GB1188159A - Process for the production of New N-Substituted Amides and Esteramides of Phosphoric and Thiophosphoric Acid - Google Patents
Process for the production of New N-Substituted Amides and Esteramides of Phosphoric and Thiophosphoric AcidInfo
- Publication number
- GB1188159A GB1188159A GB31849/67A GB3184967A GB1188159A GB 1188159 A GB1188159 A GB 1188159A GB 31849/67 A GB31849/67 A GB 31849/67A GB 3184967 A GB3184967 A GB 3184967A GB 1188159 A GB1188159 A GB 1188159A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- halogen
- alkyl
- reacting
- Prior art date
- 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.)
- Expired
Links
- -1 N-Substituted Amides Chemical class 0.000 title abstract 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 title 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 239000011230 binding agent Substances 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 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
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)
Abstract
1,188,159. N-substituted phosphoric acid amides. ASTA-WERKE A.G. CHEMISCHE FABRIK. 11 July, 1967 [11 July, 1966], No. 31849/67. Heading C2C. Novel compounds of the formula where R 1 is C 1-4 alkyl substituted by one or more halogen atoms, X 1 is oxygen or sulphur, Y is an oxygen atom or a group of the formula -NH- or -NZ 1 -, where Z 1 is a C 1-4 alkyl group optionally substituted by one or more halogen atoms or hydroxy groups, each Z represents hydrogen, halogen, C 1-4 alkyl, hydroxy, or hydroxymethyl, m is 2 or 3, and X 2 is ethyleneimino or a group of formula optionally substituted by one or more halogen atoms or hydroxy groups, and X is halogen or hydroxy, are prepared (a) by reacting where X 3 is halogen with or (b) reacting a compound X 2 H with a compound of formula in the presence of an acid-binding agent; or (c) by reacting a compound of the first general formula above (where R 1 is C 1-4 alkyl substituted by one or more hydroxy groups) with a halogenating agent; or (d) by heating a compound of formula at an elevated temperature, where R 5 is an alkyl, aryl or aralkyl group; or (e) by reacting a compound of formula where Z 2 is H or Z 1 , with a compound of formula HO(CZ 2 )mZ 3 , where Z 3 is halogen, in the presence of an acid-binding agent at elevated temperature. Reactions (a), (b) and (c) are preferably carried out in an inert organic solvent, at room temperature or at elevated temperature. Pharmaceutical compositions comprise a compound of the first general formula above, together with a pharmaceutically acceptable carrier.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1966A0052989 DE1645921C3 (en) | 1966-07-11 | 1966-07-11 | 2-Oxo-13,2-osazaphosphorinane, process for their preparation and pharmaceutical preparations containing them |
| US10656971A | 1971-01-14 | 1971-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1188159A true GB1188159A (en) | 1970-04-15 |
Family
ID=25964360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB31849/67A Expired GB1188159A (en) | 1966-07-11 | 1967-07-11 | Process for the production of New N-Substituted Amides and Esteramides of Phosphoric and Thiophosphoric Acid |
Country Status (12)
| Country | Link |
|---|---|
| BE (1) | BE700711A (en) |
| CH (1) | CH510699A (en) |
| DE (1) | DE1645921C3 (en) |
| DK (1) | DK119407B (en) |
| ES (1) | ES342646A1 (en) |
| FI (1) | FI48602C (en) |
| FR (1) | FR6695M (en) |
| GB (1) | GB1188159A (en) |
| LU (1) | LU53924A1 (en) |
| NL (1) | NL148323B (en) |
| SE (1) | SE330174B (en) |
| YU (2) | YU36187B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5854240A (en) * | 1993-11-12 | 1998-12-29 | Newcastle University Ventures Limited | Methylene blue for the treatment or prophylaxis of encephalopathy caused by ifosfamide |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| DE3133077A1 (en) * | 1981-08-21 | 1983-03-10 | Henkel KGaA, 4000 Düsseldorf | NEW 1,3,2-OXAZAPHOSPHORINE COMPOUNDS CONTAINING NEW CYTOSTATICALLY EFFECTIVE EPOXY GROUPS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE IN PHARMACEUTICAL PREPARATIONS |
| EP0235661A3 (en) * | 1986-02-22 | 1989-01-11 | ASTA Pharma Aktiengesellschaft | Heterocyclic compounds with a 2-[2-(N,N-bis-(2-chloroethyl)-diamido-phosphoryl-oxy)ethyl] rest |
| DE3862595D1 (en) * | 1987-03-06 | 1991-06-06 | Asta Pharma Ag | METHOD FOR PRODUCING IFOSFAMIDE WITH IMPROVED PROPERTIES. |
| DE19739159C1 (en) * | 1997-09-06 | 1999-01-28 | Asta Medica Ag | Preparation of oxazaphosphorine-2-amine(s) used as, and to prepare, cytostatics and immunosuppressants |
-
1966
- 1966-07-11 DE DE1966A0052989 patent/DE1645921C3/en not_active Expired
-
1967
- 1967-06-20 LU LU53924D patent/LU53924A1/xx unknown
- 1967-06-30 BE BE700711D patent/BE700711A/xx not_active IP Right Cessation
- 1967-06-30 SE SE09970/67*A patent/SE330174B/xx unknown
- 1967-07-05 ES ES342646A patent/ES342646A1/en not_active Expired
- 1967-07-06 FI FI671879A patent/FI48602C/en active
- 1967-07-07 CH CH967367A patent/CH510699A/en not_active IP Right Cessation
- 1967-07-10 DK DK353667AA patent/DK119407B/en not_active IP Right Cessation
- 1967-07-11 FR FR113841A patent/FR6695M/fr not_active Expired
- 1967-07-11 GB GB31849/67A patent/GB1188159A/en not_active Expired
- 1967-07-11 NL NL676709606A patent/NL148323B/en not_active IP Right Cessation
-
1972
- 1972-12-28 YU YU03284/72A patent/YU36187B/en unknown
-
1974
- 1974-08-16 YU YU2251/74A patent/YU39527B/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5854240A (en) * | 1993-11-12 | 1998-12-29 | Newcastle University Ventures Limited | Methylene blue for the treatment or prophylaxis of encephalopathy caused by ifosfamide |
Also Published As
| Publication number | Publication date |
|---|---|
| YU36187B (en) | 1982-02-25 |
| YU39527B (en) | 1984-12-31 |
| SE330174B (en) | 1970-11-09 |
| DK119407B (en) | 1970-12-28 |
| NL6709606A (en) | 1968-01-12 |
| FR6695M (en) | 1969-02-10 |
| FI48602C (en) | 1974-11-11 |
| DE1645921A1 (en) | 1970-07-16 |
| YU225174A (en) | 1982-02-28 |
| CH510699A (en) | 1971-07-31 |
| DE1645921B2 (en) | 1978-02-09 |
| BE700711A (en) | 1967-12-01 |
| ES342646A1 (en) | 1968-10-16 |
| FI48602B (en) | 1974-07-31 |
| DE1645921C3 (en) | 1978-10-12 |
| YU328472A (en) | 1981-06-30 |
| LU53924A1 (en) | 1967-08-21 |
| NL148323B (en) | 1976-01-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |