JP2014500234A5 - - Google Patents
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- Publication number
- JP2014500234A5 JP2014500234A5 JP2013530528A JP2013530528A JP2014500234A5 JP 2014500234 A5 JP2014500234 A5 JP 2014500234A5 JP 2013530528 A JP2013530528 A JP 2013530528A JP 2013530528 A JP2013530528 A JP 2013530528A JP 2014500234 A5 JP2014500234 A5 JP 2014500234A5
- Authority
- JP
- Japan
- Prior art keywords
- crystalline form
- disorder
- ethyl
- hydroxycyclohexyl
- dimethylamino
- 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
- -1 1-hydroxycyclohexyl Chemical group 0.000 claims 15
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 12
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 claims 12
- 239000002904 solvent Substances 0.000 claims 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 9
- 229940095102 methyl benzoate Drugs 0.000 claims 8
- 238000004519 manufacturing process Methods 0.000 claims 7
- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 claims 6
- 208000000103 Anorexia Nervosa Diseases 0.000 claims 6
- 208000020706 Autistic disease Diseases 0.000 claims 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- ACGYSUHUBYZEPP-UHFFFAOYSA-N phenyl 4-methylbenzoate hydrochloride Chemical compound Cl.CC1=CC=C(C(=O)OC2=CC=CC=C2)C=C1 ACGYSUHUBYZEPP-UHFFFAOYSA-N 0.000 claims 6
- 238000000634 powder X-ray diffraction Methods 0.000 claims 6
- 238000000034 method Methods 0.000 claims 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 4
- 239000013078 crystal Substances 0.000 claims 4
- 208000011580 syndromic disease Diseases 0.000 claims 4
- 208000008811 Agoraphobia Diseases 0.000 claims 3
- 208000007848 Alcoholism Diseases 0.000 claims 3
- 208000019901 Anxiety disease Diseases 0.000 claims 3
- 206010003805 Autism Diseases 0.000 claims 3
- 206010008874 Chronic Fatigue Syndrome Diseases 0.000 claims 3
- 208000022497 Cocaine-Related disease Diseases 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 208000001640 Fibromyalgia Diseases 0.000 claims 3
- 206010016825 Flushing Diseases 0.000 claims 3
- 201000004311 Gilles de la Tourette syndrome Diseases 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 claims 3
- 208000002193 Pain Diseases 0.000 claims 3
- 208000018737 Parkinson disease Diseases 0.000 claims 3
- 208000027030 Premenstrual dysphoric disease Diseases 0.000 claims 3
- 208000003782 Raynaud disease Diseases 0.000 claims 3
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 3
- 201000001880 Sexual dysfunction Diseases 0.000 claims 3
- 208000000323 Tourette Syndrome Diseases 0.000 claims 3
- 208000016620 Tourette disease Diseases 0.000 claims 3
- 206010046543 Urinary incontinence Diseases 0.000 claims 3
- 201000007930 alcohol dependence Diseases 0.000 claims 3
- 208000030963 borderline personality disease Diseases 0.000 claims 3
- 208000015114 central nervous system disease Diseases 0.000 claims 3
- 201000006145 cocaine dependence Diseases 0.000 claims 3
- 208000035475 disorder Diseases 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 206010013663 drug dependence Diseases 0.000 claims 3
- 206010015037 epilepsy Diseases 0.000 claims 3
- 238000002844 melting Methods 0.000 claims 3
- 230000008018 melting Effects 0.000 claims 3
- 208000029766 myalgic encephalomeyelitis/chronic fatigue syndrome Diseases 0.000 claims 3
- 229960002748 norepinephrine Drugs 0.000 claims 3
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 claims 3
- 235000020824 obesity Nutrition 0.000 claims 3
- 208000019906 panic disease Diseases 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 208000028173 post-traumatic stress disease Diseases 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- 201000000980 schizophrenia Diseases 0.000 claims 3
- 231100000872 sexual dysfunction Toxicity 0.000 claims 3
- 230000001457 vasomotor Effects 0.000 claims 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- 208000001089 Multiple system atrophy Diseases 0.000 claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 208000009106 Shy-Drager Syndrome Diseases 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 2
- 230000005855 radiation Effects 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- JXHYCCGOZUGBFD-UHFFFAOYSA-N benzoic acid;hydrochloride Chemical compound Cl.OC(=O)C1=CC=CC=C1 JXHYCCGOZUGBFD-UHFFFAOYSA-N 0.000 claims 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201010503737 | 2010-10-01 | ||
| CN201010503737.7 | 2010-10-01 | ||
| PCT/CN2011/001637 WO2012041013A1 (en) | 2010-10-01 | 2011-09-28 | Polymorphs of 4-[2-dimethylamino-1-(1-hydroxycyclohexyl)ethyl]phenyl 4-methylbenzoate hydrochloride, methods for preparing the same and use of the same |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015156966A Division JP2015205932A (ja) | 2010-10-01 | 2015-08-07 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014500234A JP2014500234A (ja) | 2014-01-09 |
| JP2014500234A5 true JP2014500234A5 (https=) | 2014-04-24 |
Family
ID=45891856
Family Applications (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013530528A Pending JP2014500234A (ja) | 2010-10-01 | 2011-09-28 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2015156966A Pending JP2015205932A (ja) | 2010-10-01 | 2015-08-07 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2016124043A Pending JP2016188233A (ja) | 2010-10-01 | 2016-06-23 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017172806A Active JP6434591B2 (ja) | 2010-10-01 | 2017-09-08 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017172815A Pending JP2017210494A (ja) | 2010-10-01 | 2017-09-08 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017239299A Active JP6522094B2 (ja) | 2010-10-01 | 2017-12-14 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2019133324A Active JP6908657B2 (ja) | 2010-10-01 | 2019-07-19 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
Family Applications After (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015156966A Pending JP2015205932A (ja) | 2010-10-01 | 2015-08-07 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2016124043A Pending JP2016188233A (ja) | 2010-10-01 | 2016-06-23 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017172806A Active JP6434591B2 (ja) | 2010-10-01 | 2017-09-08 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017172815A Pending JP2017210494A (ja) | 2010-10-01 | 2017-09-08 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2017239299A Active JP6522094B2 (ja) | 2010-10-01 | 2017-12-14 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
| JP2019133324A Active JP6908657B2 (ja) | 2010-10-01 | 2019-07-19 | ４−［２−ジメチルアミノ−１−（１−ヒドロキシシクロヘキシル）エチル］フェニル４−メチルベンゾエートヒドロクロリドの多形体、それらを作製する方法及びそれらの使用 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US8741952B2 (https=) |
| EP (1) | EP2621891B1 (https=) |
| JP (7) | JP2014500234A (https=) |
| KR (3) | KR101477154B1 (https=) |
| CN (3) | CN103025705B (https=) |
| AU (1) | AU2011307952B2 (https=) |
| BR (3) | BR122014004636B1 (https=) |
| CA (3) | CA2860747C (https=) |
| CY (1) | CY1122772T1 (https=) |
| DK (1) | DK2621891T3 (https=) |
| ES (1) | ES2769581T3 (https=) |
| MY (1) | MY160607A (https=) |
| PL (1) | PL2621891T3 (https=) |
| PT (1) | PT2621891T (https=) |
| RU (1) | RU2576665C2 (https=) |
| SG (1) | SG188637A1 (https=) |
| WO (1) | WO2012041013A1 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104672097B (zh) * | 2013-12-03 | 2016-06-29 | 山东绿叶制药有限公司 | 化合物对甲基苯甲酸4-（2-二甲胺基-1-环己烯基乙基）苯酯制备方法及应用 |
| US12346500B1 (en) | 2023-04-17 | 2025-07-01 | Snap Inc. | EMG speech signal detection |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4535186A (en) | 1983-04-19 | 1985-08-13 | American Home Products Corporation | 2-Phenyl-2-(1-hydroxycycloalkyl or 1-hydroxycycloalk-2-enyl)ethylamine derivatives |
| AU7938798A (en) * | 1997-07-11 | 1999-02-08 | Dainippon Pharmaceutical Co. Ltd. | (r)-n-(1-ethyl-1h-hexahydroazepin-3-yl)-6-methoxy-1h-benzotr azole-5-carboxamidemonofumarate monohydrate and process for producing the same |
| DE60039132D1 (de) * | 1999-04-06 | 2008-07-17 | Sepracor Inc | O-Desmethylvenlafaxin-Succinat |
| US20020022662A1 (en) | 1999-06-15 | 2002-02-21 | American Home Products Corporation | Enantiomers of O-desmethyl venlafaxine |
| US7291646B2 (en) | 1999-11-24 | 2007-11-06 | Wyeth | Ethers of O-desmethyl venlafaxine |
| EP1232141B1 (en) * | 1999-11-24 | 2004-10-06 | Wyeth | Ethers of o-desmethyl venlafaxine |
| US6348494B1 (en) * | 2000-11-21 | 2002-02-19 | American Home Products Corporation | Ethers of o-desmethyl venlafaxine |
| SK5762003A3 (en) * | 2000-10-19 | 2003-11-04 | Teva Pharma | Crystalline venlafaxine base and novel polymorphs of venlafaxine hydrochloride, processes for preparing thereof |
| AU2001235970A1 (en) * | 2000-12-07 | 2002-06-18 | Dr. Reddy's Research Foundation | Novel crystalline polymorphic forms of venlafaxine hydrochloride and a process for their preparation |
| EP1864967A1 (en) | 2001-02-12 | 2007-12-12 | Wyeth | Method for preparing O-desmethyl-venlafaxine |
| US20040242594A1 (en) * | 2001-11-17 | 2004-12-02 | Dan Peters | Prodrugs of antidepressants and their use for treating depressions |
| CN1630631A (zh) | 2001-12-05 | 2005-06-22 | 惠氏公司 | 新的文拉法星盐酸盐多晶型物及其制备方法 |
| US20030190352A1 (en) | 2002-03-28 | 2003-10-09 | Synthon Bv | Compositions of venlafaxine base |
| US20030195170A1 (en) * | 2002-04-11 | 2003-10-16 | Judith Aronhime | Novel polymorphs and pseudopolymorphs of risedronate sodium |
| US7875642B2 (en) * | 2004-01-26 | 2011-01-25 | Merck Sharp & Dohme Corp. | Crystalline forms of an inhibitor of 11-β-hydroxysteroid dehydrogenase type 1 |
| CN100455560C (zh) * | 2004-06-09 | 2009-01-28 | 中国人民解放军军事医学科学院放射医学研究所 | 含长链脂肪酰基取代的文拉法辛前体药物及其制备方法和用途 |
| CN1955159B (zh) * | 2005-06-17 | 2010-11-24 | 山东绿叶制药有限公司 | 用于阻断5-羟色胺以及去甲基肾上腺素再摄取的化合物,其制备方法及其用途 |
| GT200600397A (es) * | 2005-09-07 | 2007-08-28 | Formulas topicas conteniendo o-desmetil venlafaxina (odv) o sus sales |
-
2011
- 2011-09-28 SG SG2013021472A patent/SG188637A1/en unknown
- 2011-09-28 BR BR122014004636-7A patent/BR122014004636B1/pt active IP Right Grant
- 2011-09-28 CA CA2860747A patent/CA2860747C/en active Active
- 2011-09-28 PL PL11827911T patent/PL2621891T3/pl unknown
- 2011-09-28 BR BR122014004640-5A patent/BR122014004640B1/pt active IP Right Grant
- 2011-09-28 KR KR1020147007371A patent/KR101477154B1/ko active Active
- 2011-09-28 AU AU2011307952A patent/AU2011307952B2/en active Active
- 2011-09-28 ES ES11827911T patent/ES2769581T3/es active Active
- 2011-09-28 CN CN201180036015.8A patent/CN103025705B/zh active Active
- 2011-09-28 KR KR1020147007372A patent/KR101477155B1/ko active Active
- 2011-09-28 CA CA2812227A patent/CA2812227C/en active Active
- 2011-09-28 BR BR112013008664-5A patent/BR112013008664B1/pt active IP Right Grant
- 2011-09-28 EP EP11827911.6A patent/EP2621891B1/en active Active
- 2011-09-28 JP JP2013530528A patent/JP2014500234A/ja active Pending
- 2011-09-28 CA CA2860748A patent/CA2860748C/en active Active
- 2011-09-28 RU RU2013119806/04A patent/RU2576665C2/ru active
- 2011-09-28 PT PT118279116T patent/PT2621891T/pt unknown
- 2011-09-28 CN CN201310464696.9A patent/CN103588653B/zh active Active
- 2011-09-28 DK DK11827911.6T patent/DK2621891T3/da active
- 2011-09-28 CN CN201310462622.1A patent/CN103588652B/zh active Active
- 2011-09-28 MY MYPI2013001148A patent/MY160607A/en unknown
- 2011-09-28 KR KR1020137011253A patent/KR101640808B1/ko active Active
- 2011-09-28 WO PCT/CN2011/001637 patent/WO2012041013A1/en not_active Ceased
-
2013
- 2013-03-18 US US13/846,773 patent/US8741952B2/en active Active
-
2014
- 2014-04-23 US US14/259,964 patent/US9199912B2/en active Active
-
2015
- 2015-08-07 JP JP2015156966A patent/JP2015205932A/ja active Pending
-
2016
- 2016-06-23 JP JP2016124043A patent/JP2016188233A/ja active Pending
-
2017
- 2017-09-08 JP JP2017172806A patent/JP6434591B2/ja active Active
- 2017-09-08 JP JP2017172815A patent/JP2017210494A/ja active Pending
- 2017-12-14 JP JP2017239299A patent/JP6522094B2/ja active Active
-
2019
- 2019-07-19 JP JP2019133324A patent/JP6908657B2/ja active Active
-
2020
- 2020-02-03 CY CY20201100094T patent/CY1122772T1/el unknown
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