JP2007508392A5 - - Google Patents
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- Publication number
- JP2007508392A5 JP2007508392A5 JP2006535598A JP2006535598A JP2007508392A5 JP 2007508392 A5 JP2007508392 A5 JP 2007508392A5 JP 2006535598 A JP2006535598 A JP 2006535598A JP 2006535598 A JP2006535598 A JP 2006535598A JP 2007508392 A5 JP2007508392 A5 JP 2007508392A5
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- alkyl
- piperazin
- chlorophenyl
- cyclohexanol dihydrochloride
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 7
- 125000004423 acyloxy group Chemical group 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 5
- 125000004981 cycloalkylmethyl group Chemical group 0.000 claims 5
- 150000001721 carbon Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- -1 methylenedioxy Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- GXKJADMMIOJPOU-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(2-phenylethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CCC=2C=CC=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 GXKJADMMIOJPOU-UHFFFAOYSA-N 0.000 claims 1
- KONOJANIZIGGOW-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(2-phenylpropyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C=1C=CC=CC=1C(C)CN(CC1)CCN1CC(C1(O)CCCCC1)C1=CC=CC(Cl)=C1 KONOJANIZIGGOW-UHFFFAOYSA-N 0.000 claims 1
- BPVHAXIVYGFKOY-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(3-phenylbutyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C=1C=CC=CC=1C(C)CCN(CC1)CCN1CC(C1(O)CCCCC1)C1=CC=CC(Cl)=C1 BPVHAXIVYGFKOY-UHFFFAOYSA-N 0.000 claims 1
- CHNFRMQUPADVCA-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(cyclohex-3-en-1-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC2CC=CCC2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 CHNFRMQUPADVCA-UHFFFAOYSA-N 0.000 claims 1
- PQYSALGZCAIYPM-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(cyclohexylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC2CCCCC2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 PQYSALGZCAIYPM-UHFFFAOYSA-N 0.000 claims 1
- CHVZHDNAUOILLV-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(cyclopropylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC2CC2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 CHVZHDNAUOILLV-UHFFFAOYSA-N 0.000 claims 1
- IDWSODXMEBNMJU-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(furan-3-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC2=COC=C2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 IDWSODXMEBNMJU-UHFFFAOYSA-N 0.000 claims 1
- UOMSKKBMMORSMD-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(naphthalen-2-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=C3C=CC=CC3=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 UOMSKKBMMORSMD-UHFFFAOYSA-N 0.000 claims 1
- LISNBFOTEKGYIL-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(pyridin-3-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=NC=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 LISNBFOTEKGYIL-UHFFFAOYSA-N 0.000 claims 1
- WMMSXEVKSJOBQE-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(pyridin-4-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=CN=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 WMMSXEVKSJOBQE-UHFFFAOYSA-N 0.000 claims 1
- YDYBNSIUEDTEGF-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-(quinolin-4-ylmethyl)piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C3=CC=CC=C3N=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 YDYBNSIUEDTEGF-UHFFFAOYSA-N 0.000 claims 1
- MLYKNNYXFZRWRS-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-[(3-phenoxyphenyl)methyl]piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=C(OC=3C=CC=CC=3)C=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 MLYKNNYXFZRWRS-UHFFFAOYSA-N 0.000 claims 1
- SONDTMIZDGLIEL-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-[(4-phenoxyphenyl)methyl]piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=CC(OC=3C=CC=CC=3)=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 SONDTMIZDGLIEL-UHFFFAOYSA-N 0.000 claims 1
- VROBYYJHXKPTLM-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-[(4-phenylmethoxyphenyl)methyl]piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2C=CC(OCC=3C=CC=CC=3)=CC=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 VROBYYJHXKPTLM-UHFFFAOYSA-N 0.000 claims 1
- WEHUJILWYXAIEO-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-[(5-ethylfuran-2-yl)methyl]piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.O1C(CC)=CC=C1CN1CCN(CC(C=2C=C(Cl)C=CC=2)C2(O)CCCCC2)CC1 WEHUJILWYXAIEO-UHFFFAOYSA-N 0.000 claims 1
- ZFXICWZODNWTTP-UHFFFAOYSA-N 1-[1-(3-chlorophenyl)-2-[4-[(6-methoxynaphthalen-2-yl)methyl]piperazin-1-yl]ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1=CC2=CC(OC)=CC=C2C=C1CN(CC1)CCN1CC(C1(O)CCCCC1)C1=CC=CC(Cl)=C1 ZFXICWZODNWTTP-UHFFFAOYSA-N 0.000 claims 1
- LHYDYKFFBJHNOK-UHFFFAOYSA-N 1-[2-[4-(1-benzofuran-2-ylmethyl)piperazin-1-yl]-1-(3-chlorophenyl)ethyl]cyclohexan-1-ol;dihydrochloride Chemical compound Cl.Cl.C1CN(CC=2OC3=CC=CC=C3C=2)CCN1CC(C=1C=C(Cl)C=CC=1)C1(O)CCCCC1 LHYDYKFFBJHNOK-UHFFFAOYSA-N 0.000 claims 1
- ZXJLPAQXPJHYMJ-UHFFFAOYSA-N 6-[[4-[2-(3-chlorophenyl)-2-(1-hydroxycyclohexyl)ethyl]piperazin-1-yl]methyl]oxan-2-ol;dihydrochloride Chemical compound Cl.Cl.O1C(O)CCCC1CN1CCN(CC(C=2C=C(Cl)C=CC=2)C2(O)CCCCC2)CC1 ZXJLPAQXPJHYMJ-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
- 125000002837 carbocyclic group Chemical group 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
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 230000000407 monoamine reuptake Effects 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000005493 quinolyl group Chemical group 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51100203P | 2003-10-14 | 2003-10-14 | |
| US56145304P | 2004-04-12 | 2004-04-12 | |
| US57004304P | 2004-05-11 | 2004-05-11 | |
| US10/962,881 US7524846B2 (en) | 2003-10-14 | 2004-10-12 | Arylalkyl- and cycloalkylalkyl-piperazine derivatives and methods of their use |
| PCT/US2004/033670 WO2005037807A1 (en) | 2003-10-14 | 2004-10-13 | Arylalkyl- and cycloalkylalkyl-piperazine derivatives and methods of their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007508392A JP2007508392A (ja) | 2007-04-05 |
| JP2007508392A5 true JP2007508392A5 (enExample) | 2007-11-29 |
Family
ID=34468488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006535598A Pending JP2007508392A (ja) | 2003-10-14 | 2004-10-13 | アリールアルキルおよびシクロアルキルアルキル−ピペラジン誘導体およびその使用方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7524846B2 (enExample) |
| EP (1) | EP1678154A1 (enExample) |
| JP (1) | JP2007508392A (enExample) |
| AU (1) | AU2004282164A1 (enExample) |
| BR (1) | BRPI0415410A (enExample) |
| CA (1) | CA2539761A1 (enExample) |
| MX (1) | MXPA06003881A (enExample) |
| WO (1) | WO2005037807A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7491723B2 (en) * | 2003-10-14 | 2009-02-17 | Wyeth | Alkanol and cycloalkanol-amine derivatives and methods of their use |
| US7531543B2 (en) * | 2003-10-14 | 2009-05-12 | Wyeth | Phenylpiperazine cycloalkanol derivatives and methods of their use |
| US7414052B2 (en) * | 2004-03-30 | 2008-08-19 | Wyeth | Phenylaminopropanol derivatives and methods of their use |
| US7517899B2 (en) * | 2004-03-30 | 2009-04-14 | Wyeth | Phenylaminopropanol derivatives and methods of their use |
| JP2008512417A (ja) * | 2004-09-10 | 2008-04-24 | ユセベ ファルマ ソシエテ アノニム | シグマ受容体リガンド |
| US20070021488A1 (en) * | 2005-07-21 | 2007-01-25 | Wyeth | Method for treating nervous system disorders and conditions |
| WO2007067575A2 (en) * | 2005-12-05 | 2007-06-14 | Wyeth | Process for preparing substituted aryl cycloalkanol derivatives |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2636032A (en) * | 1949-04-12 | 1953-04-21 | Abbott Lab | N, n'-disubstituted piperazines and process of preparing same |
| US2971955A (en) * | 1958-12-29 | 1961-02-14 | Abbott Lab | Cyclohexylcarbinol derivatives of piperazine |
| US3454554A (en) * | 1960-10-14 | 1969-07-08 | Colgate Palmolive Co | Aminoalkyliminodibenzyl compounds |
| FR2035785A6 (enExample) | 1969-03-28 | 1970-12-24 | Delalande Sa | |
| CS175831B1 (enExample) | 1974-12-17 | 1977-05-31 | ||
| IL56369A (en) * | 1978-01-20 | 1984-05-31 | Erba Farmitalia | Alpha-phenoxybenzyl propanolamine derivatives,their preparation and pharmaceutical compositions comprising them |
| US4310524A (en) * | 1980-04-11 | 1982-01-12 | Richardson-Merrell, Inc. | TCA Composition and method for rapid onset antidepressant therapy |
| PH18686A (en) | 1981-05-26 | 1985-08-29 | Merck & Co Inc | 1-(3 halo-2-pyridinyl) piperazine |
| US4535186A (en) * | 1983-04-19 | 1985-08-13 | American Home Products Corporation | 2-Phenyl-2-(1-hydroxycycloalkyl or 1-hydroxycycloalk-2-enyl)ethylamine derivatives |
| ZA864772B (en) | 1985-07-02 | 1987-02-25 | Merrell Dow Pharma | Novel chemical compounds |
| CA1327795C (en) | 1987-08-14 | 1994-03-15 | Jules Freedman | Antidepressants which are aryloxy inadanamines |
| US4826844A (en) * | 1987-09-30 | 1989-05-02 | American Home Products Corporation | Substituted 1-(aralkyl-piperazinoalkyl) cycloalkanols |
| ATE114467T1 (de) | 1990-06-01 | 1994-12-15 | Merrell Dow Pharma | (+)-alpha-(2,3 dimethoxyphenyl)-1-(2- (fluorophenyl)ethyl>-4-piperidinmethanol. |
| US5502047A (en) * | 1993-03-22 | 1996-03-26 | Kavey; Neil B. | Treatment for insomnia |
| CZ296263B6 (cs) | 1996-03-25 | 2006-02-15 | Eli Lilly And Company | Farmaceutická kompozice pro lécení bolesti a jejípouzití |
| KR20010015918A (ko) | 1998-03-02 | 2001-02-26 | 피터 지. 스트링거 | 안면홍조를 감소시키기 위한 플루옥세틴 히드로클로라이드 |
| US6387897B1 (en) * | 1998-06-30 | 2002-05-14 | Neuromed Technologies, Inc. | Preferentially substituted calcium channel blockers |
| ES2305606T3 (es) | 1999-04-06 | 2008-11-01 | Sepracor Inc. | Succinato de o-desmetilvenlafaxina. |
| JP2003503450A (ja) * | 1999-07-01 | 2003-01-28 | ファルマシア・アンド・アップジョン・カンパニー | 高選択的ノルエピネフリン再取込みインヒビターおよびその使用方法 |
| ATE369330T1 (de) | 2001-02-12 | 2007-08-15 | Wyeth Corp | O-desmethyl-venlafaxine succinat salz |
| EP1383495A1 (en) | 2001-03-29 | 2004-01-28 | Eli Lilly And Company | Duloxetine for treatment of hot flashes |
| EP1266659A1 (en) | 2001-06-11 | 2002-12-18 | Pantarhei Bioscience B.V. | Pyridoxal in combination with serotonin re-uptake inhibitor for the treatment of hot flushes |
| US20040259850A1 (en) | 2001-10-31 | 2004-12-23 | Alves Stephen E. | Method for treating or preventing symptoms of hormonal variation including hot flashes |
| US6602911B2 (en) | 2001-11-05 | 2003-08-05 | Cypress Bioscience, Inc. | Methods of treating fibromyalgia |
| EP1468990A4 (en) | 2001-12-21 | 2006-01-04 | Taisho Pharmaceutical Co Ltd | PIPERAZINE DERIVATIVE |
| PL223471B1 (pl) | 2002-03-15 | 2016-10-31 | Cypress Bioscience Inc | Kompozycja farmaceutyczna zawierająca milnacypran do stosowania w leczeniu zespołu nadwrażliwości jelita grubego |
| TW200402289A (en) * | 2002-05-17 | 2004-02-16 | Wyeth Corp | Methods of treating gastrointestinary and genitourinary pain disorders |
| CA2495452A1 (en) | 2002-08-14 | 2004-02-26 | Pharmacia & Upjohn Company Llc | Use of reboxetine for the treatment of hot flashes |
| US20040152710A1 (en) | 2002-10-15 | 2004-08-05 | Deecher Darlene Coleman | Use of norepinephrine reuptake modulators for preventing and treating vasomotor symptoms |
| US20040180879A1 (en) * | 2002-10-15 | 2004-09-16 | Deecher Darlene Coleman | Novel method of treating vasomotor symptoms |
| US7345096B2 (en) | 2002-10-15 | 2008-03-18 | Wyeth | Use of norepinephrine reuptake modulators for preventing and treating vasomotor symptoms |
| US7491723B2 (en) * | 2003-10-14 | 2009-02-17 | Wyeth | Alkanol and cycloalkanol-amine derivatives and methods of their use |
| US7531543B2 (en) * | 2003-10-14 | 2009-05-12 | Wyeth | Phenylpiperazine cycloalkanol derivatives and methods of their use |
-
2004
- 2004-10-12 US US10/962,881 patent/US7524846B2/en not_active Expired - Fee Related
- 2004-10-13 AU AU2004282164A patent/AU2004282164A1/en not_active Abandoned
- 2004-10-13 EP EP04794904A patent/EP1678154A1/en not_active Withdrawn
- 2004-10-13 WO PCT/US2004/033670 patent/WO2005037807A1/en not_active Ceased
- 2004-10-13 JP JP2006535598A patent/JP2007508392A/ja active Pending
- 2004-10-13 BR BRPI0415410-0A patent/BRPI0415410A/pt not_active IP Right Cessation
- 2004-10-13 MX MXPA06003881A patent/MXPA06003881A/es unknown
- 2004-10-13 CA CA002539761A patent/CA2539761A1/en not_active Abandoned