GB727336A - Improvements in or relating to chemotherapeutic agents - Google Patents
Improvements in or relating to chemotherapeutic agentsInfo
- Publication number
- GB727336A GB727336A GB29401/52A GB2940152A GB727336A GB 727336 A GB727336 A GB 727336A GB 29401/52 A GB29401/52 A GB 29401/52A GB 2940152 A GB2940152 A GB 2940152A GB 727336 A GB727336 A GB 727336A
- Authority
- GB
- United Kingdom
- Prior art keywords
- relating
- butyrates
- aminophenyl
- ethyl
- alkyl
- 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
- 239000002246 antineoplastic agent Substances 0.000 title 1
- 229940127089 cytotoxic agent Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- -1 hydroxyethylamino esters Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0727336/IV (b)/1> where R1 is hydrogen or alkyl (preferably up to C8), and their preparation by the action of phosphorus oxychloride on alkyl N : N-di-(2-hydroxyethyl)-aminophenylbutyrates, followed by hydrolysis of the ester group if desired. Examples are given of the preparation of the p-compounds where R1 is H, methyl and ethyl. The hydroxyethylamino esters are obtained from methyl and ethyl g -(p-aminophenyl)-butyrates and ethylene oxide. The g -(p-aminophenyl)-butyrates are prepared from g -(p-nitrophenyl)-butyric acid by esterification (via the acid chloride) and reduction of the nitro group.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB322814X | 1952-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB727336A true GB727336A (en) | 1955-03-30 |
Family
ID=10336169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB29401/52A Expired GB727336A (en) | 1952-11-20 | 1952-11-20 | Improvements in or relating to chemotherapeutic agents |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2944079A (en) |
| CH (1) | CH322814A (en) |
| DE (1) | DE939507C (en) |
| FR (1) | FR1093021A (en) |
| GB (1) | GB727336A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989001331A1 (en) * | 1987-08-21 | 1989-02-23 | The United States Of America, As Represented By Th | Enhancing drug delivery to the brain |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3335176A (en) * | 1962-04-13 | 1967-08-08 | Allied Chem | Aminomethyl carboxy dibenzyl amines and preparation thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB128912A (en) * | 1918-06-26 | 1919-10-30 | Ste Chim Usines Rhone | Manufacture of New Substituted Benzoic Acid Esters. |
| GB653452A (en) * | 1947-04-12 | 1951-05-16 | Goodrich Co B F | Improvements in or relating to a method of preparing an (n,n-diaryl) amino acid ester |
-
1952
- 1952-11-20 GB GB29401/52A patent/GB727336A/en not_active Expired
-
1953
- 1953-11-06 CH CH322814D patent/CH322814A/en unknown
- 1953-11-09 US US391134A patent/US2944079A/en not_active Expired - Lifetime
- 1953-11-18 FR FR1093021D patent/FR1093021A/en not_active Expired
- 1953-11-19 DE DEN8044A patent/DE939507C/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989001331A1 (en) * | 1987-08-21 | 1989-02-23 | The United States Of America, As Represented By Th | Enhancing drug delivery to the brain |
| US4835182A (en) * | 1987-08-21 | 1989-05-30 | The United States Of America As Represented By The Department Of Health And Human Services | Enhancing drug delivery to the brain |
| EP0304341A3 (en) * | 1987-08-21 | 1989-11-23 | Us Health | Ramified alkyl esters of 4-bis(chloroethyl)aminophenyl-alkyl carboxylic acids |
| JPH0655700B2 (en) * | 1987-08-21 | 1994-07-27 | アメリカ合衆国 | Improved drug delivery to the brain |
Also Published As
| Publication number | Publication date |
|---|---|
| CH322814A (en) | 1957-06-30 |
| FR1093021A (en) | 1955-04-29 |
| DE939507C (en) | 1956-02-23 |
| US2944079A (en) | 1960-07-05 |
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