OA10977A - Substituted 6,5-hetero-bicyclic derivatives - Google Patents

Substituted 6,5-hetero-bicyclic derivatives Download PDF

Info

Publication number: OA10977A
Authority: OA; OAPI
Prior art keywords: phenyl; trimethyl; stress; compounds; ethyl
Prior art date: 1996-08-28

Application number

OA9900035A

Other languages

English (en)

Inventor

Chen Yuhpyng Liang

Original Assignee

Pfizer

Priority date (The priority date 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 date listed.)

1996-08-28

Filing date

1999-02-17

Publication date

2001-11-02

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=21823717&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=OA10977(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1999-02-17 Application filed by Pfizer filed Critical Pfizer

2001-11-02 Publication of OA10977A publication Critical patent/OA10977A/en

Links

150000001875 compounds Chemical class 0.000 claims abstract description 181
229910052799 carbon Inorganic materials 0.000 claims abstract description 36
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 30
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 19
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 12
230000003042 antagnostic effect Effects 0.000 claims abstract description 3
230000005764 inhibitory process Effects 0.000 claims abstract description 3
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 51
239000000203 mixture Substances 0.000 claims description 42
-1 tri-substitutedphenyl Chemical group 0.000 claims description 35
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 34
125000000217 alkyl group Chemical group 0.000 claims description 27
238000000034 method Methods 0.000 claims description 26
208000035475 disorder Diseases 0.000 claims description 25
125000001309 chloro group Chemical group Cl* 0.000 claims description 24
125000001246 bromo group Chemical group Br* 0.000 claims description 21
229910052684 Cerium Inorganic materials 0.000 claims description 20
102100021752 Corticoliberin Human genes 0.000 claims description 20
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
125000001153 fluoro group Chemical group F* 0.000 claims description 16
125000002346 iodo group Chemical group I* 0.000 claims description 15
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239000001257 hydrogen Substances 0.000 claims description 14
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GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 claims description 4
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125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
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SVUOLADPCWQTTE-UHFFFAOYSA-N 1h-1,2-benzodiazepine Chemical class N1N=CC=CC2=CC=CC=C12 SVUOLADPCWQTTE-UHFFFAOYSA-N 0.000 claims description 3
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125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 claims description 2
230000006794 tachycardia Effects 0.000 claims description 2
SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 claims 16
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230000001314 paroxysmal effect Effects 0.000 claims 1
125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
125000005958 tetrahydrothienyl group Chemical group 0.000 claims 1
ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical group [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 1
229910052760 oxygen Inorganic materials 0.000 abstract description 9
239000001301 oxygen Substances 0.000 abstract description 4
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 3
229910052717 sulfur Inorganic materials 0.000 abstract description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
230000002265 prevention Effects 0.000 abstract 1
239000011593 sulfur Substances 0.000 abstract 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
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QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 32
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 22
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MUJIDPITZJWBSW-UHFFFAOYSA-N palladium(2+) Chemical compound [Pd+2] MUJIDPITZJWBSW-UHFFFAOYSA-N 0.000 description 1
YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
208000019906 panic disease Diseases 0.000 description 1
PQPFFKCJENSZKL-UHFFFAOYSA-N pentan-3-amine Chemical compound CCC(N)CC PQPFFKCJENSZKL-UHFFFAOYSA-N 0.000 description 1
125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000137 polyphosphoric acid Polymers 0.000 description 1
239000001267 polyvinylpyrrolidone Substances 0.000 description 1
229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
229910000105 potassium hydride Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
238000000746 purification Methods 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
125000006085 pyrrolopyridyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
125000005493 quinolyl group Chemical group 0.000 description 1
238000006268 reductive amination reaction Methods 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
239000003488 releasing hormone Substances 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
102200073741 rs121909602 Human genes 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
WRIKHQLVHPKCJU-UHFFFAOYSA-N sodium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([Na])[Si](C)(C)C WRIKHQLVHPKCJU-UHFFFAOYSA-N 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000001509 sodium citrate Substances 0.000 description 1
NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
YHOBGCSGTGDMLF-UHFFFAOYSA-N sodium;di(propan-2-yl)azanide Chemical compound [Na+].CC(C)[N-]C(C)C YHOBGCSGTGDMLF-UHFFFAOYSA-N 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
ZWZVWGITAAIFPS-UHFFFAOYSA-N thiophosgene Chemical compound ClC(Cl)=S ZWZVWGITAAIFPS-UHFFFAOYSA-N 0.000 description 1
101150068774 thyX gene Proteins 0.000 description 1
125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 description 1
238000001665 trituration Methods 0.000 description 1
230000009385 viral infection Effects 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Classifications

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OA9900035A 1996-08-28 1999-02-17 Substituted 6,5-hetero-bicyclic derivatives OA10977A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US2503996P	1996-08-28	1996-08-28

Publications (1)

Publication Number	Publication Date
OA10977A true OA10977A (en)	2001-11-02

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ID=21823717

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA9900035A OA10977A (en)	1996-08-28	1999-02-17	Substituted 6,5-hetero-bicyclic derivatives

Country Status (36)

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EP (1)	EP0923582B1 (is)
JP (2)	JP3621706B2 (is)
KR (1)	KR20000035934A (is)
CN (1)	CN1227554A (is)
AP (1)	AP762A (is)
AR (1)	AR015103A1 (is)
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1997
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Also Published As

Publication number	Publication date
ATE340176T1 (de)	2006-10-15
CN1227554A (zh)	1999-09-01
NO313636B1 (no)	2002-11-04
HRP970454A2 (en)	1998-08-31
HUP9903965A2 (hu)	2000-03-28
EP0923582A1 (en)	1999-06-23
NZ333302A (en)	2000-08-25
BR9711970A (pt)	1999-08-24
PL332040A1 (en)	1999-08-16
AP9701077A0 (en)	1997-10-31
DE69736711D1 (de)	2006-11-02
BG103189A (en)	1999-09-30
PA8436201A1 (es)	1999-12-27
TR199900389T2 (xx)	2000-06-21
WO1998008847A1 (en)	1998-03-05
CO4600634A1 (es)	1998-05-08
ES2273369T3 (es)	2007-05-01
AU3456197A (en)	1998-03-19
EA002769B1 (ru)	2002-08-29
JP2005047930A (ja)	2005-02-24
JP3621706B2 (ja)	2005-02-16
PE108898A1 (es)	1999-01-26
JP2000502723A (ja)	2000-03-07
MA26438A1 (fr)	2004-12-20
IS4963A (is)	1999-01-29
GT199700095A (es)	1999-02-16
TW575573B (en)	2004-02-11
ID18249A (id)	1998-03-19
EP0923582B1 (en)	2006-09-20
DE69736711T2 (de)	2007-09-20
EA199900165A1 (ru)	1999-08-26
AP762A (en)	1999-09-13
CA2263566C (en)	2003-09-09
IL127566A0 (en)	1999-10-28
HUP9903965A3 (en)	2002-02-28
SK23399A3 (en)	2000-08-14
NO990927L (no)	1999-02-26
ZA977687B (en)	1999-03-01
CZ68199A3 (cs)	1999-11-17
DZ2300A1 (fr)	2002-12-25
KR20000035934A (ko)	2000-06-26
CA2263566A1 (en)	1998-03-05
TNSN97145A1 (fr)	2005-03-15
AU735401B2 (en)	2001-07-05
NO990927D0 (no)	1999-02-26
AR015103A1 (es)	2001-04-18
HRP970454B1 (en)	2002-10-31

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US3929787A (en)	1975-12-30	6,7,8,9-Tetrahydro-pyrido(1,2-a)pyrimidin-4-ones
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