GB1166364A - N-(Tert-Aminoalkyl) Amide Derivatives and Process for Preparing the Same - Google Patents
N-(Tert-Aminoalkyl) Amide Derivatives and Process for Preparing the SameInfo
- Publication number
- GB1166364A GB1166364A GB4684367A GB4684367A GB1166364A GB 1166364 A GB1166364 A GB 1166364A GB 4684367 A GB4684367 A GB 4684367A GB 4684367 A GB4684367 A GB 4684367A GB 1166364 A GB1166364 A GB 1166364A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- reacting
- compound
- aminoalkyl
- tert
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Abstract
1,166,364. N-(tert-aminoalkyl) amide derivatives. AMERICAN CYANAMID CO. 13 Oct., 1967 [25 Nov., 1966 (2)], No. 46843/67. Heading C2C. Novel N-(tert.-aminoalkyl) amide derivatives of the general Formula III wherein R 2 is hydrogen, C 1-6 alkyl or C 2-6 alkenyl; n is 2, 3 or 4; A is a thiophone radical of the formula or a phenyl radical of the formula R and R 1 are hydrogen, C 1-6 alkyl, or halogen; and B is 1-aryl.4-p-perazinyl, 4-arylpiperidino, or 4 - aryl - 3,6 - dihydro - 1(2H) - pyridyl, with the proviso when B is 1 .aryl.4.piperazinyl, A may not be phenyl or substituted phenyl and the pharmaceutically acceptable acid addition salts thereof are prepared by any of the following methods: (1) Reacting a compound A-Y with an amine of the formula B-C n H 2n -(H)R 2 , where Y is a reactive moiety being an acid halide, an ester, an ahydride or an amide. (2) Reacting a compound of formula with a compound H-B, wherein X is halogen, C 1-6 alkylsulphonyloxy, or monocyclic arylsulphonyloxy. Compounds of the above general Formula III in which A is a thiophene radical may also be prepared by the following methods: (3) Reading a compound of the formula ACON(R 2 )H with a compound of the formula X-C n H 2n B ; (4) Reacting an acid of the formula ACOOH with N,N<SP>1</SP>-carbonyldhmidazole and treating the thus obtained ketone with an amine of the formula B-C n H 2n N(R 2 )H ; (5) Reacting an acid of the formula ACOOH with an amine of the formula in the presence of a carbodiimide. N - (2 - Bromoethyl) - and N - (3 - bromopropyl) - 2 - thiopheneearboxamides are obtained by reacting 2-phenoyl chloride with 2-bromoethylamine and 3-bromopropylamine respectively. N - (2 - Bromoethyl) - and N - (2 - chloroethyl) N - methyl - benzamides are prepared by reacting benzoyl chloride with 2-bromoethylamine and 2-chloroethylmethylamine respectively. Pharmaceutical compositions, suitable for oral administration and having analgesic, antiinflammatory, diuretic and anti-depressant properties, contain the above novel compounds or their non-toxic pharmaceutically acceptable acid addition salts as the active ingredient and a pharmaceutically acceptable carrier or diluent.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US59681066A | 1966-11-25 | 1966-11-25 | |
US59683166A | 1966-11-25 | 1966-11-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1166364A true GB1166364A (en) | 1969-10-08 |
Family
ID=27082649
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB4684367A Expired GB1166364A (en) | 1966-11-25 | 1967-10-13 | N-(Tert-Aminoalkyl) Amide Derivatives and Process for Preparing the Same |
Country Status (9)
Country | Link |
---|---|
BE (1) | BE707032A (en) |
CH (1) | CH509311A (en) |
DE (1) | DE1670007A1 (en) |
DK (1) | DK127979B (en) |
ES (1) | ES347622A1 (en) |
FR (1) | FR7590M (en) |
GB (1) | GB1166364A (en) |
IL (1) | IL28799A (en) |
NL (1) | NL6715434A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0048045A1 (en) * | 1980-09-12 | 1982-03-24 | Duphar International Research B.V | Phenyl piperazine derivatives having antiagressive activity |
US5166157A (en) * | 1989-12-20 | 1992-11-24 | Adir Et Compagnie | Naphthyl piperazines useful as 5-HT1A receptor ligands |
WO1996040136A1 (en) * | 1995-06-07 | 1996-12-19 | Merck & Co., Inc. | ALPHA 1a ADRENERGIC RECEPTOR ANTAGONIST |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1009846B (en) * | 1954-03-27 | 1957-06-06 | Strautmann & Soehne O H G B | Musmuehle |
DE3163803D1 (en) * | 1980-02-14 | 1984-07-05 | Grigg Ronald Ernest | 2-methyl-5-thiazole-methylamine and carboxamide derivatives |
GB8823042D0 (en) * | 1988-09-30 | 1988-11-09 | Lilly Sa | Organic compounds & their use as pharmaceuticals |
GB8823040D0 (en) * | 1988-09-30 | 1988-11-09 | Lilly Sa | Organic compounds & their use as pharmaceuticals |
-
1967
- 1967-10-13 GB GB4684367A patent/GB1166364A/en not_active Expired
- 1967-10-23 IL IL2879967A patent/IL28799A/en unknown
- 1967-11-14 NL NL6715434A patent/NL6715434A/xx unknown
- 1967-11-16 FR FR128494A patent/FR7590M/fr not_active Expired
- 1967-11-23 DE DE19671670007 patent/DE1670007A1/en active Pending
- 1967-11-24 BE BE707032D patent/BE707032A/xx unknown
- 1967-11-24 CH CH1654367A patent/CH509311A/en not_active IP Right Cessation
- 1967-11-24 DK DK590667A patent/DK127979B/en unknown
- 1967-11-25 ES ES347622A patent/ES347622A1/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0048045A1 (en) * | 1980-09-12 | 1982-03-24 | Duphar International Research B.V | Phenyl piperazine derivatives having antiagressive activity |
US5166157A (en) * | 1989-12-20 | 1992-11-24 | Adir Et Compagnie | Naphthyl piperazines useful as 5-HT1A receptor ligands |
WO1996040136A1 (en) * | 1995-06-07 | 1996-12-19 | Merck & Co., Inc. | ALPHA 1a ADRENERGIC RECEPTOR ANTAGONIST |
US5661163A (en) * | 1995-06-07 | 1997-08-26 | Merck & Co., Inc. | Alpha-1a adrenergic receptor antagonists |
US5977115A (en) * | 1995-06-07 | 1999-11-02 | Merck & Co., Inc. | Alpha 1a adrenergic receptor antagonists |
US6274583B1 (en) | 1995-06-07 | 2001-08-14 | Merck & Co., Inc. | Alpha 1a adrenergic receptor antagonists |
Also Published As
Publication number | Publication date |
---|---|
IL28799A (en) | 1972-07-26 |
NL6715434A (en) | 1968-05-27 |
FR7590M (en) | 1970-01-12 |
ES347622A1 (en) | 1969-06-01 |
DE1670007A1 (en) | 1971-01-21 |
DK127979B (en) | 1974-02-11 |
CH509311A (en) | 1971-06-30 |
BE707032A (en) | 1968-05-24 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |