JPH06504034A - 複素環式アントラサイクリオンならびにアントラサイクリン類似化合物 - Google Patents

複素環式アントラサイクリオンならびにアントラサイクリン類似化合物

Info

Publication number: JPH06504034A
Authority: JP; Japan
Prior art keywords: formula; compound; formulas; tables; chemical
Prior art date: 1990-06-11
Legal status (The legal status 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 status listed.): Pending

Application number

JP3510688A

Other languages

English (en)

Japanese (ja)

Inventor

アタルド，ジオルジオ

スウ，ヤオ　チャン

ラバリイ，ジャン―フランソワ

レジ，ラビンドラ　エヌ

ベロー，ベルナード

Original Assignee

バイオケム　ファーマ　インコーポレイテッド

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

1994-05-12

1991-06-10 Application filed by バイオケム　ファーマ　インコーポレイテッド filed Critical バイオケム　ファーマ　インコーポレイテッド

1994-05-12 Publication of JPH06504034A publication Critical patent/JPH06504034A/ja

Status Pending legal-status Critical Current

Links

229940045799 anthracyclines and related substance Drugs 0.000 title claims description 20
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239000000126 substance Substances 0.000 claims description 165
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238000000034 method Methods 0.000 claims description 136
229910052739 hydrogen Inorganic materials 0.000 claims description 105
239000001257 hydrogen Substances 0.000 claims description 91
150000002431 hydrogen Chemical group 0.000 claims description 81
238000006243 chemical reaction Methods 0.000 claims description 77
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125000000217 alkyl group Chemical group 0.000 claims description 67
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229910052760 oxygen Inorganic materials 0.000 claims description 61
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 59
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125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 6
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230000000843 anti-fungal effect Effects 0.000 claims description 6
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229910052794 bromium Inorganic materials 0.000 claims description 6
229930182817 methionine Natural products 0.000 claims description 6
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150000002482 oligosaccharides Chemical class 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
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NYJBTJMNTNCTCP-UHFFFAOYSA-N 2,5-dimethoxybenzoic acid Chemical compound COC1=CC=C(OC)C(C(O)=O)=C1 NYJBTJMNTNCTCP-UHFFFAOYSA-N 0.000 claims description 3
YCFAGKLOINRREV-UHFFFAOYSA-N 5,8-dimethoxy-3,4-dihydro-1h-isochromene-3-carboxylic acid Chemical compound C1C(C(O)=O)OCC2=C1C(OC)=CC=C2OC YCFAGKLOINRREV-UHFFFAOYSA-N 0.000 claims description 3
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ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims description 3
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BGILBGROJLQASC-UHFFFAOYSA-N methyl 5,8-dioxo-3,4-dihydro-1h-isothiochromene-3-carboxylate Chemical group O=C1C=CC(=O)C2=C1CSC(C(=O)OC)C2 BGILBGROJLQASC-UHFFFAOYSA-N 0.000 claims description 2
XURVRZSODRHRNK-UHFFFAOYSA-N o-quinodimethane Chemical compound C=C1C=CC=CC1=C XURVRZSODRHRNK-UHFFFAOYSA-N 0.000 claims description 2
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HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical compound O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 claims 3
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PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims 2
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HXAUCYYHHJUJBV-UHFFFAOYSA-N (3-acetyl-11-acetyloxy-5,12-dioxo-3,4-dihydro-1h-naphtho[2,3-g]isochromen-6-yl) acetate Chemical compound C1=CC=C2C(OC(=O)C)=C(C(=O)C=3COC(CC=3C3=O)C(C)=O)C3=C(OC(C)=O)C2=C1 HXAUCYYHHJUJBV-UHFFFAOYSA-N 0.000 claims 1
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KKHFRAFPESRGGD-UHFFFAOYSA-N 1,3-dimethyl-7-[3-(n-methylanilino)propyl]purine-2,6-dione Chemical compound C1=NC=2N(C)C(=O)N(C)C(=O)C=2N1CCCN(C)C1=CC=CC=C1 KKHFRAFPESRGGD-UHFFFAOYSA-N 0.000 claims 1
HHZHOOXEMGLCJA-UHFFFAOYSA-N 1-(1-hydroxy-5,8-dimethoxy-3,4-dihydro-1h-isochromen-3-yl)ethanone Chemical group OC1OC(C(C)=O)CC2=C1C(OC)=CC=C2OC HHZHOOXEMGLCJA-UHFFFAOYSA-N 0.000 claims 1
LTQYRPGYUDGJKJ-UHFFFAOYSA-N 1-amino-1-(2-aminoethylamino)ethanol Chemical compound CC(N)(O)NCCN LTQYRPGYUDGJKJ-UHFFFAOYSA-N 0.000 claims 1
PQCPNRHRLIALAU-UHFFFAOYSA-N 2-cyano-2-methoxyacetic acid Chemical compound COC(C#N)C(O)=O PQCPNRHRLIALAU-UHFFFAOYSA-N 0.000 claims 1
REQPMBUAVWEKEQ-UHFFFAOYSA-N 3-acetyl-3,4-dihydro-1h-isochromene-5,8-dione Chemical group O=C1C=CC(=O)C2=C1COC(C(=O)C)C2 REQPMBUAVWEKEQ-UHFFFAOYSA-N 0.000 claims 1
JVFLPIRHJLSPNT-UHFFFAOYSA-N 3-ethenyl-1-methoxy-3,4-dihydro-1h-isochromene-5,8-dione Chemical group O=C1C=CC(=O)C2=C1C(OC)OC(C=C)C2 JVFLPIRHJLSPNT-UHFFFAOYSA-N 0.000 claims 1
MSTDXOZUKAQDRL-UHFFFAOYSA-N 4-Chromanone Chemical compound C1=CC=C2C(=O)CCOC2=C1 MSTDXOZUKAQDRL-UHFFFAOYSA-N 0.000 claims 1
241000193738 Bacillus anthracis Species 0.000 claims 1
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RSLSIARWLVNMQQ-UHFFFAOYSA-N CC(NCCN)(O)OC Chemical compound CC(NCCN)(O)OC RSLSIARWLVNMQQ-UHFFFAOYSA-N 0.000 claims 1
102000016736 Cyclin Human genes 0.000 claims 1
108050006400 Cyclin Proteins 0.000 claims 1
SRBFZHDQGSBBOR-HWQSCIPKSA-N L-arabinopyranose Chemical compound O[C@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-HWQSCIPKSA-N 0.000 claims 1
XXIHHRIZGBRENI-WDSKDSINSA-N L-rhodinose Chemical compound C[C@H](O)[C@@H](O)CCC=O XXIHHRIZGBRENI-WDSKDSINSA-N 0.000 claims 1
AVYVHIKSFXVDBG-UHFFFAOYSA-N N-benzyl-N-hydroxy-2,2-dimethylbutanamide Chemical compound C(C1=CC=CC=C1)N(C(C(CC)(C)C)=O)O AVYVHIKSFXVDBG-UHFFFAOYSA-N 0.000 claims 1
IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims 1
DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims 1
125000004442 acylamino group Chemical group 0.000 claims 1
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125000006319 alkynyl amino group Chemical group 0.000 claims 1
125000005251 aryl acyl group Chemical group 0.000 claims 1
150000003935 benzaldehydes Chemical class 0.000 claims 1
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RFMQOHXWHFHOJF-UHFFFAOYSA-N cyano thiocyanate Chemical compound N#CSC#N RFMQOHXWHFHOJF-UHFFFAOYSA-N 0.000 claims 1
MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 claims 1
239000012039 electrophile Substances 0.000 claims 1
150000002118 epoxides Chemical class 0.000 claims 1
ABYURHRAIIKWTK-UHFFFAOYSA-N ethyl 5,12-dihydroxy-6,11-dioxo-3,4-dihydro-1h-naphtho[2,3-g]isochromene-3-carboxylate Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=C1CC(C(=O)OCC)OCC1=C2O ABYURHRAIIKWTK-UHFFFAOYSA-N 0.000 claims 1
KUFNQVBHRPSHPZ-UHFFFAOYSA-N ethyl 6,11-diacetyloxy-5,12-dioxo-3,4-dihydro-1h-naphtho[2,3-g]isochromene-3-carboxylate Chemical compound C1=CC=C2C(OC(C)=O)=C(C(C=3CC(OCC=3C3=O)C(=O)OCC)=O)C3=C(OC(C)=O)C2=C1 KUFNQVBHRPSHPZ-UHFFFAOYSA-N 0.000 claims 1
PCYPCFUDSQJTMR-UHFFFAOYSA-N ethyl 7-chloro-5,8-dioxo-3,4-dihydro-1h-isochromene-3-carboxylate Chemical compound O=C1C(Cl)=CC(=O)C2=C1COC(C(=O)OCC)C2 PCYPCFUDSQJTMR-UHFFFAOYSA-N 0.000 claims 1
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ZWCQMZCZUDCVRM-CWTRNNRKSA-N methyl (1r,3r)-1,11-dihydroxy-5,12-dioxo-3,4-dihydro-1h-naphtho[2,3-g]isochromene-3-carboxylate Chemical compound C1=CC=C2C=C(C(C=3C[C@@H](O[C@@H](O)C=3C3=O)C(=O)OC)=O)C3=C(O)C2=C1 ZWCQMZCZUDCVRM-CWTRNNRKSA-N 0.000 claims 1
WRIGJFVGGYNNKR-CWTRNNRKSA-N methyl (1r,3r)-1,6-dihydroxy-5,12-dioxo-3,4-dihydro-1h-naphtho[2,3-g]isochromene-3-carboxylate Chemical compound C1=CC=C2C(O)=C(C(C=3C[C@@H](O[C@@H](O)C=3C3=O)C(=O)OC)=O)C3=CC2=C1 WRIGJFVGGYNNKR-CWTRNNRKSA-N 0.000 claims 1
JQJUOKWGPKPNOW-UHFFFAOYSA-N methyl 1,5,8-trimethoxy-3,4-dihydro-1h-isochromene-3-carboxylate Chemical group C1=CC(OC)=C2C(OC)OC(C(=O)OC)CC2=C1OC JQJUOKWGPKPNOW-UHFFFAOYSA-N 0.000 claims 1
BQANXADMUSIUQC-UHFFFAOYSA-N methyl 5,8-dimethoxy-3,4-dihydro-1h-isothiochromene-3-carboxylate Chemical group C1=CC(OC)=C2CSC(C(=O)OC)CC2=C1OC BQANXADMUSIUQC-UHFFFAOYSA-N 0.000 claims 1
ROEFKEVLUXXGJH-UHFFFAOYSA-N n'-(2-chloroethyl)ethane-1,2-diamine Chemical compound NCCNCCCl ROEFKEVLUXXGJH-UHFFFAOYSA-N 0.000 claims 1
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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
239000003039 volatile agent Substances 0.000 description 1
239000000080 wetting agent Substances 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)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Biotechnology (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Medicinal Chemistry (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (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)
Forms Removed On Construction Sites Or Auxiliary Members Thereof (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)

JP3510688A 1990-06-11 1991-06-10 複素環式アントラサイクリオンならびにアントラサイクリン類似化合物 Pending JPH06504034A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US53610790A	1990-06-11	1990-06-11
US536,107		1990-06-11
PCT/CA1991/000208 WO1991019725A2 (en)	1990-06-11	1991-06-10	Heterocyclic anthracyclione and anthracycline analogs

Publications (1)

Publication Number	Publication Date
JPH06504034A true JPH06504034A (ja)	1994-05-12

Family

ID=24137175

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP3510688A Pending JPH06504034A (ja)	1990-06-11	1991-06-10	複素環式アントラサイクリオンならびにアントラサイクリン類似化合物

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)	FI925611A7 (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
CA2146548A1 (en) *	1992-11-09	1994-05-26	Giorgio Attardo	Antineoplastic heteronaphthoquinones
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
WO1995012588A1 (en) *	1993-11-05	1995-05-11	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
JP2021534196A (ja)	2018-08-23	2021-12-09	シージェンインコーポレイテッド	抗ｔｉｇｉｔ抗体
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

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6030315B2 (ja) *	1976-06-01	1985-07-16	三井東圧化学株式会社	４−ハロゲノメチルイソクマリン誘導体の製造法
JPS52148088A (en) *	1976-06-01	1977-12-08	Richardson Merrell Inc	111aminoalkylmorphansridinee 111ols
GB2067552B (en) *	1980-01-16	1984-02-29	Erba Farmitalia	Anthracyline derivatives
PH25651A (en) *	1986-05-21	1991-08-21	Duphar Int Res	New di, tetrahydroisoquinoline derivatives

1991
- 1991-06-10 HU HU9203720A patent/HU9203720D0/hu unknown
- 1991-06-10 AU AU80973/91A patent/AU653348B2/en not_active Ceased
- 1991-06-10 FI FI925611A patent/FI925611A7/fi unknown
- 1991-06-10 CA CA002085120A patent/CA2085120A1/en not_active Abandoned
- 1991-06-10 WO PCT/CA1991/000208 patent/WO1991019725A2/en not_active Ceased
- 1991-06-10 EP EP91910808A patent/EP0533744A1/en not_active Ceased
- 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 PL PL29716491A patent/PL297164A1/xx unknown
- 1991-06-11 NZ NZ238490A patent/NZ238490A/en unknown
- 1991-06-11 ZA ZA914452A patent/ZA914452B/xx unknown
- 1991-06-11 CN CN91104005A patent/CN1058781A/zh active Pending
- 1991-06-11 IL IL98460A patent/IL98460A0/xx unknown
- 1991-06-11 PT PT97931A patent/PT97931A/pt not_active Application Discontinuation
- 1991-06-11 YU YU103391A patent/YU103391A/sh unknown
- 1991-06-11 MA MA22453A patent/MA22178A1/fr unknown
- 1991-06-11 CS CS911786A patent/CS178691A3/cs unknown

Also Published As

Publication number	Publication date
CN1058781A (zh)	1992-02-19
MA22178A1 (fr)	1991-12-31
WO1991019725A2 (en)	1991-12-26
AU8097391A (en)	1992-01-07
AP9100278A0 (en)	1991-07-31
PT97931A (pt)	1992-03-31
FI925611L (fi)	1992-12-10
IE911965A1 (en)	1991-12-18
FI925611A0 (fi)	1992-12-10
AP340A (en)	1994-05-13
NZ238490A (en)	1994-03-25
AU653348B2 (en)	1994-09-29
YU103391A (sh)	1994-04-05
ZA914452B (en)	1992-06-24
EP0533744A1 (en)	1993-03-31
PL297164A1 (cs)	1992-10-05
IL98460A0 (en)	1992-07-15
CS178691A3 (en)	1992-01-15
CA2085120A1 (en)	1991-12-12
WO1991019725A3 (en)	1992-04-30
FI925611A7 (fi)	1992-12-10
HU9203720D0 (en)	1993-03-29

Publication	Publication Date	Title
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Lawrence et al.	2000	The interaction of chalcones with tubulin
JP7489966B2 (ja)	2024-05-24	イルジン類似体、それらの使用、およびそれらを合成する方法
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US5593970A (en)	1997-01-14	Heterocyclic anthracycline analogs
Li et al.	2017	Facile and efficient access to Androsten-17-(1′, 3′, 4′)-pyrazoles and Androst-17β-(1′, 3′, 4′)-pyrazoles via Vilsmeier reagents, and their antiproliferative activity evaluation in vitro
Jiang et al.	2012	Synthesis of macrocyclic bisbibenzyl derivatives and their anticancer effects as anti-tubulin agents
JPH06504034A (ja)	1994-05-12	複素環式アントラサイクリオンならびにアントラサイクリン類似化合物
Swindell et al.	1986	Construction of the taxane C-ring epoxy alcohol moiety and examination of its possible involvement in the biogenesis of the taxane 3-oxetanol structure
del Corral et al.	2006	New cytotoxic furoquinones obtained from terpenyl-1, 4-naphthoquinones and 1, 4-anthracenediones
JP2006524240A (ja)	2006-10-26	選択的エストロゲン受容体β作用薬である置換ベンゾピラン
US4533673A (en)	1985-08-06	7-Oxabicycloheptane substituted enaminone prostaglandin analogs and their use in treatment of thrombolytic disease
Tanaka et al.	1989	Total synthesis of silychristin, an antihepatotoxic flavonolignan
Shi et al.	2003	New minor taxanes analogues from the needles of Taxus canadensis
EP0659190A1 (en)	1995-06-28	Antineoplastic heteronaphthoquinones
Ralph et al.	1983	Adducts of anthrahydroquinone and anthranol with lignin model quinone methides. 2. Dehydration derivatives. Proof of threo configuration
De Vries	1971	An aminocyanoketenimine, aminomalononitrile, and aminocyanoimidazole from diisobutene, hydrogen cyanide, and hydrogen fluoride. Preparation of novel diaminoethylenes and diiminoethanes
TW200824692A (en)	2008-06-16	Novel lapachone compounds and methods of use thereof
US4829090A (en)	1989-05-09	Chrysene derivatives
Hareau-Vittini et al.	1995	A Synthesis of (3R, 4R)-Luffariolide E via 1, 2-Metallate Rearrangement
AU2007335991B2 (en)	2013-03-28	Polyalkyloxydibenz ( c, e) oxepine derivatives as medicaments
KR910007075B1 (ko)	1991-09-16	1,4-벤조퀴논 유도체의 제조방법
JPH06505007A (ja)	1994-06-09	抗腫瘍性ヘテロアントラサイクリン類似体
ES2319071B1 (es)	2010-03-08	Nuevos agentes quimioterapeuticos para el tratamiento del cancer.
US4810727A (en)	1989-03-07	Chrysene compound