CH524618A - Procédé de préparation de nouveaux amides dérivés des esters de l'acide pipérazine-1 acétique - Google Patents
Procédé de préparation de nouveaux amides dérivés des esters de l'acide pipérazine-1 acétiqueInfo
- Publication number
- CH524618A CH524618A CH1305470A CH1305470A CH524618A CH 524618 A CH524618 A CH 524618A CH 1305470 A CH1305470 A CH 1305470A CH 1305470 A CH1305470 A CH 1305470A CH 524618 A CH524618 A CH 524618A
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- piperazine
- butyl
- carbon atoms
- hypotensive
- Prior art date
Links
- 230000001077 hypotensive effect Effects 0.000 title abstract description 4
- 208000001953 Hypotension Diseases 0.000 title abstract 2
- 230000000916 dilatatory effect Effects 0.000 title abstract 2
- 208000021822 hypotensive Diseases 0.000 title abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- -1 trimethoxycinnamoyl halide Chemical class 0.000 abstract description 5
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 3
- 206010002383 Angina Pectoris Diseases 0.000 description 2
- 241000282472 Canis lupus familiaris Species 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000001990 intravenous administration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 206010065420 Coronary artery dilatation Diseases 0.000 description 1
- 206010052895 Coronary artery insufficiency Diseases 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 238000010171 animal model Methods 0.000 description 1
- 208000037849 arterial hypertension Diseases 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 210000004351 coronary vessel Anatomy 0.000 description 1
- 230000010339 dilation Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR6935562A FR2068407A6 (enrdf_load_stackoverflow) | 1969-10-17 | 1969-10-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH524618A true CH524618A (fr) | 1972-06-30 |
Family
ID=9041655
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1305470A CH524618A (fr) | 1969-10-17 | 1970-09-01 | Procédé de préparation de nouveaux amides dérivés des esters de l'acide pipérazine-1 acétique |
Country Status (10)
| Country | Link |
|---|---|
| BE (1) | BE755569R (enrdf_load_stackoverflow) |
| CH (1) | CH524618A (enrdf_load_stackoverflow) |
| DE (1) | DE2043350A1 (enrdf_load_stackoverflow) |
| ES (1) | ES383268A2 (enrdf_load_stackoverflow) |
| FR (1) | FR2068407A6 (enrdf_load_stackoverflow) |
| GB (1) | GB1258726A (enrdf_load_stackoverflow) |
| IT (1) | IT1044725B (enrdf_load_stackoverflow) |
| LU (1) | LU61613A1 (enrdf_load_stackoverflow) |
| NL (1) | NL7012950A (enrdf_load_stackoverflow) |
| SE (1) | SE367629B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2522325B1 (fr) * | 1982-02-26 | 1985-08-09 | Delalande Sa | Nouveaux derives aryliques de la piperazine, de l'homopiperazine et de n,n'-dialkyl diamino-1,2 ethane, leur procede de preparation et leur application en therapeutique |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1168108A (en) * | 1967-09-29 | 1969-10-22 | Delalande Sa | Amide Derivatives of 1-Piperazine Acetic Acid and Process for their Preparation |
-
1969
- 1969-10-17 FR FR6935562A patent/FR2068407A6/fr not_active Expired
-
1970
- 1970-08-22 IT IT6986770A patent/IT1044725B/it active
- 1970-08-28 GB GB4147570A patent/GB1258726A/en not_active Expired
- 1970-08-31 ES ES70383268A patent/ES383268A2/es not_active Expired
- 1970-09-01 NL NL7012950A patent/NL7012950A/xx unknown
- 1970-09-01 DE DE19702043350 patent/DE2043350A1/de active Pending
- 1970-09-01 BE BE755569D patent/BE755569R/xx active
- 1970-09-01 LU LU61613D patent/LU61613A1/xx unknown
- 1970-09-01 SE SE1186970A patent/SE367629B/xx unknown
- 1970-09-01 CH CH1305470A patent/CH524618A/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1044725B (it) | 1980-04-21 |
| NL7012950A (enrdf_load_stackoverflow) | 1971-04-20 |
| LU61613A1 (enrdf_load_stackoverflow) | 1970-12-01 |
| ES383268A2 (es) | 1973-01-01 |
| SE367629B (enrdf_load_stackoverflow) | 1974-06-04 |
| BE755569R (fr) | 1971-03-01 |
| GB1258726A (enrdf_load_stackoverflow) | 1971-12-30 |
| DE2043350A1 (de) | 1971-04-29 |
| FR2068407A6 (enrdf_load_stackoverflow) | 1971-08-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |