AP340A - Heterocyclic anathracyclinone and anathracycline analogs - Google Patents

Heterocyclic anathracyclinone and anathracycline analogs Download PDF

Info

Publication number: AP340A
Authority: AP; ARIPO
Prior art keywords: compound; formula; group; pyran; bad original
Prior art date: 1990-06-11

Application number

APAP/P/1991/000278A

Other languages

English (en)

Other versions

AP9100278A0 (en

Inventor

Giorgio Attardo

Bernard Belleau

Yao Chang Xu

Jean-Francoise Lavallee

Rabindra N Rej

Original Assignee

Iaf Biochem Int

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.)

1990-06-11

Filing date

1991-06-10

Publication date

1994-05-13

1991-06-10 Application filed by Iaf Biochem Int filed Critical Iaf Biochem Int

1991-07-31 Publication of AP9100278A0 publication Critical patent/AP9100278A0/xx

1994-05-13 Application granted granted Critical

1994-05-13 Publication of AP340A publication Critical patent/AP340A/en

Links

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RAGFPHFDFVNLCG-UHFFFAOYSA-N sibiromycin Natural products OC1C(O)(C)C(NC)C(C)OC1OC(C(=C1O)C)=CC(C2=O)=C1NC(O)C1N2C=C(C=CC)C1 RAGFPHFDFVNLCG-UHFFFAOYSA-N 0.000 description 1
229910001923 silver oxide Inorganic materials 0.000 description 1
125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
239000010802 sludge Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
WRIKHQLVHPKCJU-UHFFFAOYSA-N sodium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([Na])[Si](C)(C)C WRIKHQLVHPKCJU-UHFFFAOYSA-N 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
235000019345 sodium thiosulphate Nutrition 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000004334 sorbic acid Substances 0.000 description 1
229940075582 sorbic acid Drugs 0.000 description 1
235000010199 sorbic acid Nutrition 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
108010042747 stallimycin Proteins 0.000 description 1
230000000707 stereoselective effect Effects 0.000 description 1
239000008223 sterile water Substances 0.000 description 1
230000001954 sterilising effect Effects 0.000 description 1
238000004659 sterilization and disinfection Methods 0.000 description 1
150000003431 steroids Chemical class 0.000 description 1
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238000003860 storage Methods 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
125000003107 substituted aryl group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000003239 susceptibility assay Methods 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
229940037128 systemic glucocorticoids Drugs 0.000 description 1
229960001603 tamoxifen Drugs 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 1
NRUKOCRGYNPUPR-QBPJDGROSA-N teniposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 description 1
229960001278 teniposide Drugs 0.000 description 1
150000003505 terpenes Chemical class 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
238000001149 thermolysis Methods 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
SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
229960003087 tioguanine Drugs 0.000 description 1
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
230000009466 transformation Effects 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
239000012588 trypsin Substances 0.000 description 1
239000001974 tryptic soy broth Substances 0.000 description 1
108010050327 trypticase-soy broth Proteins 0.000 description 1
125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
201000005112 urinary bladder cancer Diseases 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
229960001722 verapamil Drugs 0.000 description 1
229960003048 vinblastine Drugs 0.000 description 1
JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 description 1
OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
229960004528 vincristine Drugs 0.000 description 1
OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
UGGWPQSBPIFKDZ-KOTLKJBCSA-N vindesine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(N)=O)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1N=C1[C]2C=CC=C1 UGGWPQSBPIFKDZ-KOTLKJBCSA-N 0.000 description 1
229960004355 vindesine Drugs 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000010792 warming Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/06—Benzothiopyrans; Hydrogenated benzothiopyrans
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- 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
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/76—Benzo[c]pyrans
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/78—Ring systems having three or more relevant rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/06—Six-membered rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/72—Benzo[c]thiophenes; Hydrogenated benzo[c]thiophenes
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- 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
- C07D407/04—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 directly linked by a ring-member-to-ring-member bond
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/244—Anthraquinone radicals, e.g. sennosides
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Genetics & Genomics (AREA)
Biotechnology (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Communicable Diseases (AREA)
Oncology (AREA)
Virology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)
Other In-Based Heterocyclic Compounds (AREA)
Pyrane Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
Forms Removed On Construction Sites Or Auxiliary Members Thereof (AREA)

APAP/P/1991/000278A 1990-06-11 1991-06-10 Heterocyclic anathracyclinone and anathracycline analogs AP340A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US53610790A	1990-06-11	1990-06-11

Publications (2)

Publication Number	Publication Date
AP9100278A0 AP9100278A0 (en)	1991-07-31
AP340A true AP340A (en)	1994-05-13

Family

ID=24137175

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
APAP/P/1991/000278A AP340A (en)	1990-06-11	1991-06-10	Heterocyclic anathracyclinone and anathracycline analogs

Country Status (18)

Country	Link
EP (1)	EP0533744A1 (cs)
JP (1)	JPH06504034A (cs)
CN (1)	CN1058781A (cs)
AP (1)	AP340A (cs)
AU (1)	AU653348B2 (cs)
CA (1)	CA2085120A1 (cs)
CS (1)	CS178691A3 (cs)
FI (1)	FI925611L (cs)
HU (1)	HU9203720D0 (cs)
IE (1)	IE911965A1 (cs)
IL (1)	IL98460A0 (cs)
MA (1)	MA22178A1 (cs)
NZ (1)	NZ238490A (cs)
PL (1)	PL297164A1 (cs)
PT (1)	PT97931A (cs)
WO (1)	WO1991019725A2 (cs)
YU (1)	YU103391A (cs)
ZA (1)	ZA914452B (cs)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5606037A (en) *	1992-11-09	1997-02-25	Biochem Pharma Inc.	Processes antineoplastic heteronaphthoquinones
US5736523A (en) *	1992-11-09	1998-04-07	Biochem Pharma Inc.	Antineoplastic heteronapthoquinones
AU5414094A (en) *	1992-11-09	1994-06-08	Biochem Pharma Inc.	Antineoplastic heteronaphthoquinones
AU6672794A (en) *	1993-11-05	1995-05-23	Biochem Pharma Inc.	Antineoplastic heteronaphthoquinones
IT1271689B (it) *	1994-08-04	1997-06-04	Menarini Farma Ind	8-fluoro-antracicline, loro processi di preparazione e composizioni farmaceutiche che le contengono
EP3841123A2 (en)	2018-08-23	2021-06-30	Seagen Inc.	Anti-tigit antibodies
CN111087377B (zh) *	2020-03-19	2020-06-26	广东省微生物研究所（广东省微生物分析检测中心）	苯并异色满醌类化合物及其制备方法和应用

Citations (2)

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JPS52148088A (en) *	1976-06-01	1977-12-08	Richardson Merrell Inc	111aminoalkylmorphansridinee 111ols
JPS52148079A (en) *	1976-06-01	1977-12-08	Mitsui Toatsu Chem Inc	Preparation of 4-halogenomethylisocoumarin derivatives

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GB2067552B (en) *	1980-01-16	1984-02-29	Erba Farmitalia	Anthracyline derivatives
CA1330560C (en) *	1986-05-21	1994-07-05	Maurits E. A. Vandewalle	Di- and tetrahydroisoquinoline derivatives

1991
- 1991-06-10 FI FI925611A patent/FI925611L/fi unknown
- 1991-06-10 EP EP91910808A patent/EP0533744A1/en not_active Ceased
- 1991-06-10 HU HU9203720A patent/HU9203720D0/hu unknown
- 1991-06-10 WO PCT/CA1991/000208 patent/WO1991019725A2/en not_active Ceased
- 1991-06-10 PL PL29716491A patent/PL297164A1/xx unknown
- 1991-06-10 CA CA002085120A patent/CA2085120A1/en not_active Abandoned
- 1991-06-10 AP APAP/P/1991/000278A patent/AP340A/en active
- 1991-06-10 IE IE196591A patent/IE911965A1/en unknown
- 1991-06-10 JP JP3510688A patent/JPH06504034A/ja active Pending
- 1991-06-10 AU AU80973/91A patent/AU653348B2/en not_active Ceased
- 1991-06-11 NZ NZ238490A patent/NZ238490A/en unknown
- 1991-06-11 PT PT97931A patent/PT97931A/pt not_active Application Discontinuation
- 1991-06-11 ZA ZA914452A patent/ZA914452B/xx unknown
- 1991-06-11 YU YU103391A patent/YU103391A/sh unknown
- 1991-06-11 CN CN91104005A patent/CN1058781A/zh active Pending
- 1991-06-11 MA MA22453A patent/MA22178A1/fr unknown
- 1991-06-11 CS CS911786A patent/CS178691A3/cs unknown
- 1991-06-11 IL IL98460A patent/IL98460A0/xx unknown

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS52148088A (en) *	1976-06-01	1977-12-08	Richardson Merrell Inc	111aminoalkylmorphansridinee 111ols
JPS52148079A (en) *	1976-06-01	1977-12-08	Mitsui Toatsu Chem Inc	Preparation of 4-halogenomethylisocoumarin derivatives

Non-Patent Citations (1)

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Title
Chemical Abstracts vol. 113, 1990, 115652 *

Also Published As

Publication number	Publication date
CN1058781A (zh)	1992-02-19
HU9203720D0 (en)	1993-03-29
NZ238490A (en)	1994-03-25
PL297164A1 (cs)	1992-10-05
AU653348B2 (en)	1994-09-29
AU8097391A (en)	1992-01-07
FI925611A0 (fi)	1992-12-10
ZA914452B (en)	1992-06-24
CS178691A3 (en)	1992-01-15
PT97931A (pt)	1992-03-31
WO1991019725A2 (en)	1991-12-26
WO1991019725A3 (en)	1992-04-30
AP9100278A0 (en)	1991-07-31
FI925611A7 (fi)	1992-12-10
FI925611L (fi)	1992-12-10
JPH06504034A (ja)	1994-05-12
MA22178A1 (fr)	1991-12-31
IE911965A1 (en)	1991-12-18
CA2085120A1 (en)	1991-12-12
YU103391A (sh)	1994-04-05
IL98460A0 (en)	1992-07-15
EP0533744A1 (en)	1993-03-31

Publication	Publication Date	Title
AP1A (en)	1985-07-03	Polycyclic aromatic compounds
US5593970A (en)	1997-01-14	Heterocyclic anthracycline analogs
WO1995012588A1 (en)	1995-05-11	Antineoplastic heteronaphthoquinones
US6284789B1 (en)	2001-09-04	Formation and composition of new optically active compounds
US4719046A (en)	1988-01-12	Crysene derivatives
US4719048A (en)	1988-01-12	Crysene compound
US4673668A (en)	1987-06-16	Aminonaphthacene derivatives
US4697005A (en)	1987-09-29	1-fluoro, 4-fluoro, and 1,4-difluoro anthracycline anticancer antibiotics
IE911965A1 (en)	1991-12-18	Heterocyclic anthracyclinone and anthracycline analogs
Kawasaki et al.	1988	Synthetic studies on nogalamycin congeners [1] 1 chiral synthesis of the def-ring system of nogalamycin
Valenti et al.	1993	Benzo-y-pyrone analogues of geiparvarin: synthesis and biological evaluation against
PL164019B1 (pl)	1994-06-30	Sposób wytwarzania nowych pochodnych fluoro-naftacenodionów PL PL
US5348946A (en)	1994-09-20	Heteroanthracycline antitumor analogs
Tanaka et al.	1989	Total synthesis of silychristin, an antihepatotoxic flavonolignan
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