DK188985A - PROCEDURE FOR THE PREPARATION OF OXAPHOSPHORIN DERIVATIVES IN 4-POSITION - Google Patents
PROCEDURE FOR THE PREPARATION OF OXAPHOSPHORIN DERIVATIVES IN 4-POSITION Download PDFInfo
- Publication number
- DK188985A DK188985A DK188985A DK188985A DK188985A DK 188985 A DK188985 A DK 188985A DK 188985 A DK188985 A DK 188985A DK 188985 A DK188985 A DK 188985A DK 188985 A DK188985 A DK 188985A
- Authority
- DK
- Denmark
- Prior art keywords
- group
- oxaphosphorin
- derivatives
- procedure
- preparation
- Prior art date
Links
- OMDCSPXITNMPHV-UHFFFAOYSA-N 2h-oxaphosphinine Chemical class O1PC=CC=C1 OMDCSPXITNMPHV-UHFFFAOYSA-N 0.000 title 1
- 150000001768 cations Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- -1 cyclohexylammonium cation Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 206010062016 Immunosuppression Diseases 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 description 1
- 229910052736 halogen Chemical group 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001506 immunosuppresive effect Effects 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-O morpholinium Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
- C07F9/6584—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
- C07F9/65842—Cyclic amide derivatives of acids of phosphorus, in which one nitrogen atom belongs to the ring
- C07F9/65846—Cyclic amide derivatives of acids of phosphorus, in which one nitrogen atom belongs to the ring the phosphorus atom being part of a six-membered ring which may be condensed with another ring system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Y betegner hydrogenkationen, en alkali- eller jordal-kalikation, guanidinium-, morpholinium- eller cyclo-hexylammoniumkation eller kationen, der er afledt af en amin med formlen NR4R5R6, hvori grupperne R4 til Rg kan være ens aller forskellige og betegner hydrogen, Ci-C2-alkylgrupper eller oxyethylgrupper, eller hvori Y er ethylendiammoniumkationen H3N-CH2CH2-NH3 eller piperazoniumkationen, og z er 1, når Y er ladet enkelt positivt, eller er 2, når Y er ladet dobbelt positivt, fremstilles ved, at man omsætter en forbindelse roed den almene formel:Y represents the hydrogen cation, an alkali or alkaline earth, guanidinium, morpholinium or cyclohexylammonium cation or the cation derived from an amine of formula NR 4 R 5 R 6 wherein the groups R 4 to R C 2 -alkyl groups or oxyethyl groups, or wherein Y is the ethylenediamonium cation H3N-CH2CH2-NH3 or the piperazonium cation and z is 1 when Y is single positive charged or 2 when Y is double positive is prepared by reacting a compound red the general formula:
hvori B er gruppen A, eller hvori B er en eventuelt med en carboxylgruppe, en hydroxygruppe eller Cj-C4~carbalk-oxygruppe substitueret Ci-C^Q-alkylthiogruppe, en ben-zylthiogruppe eller en Ci-Cg-alkanoylthiogruppe, eller hvori B betegner gruppen -N(OH)-CO-NHR og R betegner hydrogen, en Ci-Cg-alkylgruppe, en benzylgruppe eller en eventuelt med Cj-C^alkylgrupper eller halogen substitueret phenylgruppe, og gruppen B også kan foreligge i sal tf orm, hvis den indeholder en syregruppe, med overskud af en forbindelse med formlenwherein B is the group A or wherein B is optionally with a carboxyl group, a hydroxy group or C 1 -C 4 carbalkoxy group substituted C 1 -C 4 alkylthio group, a benzylthio group or a C 1 -C 6 alkanoylthio group, or wherein B represents the group -N (OH) -CO-NHR and R represents hydrogen, a C 1 -C 6 alkyl group, a benzyl group or an optionally C 1 -C 4 alkyl group or halogen substituted phenyl group, and the group B may also be present in salts or worms, if it contains an acid group, with the excess of a compound of the formula
A'H IIIA'H III
eller A'Y (salt af forbindelsen A'H), hvor A' er forskellig fra A og har en af de for A angivene betydninger.or A'Y (salt of the compound A'H), where A 'is different from A and has one of the meanings given for A.
Forbindelserne udviser stærk antitumor-aktivitet og kan anvendes til behandling af kræft til immunsuppression.The compounds exhibit strong antitumor activity and can be used to treat cancer for immunosuppression.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843415726 DE3415726A1 (en) | 1984-04-27 | 1984-04-27 | Process for the preparation of 4-substituted oxazaphosphorine derivatives |
| DE3415726 | 1984-04-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK188985D0 DK188985D0 (en) | 1985-04-26 |
| DK188985A true DK188985A (en) | 1985-10-28 |
Family
ID=6234515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK188985A DK188985A (en) | 1984-04-27 | 1985-04-26 | PROCEDURE FOR THE PREPARATION OF OXAPHOSPHORIN DERIVATIVES IN 4-POSITION |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT385037B (en) |
| DD (1) | DD232496A5 (en) |
| DE (1) | DE3415726A1 (en) |
| DK (1) | DK188985A (en) |
| ES (1) | ES8607331A1 (en) |
| FI (1) | FI851656L (en) |
| GR (1) | GR850994B (en) |
| HU (1) | HUT40676A (en) |
| PT (1) | PT80356B (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3220432A1 (en) * | 1981-03-24 | 1983-12-01 | Asta-Werke Ag, Chemische Fabrik, 4800 Bielefeld | Oxazaphosphorine-4-thioalkanesulphonic acid, its neutral salts, process for the preparation thereof and pharmaceutical preparations containing them |
| DE3220672A1 (en) * | 1981-03-24 | 1983-12-08 | Asta-Werke Ag, Chemische Fabrik, 4800 Bielefeld | Cis-oxazaphosphorine-4-thioalkanesulphonic acids, their neutral salts, process for the preparation thereof and pharmaceutical preparations containing them |
| DE3111428A1 (en) * | 1981-03-24 | 1982-10-07 | Asta-Werke Ag, Chemische Fabrik, 4800 Bielefeld | OXAZAPHOSPHORIN-4-THIO-ALKANESULPHONIC ACIDS AND THEIR NEUTRAL SALTS, METHOD FOR THE PRODUCTION THEREOF AND PHARMACEUTICAL PREPARATIONS CONTAINING THEM |
| DE3279834D1 (en) * | 1981-12-31 | 1989-08-31 | Asta Pharma Ag | 4-sulfido-oxaza phosphorines and their use in the treatment of cancer, and in immunosuppression |
-
1984
- 1984-04-27 DE DE19843415726 patent/DE3415726A1/en not_active Withdrawn
-
1985
- 1985-04-24 GR GR850994A patent/GR850994B/el unknown
- 1985-04-25 DD DD27556385A patent/DD232496A5/en unknown
- 1985-04-26 FI FI851656A patent/FI851656L/en not_active Application Discontinuation
- 1985-04-26 AT AT125685A patent/AT385037B/en not_active IP Right Cessation
- 1985-04-26 ES ES542606A patent/ES8607331A1/en not_active Expired
- 1985-04-26 DK DK188985A patent/DK188985A/en not_active Application Discontinuation
- 1985-04-26 HU HU162385A patent/HUT40676A/en unknown
- 1985-04-26 PT PT8035685A patent/PT80356B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI851656L (en) | 1985-10-28 |
| PT80356A (en) | 1985-05-01 |
| ES8607331A1 (en) | 1986-05-16 |
| PT80356B (en) | 1987-03-16 |
| FI851656A0 (en) | 1985-04-26 |
| ATA125685A (en) | 1987-07-15 |
| DK188985D0 (en) | 1985-04-26 |
| AT385037B (en) | 1988-02-10 |
| DE3415726A1 (en) | 1985-10-31 |
| DD232496A5 (en) | 1986-01-29 |
| GR850994B (en) | 1985-11-25 |
| HUT40676A (en) | 1987-01-28 |
| ES542606A0 (en) | 1986-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AHB | Application shelved due to non-payment |