GB1250719A - - Google Patents
Info
- Publication number
- GB1250719A GB1250719A GB1452969A GB1250719DA GB1250719A GB 1250719 A GB1250719 A GB 1250719A GB 1452969 A GB1452969 A GB 1452969A GB 1250719D A GB1250719D A GB 1250719DA GB 1250719 A GB1250719 A GB 1250719A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- prepared
- formula
- acid
- followed
- 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
- 238000006243 chemical reaction Methods 0.000 abstract 5
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000008064 anhydrides Chemical class 0.000 abstract 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- WZIYCIBURCPKAR-UHFFFAOYSA-N 4-(chloromethyl)pyridine Chemical compound ClCC1=CC=NC=C1 WZIYCIBURCPKAR-UHFFFAOYSA-N 0.000 abstract 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 abstract 1
- XTUVJUMINZSXGF-UHFFFAOYSA-N N-methylcyclohexylamine Chemical compound CNC1CCCCC1 XTUVJUMINZSXGF-UHFFFAOYSA-N 0.000 abstract 1
- PAMIQIKDUOTOBW-UHFFFAOYSA-N N-methylcyclohexylamine Natural products CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 abstract 1
- 208000027089 Parkinsonian disease Diseases 0.000 abstract 1
- 206010034010 Parkinsonism Diseases 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 229960004050 aminobenzoic acid Drugs 0.000 abstract 1
- 230000001078 anti-cholinergic effect Effects 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 abstract 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- GYCKQBWUSACYIF-UHFFFAOYSA-N o-hydroxybenzoic acid ethyl ester Natural products CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- JCBJVAJGLKENNC-UHFFFAOYSA-M potassium ethyl xanthate Chemical compound [K+].CCOC([S-])=S JCBJVAJGLKENNC-UHFFFAOYSA-M 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 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
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/02—Preparation by ring-closure or hydrogenation
-
- 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
- C07D211/26—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 with hydrocarbon radicals, substituted by nitrogen atoms
-
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
-
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/023—Preparation; Separation; Stabilisation; Use of additives
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1452969 | 1969-03-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1250719A true GB1250719A (enrdf_load_stackoverflow) | 1971-10-20 |
Family
ID=10042844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1452969A Expired GB1250719A (enrdf_load_stackoverflow) | 1969-03-19 | 1969-03-19 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3634410A (enrdf_load_stackoverflow) |
| AT (1) | AT296306B (enrdf_load_stackoverflow) |
| AU (1) | AU1212770A (enrdf_load_stackoverflow) |
| BE (1) | BE747627A (enrdf_load_stackoverflow) |
| DE (1) | DE2013179A1 (enrdf_load_stackoverflow) |
| ES (1) | ES377734A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2035063A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1250719A (enrdf_load_stackoverflow) |
| NL (1) | NL7003855A (enrdf_load_stackoverflow) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052311A1 (en) * | 1980-11-19 | 1982-05-26 | Sterling Drug Inc. | 1-((Benzoylphenyl) - lower-alkyl) piperidines and carbinol analogs and preparation thereof |
| EP0275696A1 (en) * | 1986-12-22 | 1988-07-27 | Dr. Lo. Zambeletti S.p.A. | Piperidine derivatives |
| USRE33906E (en) * | 1985-12-23 | 1992-04-28 | Dr.Lo.Zambeletti S.P.A. | Cyclic carboxamide derivatives and their use as analgesics |
| WO2004085423A1 (en) * | 2003-03-25 | 2004-10-07 | Astrazeneca Ab | Piperidine derivatives for the treatment of chemokine or h1 mediated disease state |
| US7186718B2 (en) | 2001-08-22 | 2007-03-06 | Astrazeneca Ab | Piperidinyl-morpholinyl derivatives as modulators of chemokine receptor activity |
| US7238691B2 (en) | 2001-09-18 | 2007-07-03 | Astrazeneca Ab | Piperidine derivatives and their use as modulators of chemokine (especially CCR3) activity |
| US7307090B2 (en) | 2001-07-02 | 2007-12-11 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| EP1739071A4 (en) * | 2004-04-01 | 2008-03-26 | Sumitomo Chemical Co | PROCESS FOR PREPARING A CARBONIC ACID COMPOUND |
| US7482363B2 (en) | 2002-03-19 | 2009-01-27 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| US7495013B2 (en) | 2003-04-01 | 2009-02-24 | Astrazeneca Ab | Chemical compounds |
| US7517989B2 (en) | 2002-03-19 | 2009-04-14 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| US8314127B2 (en) | 2005-07-21 | 2012-11-20 | Astrazeneca Ab | Piperidine derivatives |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1585165A (en) * | 1976-06-29 | 1981-02-25 | Leo Pharm Prod Ltd | Derivatives of 6-amidino penicillanic acid |
| FR2625504B2 (fr) * | 1987-08-07 | 1990-05-04 | Synthelabo | Derives de ((benzoyl-1 piperidinyl-4)methyl)-2 tetrahydro-1,2,3,4 isoquinoleine, leur preparation et leur application en therapeutique |
| FR2630113B2 (fr) * | 1987-08-07 | 1990-07-20 | Synthelabo | Derives de ((piperidinyl-4)methyl)-2 tetrahydro-1,2,3,4 isoquinoleine, leur preparation et leur application en therapeutique |
| FR2634204B2 (fr) * | 1987-08-07 | 1990-09-07 | Synthelabo | Derives de ((piperidinyl-4)methyl)-2 tetrahydro-1,2,3,4 isoquinoleines, leur preparation et leur application en therapeutique |
| EP0306375A1 (fr) * | 1987-08-07 | 1989-03-08 | Synthelabo | Dérivés de[(pipéridinyl-4)méthyl]-2 tétrahydro-1,2,3,4 isoquinoléine, leur préparation et leur application en thérapeutique |
| FR2634205B2 (fr) * | 1987-08-07 | 1990-09-07 | Synthelabo | Derives de me thyl-4 ((piperidinyl-4)methyl)-2 tetrahydro-1,2,3,4 isoquinoleine, leur preparation et leur application en therapeutique |
| FR2630114B2 (fr) * | 1987-08-07 | 1990-07-20 | Synthelabo | Derives de (piperidinyl-4)methyl)-2 tetrahydro-1,2,3,4 isoquinoleine, leur preparation et leur application en therapeutique |
| IL89156A (en) * | 1988-07-12 | 1993-05-13 | Synthelabo | Derivatives of 2-((4-piperidinyl) methyl)- 1,2,3,4- tetrahydroisoquinoline, their preparation and their application in therapeutics |
| US5272157A (en) * | 1990-03-07 | 1993-12-21 | Synthelabo | Derivatives of 4-(aminomethyl) piperidine, their preparation and their therapeutic application |
| FR2659323B1 (fr) * | 1990-03-07 | 1992-06-12 | Synthelabo | Derives de 4-(aminomethyl) piperidine, leur preparation et leur application en therapeutique. |
| US6152681A (en) * | 1996-05-03 | 2000-11-28 | Arrowhead Systems, Llc | Container sweep for a palletizer and method |
| US6331545B1 (en) | 1998-12-18 | 2001-12-18 | Soo S. Ko | Heterocycyclic piperidines as modulators of chemokine receptor activity |
-
1969
- 1969-03-19 GB GB1452969A patent/GB1250719A/en not_active Expired
-
1970
- 1970-03-04 AU AU12127/70A patent/AU1212770A/en not_active Expired
- 1970-03-06 AT AT211170A patent/AT296306B/de not_active IP Right Cessation
- 1970-03-13 US US19474A patent/US3634410A/en not_active Expired - Lifetime
- 1970-03-17 FR FR7009509A patent/FR2035063A1/fr not_active Withdrawn
- 1970-03-18 NL NL7003855A patent/NL7003855A/xx unknown
- 1970-03-19 BE BE747627D patent/BE747627A/xx unknown
- 1970-03-19 DE DE19702013179 patent/DE2013179A1/de active Pending
- 1970-03-20 ES ES377734A patent/ES377734A1/es not_active Expired
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0052311A1 (en) * | 1980-11-19 | 1982-05-26 | Sterling Drug Inc. | 1-((Benzoylphenyl) - lower-alkyl) piperidines and carbinol analogs and preparation thereof |
| USRE33906E (en) * | 1985-12-23 | 1992-04-28 | Dr.Lo.Zambeletti S.P.A. | Cyclic carboxamide derivatives and their use as analgesics |
| EP0275696A1 (en) * | 1986-12-22 | 1988-07-27 | Dr. Lo. Zambeletti S.p.A. | Piperidine derivatives |
| US4879300A (en) * | 1986-12-22 | 1989-11-07 | Dr. Lo. Zambeletti S.P.A. | Novel piperidine derivatives |
| US7307090B2 (en) | 2001-07-02 | 2007-12-11 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| US7186718B2 (en) | 2001-08-22 | 2007-03-06 | Astrazeneca Ab | Piperidinyl-morpholinyl derivatives as modulators of chemokine receptor activity |
| US7238691B2 (en) | 2001-09-18 | 2007-07-03 | Astrazeneca Ab | Piperidine derivatives and their use as modulators of chemokine (especially CCR3) activity |
| US7482363B2 (en) | 2002-03-19 | 2009-01-27 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| US7517989B2 (en) | 2002-03-19 | 2009-04-14 | Astrazeneca Ab | Piperidine derivatives useful as modulators of chemokine receptor activity |
| WO2004085423A1 (en) * | 2003-03-25 | 2004-10-07 | Astrazeneca Ab | Piperidine derivatives for the treatment of chemokine or h1 mediated disease state |
| US7495013B2 (en) | 2003-04-01 | 2009-02-24 | Astrazeneca Ab | Chemical compounds |
| EP1739071A4 (en) * | 2004-04-01 | 2008-03-26 | Sumitomo Chemical Co | PROCESS FOR PREPARING A CARBONIC ACID COMPOUND |
| US8314127B2 (en) | 2005-07-21 | 2012-11-20 | Astrazeneca Ab | Piperidine derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2035063A1 (enrdf_load_stackoverflow) | 1970-12-18 |
| BE747627A (fr) | 1970-08-31 |
| ES377734A1 (es) | 1972-05-16 |
| AT296306B (de) | 1972-02-10 |
| US3634410A (en) | 1972-01-11 |
| NL7003855A (enrdf_load_stackoverflow) | 1970-09-22 |
| AU1212770A (en) | 1971-09-09 |
| DE2013179A1 (de) | 1970-10-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |