IL28144A - 3- (Piprazonoalkyl) -Pyrazoles and their preparation - Google Patents
3- (Piprazonoalkyl) -Pyrazoles and their preparationInfo
- Publication number
- IL28144A IL28144A IL28144A IL2814467A IL28144A IL 28144 A IL28144 A IL 28144A IL 28144 A IL28144 A IL 28144A IL 2814467 A IL2814467 A IL 2814467A IL 28144 A IL28144 A IL 28144A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- pyrazoles
- preparation
- reaction
- piperazinoalkyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title description 3
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 4
- 150000003217 pyrazoles Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FHHAOPXGDLWQQM-UHFFFAOYSA-N N.[K] Chemical compound N.[K] FHHAOPXGDLWQQM-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical class ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1620016A DE1620016C3 (de) | 1966-07-02 | 1966-07-02 | 3-{Piperazinoalkyl)-pyrazole und Verfahren zu ihrer Herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL28144A true IL28144A (en) | 1972-04-27 |
Family
ID=7313285
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL28144A IL28144A (en) | 1966-07-02 | 1967-06-13 | 3- (Piprazonoalkyl) -Pyrazoles and their preparation |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3491097A (da) |
| BE (1) | BE700732A (da) |
| CH (1) | CH485751A (da) |
| CY (1) | CY622A (da) |
| DE (1) | DE1620016C3 (da) |
| DK (1) | DK117635B (da) |
| ES (1) | ES342556A1 (da) |
| FR (1) | FR6682M (da) |
| GB (1) | GB1124710A (da) |
| IL (1) | IL28144A (da) |
| MY (1) | MY7200042A (da) |
| NL (1) | NL154739B (da) |
| SE (1) | SE345456B (da) |
| YU (2) | YU32681B (da) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2110568A1 (de) * | 1971-03-05 | 1972-09-07 | Merck Patent Gmbh | Neue N-Acyl-(piperazinoalkyl)-pyrazole |
| US3960863A (en) * | 1974-06-25 | 1976-06-01 | Sankyo Company Limited | Pyrido[1,2-a]pyrimidinone derivatives |
| US3941881A (en) * | 1975-03-14 | 1976-03-02 | American Cyanamid Company | Novel 3 or 5-aminopyrazolium salts and fungicidal use thereof |
| DE2835158A1 (de) * | 1978-08-10 | 1980-02-21 | Bayer Ag | Substituierte pyrazol-derivate sowie verfahren zu ihrer herstellung |
| DE4425146A1 (de) * | 1994-07-15 | 1996-01-18 | Basf Ag | Verwendung heterocyclischer Verbindungen |
| DE19728996A1 (de) | 1997-07-07 | 1999-01-14 | Basf Ag | Triazolverbindungen und deren Verwendung |
| BR0312294A (pt) * | 2002-06-29 | 2005-04-12 | Zentaris Gmbh | Arilcarbonil piperazinas e hteroarilcarbonilpiperazinas e o uso das mesmas para tratamento de doenças benignas e malignas |
| KR100868353B1 (ko) * | 2007-03-08 | 2008-11-12 | 한국화학연구원 | 도파민 ｄ4 수용체 길항제인 신규 피페라지닐프로필피라졸유도체, 이의 제조방법 및 이를 포함하는 약학적 조성물 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2329680A (en) * | 1943-01-30 | 1943-09-14 | American Cyanamid Co | Defoliation |
| BE485737A (da) * | 1947-11-12 | |||
| DE1595920B2 (de) * | 1964-11-04 | 1978-08-10 | Merck Patent Gmbh, 6100 Darmstadt | 4-(co-Piperazinoalkyl)-pyrazole, ihre Salze und Verfahren zu ihrer Herstellung |
-
1966
- 1966-07-02 DE DE1620016A patent/DE1620016C3/de not_active Expired
-
1967
- 1967-06-13 IL IL28144A patent/IL28144A/en unknown
- 1967-06-16 CH CH861467A patent/CH485751A/de not_active IP Right Cessation
- 1967-06-20 US US647311A patent/US3491097A/en not_active Expired - Lifetime
- 1967-06-22 GB GB28901/67A patent/GB1124710A/en not_active Expired
- 1967-06-26 DK DK329967AA patent/DK117635B/da unknown
- 1967-06-28 NL NL676709008A patent/NL154739B/xx not_active IP Right Cessation
- 1967-06-29 SE SE9735/67*A patent/SE345456B/xx unknown
- 1967-06-30 BE BE700732D patent/BE700732A/xx unknown
- 1967-06-30 FR FR112589A patent/FR6682M/fr not_active Expired
- 1967-07-01 ES ES342556A patent/ES342556A1/es not_active Expired
-
1971
- 1971-11-27 CY CY62271A patent/CY622A/xx unknown
-
1972
- 1972-10-19 YU YU2619/72A patent/YU32681B/xx unknown
- 1972-10-19 YU YU2617/72A patent/YU32679B/xx unknown
- 1972-12-31 MY MY197242A patent/MY7200042A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| MY7200042A (en) | 1972-12-31 |
| YU261972A (en) | 1974-10-31 |
| DE1620016B2 (de) | 1979-01-04 |
| DE1620016A1 (de) | 1970-02-12 |
| SE345456B (da) | 1972-05-29 |
| CH485751A (de) | 1970-02-15 |
| US3491097A (en) | 1970-01-20 |
| BE700732A (da) | 1968-01-02 |
| DK117635B (da) | 1970-05-19 |
| ES342556A1 (es) | 1968-10-16 |
| GB1124710A (en) | 1968-08-21 |
| YU32681B (en) | 1975-04-30 |
| CY622A (en) | 1971-11-27 |
| NL154739B (nl) | 1977-10-17 |
| YU32679B (en) | 1975-04-30 |
| NL6709008A (da) | 1968-01-03 |
| FR6682M (da) | 1969-02-03 |
| YU261772A (en) | 1974-10-31 |
| DE1620016C3 (de) | 1979-08-30 |
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