NL8000857A - Geldanamycinederivaten, werkwijze voor het bereiden hiervan en de toepassing als geneesmiddel. - Google Patents
Geldanamycinederivaten, werkwijze voor het bereiden hiervan en de toepassing als geneesmiddel. Download PDFInfo
- Publication number
- NL8000857A NL8000857A NL8000857A NL8000857A NL8000857A NL 8000857 A NL8000857 A NL 8000857A NL 8000857 A NL8000857 A NL 8000857A NL 8000857 A NL8000857 A NL 8000857A NL 8000857 A NL8000857 A NL 8000857A
- Authority
- NL
- Netherlands
- Prior art keywords
- formula
- anamycin
- derivatives
- group
- money
- Prior art date
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- NSYZCCDSJNWWJL-YXOIYICCSA-N erythromycin ethylsuccinate Chemical class O1[C@H](C)C[C@H](N(C)C)[C@@H](OC(=O)CCC(=O)OCC)[C@@H]1O[C@H]1[C@@](O)(C)C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(OC)C2)[C@@H]1C NSYZCCDSJNWWJL-YXOIYICCSA-N 0.000 title claims description 54
- 238000000034 method Methods 0.000 title claims description 23
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- 150000001875 compounds Chemical class 0.000 claims description 29
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- 125000003282 alkyl amino group Chemical group 0.000 claims description 18
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 17
- 150000001412 amines Chemical class 0.000 claims description 11
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- 125000005843 halogen group Chemical group 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- QTQAWLPCGQOSGP-GBTDJJJQSA-N geldanamycin Chemical class N1C(=O)\C(C)=C/C=C\[C@@H](OC)[C@H](OC(N)=O)\C(C)=C/[C@@H](C)[C@@H](O)[C@H](OC)C[C@@H](C)CC2=C(OC)C(=O)C=C1C2=O QTQAWLPCGQOSGP-GBTDJJJQSA-N 0.000 claims description 5
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 4
- JRZJKWGQFNTSRN-UHFFFAOYSA-N Geldanamycin Natural products C1C(C)CC(OC)C(O)C(C)C=C(C)C(OC(N)=O)C(OC)CCC=C(C)C(=O)NC2=CC(=O)C(OC)=C1C2=O JRZJKWGQFNTSRN-UHFFFAOYSA-N 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 230000000259 anti-tumor effect Effects 0.000 claims description 4
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 claims description 4
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 4
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 claims description 4
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 3
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
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- 229940079593 drug Drugs 0.000 claims description 3
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- 229910052801 chlorine Inorganic materials 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- UXTMROKLAAOEQO-UHFFFAOYSA-N chloroform;ethanol Chemical compound CCO.ClC(Cl)Cl UXTMROKLAAOEQO-UHFFFAOYSA-N 0.000 description 1
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- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 125000005113 hydroxyalkoxy group Chemical group 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- ZFTKWAVDJBKFCS-UHFFFAOYSA-N iodine;pyridine Chemical compound [I].C1=CC=NC=C1 ZFTKWAVDJBKFCS-UHFFFAOYSA-N 0.000 description 1
- 125000006316 iso-butyl amino group Chemical group [H]N(*)C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
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- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000002004 n-butylamino group Chemical group [H]N(*)C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
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- QQBPIHBUCMDKFG-UHFFFAOYSA-N phenazopyridine hydrochloride Chemical compound Cl.NC1=NC(N)=CC=C1N=NC1=CC=CC=C1 QQBPIHBUCMDKFG-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/06—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D225/00—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
- C07D225/04—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D225/06—Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with one six-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1721979 | 1979-02-19 | ||
| JP1721979A JPS55111470A (en) | 1979-02-19 | 1979-02-19 | Geldanamycin derivative, its preparation, antitumor drug comprising it as active ingredient |
| JP1721879A JPS55111469A (en) | 1979-02-19 | 1979-02-19 | Novel geldanamycin derivative, its preparation, and antitumor drug comprising it as active ingredient |
| JP1721879 | 1979-02-19 | ||
| JP1786879 | 1979-02-20 | ||
| JP1786879A JPS55111485A (en) | 1979-02-20 | 1979-02-20 | Novel geldanamycin derivative, its preparation, and antitumor drug comprising it as active ingredient |
| JP2138079A JPS55113767A (en) | 1979-02-27 | 1979-02-27 | Novel geldanamycin derivative, its preparation and antitumorigenic agent containing the same as effective component |
| JP2138079 | 1979-02-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8000857A true NL8000857A (nl) | 1980-08-21 |
Family
ID=27456741
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8000857A NL8000857A (nl) | 1979-02-19 | 1980-02-12 | Geldanamycinederivaten, werkwijze voor het bereiden hiervan en de toepassing als geneesmiddel. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4261989A (OSRAM) |
| AU (1) | AU532333B2 (OSRAM) |
| CA (1) | CA1113935A (OSRAM) |
| DE (1) | DE3006097A1 (OSRAM) |
| FR (1) | FR2449084A1 (OSRAM) |
| GB (1) | GB2042523B (OSRAM) |
| IT (1) | IT1147315B (OSRAM) |
| NL (1) | NL8000857A (OSRAM) |
Families Citing this family (150)
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| DE3234203A1 (de) * | 1981-09-17 | 1983-07-07 | Takeda Chemical Industries, Ltd., Osaka | Macbecin-derivate und deren herstellung |
| US4578391A (en) * | 1982-01-20 | 1986-03-25 | Yamanouchi Pharmaceutical Co., Ltd. | Oily compositions of antitumor drugs |
| JPS59102398A (ja) * | 1982-12-03 | 1984-06-13 | Takeda Chem Ind Ltd | 新規抗生物質およびその製造法 |
| WO1994008578A2 (en) * | 1992-10-14 | 1994-04-28 | The Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services | Tumoricidal activity of benzoquinonoid ansamycins against prostate cancer and primitive neural malignancies |
| US5387584A (en) * | 1993-04-07 | 1995-02-07 | Pfizer Inc. | Bicyclic ansamycins |
| JP2794342B2 (ja) * | 1993-06-29 | 1998-09-03 | ファイザー・インク． | 抗癌遺伝子剤および抗癌剤としてのアンサマイシン誘導体 |
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| WO1996034525A1 (en) * | 1995-05-02 | 1996-11-07 | The Regents Of The University Of California | Inducement of thermotolerance with benzoquinonoid ansamycins |
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Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3987035A (en) * | 1974-04-05 | 1976-10-19 | University Of Illinois Foundation | Biologically active compounds |
-
1980
- 1980-01-03 US US06/109,314 patent/US4261989A/en not_active Expired - Lifetime
- 1980-01-08 AU AU54430/80A patent/AU532333B2/en not_active Ceased
- 1980-01-15 GB GB8001321A patent/GB2042523B/en not_active Expired
- 1980-02-06 FR FR8002589A patent/FR2449084A1/fr active Granted
- 1980-02-12 NL NL8000857A patent/NL8000857A/nl not_active Application Discontinuation
- 1980-02-13 CA CA345,489A patent/CA1113935A/en not_active Expired
- 1980-02-19 DE DE19803006097 patent/DE3006097A1/de active Granted
- 1980-02-19 IT IT20017/80A patent/IT1147315B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| IT1147315B (it) | 1986-11-19 |
| US4261989A (en) | 1981-04-14 |
| IT8020017A0 (it) | 1980-02-19 |
| CA1113935A (en) | 1981-12-08 |
| AU5443080A (en) | 1980-08-28 |
| DE3006097C2 (OSRAM) | 1991-11-07 |
| GB2042523B (en) | 1983-02-09 |
| AU532333B2 (en) | 1983-09-29 |
| DE3006097A1 (de) | 1980-08-28 |
| FR2449084A1 (fr) | 1980-09-12 |
| GB2042523A (en) | 1980-09-24 |
| FR2449084B1 (OSRAM) | 1983-12-23 |
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