MA44221A - Sodium (2r, 5s, 13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2, 3, 4, 5, 7, 9, 13, 13a-octahydro-2,5-méthanopyrido [1', 2' : 4.5] pyrazino[2,1-b] oxazepin-8-olate - Google Patents

Sodium (2r, 5s, 13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2, 3, 4, 5, 7, 9, 13, 13a-octahydro-2,5-méthanopyrido [1', 2' : 4.5] pyrazino[2,1-b] oxazepin-8-olate

Info

Publication number
MA44221A
MA44221A MA044221A MA44221A MA44221A MA 44221 A MA44221 A MA 44221A MA 044221 A MA044221 A MA 044221A MA 44221 A MA44221 A MA 44221A MA 44221 A MA44221 A MA 44221A
Authority
MA
Morocco
Prior art keywords
methanopyrido
oxazepin
trifluorobenzyl
olate
pyrazino
Prior art date
Application number
MA044221A
Other languages
English (en)
Inventor
Ernest A Carra
Irene Chen
Vahid Zia
Original Assignee
Gilead Sciences Inc
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.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=53674269&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=MA44221(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Gilead Sciences Inc filed Critical Gilead Sciences Inc
Publication of MA44221A publication Critical patent/MA44221A/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/18—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/14—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/537—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines spiro-condensed or forming part of bridged ring systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/553—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/66—Phosphorus compounds
    • A61K31/683—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols
    • A61K31/685—Diesters of a phosphorus acid with two hydroxy compounds, e.g. phosphatidylinositols one of the hydroxy compounds having nitrogen atoms, e.g. phosphatidylserine, lecithin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • 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
    • 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
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Virology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Molecular Biology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • AIDS & HIV (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
MA044221A 2014-06-20 2015-06-19 Sodium (2r, 5s, 13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2, 3, 4, 5, 7, 9, 13, 13a-octahydro-2,5-méthanopyrido [1', 2' : 4.5] pyrazino[2,1-b] oxazepin-8-olate MA44221A (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US201462015245P 2014-06-20 2014-06-20

Publications (1)

Publication Number Publication Date
MA44221A true MA44221A (fr) 2018-12-26

Family

ID=53674269

Family Applications (2)

Application Number Title Priority Date Filing Date
MA40239A MA40239B1 (fr) 2014-06-20 2015-06-18 (2r,5s,13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl)carbamyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-méthanopyrido[1',2':4,5]pyrazino[2,1-b]oxazépin-8-olate de sodium
MA044221A MA44221A (fr) 2014-06-20 2015-06-19 Sodium (2r, 5s, 13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2, 3, 4, 5, 7, 9, 13, 13a-octahydro-2,5-méthanopyrido [1', 2' : 4.5] pyrazino[2,1-b] oxazepin-8-olate

Family Applications Before (1)

Application Number Title Priority Date Filing Date
MA40239A MA40239B1 (fr) 2014-06-20 2015-06-18 (2r,5s,13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl)carbamyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-méthanopyrido[1',2':4,5]pyrazino[2,1-b]oxazépin-8-olate de sodium

Country Status (45)

Country Link
US (3) US9708342B2 (fr)
EP (3) EP3157932B1 (fr)
JP (4) JP6334007B2 (fr)
KR (1) KR101899803B1 (fr)
CN (2) CN106459085B (fr)
AP (1) AP2016009591A0 (fr)
AR (1) AR100903A1 (fr)
AU (2) AU2015276860B2 (fr)
BR (2) BR122021025861B1 (fr)
CA (1) CA2950307C (fr)
CL (1) CL2016003249A1 (fr)
CR (1) CR20160589A (fr)
CU (1) CU24478B1 (fr)
CY (1) CY1120025T1 (fr)
DK (1) DK3157932T3 (fr)
DO (1) DOP2016000327A (fr)
EA (2) EA030967B1 (fr)
EC (1) ECSP16095566A (fr)
ES (2) ES2660862T3 (fr)
HR (1) HRP20180455T1 (fr)
HU (1) HUE036928T2 (fr)
IL (1) IL249161B (fr)
LT (1) LT3157932T (fr)
MA (2) MA40239B1 (fr)
MD (2) MD20180037A2 (fr)
ME (1) ME03037B (fr)
MX (2) MX383272B (fr)
MY (1) MY186696A (fr)
NO (1) NO2717902T3 (fr)
NZ (1) NZ727155A (fr)
PE (1) PE20170150A1 (fr)
PH (1) PH12016502499B1 (fr)
PL (2) PL3321270T3 (fr)
PT (1) PT3157932T (fr)
RS (1) RS56950B1 (fr)
SG (1) SG11201610211QA (fr)
SI (1) SI3157932T1 (fr)
SM (1) SMT201800053T1 (fr)
SV (1) SV2016005339A (fr)
TR (1) TR201802179T4 (fr)
TW (2) TWI673274B (fr)
UA (1) UA118480C2 (fr)
UY (1) UY36177A (fr)
WO (1) WO2015196116A1 (fr)
ZA (1) ZA201608744B (fr)

Families Citing this family (48)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI3067358T1 (sl) 2012-12-21 2019-12-31 Gilead Sciences, Inc. Policiklične spojine karbamoilpiridona in njihova farmacevtska uporaba
NO2717902T3 (fr) * 2014-06-20 2018-06-23
TWI744723B (zh) 2014-06-20 2021-11-01 美商基利科學股份有限公司 多環型胺甲醯基吡啶酮化合物之合成
TW201613936A (en) 2014-06-20 2016-04-16 Gilead Sciences Inc Crystalline forms of(2R,5S,13aR)-8-hydroxy-7,9-dioxo-n-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide
MX2017016806A (es) * 2015-06-30 2018-05-07 Gilead Sciences Inc Formulaciones farmaceuticas que comprenden tenofovir y emtricitabina.
CN108348473B (zh) 2015-11-09 2021-06-18 吉利德科学公司 治疗人免疫缺陷病毒的治疗组合物
TWI808055B (zh) 2016-05-11 2023-07-11 美商滬亞生物國際有限公司 Hdac 抑制劑與 pd-1 抑制劑之組合治療
TWI794171B (zh) 2016-05-11 2023-03-01 美商滬亞生物國際有限公司 Ｈｄａｃ抑制劑與ｐｄ-ｌ１抑制劑之組合治療
JP2019528304A (ja) * 2016-08-31 2019-10-10 ヴィーブ ヘルスケア カンパニー 組み合わせ並びにその使用及び治療
EP3518935A1 (fr) * 2016-09-27 2019-08-07 Gilead Sciences, Inc. Compositions thérapeutiques pour le traitement du virus de l'immunodéficience humaine
CN107445994A (zh) * 2017-05-31 2017-12-08 北京阜康仁生物制药科技有限公司 替诺福韦艾拉酚胺半富马酸盐新晶型
DK3749673T3 (da) * 2018-02-09 2022-06-20 Sandoz Ag Krystallinsk form af bictegravir-natrium
EP3784676A1 (fr) 2018-04-26 2021-03-03 Mylan Laboratories Ltd. Formes polymorphes de bictégravir et son sel de sodium
US11623933B2 (en) 2018-06-28 2023-04-11 Honour Lab Limited Process for the preparation of sodium (2R,5S,13AR)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2,3,4,5,7,9,13,13A-octahydro-2,5-Methanopyrido[1 ′,2′:4,5]pyrazino[2,1 -b] [1,3] oxazepin-8-olate and its polymorphic form
AU2019344929B2 (en) * 2018-09-19 2023-03-30 Gilead Sciences, Inc. Integrase inhibitors for the prevention of HIV
EP3653629A1 (fr) 2018-11-16 2020-05-20 Sandoz AG Sels d'addition d'acide d'un inhibiteur de transfert de brins de l'intégrase
US12195480B2 (en) 2019-02-07 2025-01-14 Cipla Limited Polymorphs of integrase inhibitor
WO2020197991A1 (fr) 2019-03-22 2020-10-01 Gilead Sciences, Inc. Composés de carbamoylpyridone tricyclique pontés et leur utilisation pharmaceutique
WO2020255004A1 (fr) * 2019-06-18 2020-12-24 Laurus Labs Limited Procédé et formes polymorphes de bictegravir et de ses sels ou co-cristaux pharmaceutiquement acceptables
CN111978333B (zh) * 2019-09-30 2021-06-18 常州制药厂有限公司 Bictegravir钠盐的晶型A、制备方法及用途
BR112022015771A2 (pt) 2020-02-24 2022-10-11 Gilead Sciences Inc Compostos tetracíclicos para tratar a infecção por hiv
TW202421168A (zh) 2020-03-20 2024-06-01 美商基利科學股份有限公司 4’-c-經取代-2-鹵基-2’-去氧腺苷核苷之前藥及其製造與使用方法
EP4153181A1 (fr) 2020-05-21 2023-03-29 Gilead Sciences, Inc. Compositions pharmaceutiques contenant du bictégravir
CN113698420A (zh) * 2020-05-22 2021-11-26 上海迪赛诺生物医药有限公司 比克替拉韦钠的新晶型及其制备方法
TW202222798A (zh) 2020-09-30 2022-06-16 美商基利科學股份有限公司 橋接三環胺甲醯基吡啶酮化合物及其用途
TWI815194B (zh) 2020-10-22 2023-09-11 美商基利科學股份有限公司 介白素2-Fc融合蛋白及使用方法
WO2022103758A1 (fr) 2020-11-11 2022-05-19 Gilead Sciences, Inc. Procédés d'identification des patients vih sensibles à la thérapie avec des anticorps visant le site de liaison cd4 de la gp120
CN112409380A (zh) * 2020-12-10 2021-02-26 上海迪赛诺生物医药有限公司 比克替拉韦钠的新晶型的制备方法及其应用
CA3202957A1 (fr) 2021-01-19 2022-07-28 Hang CHU Composes de pyridotriazine substitues et leurs utilisations
WO2022224120A1 (fr) * 2021-04-19 2022-10-27 Honour Lab Limited Formes polymorphes de bictégravir potassique
CN118369316A (zh) 2021-12-03 2024-07-19 吉利德科学公司 Hiv病毒感染的治疗性化合物
TWI843506B (zh) 2022-04-06 2024-05-21 美商基利科學股份有限公司 橋聯三環胺甲醯基吡啶酮化合物及其用途
WO2023248240A1 (fr) 2022-06-21 2023-12-28 Mylan Laboratories Limited Formes polymorphes de bictégravir sodique
TW202434566A (zh) 2022-07-01 2024-09-01 美商基利科學股份有限公司 可用於hiv病毒感染之疾病預防性或治療性治療的治療性化合物
AU2023330037A1 (en) 2022-08-26 2025-03-06 Gilead Sciences, Inc. Dosing and scheduling regimen for broadly neutralizing antibodies
EP4598934A1 (fr) 2022-10-04 2025-08-13 Gilead Sciences, Inc. Analogues de 4'-thionucléosides et leur utilisation pharmaceutique
AR132464A1 (es) 2023-04-19 2025-07-02 Gilead Sciences Inc Régimen de dosificación de inhibidor de la cápside
WO2024249592A1 (fr) 2023-05-31 2024-12-05 Gilead Sciences, Inc. Dérivés de quinazolinyl-indazole en tant que composés thérapeutiques pour le vih
TW202504592A (zh) 2023-05-31 2025-02-01 美商基利科學股份有限公司 固體形式
WO2025029247A1 (fr) 2023-07-28 2025-02-06 Gilead Sciences, Inc. Régime hebdomadaire de lénacapavir pour le traitement et la prévention du vih
WO2025042394A1 (fr) 2023-08-23 2025-02-27 Gilead Sciences, Inc. Schéma posologique d'un inhibiteur de capside du vih
WO2025080850A1 (fr) * 2023-10-11 2025-04-17 Gilead Sciences, Inc. Composés de carbamoylpyridone tricycliques pontés et leurs utilisations
US20250122219A1 (en) * 2023-10-11 2025-04-17 Gilead Sciences, Inc. Bridged tricyclic carbamoylpyridone compounds and uses thereof
TW202515549A (zh) 2023-10-11 2025-04-16 美商基利科學股份有限公司 橋聯三環胺甲醯基吡啶酮化合物及其用途
US20250333424A1 (en) 2024-03-01 2025-10-30 Gilead Sciences, Inc. Antiviral compounds
US20250289822A1 (en) 2024-03-01 2025-09-18 Gilead Sciences, Inc. Solid forms of hiv integrase inhibitors
WO2025184447A1 (fr) 2024-03-01 2025-09-04 Gilead Sciences, Inc. Compositions pharmaceutiques comprenant des inhibiteurs de l'intégrase du vih
WO2025260028A1 (fr) 2024-06-14 2025-12-18 Gilead Sciences, Inc. Compositions pharmaceutiques comprenant des inhibiteurs de l'intégrase du vih

Family Cites Families (121)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE788516A (fr) 1971-09-10 1973-03-07 Lonza Ag Procede de fabrication d'esters alcoxyacetylacetiques
GB1528382A (en) 1974-12-26 1978-10-11 Teijin Ltd Cyclopentene diols and acyl esters thereof and processes for their preparation
DE2658401A1 (de) 1976-12-23 1978-07-06 Merck Patent Gmbh Cyclopentan-1-amine, verfahren zu ihrer herstellung und diese verbindungen enthaltende mittel
US4575694A (en) 1984-03-05 1986-03-11 Allied Corporation Coaxial connector
DE3900735A1 (de) 1989-01-12 1990-07-26 Hoechst Ag Neue mehrfunktionelle (alpha)-diazo-(beta)-ketoester, verfahren zu ihrer herstellung und deren verwendung
US5204466A (en) 1990-02-01 1993-04-20 Emory University Method and compositions for the synthesis of bch-189 and related compounds
US6703396B1 (en) 1990-02-01 2004-03-09 Emory University Method of resolution and antiviral activity of 1,3-oxathiolane nuclesoside enantiomers
US6642245B1 (en) 1990-02-01 2003-11-04 Emory University Antiviral activity and resolution of 2-hydroxymethyl-5-(5-fluorocytosin-1-yl)-1,3-oxathiolane
DE4014649A1 (de) 1990-05-08 1991-11-14 Hoechst Ag Neue mehrfunktionelle verbindungen mit (alpha)-diazo-ss-ketoester- und sulfonsaeureester-einheiten, verfahren zu ihrer herstellung und deren verwendung
GB9301000D0 (en) 1993-01-20 1993-03-10 Glaxo Group Ltd Chemical compounds
US5922695A (en) 1996-07-26 1999-07-13 Gilead Sciences, Inc. Antiviral phosphonomethyoxy nucleotide analogs having increased oral bioavarilability
SE9702772D0 (sv) 1997-07-22 1997-07-22 Astra Pharma Prod Novel compounds
US5935946A (en) 1997-07-25 1999-08-10 Gilead Sciences, Inc. Nucleotide analog composition and synthesis method
WO1999025345A1 (fr) 1997-11-14 1999-05-27 Merck & Co., Inc. Antagonistes des recepteurs adrenergiques alpha-1a
PL347591A1 (en) 1998-11-09 2002-04-08 Gastrin and cholecystokinin receptor ligands
GB2345058A (en) 1998-12-01 2000-06-28 Cerebrus Pharm Ltd Hydroxypyridone compounds useful in the treatment of oxidative damage to the central nervous system
PL348596A1 (en) 1998-12-25 2002-06-03 Shionogi & Co Aromatic heterocycle compounds having hiv integrase inhibiting activities
US20040039060A1 (en) 2000-06-14 2004-02-26 Ryuichi Kiyama Inhibitor for enzyme having two divalent metal ions as active centers
DK2266958T1 (da) 2001-08-10 2016-04-04 Shionogi & Co Antiviralt middel
HUP0402503A2 (hu) 2001-10-03 2005-03-29 Ucb, S.A. Pirrolidinonszármazékok és a vegyületeket tartalmazó gyógyászati készítmények
SI1441735T1 (sl) 2001-10-26 2006-06-30 Angeletti P Ist Richerche Bio N-substituirani hidroksipirimidinon-karboksamidniinhibitorji HIV-integraze
WO2004004657A2 (fr) 2002-07-09 2004-01-15 Bristol-Myers Squibb Company Inhibiteurs de l'integrase du vih
EP1549315A4 (fr) 2002-09-11 2007-05-23 Merck & Co Inc Composes de dihydroxypyridopyrazine-1,6-diones utiles en tant qu'inhibiteurs de l'integrase du vih
BRPI0306214B1 (pt) 2002-11-20 2017-08-08 Japan Tobacco Inc. 4-oxoquinoline compound and use of this as a hiv integrase inhibitor
AU2004206821C1 (en) 2003-01-14 2009-10-01 Gilead Sciences, Inc. Compositions and methods for combination antiviral therapy
DK1628685T3 (da) 2003-04-25 2011-03-21 Gilead Sciences Inc Antivirale phosphonatanaloge
TW200510425A (en) 2003-08-13 2005-03-16 Japan Tobacco Inc Nitrogen-containing fused ring compound and use thereof as HIV integrase inhibitor
TW200528440A (en) 2003-10-31 2005-09-01 Fujisawa Pharmaceutical Co 2-cyanopyrrolidinecarboxamide compound
EP1713773A4 (fr) 2004-01-30 2009-09-23 Merck & Co Inc Composes de n-benzyl-3,4-dihyroxypyridine-2-carboxamide et de n-benzyl-2,3-dihydroxypyridine-4-carboxamide, utiles en tant qu'inhibiteurs de l'integrase du vih
AU2005220767A1 (en) 2004-03-09 2005-09-22 Merck & Co., Inc. HIV integrase inhibitors
EP1755586A2 (fr) 2004-04-29 2007-02-28 The Regents of the University of California Inhibiteurs de metalloproteines comprenant une hydroxypyridinone, une hydroxypyridinethione, une pyrone, et une thiopyrone
WO2005110399A2 (fr) 2004-04-29 2005-11-24 The Regents Of The University Of California Groupes de liaison au zinc pour inhibiteurs de metalloproteines
CN1964975B (zh) 2004-05-07 2011-11-30 默沙东公司 Hiv整合酶抑制剂
US7273859B2 (en) 2004-05-12 2007-09-25 Bristol-Myers Squibb Company HIV integrase inhibitors: cyclic pyrimidinone compounds
WO2005113509A1 (fr) 2004-05-20 2005-12-01 Japan Tobacco Inc. Nouveau composé 4-oxoquinoline et utilisation de celui-ci comme inhibiteur d'intégrase de vih
MY134672A (en) 2004-05-20 2007-12-31 Japan Tobacco Inc Stable crystal of 4-oxoquinoline compound
EP3287130A1 (fr) 2004-05-21 2018-02-28 Japan Tobacco Inc. Combinaisons comportant un dérivé d'isoquinolone 4 et inhibiteurs de la protease
AU2005330489B2 (en) 2004-07-27 2011-08-25 Gilead Sciences, Inc. Nucleoside phosphonate conjugates as anti HIV agents
US7550463B2 (en) 2004-09-15 2009-06-23 Shionogi & Co., Ltd. Carbamoylpyridone derivatives having inhibitory activity against HIV integrase
JP2006118669A (ja) 2004-10-25 2006-05-11 Sanoh Industrial Co Ltd 樹脂チューブ
WO2006066414A1 (fr) 2004-12-23 2006-06-29 Virochem Pharma Inc. Hydroxydihydropyridopy razine-1,8-diones et procedes d’inhibition de l’integrase du vih
US7858788B2 (en) 2005-02-21 2010-12-28 Shionogi & Co., Ltd. Bicyclic carbamoylpyridone derivative having HIV integrase inhibitory activity
CN101212903B (zh) * 2005-04-28 2013-07-24 史密丝克莱恩比彻姆公司 具有hiv整合酶抑制活性的多环氨基甲酰基吡啶酮衍生物
PL3372281T3 (pl) * 2005-04-28 2021-12-27 Viiv Healthcare Company Policykliczne pochodne karbamoilopirydonu o aktywności inhibitorowej wobec integrazy HIV
WO2006125048A2 (fr) 2005-05-16 2006-11-23 Gilead Sciences, Inc. Composes inhibant l'integrase
EP1906971A2 (fr) 2005-07-27 2008-04-09 Gilead Sciences, Inc. Composes antiviraux
BRPI0617842A2 (pt) 2005-10-27 2011-08-09 Shionogi & Co composto ou um sal farmaceuticamente aceitável ou um solvato do mesmo, e, composição farmacêutica
KR101524165B1 (ko) 2005-12-30 2015-06-01 길리애드 사이언시즈, 인코포레이티드 Ｈｉｖ 인테그라제 억제제의 약동학을 개선하기 위한 방법
US7601844B2 (en) 2006-01-27 2009-10-13 Bristol-Myers Squibb Company Piperidinyl derivatives as modulators of chemokine receptor activity
US20090018162A1 (en) 2006-02-01 2009-01-15 Yuji Matsuzaki Use of 6-(3-chloro-2-fluorobenzyl)-1-[(2s)-1-hydroxy-3-methylbutan-2-yl]-7-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid or salt thereof for treating retrovirus infection
WO2007102499A1 (fr) 2006-03-06 2007-09-13 Japan Tobacco Inc. Procede de production d'un compose 4-oxoquinoline
ES2531190T3 (es) 2006-03-06 2015-03-11 Japan Tobacco Inc Método para producir un compuesto de 4-oxoquinolina
US7893055B2 (en) 2006-06-28 2011-02-22 Bristol-Myers Squibb Company HIV integrase inhibitors
MX2009000661A (es) 2006-07-19 2009-03-27 Univ Georgia Res Found Piridinon-diceto-acidos: inhibidores de replicacion de vih en terapia de combinacion.
HRP20090213B1 (hr) 2006-09-12 2016-12-02 Gilead Sciences, Inc. Postupak i međuprodukti u pripravi inhibitora integraze
EP2084160A1 (fr) 2006-10-18 2009-08-05 Merck & Co., Inc. Inhibiteurs du vih intégrase
ES2779826T3 (es) 2007-02-23 2020-08-20 Gilead Sciences Inc Moduladores de propiedades farmacocinéticas de agentes terapéuticos
US20080280945A1 (en) 2007-05-09 2008-11-13 Sachin Lohani Crystalline forms of an HIV integrase inhibitor
CN101686972B (zh) 2007-06-29 2013-08-14 吉里德科学公司 治疗用组合物和方法
CN103356622A (zh) 2007-06-29 2013-10-23 吉里德科学公司 治疗用组合物及其用途
EP2182801A4 (fr) 2007-07-31 2011-04-13 Limerick Biopharma Inc Compositions d'analogues de pyrone et procédés
AR068403A1 (es) 2007-09-11 2009-11-18 Gilead Sciences Inc Proceso e intermediarios para la preparacion de inhibidores de integrasa
WO2009062285A1 (fr) 2007-11-16 2009-05-22 Boehringer Ingelheim International Gmbh Inhibiteurs de la réplication du virus de l'immunodéficience humaine
GB0803019D0 (en) 2008-02-19 2008-03-26 Btg Int Ltd Fluorinated compounds
US8129398B2 (en) 2008-03-19 2012-03-06 Bristol-Myers Squibb Company HIV integrase inhibitors
WO2010011813A1 (fr) 2008-07-23 2010-01-28 Alkermes, Inc. Complexe de trospium et ses compostions pharmaceutiques
PL2320908T3 (pl) 2008-07-25 2014-06-30 Viiv Healthcare Co Proleki dolutegrawiru
WO2010011816A1 (fr) 2008-07-25 2010-01-28 Smithkline Beecham Corporation Composés chimiques
WO2010011818A1 (fr) 2008-07-25 2010-01-28 Smithkline Beecham Corporation Composés chimiques
WO2010011819A1 (fr) 2008-07-25 2010-01-28 Smithkline Beecham Corporation Composés chimiques
KR101772610B1 (ko) 2008-07-25 2017-09-12 비이브 헬쓰케어 컴퍼니 화합물
WO2010011815A1 (fr) 2008-07-25 2010-01-28 Smithkline Beecham Corporation Composés chimiques
JP5572168B2 (ja) 2008-12-11 2014-08-13 ビーブ・ヘルスケア・カンパニー カルバモイルピリドンｈｉｖインテグラーゼ阻害剤の製造方法および中間体
US8624023B2 (en) 2008-12-11 2014-01-07 Shionogi & Co., Ltd. Synthesis of carbamoylpyridone HIV integrase inhibitors and intermediates
US8835461B2 (en) 2009-03-26 2014-09-16 Shionogi & Co., Ltd. Substituted 3-hydroxy-4-pyridone derivative
TWI518084B (zh) 2009-03-26 2016-01-21 鹽野義製藥股份有限公司 哌喃酮與吡啶酮衍生物之製造方法
US8338441B2 (en) 2009-05-15 2012-12-25 Gilead Sciences, Inc. Inhibitors of human immunodeficiency virus replication
PL2444400T3 (pl) 2009-06-15 2018-08-31 Shionogi & Co., Ltd. Podstawiona policykliczna pochodna karbamoilopirydonowa
US8637674B2 (en) 2009-09-02 2014-01-28 Ewha University-Industry Collaboration Foundation Pyrazole derivatives, preparation method thereof, and composition for prevention and treatment of osteoporosis containing same
EA032868B1 (ru) 2010-01-27 2019-07-31 Вайв Хелткер Компани Комбинация для лечения вич-инфекции
NZ601847A (en) 2010-02-26 2014-03-28 Japan Tobacco Inc 1,3,4,8-tetrahydro-2h-pyrido[1,2-a]pyrazine derivative and use of same as hiv integrase inhibitor
TWI582097B (zh) 2010-03-23 2017-05-11 Ｖｉｉｖ醫療保健公司 製備胺甲醯吡啶酮衍生物及中間體之方法
US20130165489A1 (en) 2010-05-03 2013-06-27 The Trustees Of The University Of Pennsylvania Small Molecule Modulators of HIV-1 Capsid Stability and Methods Thereof
SG186821A1 (en) 2010-07-02 2013-02-28 Gilead Sciences Inc 2 -quinolinyl- acetic acid derivatives as hiv antiviral compounds
EP2588450B1 (fr) 2010-07-02 2017-05-24 Gilead Sciences, Inc. Derivatives de l'acide napht-2yl-acétique pour traitement du sida
WO2012009009A2 (fr) 2010-07-14 2012-01-19 Addex Pharma S.A. Nouveaux dérivés de 2-amino-4-pyrazolyl-thiazole et leur utilisation en tant que modulateurs allostériques des récepteurs métabotropiques du glutamate
DK3456721T3 (da) 2010-08-05 2021-04-26 Shionogi & Co Fremgangsmåde til at fremstille forbindelser som har hiv-integrase-inhiberende aktivitet.
US8987441B2 (en) 2010-09-24 2015-03-24 Shionogi & Co., Ltd. Substituted polycyclic carbamoyl pyridone derivative prodrug
WO2012106534A2 (fr) 2011-02-02 2012-08-09 The Regents Of The University Of California Inhibiteurs de l'intégrase du vih
SG194512A1 (en) 2011-04-21 2013-12-30 Gilead Sciences Inc Benzothiazole compounds and their pharmaceutical use
US20140213553A1 (en) 2011-05-03 2014-07-31 Concert Pharmaceuticals Inc. Carbamoylpyridone derivatives
US9328075B2 (en) 2011-05-05 2016-05-03 St. Jude Children's Research Hospital Pyrimidinone compounds and methods for treating influenza
US9121496B2 (en) 2011-06-29 2015-09-01 Arvinmeritor Technology, Llc Drive axle system and a method of control
ES2553449T3 (es) 2011-07-06 2015-12-09 Gilead Sciences, Inc. Compuestos para el tratamiento de VIH
CN102863512B (zh) 2011-07-07 2016-04-20 上海泓博智源医药技术有限公司 抗病毒化合物
ES2613180T3 (es) * 2011-09-14 2017-05-23 Mapi Pharma Limited Forma amorfa de la sal sódica dolutegravir
RU2014113230A (ru) 2011-10-12 2015-11-20 Шионоги Энд Ко., Лтд. Полициклическое производное пиридона, обладающее ингибирующей активностью в отношении интегразы
EP2804864B1 (fr) 2011-12-12 2017-09-06 Bayer Intellectual Property GmbH Imidazopyridazines amino-substituées
US9399645B2 (en) 2011-12-20 2016-07-26 Boehringer Ingelheim International Gmbh Inhibitors of HIV replication
CA2850881C (fr) 2012-04-20 2021-02-16 Gilead Sciences, Inc. Derives d'acide benzothiazol-6-yl acetique et leur utilisation dans le traitement d'une infection par le vih
WO2014008636A1 (fr) 2012-07-11 2014-01-16 Merck Sharp & Dohme Corp. Composés macrocycliques en tant qu'inhibiteurs de l'intégrase du vih
WO2014014933A1 (fr) 2012-07-20 2014-01-23 Merck Sharp & Dohme Corp. Dérivés de pyrimidinone amido-substituée pouvant être utilisés en vue du traitement de l'infection par le vih
WO2014018449A1 (fr) 2012-07-25 2014-01-30 Merck Sharp & Dohme Corp. Dérivés de naphthyridinedione substitués en tant qu'inhibiteurs de l'intégrase du vih
AU2013296289B2 (en) 2012-08-03 2017-10-05 Gilead Sciences, Inc. Process and intermediates for preparing integrase inhibitors
CA2890983A1 (fr) 2012-11-08 2014-05-15 Bristol-Myers Squibb Company Composes pyridyle a substitution heteroaryle utiles en tant que modulateurs de kinase
KR20150093819A (ko) 2012-12-14 2015-08-18 글락소스미스클라인 엘엘씨 약제 조성물
EP2931730B1 (fr) 2012-12-17 2019-08-07 Merck Sharp & Dohme Corp. Dérivés 4-pyridinonetriazines en tant qu'inhibiteurs de l'intégrase du vih
US20160000721A1 (en) 2012-12-21 2016-01-07 Merck Sharp & Dohme Corp. Gastro-retentive formulations
SI3067358T1 (sl) 2012-12-21 2019-12-31 Gilead Sciences, Inc. Policiklične spojine karbamoilpiridona in njihova farmacevtska uporaba
US20140221355A1 (en) 2012-12-21 2014-08-07 Gilead Sciences, Inc. Polycyclic-carbamoylpyridone compounds and their pharmaceutical use
AR094311A1 (es) 2012-12-27 2015-07-22 Japan Tobacco Inc Derivados de tetrahidroespiro-ciclopropil-pirido[1,2-a]pirazina inhibidores de la integrasa del hiv
EP3008044B1 (fr) 2013-06-13 2018-11-21 Merck Sharp & Dohme Corp. Composés hétérocycliques tricycliques fusionnés utiles en tant qu'inhibiteurs de l'intégrase du vih
WO2015039348A1 (fr) 2013-09-23 2015-03-26 Merck Sharp & Dohme Corp. Composés hétérocycliques tétracycliques utiles comme inhibiteurs de l'intégrase du vih
HK1221648A1 (zh) 2013-09-27 2017-06-09 Merck Sharp & Dohme Corp. 用作hiv整合酶抑制劑的取代喹嗪衍生物
WO2015089847A1 (fr) 2013-12-20 2015-06-25 Merck Sharp & Dohme Corp. Composés à hétérocycles spirocycliques utiles en tant qu'inhibiteurs d'intégrase du vih
IN2014CH00247A (fr) 2014-01-21 2015-08-14 Laurus Labs Private Ltd
WO2015138933A1 (fr) 2014-03-13 2015-09-17 Assia Chemical Industries Ltd. Formes à l'état solide de dolutegravir sodium
TW201613936A (en) 2014-06-20 2016-04-16 Gilead Sciences Inc Crystalline forms of(2R,5S,13aR)-8-hydroxy-7,9-dioxo-n-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide
NO2717902T3 (fr) 2014-06-20 2018-06-23
TWI744723B (zh) 2014-06-20 2021-11-01 美商基利科學股份有限公司 多環型胺甲醯基吡啶酮化合物之合成
CN108348473B (zh) 2015-11-09 2021-06-18 吉利德科学公司 治疗人免疫缺陷病毒的治疗组合物

Also Published As

Publication number Publication date
EP3157932A1 (fr) 2017-04-26
JP6334007B2 (ja) 2018-05-30
HUE036928T2 (hu) 2018-08-28
JP2022095640A (ja) 2022-06-28
CR20160589A (es) 2017-02-24
TW201613937A (en) 2016-04-16
EP3321270A1 (fr) 2018-05-16
RS56950B1 (sr) 2018-05-31
MY186696A (en) 2021-08-10
MX369555B (es) 2019-11-12
TR201802179T4 (tr) 2018-03-21
HRP20180455T1 (hr) 2018-05-04
AU2018203175A1 (en) 2018-05-24
US9708342B2 (en) 2017-07-18
CL2016003249A1 (es) 2017-07-14
SG11201610211QA (en) 2017-01-27
WO2015196116A1 (fr) 2015-12-23
PE20170150A1 (es) 2017-04-07
TWI731354B (zh) 2021-06-21
BR112016029605B1 (pt) 2022-10-11
EP4523758A3 (fr) 2025-05-14
US10385067B2 (en) 2019-08-20
AU2018203175B2 (en) 2020-01-02
ES3010114T3 (en) 2025-04-01
JP2020097593A (ja) 2020-06-25
MX383272B (es) 2025-03-13
CN106459085A (zh) 2017-02-22
EA030967B1 (ru) 2018-10-31
BR112016029605A8 (pt) 2021-07-20
BR112016029605A2 (pt) 2017-08-22
AU2015276860B2 (en) 2018-05-31
MX2016016059A (es) 2017-05-03
CY1120025T1 (el) 2018-12-12
NO2717902T3 (fr) 2018-06-23
CN106459085B (zh) 2019-07-30
CN110563747A (zh) 2019-12-13
US20160016973A1 (en) 2016-01-21
LT3157932T (lt) 2018-02-26
JP2018162246A (ja) 2018-10-18
KR101899803B1 (ko) 2018-09-20
EA201891464A1 (ru) 2019-03-29
SMT201800053T1 (it) 2018-03-08
PL3157932T3 (pl) 2018-05-30
MA40239A (fr) 2018-01-09
MX2019013380A (es) 2020-02-20
ECSP16095566A (es) 2017-01-31
UY36177A (es) 2016-01-08
EP3157932B1 (fr) 2018-01-10
JP2017518356A (ja) 2017-07-06
CA2950307A1 (fr) 2015-12-23
SV2016005339A (es) 2017-03-20
AR100903A1 (es) 2016-11-09
CU20160187A7 (es) 2017-04-05
EP3321270B1 (fr) 2024-12-04
EP4523758A2 (fr) 2025-03-19
MD20180037A2 (ro) 2018-07-31
MD4584C1 (ro) 2019-02-28
MD20170006A2 (ro) 2017-06-30
SI3157932T1 (en) 2018-06-29
US20180065986A1 (en) 2018-03-08
BR122021025861B1 (pt) 2023-01-24
EP3321270C0 (fr) 2024-12-04
EA201692414A1 (ru) 2017-06-30
ES2660862T3 (es) 2018-03-26
DOP2016000327A (es) 2017-01-15
US20170197985A1 (en) 2017-07-13
UA118480C2 (uk) 2019-01-25
TW202014422A (zh) 2020-04-16
PL3321270T3 (pl) 2025-03-24
IL249161A0 (en) 2017-01-31
PH12016502499B1 (en) 2019-10-25
DK3157932T3 (en) 2018-03-05
AP2016009591A0 (en) 2016-11-30
CA2950307C (fr) 2019-01-08
MD4584B1 (ro) 2018-07-31
CU24478B1 (es) 2020-03-04
IL249161B (en) 2021-03-25
KR20170016985A (ko) 2017-02-14
PT3157932T (pt) 2018-02-21
ME03037B (fr) 2018-10-20
TWI673274B (zh) 2019-10-01
ZA201608744B (en) 2023-04-26
MA40239B1 (fr) 2018-05-31
AU2015276860A1 (en) 2016-12-22
PH12016502499A1 (en) 2017-03-22
NZ727155A (en) 2022-02-25

Similar Documents

Publication Publication Date Title
MA44221A (fr) Sodium (2r, 5s, 13ar)-7,9-dioxo-10-((2,4,6-trifluorobenzyl) carbamoyl)-2, 3, 4, 5, 7, 9, 13, 13a-octahydro-2,5-méthanopyrido [1', 2' : 4.5] pyrazino[2,1-b] oxazepin-8-olate
PL3564244T3 (pl) Krystaliczne postacie (2r,5s,13ar)-8-hydroksy-7,9-diokso-n-(2,4,6-trifluorobenzylo)-2,3,4,5,7,9,13,13a-oktahydro-2,5-metanopirydo[1’,2’:4,5]pirazyno[2,1-b][1,3]oksazepino-10-karboksyamidu
EA201691991A1 (ru) Мультиспецифические антитела
PT3419979T (pt) Compostos de 6,7-dihidro-5h-pirazolo[5,1-b][1,3]oxazina-2-carboxamida
LT4056557T (lt) Benzazepino dariniai, naudotini kaip vaistai
BR112016021231A2 (pt) derivados de hexose, preparação e uso destes.
HK1235402A1 (en) Crystalline forms of (2r,5s,13ar)-8-hydroxy-7,9-dioxo-n-(2,4,6-trifluorobenzyl)-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido [1',2':4,5]pyrazino [2,1-b][1,3]oxazepine-10-carboxamide