AU734928B2 - 4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors - Google Patents

4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors Download PDF

Info

Publication number: AU734928B2
Authority: AU; Australia
Prior art keywords: dihydro; pyridyl; quinazolinone; trifluoromethyl; compound
Prior art date: 1997-04-09
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.): Ceased

Application number

AU67960/98A

Other languages

English (en)

Other versions

AU6796098A (en

Inventor

Jeffrey W. Corbett

Soo Sung Ko

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bristol Myers Squibb Pharma Co

Original Assignee

DuPont Merck Pharmaceutical Co

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.)

1997-04-09

Filing date

1998-04-07

Publication date

2001-06-28

1998-04-07 Application filed by DuPont Merck Pharmaceutical Co filed Critical DuPont Merck Pharmaceutical Co

1998-10-30 Publication of AU6796098A publication Critical patent/AU6796098A/en

2001-06-28 Application granted granted Critical

2001-06-28 Publication of AU734928B2 publication Critical patent/AU734928B2/en

2018-04-07 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

-1 4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones Chemical class 0.000 title claims description 39
108010078851 HIV Reverse Transcriptase Proteins 0.000 title claims description 22
239000003419 rna directed dna polymerase inhibitor Substances 0.000 title claims description 20
150000001875 compounds Chemical class 0.000 claims description 183
150000003839 salts Chemical class 0.000 claims description 68
238000000034 method Methods 0.000 claims description 52
238000002360 preparation method Methods 0.000 claims description 33
125000000217 alkyl group Chemical group 0.000 claims description 27
239000000203 mixture Substances 0.000 claims description 22
102100034343 Integrase Human genes 0.000 claims description 19
108010092799 RNA-directed DNA polymerase Proteins 0.000 claims description 19
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 17
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
208000031886 HIV Infections Diseases 0.000 claims description 15
208000037357 HIV infectious disease Diseases 0.000 claims description 15
125000000623 heterocyclic group Chemical group 0.000 claims description 15
208000033519 human immunodeficiency virus infectious disease Diseases 0.000 claims description 15
125000003545 alkoxy group Chemical group 0.000 claims description 14
239000003814 drug Substances 0.000 claims description 14
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 13
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229910052757 nitrogen Inorganic materials 0.000 claims description 13
AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 claims description 11
NQDJXKOVJZTUJA-UHFFFAOYSA-N Nevirapine Natural products C12=NC=CC=C2C(=O)NC=2C(C)=CC=NC=2N1C1CC1 NQDJXKOVJZTUJA-UHFFFAOYSA-N 0.000 claims description 11
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WTTIBCHOELPGFK-LBPRGKRZSA-N r82150 Chemical class C1N(CC=C(C)C)[C@@H](C)CN2C(=S)NC3=CC=CC1=C32 WTTIBCHOELPGFK-LBPRGKRZSA-N 0.000 claims description 3
BEUUJDAEPJZWHM-COROXYKFSA-N tert-butyl n-[(2s,3s,5r)-3-hydroxy-6-[[(2s)-1-(2-methoxyethylamino)-3-methyl-1-oxobutan-2-yl]amino]-6-oxo-1-phenyl-5-[(2,3,4-trimethoxyphenyl)methyl]hexan-2-yl]carbamate Chemical compound C([C@@H]([C@@H](O)C[C@H](C(=O)N[C@H](C(=O)NCCOC)C(C)C)CC=1C(=C(OC)C(OC)=CC=1)OC)NC(=O)OC(C)(C)C)C1=CC=CC=C1 BEUUJDAEPJZWHM-COROXYKFSA-N 0.000 claims description 3
SUJUHGSWHZTSEU-FYBSXPHGSA-N tipranavir Chemical compound C([C@@]1(CCC)OC(=O)C([C@H](CC)C=2C=C(NS(=O)(=O)C=3N=CC(=CC=3)C(F)(F)F)C=CC=2)=C(O)C1)CC1=CC=CC=C1 SUJUHGSWHZTSEU-FYBSXPHGSA-N 0.000 claims description 3
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/78—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 2
- C07D239/80—Oxygen atoms

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
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Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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Animal Behavior & Ethology (AREA)
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General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
AIDS & HIV (AREA)
Tropical Medicine & Parasitology (AREA)
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AU67960/98A 1997-04-09 1998-04-07 4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors Ceased AU734928B2 (en)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
US83854097A	1997-04-09	1997-04-09
US08/838540		1997-04-09
US7132298P	1998-01-14	1998-01-14
US60/071322		1998-01-14
PCT/US1998/006733 WO1998045276A2 (en)	1997-04-09	1998-04-07	4,4-disubstituted-3,4-dihydro-2(1h)-quinazolinones useful as hiv reverse transcriptase inhibitors

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
AU73713/01A Division AU7371301A (en)	1997-04-09	2001-09-19	4,4-disubstituted-3,4-dihydro-2-)1H)- quinazolinones useful as HIV reverse transcriptase inhibitors

Publications (2)

Publication Number	Publication Date
AU6796098A AU6796098A (en)	1998-10-30
AU734928B2 true AU734928B2 (en)	2001-06-28

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ID=26752095

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU67960/98A Ceased AU734928B2 (en)	1997-04-09	1998-04-07	4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors

Country Status (19)

Country	Link
EP (1)	EP0973753A2 (no)
JP (1)	JP2002504095A (no)
KR (1)	KR20010006146A (no)
CN (1)	CN1252063A (no)
AR (1)	AR012340A1 (no)
AU (1)	AU734928B2 (no)
BR (1)	BR9808513A (no)
CA (1)	CA2284996A1 (no)
EA (1)	EA001991B1 (no)
EE (1)	EE9900452A (no)
HR (1)	HRP980143A2 (no)
HU (1)	HUP0001446A3 (no)
IL (1)	IL132188A0 (no)
NO (1)	NO314936B1 (no)
NZ (1)	NZ500592A (no)
PL (1)	PL336305A1 (no)
SK (1)	SK137899A3 (no)
TW (1)	TW587078B (no)
WO (1)	WO1998045276A2 (no)

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US9556180B2 (en)	2013-01-22	2017-01-31	Novartis Ag	Pyrazolo[3,4-d]pyrimidinone compounds as inhibitors of the P53/MDM2 interaction
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1998
- 1998-03-19 HR HR60/071,322A patent/HRP980143A2/hr not_active Application Discontinuation
- 1998-04-06 AR ARP980101558A patent/AR012340A1/es not_active Application Discontinuation
- 1998-04-07 BR BR9808513-1A patent/BR9808513A/pt not_active IP Right Cessation
- 1998-04-07 NZ NZ500592A patent/NZ500592A/en unknown
- 1998-04-07 CA CA002284996A patent/CA2284996A1/en not_active Abandoned
- 1998-04-07 PL PL98336305A patent/PL336305A1/xx unknown
- 1998-04-07 AU AU67960/98A patent/AU734928B2/en not_active Ceased
- 1998-04-07 EE EEP199900452A patent/EE9900452A/xx unknown
- 1998-04-07 KR KR1019997009225A patent/KR20010006146A/ko not_active Ceased
- 1998-04-07 WO PCT/US1998/006733 patent/WO1998045276A2/en not_active Ceased
- 1998-04-07 IL IL13218898A patent/IL132188A0/xx unknown
- 1998-04-07 HU HU0001446A patent/HUP0001446A3/hu unknown
- 1998-04-07 SK SK1378-99A patent/SK137899A3/sk unknown
- 1998-04-07 EP EP98913401A patent/EP0973753A2/en not_active Withdrawn
- 1998-04-07 CN CN98803974A patent/CN1252063A/zh active Pending
- 1998-04-07 JP JP54297198A patent/JP2002504095A/ja active Pending
- 1998-04-07 EA EA199900907A patent/EA001991B1/ru not_active IP Right Cessation
- 1998-04-15 TW TW087105365A patent/TW587078B/zh active
1999
- 1999-10-08 NO NO19994904A patent/NO314936B1/no not_active IP Right Cessation

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Also Published As

Publication number	Publication date
NO994904L (no)	1999-12-01
AR012340A1 (es)	2000-10-18
CA2284996A1 (en)	1998-10-15
WO1998045276A2 (en)	1998-10-15
HUP0001446A3 (en)	2001-11-28
TW587078B (en)	2004-05-11
NO994904D0 (no)	1999-10-08
EP0973753A2 (en)	2000-01-26
KR20010006146A (ko)	2001-01-26
BR9808513A (pt)	2000-05-23
CN1252063A (zh)	2000-05-03
NZ500592A (en)	2001-09-28
AU6796098A (en)	1998-10-30
NO314936B1 (no)	2003-06-16
EE9900452A (et)	2000-04-17
JP2002504095A (ja)	2002-02-05
PL336305A1 (en)	2000-06-19
EA001991B1 (ru)	2001-10-22
EA199900907A1 (ru)	2000-04-24
IL132188A0 (en)	2001-03-19
WO1998045276A3 (en)	1999-01-14
SK137899A3 (en)	2000-05-16
HUP0001446A2 (hu)	2001-05-28
HRP980143A2 (en)	1999-02-28

Publication	Publication Date	Title
AU734928B2 (en)	2001-06-28	4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors
EP0929533B1 (en)	2003-09-03	4,4-disubstituted-1,4-dihydro-2h-3,1-benzoxazin-2-ones useful as hiv reverse transcriptase inhibitors and intermediates and processes for making the same
EP1222186A2 (en)	2002-07-17	Condensed naphthyridines as hiv reverse transcriptase inhibitors
US6124302A (en)	2000-09-26	4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones useful as HIV reverse transcriptase inhibitors
US20020177603A1 (en)	2002-11-28	Tricyclic compounds useful as HIV reverse transcriptase inhibitors
US6127375A (en)	2000-10-03	4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinthiones useful as HIV reverse transcriptase inhibitors
US6204262B1 (en)	2001-03-20	1,3-Benzodiazepin-2-ones and 1,3-Benzoxazepin-2-ones useful as HIV reverse transcriptase inhibitors
US6489320B1 (en)	2002-12-03	5, 5-disubstituted-1, 5-dihydro-4, 1-benzoxazepin-2 (3H)-ones useful as HIV reverse transcriptase inhibitors
US6090821A (en)	2000-07-18	Substituted quinolin-2 (1H)-ones useful as HIV reverse transcriptase inhibitors
US6946469B2 (en)	2005-09-20	Cyanamide, alkoxyamino, and urea derivatives of 4,4-disubstituted-3,4-dihydro-2(1H)-quinazolinones as HIV reverse transcriptase inhibitors
US20040063734A1 (en)	2004-04-01	4,4-Disubstituted-3,4-dihydro-2 (1H)-quinazoliniones useful as HIV reverse transcriptase inhibitors
AU7371301A (en)	2002-02-07	4,4-disubstituted-3,4-dihydro-2-)1H)- quinazolinones useful as HIV reverse transcriptase inhibitors
US6265406B1 (en)	2001-07-24	Substituted quinolin-2 (1H) -ones useful as HIV reverse transcriptase inhibitors
US6462037B1 (en)	2002-10-08	1,4-benzodiazepin-2-ones useful as HIV reverse transcriptase inhibitors
US7015214B2 (en)	2006-03-21	Cyanamide, alkoxyamino, and urea derivatives of 1,3-benzodiazepine as HIV reverse transcriptase inhibitors
CZ352499A3 (cs)	2000-02-16	4,4-Disubstituované-3,4-dihydro-2 (1H)- chinazolinony vhodné jako inhibitory HIV reverzní transkriptázy
MXPA99008909A (en)	2000-01-01	4,4-disubstituted-3,4-dihydro-2(1h)-quinazolinones useful as hiv reverse transcriptase inhibitors
AU2002254652A1 (en)	2002-11-05	Tricyclic compounds useful as HIV reverse transcriptase inhibitors
CA2330110A1 (en)	2000-01-06	1,3-benzodiazepin-2-ones and 1,3-benzoxazepin-2-ones useful as hiv reverse transcriptase inhibitors

Legal Events

Date	Code	Title	Description
2001-10-25	FGA	Letters patent sealed or granted (standard patent)
2004-11-11	MK14	Patent ceased section 143(a) (annual fees not paid) or expired