GB1158619A - New Formimino Ethers - Google Patents
New Formimino EthersInfo
- Publication number
- GB1158619A GB1158619A GB17595/67A GB1759567A GB1158619A GB 1158619 A GB1158619 A GB 1158619A GB 17595/67 A GB17595/67 A GB 17595/67A GB 1759567 A GB1759567 A GB 1759567A GB 1158619 A GB1158619 A GB 1158619A
- Authority
- GB
- United Kingdom
- Prior art keywords
- naphthyl
- general formula
- formimino
- ethers
- carbon atoms
- 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
- 150000002170 ethers Chemical class 0.000 title 1
- DOXJHZJVFBJAQF-UHFFFAOYSA-N naphthalen-1-yliminomethyl N-naphthalen-1-ylmethanimidate Chemical class C1(=CC=CC2=CC=CC=C12)N=COC=NC1=CC=CC2=CC=CC=C12 DOXJHZJVFBJAQF-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- -1 1,2,3,4-tetrahydronaphthyl Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 238000005690 transetherification reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
- C07C257/04—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines without replacement of the other oxygen atom of the carboxyl group, e.g. imino-ethers
- C07C257/06—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines without replacement of the other oxygen atom of the carboxyl group, e.g. imino-ethers having carbon atoms of imino-carboxyl groups bound to hydrogen atoms, to acyclic carbon atoms, or to carbon atoms of rings other than six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,158,619. N-Naphthyl-formimino ethers. EGYESULT GYOGYSZER-ES TAPSZERGYAR. 17 April, 1967 [21 April, 1966], No. 17595/67. Heading C2C. Novel N-naphthyl-formimino ethers of the general formula A-N=CH-OR, wherein A is naphthyl or 1,2,3,4-tetrahydronaphthyl optionally mono- or di-substituted by substituents selected from halogen atoms, hydroxyl groups and sulphonic acid groups and R is a saturated or unsaturated, straight or branched chain alkyl group containing 1 to 16 carbon atoms, except when A is an unsubstituted α-naphthyl group when R contains 2 to 16 carbon atoms, or a cycloalkyl, di-C 1 -C 4 -alkylaminoalkyl or aralkyl group, and therapeutically acceptable acid addition salts and quaternary ammonium derivatives thereof are prepared by reaction of an amine of the general formula A-NH 2 with an orthoformate ester of the general formula CH#(OR) 3 and optional transetherification of a resulting N-naphthyl-formimino ether of the first formula above wherein R is a methyl or ethyl group with a higher alcohol of the general formula R<SP>1</SP>OH, wherein R<SP>1</SP> is an alkyl group of at least 3 carbon atoms or a cycloalkyl, di- C 1 -C 4 -alkylaminoalkyl or aralkyl group; followed optionally by conversion to a therapeutically acceptable acid addition salt or quaternary ammonium derivative of the product. Pharmaceutical compositions having anthelmintic activity comprise, as active ingredient, an N-naphthyl-formimino ether of the first general formula above or a therapeutically acceptable acid addition salt or quaternary ammonium derivative thereof, together with a pharmaceutically acceptable carrier or diluent.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUEE001239 | 1966-04-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1158619A true GB1158619A (en) | 1969-07-16 |
Family
ID=10995190
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB17595/67A Expired GB1158619A (en) | 1966-04-21 | 1967-04-17 | New Formimino Ethers |
Country Status (10)
Country | Link |
---|---|
AT (1) | AT268259B (en) |
BE (1) | BE697217A (en) |
CH (1) | CH513130A (en) |
CS (1) | CS157030B2 (en) |
DE (1) | DE1618310B2 (en) |
DK (1) | DK124255B (en) |
GB (1) | GB1158619A (en) |
IL (1) | IL27806A (en) |
NL (1) | NL151359B (en) |
SE (1) | SE332977B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3083646B1 (en) | 2013-12-18 | 2019-12-11 | Chevron Phillips Chemical Company LP | Phosphinyl formamidine compounds, metal complexes, catalyst systems, and their use to oligomerize or polymerize olefins |
-
1967
- 1967-04-13 AT AT347267A patent/AT268259B/en active
- 1967-04-13 DE DE1618310A patent/DE1618310B2/en active Granted
- 1967-04-17 GB GB17595/67A patent/GB1158619A/en not_active Expired
- 1967-04-17 IL IL27806A patent/IL27806A/en unknown
- 1967-04-19 BE BE697217D patent/BE697217A/xx unknown
- 1967-04-20 SE SE05566/67A patent/SE332977B/xx unknown
- 1967-04-20 NL NL676705576A patent/NL151359B/en not_active IP Right Cessation
- 1967-04-20 DK DK214767AA patent/DK124255B/en unknown
- 1967-04-20 CH CH562467A patent/CH513130A/en not_active IP Right Cessation
- 1967-04-21 CS CS292867A patent/CS157030B2/cs unknown
Also Published As
Publication number | Publication date |
---|---|
DE1618310C3 (en) | 1974-11-28 |
CH513130A (en) | 1971-09-30 |
NL151359B (en) | 1976-11-15 |
IL27806A (en) | 1971-04-28 |
CS157030B2 (en) | 1974-08-23 |
SE332977B (en) | 1971-03-01 |
DE1618310A1 (en) | 1971-03-11 |
AT268259B (en) | 1969-02-10 |
DE1618310B2 (en) | 1974-03-21 |
BE697217A (en) | 1967-10-02 |
DK124255B (en) | 1972-10-02 |
NL6705576A (en) | 1967-10-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |