IL32520A - N-cinnamyl-n'-benzhydryl piperazines,their preparation and pharmaceutical compositions containing them - Google Patents
N-cinnamyl-n'-benzhydryl piperazines,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL32520A IL32520A IL32520A IL3252069A IL32520A IL 32520 A IL32520 A IL 32520A IL 32520 A IL32520 A IL 32520A IL 3252069 A IL3252069 A IL 3252069A IL 32520 A IL32520 A IL 32520A
- Authority
- IL
- Israel
- Prior art keywords
- acid addition
- group
- therapeutically active
- active acid
- piperazine
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 39
- 150000003839 salts Chemical class 0.000 claims description 37
- 150000001875 compounds Chemical class 0.000 claims description 36
- 239000002253 acid Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 28
- 125000001207 fluorophenyl group Chemical group 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 14
- CVVIJWRCGSYCMB-UHFFFAOYSA-N hydron;piperazine;dichloride Chemical compound Cl.Cl.C1CNCCN1 CVVIJWRCGSYCMB-UHFFFAOYSA-N 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
- 239000002775 capsule Substances 0.000 claims description 8
- 206010003119 arrhythmia Diseases 0.000 claims description 6
- DERZBLKQOCDDDZ-UHFFFAOYSA-N 1-(diphenylmethyl)-4-(3-phenylprop-2-enyl)piperazine Chemical compound C1CN(C(C=2C=CC=CC=2)C=2C=CC=CC=2)CCN1CC=CC1=CC=CC=C1 DERZBLKQOCDDDZ-UHFFFAOYSA-N 0.000 claims description 5
- WGEIOMTZIIOUMA-QPJJXVBHSA-N 1-[(e)-3-phenylprop-2-enyl]piperazine Chemical compound C1CNCCN1C\C=C\C1=CC=CC=C1 WGEIOMTZIIOUMA-QPJJXVBHSA-N 0.000 claims description 5
- 239000003937 drug carrier Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229960005141 piperazine Drugs 0.000 claims 11
- 239000000126 substance Substances 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 5
- BAAYWUVKNLELKV-UHFFFAOYSA-N 1-benzhydryl-4-pentylpiperazine Chemical compound C1CN(CCCCC)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 BAAYWUVKNLELKV-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 230000000747 cardiac effect Effects 0.000 claims 1
- UKPBEPCQTDRZSE-UHFFFAOYSA-N cyclizine hydrochloride Chemical compound Cl.C1CN(C)CCN1C(C=1C=CC=CC=1)C1=CC=CC=C1 UKPBEPCQTDRZSE-UHFFFAOYSA-N 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
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- XELXKCKNPPSFNN-BJWPBXOKSA-N morphine hydrochloride trihydrate Chemical compound O.O.O.Cl.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O XELXKCKNPPSFNN-BJWPBXOKSA-N 0.000 description 1
- 229960004715 morphine sulfate Drugs 0.000 description 1
- GRVOTVYEFDAHCL-RTSZDRIGSA-N morphine sulfate pentahydrate Chemical compound O.O.O.O.O.OS(O)(=O)=O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O.O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O GRVOTVYEFDAHCL-RTSZDRIGSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229940100692 oral suspension Drugs 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000000902 placebo Substances 0.000 description 1
- 229940068196 placebo Drugs 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 208000022064 reactive hyperemia Diseases 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 210000004935 right thumb Anatomy 0.000 description 1
- 229920000260 silastic Polymers 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000014214 soft drink Nutrition 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 230000002227 vasoactive effect Effects 0.000 description 1
- 230000000304 vasodilatating effect Effects 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000008096 xylene Substances 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
- C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/073—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
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 |
|---|---|---|---|
| US74199968A | 1968-07-02 | 1968-07-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL32520A0 IL32520A0 (en) | 1969-09-25 |
| IL32520A true IL32520A (en) | 1972-09-28 |
Family
ID=24983099
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL32520A IL32520A (en) | 1968-07-02 | 1969-07-01 | N-cinnamyl-n'-benzhydryl piperazines,their preparation and pharmaceutical compositions containing them |
Country Status (20)
| Country | Link |
|---|---|
| AT (1) | AT289811B (pl) |
| BE (1) | BE735452A (pl) |
| BR (1) | BR6910304D0 (pl) |
| CH (1) | CH510677A (pl) |
| DE (1) | DE1929330C3 (pl) |
| DK (1) | DK121175B (pl) |
| ES (1) | ES368981A1 (pl) |
| FI (1) | FI52979C (pl) |
| FR (1) | FR2014487A1 (pl) |
| GB (1) | GB1268710A (pl) |
| IE (1) | IE33283B1 (pl) |
| IL (1) | IL32520A (pl) |
| LU (1) | LU58970A1 (pl) |
| NL (1) | NL162646C (pl) |
| NO (1) | NO124776B (pl) |
| PL (1) | PL80098B1 (pl) |
| SE (1) | SE350972B (pl) |
| SU (1) | SU403182A3 (pl) |
| YU (1) | YU36715B (pl) |
| ZA (1) | ZA694714B (pl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1213131B (it) * | 1984-02-02 | 1989-12-14 | Yason Srl | Composto ad attivita' calcio antagonista periferica, anticonvulsivante ed eumetabolica cerebrale,metodo per la sua preparazione e composizioni farmaceutiche. |
-
1969
- 1969-06-09 IE IE783/69A patent/IE33283B1/xx unknown
- 1969-06-10 DE DE1929330A patent/DE1929330C3/de not_active Expired
- 1969-06-10 GB GB29382/69A patent/GB1268710A/en not_active Expired
- 1969-06-13 CH CH911169A patent/CH510677A/de not_active IP Right Cessation
- 1969-06-26 AT AT610669A patent/AT289811B/de not_active IP Right Cessation
- 1969-06-26 SU SU1341578A patent/SU403182A3/ru active
- 1969-06-27 FR FR6921783A patent/FR2014487A1/fr active Pending
- 1969-06-27 LU LU58970D patent/LU58970A1/xx unknown
- 1969-06-30 NL NL6910007.A patent/NL162646C/xx not_active IP Right Cessation
- 1969-06-30 BR BR210304/69A patent/BR6910304D0/pt unknown
- 1969-06-30 ES ES368981A patent/ES368981A1/es not_active Expired
- 1969-06-30 SE SE09260/69*A patent/SE350972B/xx unknown
- 1969-06-30 YU YU1662/69A patent/YU36715B/xx unknown
- 1969-07-01 NO NO2753/69A patent/NO124776B/no unknown
- 1969-07-01 PL PL1969134557A patent/PL80098B1/pl unknown
- 1969-07-01 BE BE735452D patent/BE735452A/xx not_active IP Right Cessation
- 1969-07-01 IL IL32520A patent/IL32520A/en unknown
- 1969-07-01 FI FI1956/69A patent/FI52979C/fi active
- 1969-07-02 ZA ZA694714A patent/ZA694714B/xx unknown
- 1969-07-02 DK DK357369AA patent/DK121175B/da unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SU403182A3 (pl) | 1973-10-19 |
| NL6910007A (pl) | 1970-01-06 |
| FI52979C (pl) | 1978-01-10 |
| SE350972B (pl) | 1972-11-13 |
| DE1929330C3 (de) | 1979-09-13 |
| IE33283L (en) | 1970-01-02 |
| NL162646C (nl) | 1980-06-16 |
| BE735452A (pl) | 1970-01-02 |
| DK121175B (da) | 1971-09-20 |
| PL80098B1 (pl) | 1975-08-30 |
| NO124776B (pl) | 1972-06-05 |
| DE1929330B2 (de) | 1979-01-18 |
| ES368981A1 (es) | 1971-05-16 |
| FI52979B (pl) | 1977-09-30 |
| ZA694714B (en) | 1971-02-24 |
| DE1929330A1 (de) | 1970-02-12 |
| FR2014487A1 (pl) | 1970-04-17 |
| AT289811B (de) | 1971-05-10 |
| YU166269A (en) | 1982-02-25 |
| LU58970A1 (pl) | 1969-11-12 |
| BR6910304D0 (pt) | 1973-04-19 |
| GB1268710A (en) | 1972-03-29 |
| YU36715B (en) | 1984-08-31 |
| CH510677A (de) | 1971-07-31 |
| IL32520A0 (en) | 1969-09-25 |
| IE33283B1 (en) | 1974-05-15 |
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