CN101878210B - 作为抗病毒增强剂的酰胺化合物 - Google Patents
作为抗病毒增强剂的酰胺化合物 Download PDFInfo
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- CN101878210B CN101878210B CN2008801182809A CN200880118280A CN101878210B CN 101878210 B CN101878210 B CN 101878210B CN 2008801182809 A CN2008801182809 A CN 2008801182809A CN 200880118280 A CN200880118280 A CN 200880118280A CN 101878210 B CN101878210 B CN 101878210B
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- compound
- amino
- hiv
- hydroxyl
- isobutyl
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- 239000000546 pharmaceutical excipient Substances 0.000 description 1
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- 230000036470 plasma concentration Effects 0.000 description 1
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- 229960002169 plerixafor Drugs 0.000 description 1
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- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
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- 229920001184 polypeptide Polymers 0.000 description 1
- 229940113124 polysorbate 60 Drugs 0.000 description 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 description 1
- 229940093916 potassium phosphate Drugs 0.000 description 1
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- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- XCRPPAPDRUBKRJ-UHFFFAOYSA-N quinolin-7-ol Chemical compound C1=CC=NC2=CC(O)=CC=C21 XCRPPAPDRUBKRJ-UHFFFAOYSA-N 0.000 description 1
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- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- MHXBHWLGRWOABW-UHFFFAOYSA-N tetradecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC MHXBHWLGRWOABW-UHFFFAOYSA-N 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- ZFEAMMNVDPDEGE-LGRGJMMZSA-N tifuvirtide Chemical compound C([C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(C)=O)[C@@H](C)CC)[C@@H](C)O)[C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(N)=O)C1=CC=C(O)C=C1 ZFEAMMNVDPDEGE-LGRGJMMZSA-N 0.000 description 1
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- 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
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- 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
-
- 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
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/82—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Virology (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- AIDS & HIV (AREA)
- Engineering & Computer Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
Description
底物 | 酶 | 荧光分子 |
BFC:7-苄氧基三氟甲基香豆素 | CYP3A4 | 7-HFC:7-羟基-三氟甲基香豆素 |
BQ:7-苄氧基喹啉 | CYP3A4 | 7-HQ:7-羟基喹啉 |
DBF:二苄基荧光素 | CYP3A4 | 荧光素 |
MFC 7-甲氧基-4-三氟甲基香豆素 | CYP2C9 | 7-HFC:7-羟基-三氟甲基香豆素 |
AMMC:3-[2-(N,N-二乙基-N-甲基氨基)乙基]-7-甲氧基-4-甲基香豆素 | CYP2D6 | AHMC:3-[2-(N,N-二乙基氨基)乙基]-7-羟基-4-甲基香豆素盐酸盐 |
CEC:7-乙氧基-3-氰基香豆素 | CYP1A2 | CHC:3-氰基-7-羟基香豆素 |
CEC:7-乙氧基-3-氰基香豆素 | CYP2C19 | CHC:3-氰基-7-羟基香豆素 |
化合物编号 | AUCng.h/mL | Cmaxng/mL | C7hng/mL | FCAUC | FCCmax | FCC7h |
C1 | 5398 | 2853 | 64 | 7 | 4 | 17 |
C6 | 4968 | 2190 | 78 | 6.5 | 3 | 12 |
C7 | 4743 | 1577 | 134 | 7.2 | 2 | 32 |
Claims (17)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07122468 | 2007-12-06 | ||
EP07122468.7 | 2007-12-06 | ||
PCT/EP2008/066847 WO2009071650A2 (en) | 2007-12-06 | 2008-12-05 | Amide compounds as boosters of antivirals |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101878210A CN101878210A (zh) | 2010-11-03 |
CN101878210B true CN101878210B (zh) | 2013-07-17 |
Family
ID=39386111
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2008801182809A Expired - Fee Related CN101878210B (zh) | 2007-12-06 | 2008-12-05 | 作为抗病毒增强剂的酰胺化合物 |
Country Status (24)
Country | Link |
---|---|
US (1) | US8350048B2 (zh) |
EP (1) | EP2235008B1 (zh) |
JP (1) | JP5509092B2 (zh) |
KR (1) | KR101624675B1 (zh) |
CN (1) | CN101878210B (zh) |
AP (1) | AP2804A (zh) |
AR (1) | AR069595A1 (zh) |
AU (1) | AU2008333165B2 (zh) |
BR (1) | BRPI0821021A2 (zh) |
CA (1) | CA2706155C (zh) |
CL (1) | CL2008003639A1 (zh) |
EA (1) | EA019616B1 (zh) |
HK (1) | HK1149553A1 (zh) |
IL (1) | IL205489A (zh) |
MX (1) | MX2010006166A (zh) |
MY (1) | MY151005A (zh) |
NZ (1) | NZ585652A (zh) |
PA (1) | PA8806801A1 (zh) |
PE (1) | PE20091263A1 (zh) |
TW (1) | TWI438202B (zh) |
UA (1) | UA103013C2 (zh) |
UY (1) | UY31513A1 (zh) |
WO (1) | WO2009071650A2 (zh) |
ZA (1) | ZA201004025B (zh) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BRPI0920809A2 (pt) * | 2008-10-07 | 2016-07-12 | Tibotec Pharm Ltd | compostos de amida como reforcos de antivirais |
BR112012004969A2 (pt) * | 2009-09-03 | 2019-09-24 | Tibotec Pharm Ltd | derivados de bis-benzimidazol |
US8759535B2 (en) | 2010-02-18 | 2014-06-24 | High Point Pharmaceuticals, Llc | Substituted fused imidazole derivatives, pharmaceutical compositions, and methods of use thereof |
WO2012145446A1 (en) * | 2011-04-22 | 2012-10-26 | Merck Sharp & Dohme Corp. | Taste-masked formulations of raltegravir |
WO2014194519A1 (en) | 2013-06-07 | 2014-12-11 | Merck Sharp & Dohme Corp. | Imidazole derivatives and methods of use thereof for improving pharmacokinetics of drug |
CN104000824B (zh) * | 2014-05-28 | 2016-07-06 | 中山大学 | 苯并五元杂环类化合物在制备抗hiv-1病毒药物中的应用 |
WO2016089648A1 (en) | 2014-12-01 | 2016-06-09 | Vtv Therapeutics Llc | Bach 1 inhibitors in combination with nrf2 activators and pharmaceutical compositions thereof |
CN105985356B (zh) * | 2015-02-05 | 2018-06-22 | 四川大学 | 咪唑[2,1-b]噻唑衍生物及其制备方法和用途 |
KR20180098593A (ko) | 2015-12-22 | 2018-09-04 | 칸세라 아베 | 포유류의 히스톤 탈아세틸화효소 활성에 대한 저해제로서 유용한 바이사이클릭 하이드록사믹산 |
AR114136A1 (es) | 2017-10-10 | 2020-07-29 | Hoffmann La Roche | Compuestos heterocíclicos |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003076413A1 (en) * | 2002-03-12 | 2003-09-18 | Tibotec Pharmaceuticals Ltd | Broadspectrum substituted benzimidazole sulfonamide hiv protease inhibitors |
WO2006108879A2 (en) * | 2005-04-15 | 2006-10-19 | Tibotec Pharmaceuticals Ltd. | Use of a sulfonamide compound for improving the pharmacokinetics of a drug |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
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US6037157A (en) * | 1995-06-29 | 2000-03-14 | Abbott Laboratories | Method for improving pharmacokinetics |
TWI286476B (en) | 2001-12-12 | 2007-09-11 | Tibotec Pharm Ltd | Combination of cytochrome P450 dependent protease inhibitors |
CN101445493A (zh) * | 2002-08-02 | 2009-06-03 | 泰博特克药品有限公司 | 广谱2-氨基-苯并噻唑磺酰胺类hiv蛋白酶抑制剂 |
AU2007285759B2 (en) * | 2006-08-18 | 2013-11-21 | Sequoia Pharmaceuticals, Inc. | Compositions and methods for inhibiting cytochrome P450 |
-
2008
- 2008-05-12 UA UAA201006463A patent/UA103013C2/uk unknown
- 2008-12-05 EP EP08855867.1A patent/EP2235008B1/en active Active
- 2008-12-05 PE PE2008002023A patent/PE20091263A1/es not_active Application Discontinuation
- 2008-12-05 KR KR1020107013595A patent/KR101624675B1/ko not_active IP Right Cessation
- 2008-12-05 WO PCT/EP2008/066847 patent/WO2009071650A2/en active Application Filing
- 2008-12-05 US US12/745,334 patent/US8350048B2/en active Active
- 2008-12-05 JP JP2010536465A patent/JP5509092B2/ja not_active Expired - Fee Related
- 2008-12-05 AP AP2010005285A patent/AP2804A/xx active
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WO2003076413A1 (en) * | 2002-03-12 | 2003-09-18 | Tibotec Pharmaceuticals Ltd | Broadspectrum substituted benzimidazole sulfonamide hiv protease inhibitors |
WO2006108879A2 (en) * | 2005-04-15 | 2006-10-19 | Tibotec Pharmaceuticals Ltd. | Use of a sulfonamide compound for improving the pharmacokinetics of a drug |
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