JP2016513112A5 - - Google Patents
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- JP2016513112A5 JP2016513112A5 JP2015558195A JP2015558195A JP2016513112A5 JP 2016513112 A5 JP2016513112 A5 JP 2016513112A5 JP 2015558195 A JP2015558195 A JP 2015558195A JP 2015558195 A JP2015558195 A JP 2015558195A JP 2016513112 A5 JP2016513112 A5 JP 2016513112A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- heterocyclyl
- aryl
- heteroaryl
- cycloalkyl
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 53
- 125000000623 heterocyclic group Chemical group 0.000 claims description 53
- 125000003118 aryl group Chemical group 0.000 claims description 52
- 125000001072 heteroaryl group Chemical group 0.000 claims description 48
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 42
- 230000004064 dysfunction Effects 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 14
- 208000019901 Anxiety disease Diseases 0.000 claims description 13
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 12
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 12
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 12
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- 125000002252 acyl group Chemical group 0.000 claims description 10
- 208000030159 metabolic disease Diseases 0.000 claims description 10
- 230000003169 placental effect Effects 0.000 claims description 10
- 230000029663 wound healing Effects 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 8
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 8
- -1 Heteroshi Lil Chemical group 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 102000004136 Vasopressin Receptors Human genes 0.000 claims description 7
- 108090000643 Vasopressin Receptors Proteins 0.000 claims description 7
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 201000010099 disease Diseases 0.000 claims description 6
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 claims description 5
- 208000004998 Abdominal Pain Diseases 0.000 claims description 5
- 208000007848 Alcoholism Diseases 0.000 claims description 5
- 206010003805 Autism Diseases 0.000 claims description 5
- 208000020706 Autistic disease Diseases 0.000 claims description 5
- 208000008035 Back Pain Diseases 0.000 claims description 5
- 208000017164 Chronobiology disease Diseases 0.000 claims description 5
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims description 5
- 206010010774 Constipation Diseases 0.000 claims description 5
- 206010061974 Gastrointestinal obstruction Diseases 0.000 claims description 5
- 208000010496 Heart Arrest Diseases 0.000 claims description 5
- 208000032843 Hemorrhage Diseases 0.000 claims description 5
- 206010021718 Induced labour Diseases 0.000 claims description 5
- 206010061218 Inflammation Diseases 0.000 claims description 5
- 208000001456 Jet Lag Syndrome Diseases 0.000 claims description 5
- 206010028980 Neoplasm Diseases 0.000 claims description 5
- 208000008589 Obesity Diseases 0.000 claims description 5
- 208000001132 Osteoporosis Diseases 0.000 claims description 5
- 208000002193 Pain Diseases 0.000 claims description 5
- 208000018525 Postpartum Hemorrhage Diseases 0.000 claims description 5
- 206010040070 Septic Shock Diseases 0.000 claims description 5
- 208000006011 Stroke Diseases 0.000 claims description 5
- 208000036064 Surgical Blood Loss Diseases 0.000 claims description 5
- 208000030886 Traumatic Brain injury Diseases 0.000 claims description 5
- 206010047141 Vasodilatation Diseases 0.000 claims description 5
- 230000003187 abdominal effect Effects 0.000 claims description 5
- 206010001584 alcohol abuse Diseases 0.000 claims description 5
- 208000025746 alcohol use disease Diseases 0.000 claims description 5
- 208000034158 bleeding Diseases 0.000 claims description 5
- 230000000740 bleeding effect Effects 0.000 claims description 5
- 201000011510 cancer Diseases 0.000 claims description 5
- 238000002680 cardiopulmonary resuscitation Methods 0.000 claims description 5
- 206010008118 cerebral infarction Diseases 0.000 claims description 5
- 208000026106 cerebrovascular disease Diseases 0.000 claims description 5
- 230000008602 contraction Effects 0.000 claims description 5
- 206010012601 diabetes mellitus Diseases 0.000 claims description 5
- 208000035475 disorder Diseases 0.000 claims description 5
- 208000026278 immune system disease Diseases 0.000 claims description 5
- 230000001771 impaired effect Effects 0.000 claims description 5
- 208000015181 infectious disease Diseases 0.000 claims description 5
- 230000004054 inflammatory process Effects 0.000 claims description 5
- 208000033915 jet lag type circadian rhythm sleep disease Diseases 0.000 claims description 5
- 230000006651 lactation Effects 0.000 claims description 5
- 208000004396 mastitis Diseases 0.000 claims description 5
- 229960002715 nicotine Drugs 0.000 claims description 5
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 claims description 5
- 235000020824 obesity Nutrition 0.000 claims description 5
- 230000036407 pain Effects 0.000 claims description 5
- 208000030761 polycystic kidney disease Diseases 0.000 claims description 5
- 208000002815 pulmonary hypertension Diseases 0.000 claims description 5
- 230000036303 septic shock Effects 0.000 claims description 5
- 230000035939 shock Effects 0.000 claims description 5
- 208000011117 substance-related disease Diseases 0.000 claims description 5
- 208000011580 syndromic disease Diseases 0.000 claims description 5
- 230000009529 traumatic brain injury Effects 0.000 claims description 5
- 230000024883 vasodilation Effects 0.000 claims description 5
- ABADUMLIAZCWJD-UHFFFAOYSA-N 1,3-dioxole Chemical group C1OC=CO1 ABADUMLIAZCWJD-UHFFFAOYSA-N 0.000 claims description 4
- 208000008811 Agoraphobia Diseases 0.000 claims description 4
- 241000790917 Dioxys <bee> Species 0.000 claims description 4
- 206010057671 Female sexual dysfunction Diseases 0.000 claims description 4
- 208000011688 Generalised anxiety disease Diseases 0.000 claims description 4
- 206010057672 Male sexual dysfunction Diseases 0.000 claims description 4
- 150000001204 N-oxides Chemical class 0.000 claims description 4
- 208000021384 Obsessive-Compulsive disease Diseases 0.000 claims description 4
- 208000000810 Separation Anxiety Diseases 0.000 claims description 4
- 206010041250 Social phobia Diseases 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000002619 bicyclic group Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 208000029364 generalized anxiety disease Diseases 0.000 claims description 4
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 4
- 208000002551 irritable bowel syndrome Diseases 0.000 claims description 4
- 125000002950 monocyclic group Chemical group 0.000 claims description 4
- 208000019906 panic disease Diseases 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 208000019899 phobic disease Diseases 0.000 claims description 4
- 125000003367 polycyclic group Chemical group 0.000 claims description 4
- 208000028173 post-traumatic stress disease Diseases 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 125000003003 spiro group Chemical group 0.000 claims description 4
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 4
- 206010013654 Drug abuse Diseases 0.000 claims description 3
- 206010043903 Tobacco abuse Diseases 0.000 claims description 3
- LRANPJDWHYRCER-UHFFFAOYSA-N 1,2-diazepine Chemical compound N1C=CC=CC=N1 LRANPJDWHYRCER-UHFFFAOYSA-N 0.000 claims description 2
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- SFJGCXYXEFWEBK-UHFFFAOYSA-N oxazepine Chemical compound O1C=CC=CC=N1 SFJGCXYXEFWEBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 201000009032 substance abuse Diseases 0.000 claims description 2
- 231100000736 substance abuse Toxicity 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 13
- 0 C*(C*(C)N(**I)CC1)CN1C(*C[Al]I)=O Chemical compound C*(C*(C)N(**I)CC1)CN1C(*C[Al]I)=O 0.000 description 21
- 238000000034 method Methods 0.000 description 7
- RJWLATJMEFHYBV-UHFFFAOYSA-N Cc(cc1CCCC2)ccc1N2C(C1CCNCC1)=O Chemical compound Cc(cc1CCCC2)ccc1N2C(C1CCNCC1)=O RJWLATJMEFHYBV-UHFFFAOYSA-N 0.000 description 5
- NLGPZDSNMGVQQS-UHFFFAOYSA-N O=C(C1CCNCC1)N(CC1CC1)c(cc1)ccc1Cl Chemical compound O=C(C1CCNCC1)N(CC1CC1)c(cc1)ccc1Cl NLGPZDSNMGVQQS-UHFFFAOYSA-N 0.000 description 3
- RXYPXQSKLGGKOL-UHFFFAOYSA-N CN1CCN(C)CC1 Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- SMWUDAKKCDQTPV-UHFFFAOYSA-N CN1CN(C)CC1 Chemical compound CN1CN(C)CC1 SMWUDAKKCDQTPV-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- ZRZKFJJSTOCTEY-UHFFFAOYSA-N C(C1CC1)[n]1c(N(CC2)CCC22OCc3c2cccc3)nc2c1cccc2 Chemical compound C(C1CC1)[n]1c(N(CC2)CCC22OCc3c2cccc3)nc2c1cccc2 ZRZKFJJSTOCTEY-UHFFFAOYSA-N 0.000 description 1
- LTOLADFOKOUXIC-UHFFFAOYSA-N CC(C)c1cc(C(N(CC2)CCC22OCc3ccccc23)=O)n[o]1 Chemical compound CC(C)c1cc(C(N(CC2)CCC22OCc3ccccc23)=O)n[o]1 LTOLADFOKOUXIC-UHFFFAOYSA-N 0.000 description 1
- XVIVXTHUBGHWOW-UHFFFAOYSA-N CC(N(C)c(cc1)ccc1C(N(CC1)CCC11OCc2ccccc12)=O)=O Chemical compound CC(N(C)c(cc1)ccc1C(N(CC1)CCC11OCc2ccccc12)=O)=O XVIVXTHUBGHWOW-UHFFFAOYSA-N 0.000 description 1
- UIRYQKABKAYFSR-UHFFFAOYSA-N CC(NC(C=C1)=CCC1C(N(CC1)CCC11OCc2ccccc12)=O)=O Chemical compound CC(NC(C=C1)=CCC1C(N(CC1)CCC11OCc2ccccc12)=O)=O UIRYQKABKAYFSR-UHFFFAOYSA-N 0.000 description 1
- WSIJEFCABFYEBZ-UHFFFAOYSA-N CCC(N(C(CC1)CCN1C(C(C)(C)c(cc1)ccc1Cl)=O)c1ccccc1)=O Chemical compound CCC(N(C(CC1)CCN1C(C(C)(C)c(cc1)ccc1Cl)=O)c1ccccc1)=O WSIJEFCABFYEBZ-UHFFFAOYSA-N 0.000 description 1
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- WTAKRSGRINEDHG-UHFFFAOYSA-N CCC(N(C(CC1)CCN1c1c(C(F)(F)F)cccn1)c1ccccc1)=O Chemical compound CCC(N(C(CC1)CCN1c1c(C(F)(F)F)cccn1)c1ccccc1)=O WTAKRSGRINEDHG-UHFFFAOYSA-N 0.000 description 1
- PMCBDBWCQQBSRJ-UHFFFAOYSA-N CCC(N(C1CCNCC1)c1ccccc1)=O Chemical compound CCC(N(C1CCNCC1)c1ccccc1)=O PMCBDBWCQQBSRJ-UHFFFAOYSA-N 0.000 description 1
- FMNHXBPKXBFMAA-UHFFFAOYSA-N CN(CCOc1c2)c1ccc2C(N(CC1)CCC11OCc2ccccc12)=O Chemical compound CN(CCOc1c2)c1ccc2C(N(CC1)CCC11OCc2ccccc12)=O FMNHXBPKXBFMAA-UHFFFAOYSA-N 0.000 description 1
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- PYUFGCMIHHQLHW-UHFFFAOYSA-N Cc1cc(C(N(C2)c3ccccc3Nc3c2cn[n]3C)=O)ccc1CNC(N(CC1)CCC11OCc2ccccc12)=O Chemical compound Cc1cc(C(N(C2)c3ccccc3Nc3c2cn[n]3C)=O)ccc1CNC(N(CC1)CCC11OCc2ccccc12)=O PYUFGCMIHHQLHW-UHFFFAOYSA-N 0.000 description 1
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- OKAADSKCYMGFPL-UHFFFAOYSA-N O=C(c1ccccc1)N(CC1)CCC11OCc2ccccc12 Chemical compound O=C(c1ccccc1)N(CC1)CCC11OCc2ccccc12 OKAADSKCYMGFPL-UHFFFAOYSA-N 0.000 description 1
- MKVLMBJFYVMZGQ-UHFFFAOYSA-N O=S(c1cc2ccccc2[s]1)(N(CC1)CCC11OCc2c1cccc2)=O Chemical compound O=S(c1cc2ccccc2[s]1)(N(CC1)CCC11OCc2c1cccc2)=O MKVLMBJFYVMZGQ-UHFFFAOYSA-N 0.000 description 1
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- 230000009610 hypersensitivity Effects 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 102000005962 receptors Human genes 0.000 description 1
- 108020003175 receptors Proteins 0.000 description 1
- 231100000872 sexual dysfunction Toxicity 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361765968P | 2013-02-18 | 2013-02-18 | |
| US201361765956P | 2013-02-18 | 2013-02-18 | |
| US61/765,968 | 2013-02-18 | ||
| US61/765,956 | 2013-02-18 | ||
| PCT/US2014/016881 WO2014127350A1 (en) | 2013-02-18 | 2014-02-18 | Modulators of vasopressin receptors with therapeutic potential |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016513112A JP2016513112A (ja) | 2016-05-12 |
| JP2016513112A5 true JP2016513112A5 (enExample) | 2017-03-23 |
Family
ID=51354614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
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| DE3607993A1 (de) * | 1986-03-11 | 1987-09-17 | Basf Ag | Verfahren zur herstellung von diaziridinen und produkte daraus |
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| KR101050558B1 (ko) * | 2006-12-08 | 2011-07-19 | 에프. 호프만-라 로슈 아게 | Ｖ1ａ 수용체 길항제로서 작용하는 인돌 |
| WO2009019219A2 (en) * | 2007-08-03 | 2009-02-12 | Solvay (Société Anonyme) | Methods of using a solvent or a foam blowing agent |
| EP2477498A4 (en) * | 2009-09-14 | 2013-02-27 | Merck Sharp & Dohme | INHIBITORS OF DIACYLGLYCEROL ACYLTRANSFERASE |
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-
2014
- 2014-02-18 CN CN201480021479.5A patent/CN105263910A/zh active Pending
- 2014-02-18 US US14/768,735 patent/US20150376198A1/en not_active Abandoned
- 2014-02-18 JP JP2015558195A patent/JP2016513112A/ja active Pending
- 2014-02-18 EP EP14751923.5A patent/EP2956441A4/en not_active Withdrawn
- 2014-02-18 WO PCT/US2014/016881 patent/WO2014127350A1/en not_active Ceased
- 2014-02-18 CA CA2901577A patent/CA2901577A1/en not_active Abandoned
-
2017
- 2017-01-27 US US15/418,579 patent/US20170327512A1/en not_active Abandoned
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