fee Related
- 2001-10-01 ZA ZA200108056A patent/ZA200108056B/en unknown
- 2001-10-01 NO NO20014757A patent/NO20014757L/no not_active Application Discontinuation
2002
- 2002-02-06 US US10/071,924 patent/US6750245B2/en not_active Expired - Fee Related
2004
- 2004-06-14 US US10/867,275 patent/US20050020635A1/en not_active Abandoned

Also Published As

Publication number	Publication date
IL145643A0 (en)	2002-06-30
CA2368510A1 (en)	2001-08-09
CZ20013521A3 (cs)	2002-03-13
NZ514410A (en)	2005-01-28
MXPA01009923A (es)	2003-08-01
HK1047937A1 (zh)	2003-03-14
JP2003522168A (ja)	2003-07-22
CN1362956A (zh)	2002-08-07
US20050020635A1 (en)	2005-01-27
AU778991B2 (en)	2004-12-23
KR20020002417A (ko)	2002-01-09
AU3330201A (en)	2001-08-14
HUP0200752A2 (en)	2002-10-28
HUP0200752A3 (en)	2005-02-28
EP1165549B1 (de)	2008-04-16
BR0104355A (pt)	2002-01-02
EP1165549A1 (de)	2002-01-02
US20030060638A1 (en)	2003-03-27
NO20014757D0 (no)	2001-10-01
DE60133600T2 (de)	2009-06-10
ES2305056T3 (es)	2008-11-01
ATE392422T1 (de)	2008-05-15
PL350024A1 (en)	2002-10-21
US20010051640A1 (en)	2001-12-13
NO20014757L (no)	2001-11-29
DE60133600D1 (de)	2008-05-29
PT1165549E (pt)	2008-06-20
US6359154B2 (en)	2002-03-19
DK1165549T3 (da)	2008-08-11
US6750245B2 (en)	2004-06-15
WO2001057028A1 (en)	2001-08-09

Publication	Publication Date	Title
AU776051B2 (en)	2004-08-26	C7 ester substituted taxanes as antitumor agents
AU776767B2 (en)	2004-09-23	C10 heterosubstituted acetate taxanes as antitumor agents
EP1200424B1 (de)	2008-11-05	Heterosubstituierte c7-taxanacetate als antitumormittel
AU3330101A (en)	2001-08-14	C10 carbonate substituted taxanes as antitumor agents
AU3479301A (en)	2001-08-14	C7 carbonate substituted taxanes as antitumor agents
AU778991B2 (en)	2004-12-23	C7 carbamoyloxy substituted taxanes as antitumor agents
AU3331301A (en)	2001-08-14	C10 carbamoyloxy substituted taxanes as antitumor agents
AU3480901A (en)	2001-08-14	C10 ester substituted taxanes as antitumor agents