CS272225B2 - Method of new pyrimidine derivatives production - Google Patents

Method of new pyrimidine derivatives production Download PDF

Info

Publication number: CS272225B2
Authority: CS; Czechoslovakia
Prior art keywords: dideoxy; ethyluridine; ethyl; uridine; acetamido
Prior art date: 1986-08-18

Application number

CS875834A

Other languages

Czech (cs)

English (en)

Other versions

CS583487A2 (en

Inventor

Robert W Lambert

Joseph A Martin

Gareth J Thomas

Original Assignee

Hoffmann La Roche

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.)

1986-08-18

Filing date

1987-08-05

Publication date

1991-01-15

1986-08-18 Priority claimed from GB868620070A external-priority patent/GB8620070D0/en

1987-08-05 Application filed by Hoffmann La Roche filed Critical Hoffmann La Roche

1990-03-14 Publication of CS583487A2 publication Critical patent/CS583487A2/cs

1991-01-15 Publication of CS272225B2 publication Critical patent/CS272225B2/cs

Links

238000000034 method Methods 0.000 title claims description 5
229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 4
150000003230 pyrimidines Chemical class 0.000 title description 4
-1 2,4-dichloro-phenoxy Chemical group 0.000 claims description 62
150000001875 compounds Chemical class 0.000 claims description 11
229910052739 hydrogen Inorganic materials 0.000 claims description 10
239000001257 hydrogen Substances 0.000 claims description 10
229910052760 oxygen Inorganic materials 0.000 claims description 9
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
239000001301 oxygen Substances 0.000 claims description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
125000006276 2-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C(*)C([H])=C1[H] 0.000 claims description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 2
ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 claims description 2
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 2
125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims description 2
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 2
DRTQHJPVMGBUCF-XVFCMESISA-N Uridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-XVFCMESISA-N 0.000 claims 24
IQFYYKKMVGJFEH-XLPZGREQSA-N Thymidine Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO)[C@@H](O)C1 IQFYYKKMVGJFEH-XLPZGREQSA-N 0.000 claims 12
DRTQHJPVMGBUCF-PSQAKQOGSA-N beta-L-uridine Natural products O[C@H]1[C@@H](O)[C@H](CO)O[C@@H]1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-PSQAKQOGSA-N 0.000 claims 12
DRTQHJPVMGBUCF-UHFFFAOYSA-N uracil arabinoside Natural products OC1C(O)C(CO)OC1N1C(=O)NC(=O)C=C1 DRTQHJPVMGBUCF-UHFFFAOYSA-N 0.000 claims 12
229940045145 uridine Drugs 0.000 claims 12
DWRXFEITVBNRMK-UHFFFAOYSA-N Beta-D-1-Arabinofuranosylthymine Natural products O=C1NC(=O)C(C)=CN1C1C(O)C(O)C(CO)O1 DWRXFEITVBNRMK-UHFFFAOYSA-N 0.000 claims 6
125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 6
IQFYYKKMVGJFEH-UHFFFAOYSA-N beta-L-thymidine Natural products O=C1NC(=O)C(C)=CN1C1OC(CO)C(O)C1 IQFYYKKMVGJFEH-UHFFFAOYSA-N 0.000 claims 6
229940104230 thymidine Drugs 0.000 claims 6
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 4
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims 4
229940080818 propionamide Drugs 0.000 claims 4
LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 claims 2
150000002431 hydrogen Chemical group 0.000 claims 2
NDPWPXGWGDIEJL-VPCXQMTMSA-N 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-ethylpyrimidine-2,4-dione Chemical compound C(C)C=1C(NC(N([C@H]2[C@H](O)[C@H](O)[C@@H](C)O2)C=1)=O)=O NDPWPXGWGDIEJL-VPCXQMTMSA-N 0.000 claims 1
CRYOBSXYQNJFNR-UHFFFAOYSA-N 2-(2,6-dimethylphenyl)acetamide Chemical compound CC1=CC=CC(C)=C1CC(N)=O CRYOBSXYQNJFNR-UHFFFAOYSA-N 0.000 claims 1
QHOOQLXZKWMYCC-UHFFFAOYSA-N 2-(2-methoxyphenyl)acetamide Chemical compound COC1=CC=CC=C1CC(N)=O QHOOQLXZKWMYCC-UHFFFAOYSA-N 0.000 claims 1
HLGMJBADUQKGAW-RRFJBIMHSA-N 2-bromo-n-[[(2r,3s,5r)-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl]benzamide Chemical compound O=C1NC(=O)C(CC)=CN1[C@@H]1O[C@H](CNC(=O)C=2C(=CC=CC=2)Br)[C@@H](O)C1 HLGMJBADUQKGAW-RRFJBIMHSA-N 0.000 claims 1
TVLXILQUDKDOIC-BFHYXJOUSA-N n-[[(2r,3s,5r)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]benzamide Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CNC(=O)C=2C=CC=CC=2)[C@@H](O)C1 TVLXILQUDKDOIC-BFHYXJOUSA-N 0.000 claims 1
ZJDOZXNSYQLVDI-QZNHQXDQSA-N n-[[(2r,3s,5r)-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl]-2-(4-phenylphenyl)acetamide Chemical compound O=C1NC(=O)C(CC)=CN1[C@@H]1O[C@H](CNC(=O)CC=2C=CC(=CC=2)C=2C=CC=CC=2)[C@@H](O)C1 ZJDOZXNSYQLVDI-QZNHQXDQSA-N 0.000 claims 1
YBIPXNGIZQPUCU-RRFJBIMHSA-N n-[[(2r,3s,5r)-5-(5-ethyl-2,4-dioxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl]benzamide Chemical compound O=C1NC(=O)C(CC)=CN1[C@@H]1O[C@H](CNC(=O)C=2C=CC=CC=2)[C@@H](O)C1 YBIPXNGIZQPUCU-RRFJBIMHSA-N 0.000 claims 1
125000004435 hydrogen atom Chemical class [H]* 0.000 description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
238000002360 preparation method Methods 0.000 description 4
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical group 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
125000004423 acyloxy group Chemical group 0.000 description 2
125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
229910052731 fluorine Chemical group 0.000 description 2
239000011737 fluorine Chemical group 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
125000001624 naphthyl group Chemical group 0.000 description 2
125000004076 pyridyl group Chemical group 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
125000001544 thienyl group Chemical group 0.000 description 2
125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 1
125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 description 1
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
MLMQPDHYNJCQAO-UHFFFAOYSA-N 3,3-dimethylbutyric acid Chemical compound CC(C)(C)CC(O)=O MLMQPDHYNJCQAO-UHFFFAOYSA-N 0.000 description 1
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
DNVJGJUGFFYUPT-UHFFFAOYSA-N 9h-fluorene-9-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)C3=CC=CC=C3C2=C1 DNVJGJUGFFYUPT-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
235000021314 Palmitic acid Nutrition 0.000 description 1
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002837 carbocyclic group Chemical group 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
108010011222 cyclo(Arg-Pro) Chemical group 0.000 description 1
239000003814 drug Substances 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000005059 halophenyl group Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
239000000825 pharmaceutical preparation Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
125000006239 protecting group Chemical group 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
239000011593 sulfur Substances 0.000 description 1
125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Molecular Biology (AREA)
Genetics & Genomics (AREA)
Biotechnology (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Animal Behavior & Ethology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Virology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

CS875834A 1986-08-18 1987-08-05 Method of new pyrimidine derivatives production CS272225B2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB868620070A GB8620070D0 (en)	1986-08-18	1986-08-18	Pyrimidine derivatives
GB878711336A GB8711336D0 (en)	1986-08-18	1987-05-14	Pyrimidine derivatives

Publications (2)

Publication Number	Publication Date
CS583487A2 CS583487A2 (en)	1990-03-14
CS272225B2 true CS272225B2 (en)	1991-01-15

Family

ID=26291195

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS875834A CS272225B2 (en)	1986-08-18	1987-08-05	Method of new pyrimidine derivatives production

Country Status (22)

Country	Link
US (2)	US4851519A (pt)
EP (1)	EP0257378B1 (pt)
JP (1)	JPH0794453B2 (pt)
CN (1)	CN1020106C (pt)
AU (1)	AU602909B2 (pt)
CA (1)	CA1303031C (pt)
CS (1)	CS272225B2 (pt)
DE (1)	DE3771146D1 (pt)
DK (1)	DK375787A (pt)
ES (1)	ES2040715T3 (pt)
FI (1)	FI86639C (pt)
GR (1)	GR3002636T3 (pt)
HU (1)	HU199500B (pt)
IE (1)	IE61061B1 (pt)
IL (1)	IL83509A (pt)
MC (1)	MC1846A1 (pt)
MX (1)	MX174238B (pt)
NO (1)	NO170884C (pt)
NZ (1)	NZ221412A (pt)
PH (1)	PH24653A (pt)
PT (1)	PT85551B (pt)
ZW (1)	ZW14187A1 (pt)

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DK163128C (da) *	1986-08-12	1992-06-15	Hoffmann La Roche	Pyrimidinnucleosider, fremgangsmaade til fremstilling deraf, farmaceutiske praeparater indeholdende pyrimidinnucleosiderne og anvendelse af pyrimidinnucleosiderne
NO170884C (no) *	1986-08-18	1992-12-23	Hoffmann La Roche	Analogifremgangsmaate ved fremstilling av terapeutisk aktive pyrimidinderivater
US5312961A (en) *	1989-02-14	1994-05-17	Elf Sanofi	2-amino-7-hydroxytetralin carboxylalkyl ethers
EP0668290B1 (en) *	1990-02-28	1998-11-11	Teikoku Seiyaku Kabushiki Kaisha	Physiologically active substance well capable of permeating biomembrane
US5652335A (en) *	1990-02-28	1997-07-29	Teikoku Seiyaku Kabushiki Kaisha	Physiologically active substance well capable of permeating biomembrane
US5306722A (en) *	1992-09-02	1994-04-26	Bristol-Myers Squibb Company	Thymidine derivatives and therapeutic method of use
US6040298A (en) *	1992-12-23	2000-03-21	Oclassen Pharmaceuticals, Inc.	Methods for treatment with compositions effective against acyclovir-resistant strains of herpes viruses
GB9606264D0 (en) *	1995-07-13	1996-05-29	Hoffmann La Roche	Pyrimidine nucleoside derivatives
GB9514268D0 (en) *	1995-07-13	1995-09-13	Hoffmann La Roche	Pyrimidine nucleoside
GB9608199D0 (en) *	1995-08-04	1996-06-26	Hoffmann La Roche	Pyrimide nucleoside derivatives
US5783689A (en) *	1996-11-12	1998-07-21	University Of Notre Dame	Antibacterial and antifungal nucleosides
WO2006025920A2 (en) *	2004-06-19	2006-03-09	Human Biomolecular Research Institute	Modulators of central nervous system neurotransmitters
US7629447B2 (en) *	2006-09-12	2009-12-08	Wako Pure Chemical Industries, Ltd.	Dideoxynucleoside derivatives
JP5205873B2 (ja) *	2006-09-12	2013-06-05	和光純薬工業株式会社	新規なジデオキシヌクレオシド誘導体
BR112012002291A2 (pt) *	2009-07-31	2016-11-29	Ethris Gmbh	"polirribonucleotídeo com uma sequência que codifica uma proteína ou fragmento de proteína, implante, e, processo para a seleção de sequências de nucleotídeos"
DE102013225402A1 (de)	2013-12-10	2015-06-11	BSH Hausgeräte GmbH	Haushaltsgerät mit einer in einem Stauraum versenkbaren Tür und verschiebbarer Drehachse einer Lagereinheit sowie Verfahren zum öffnen und Schließen einer derartigen Tür
DE102013225401A1 (de)	2013-12-10	2015-06-11	BSH Hausgeräte GmbH	Haushaltsgerät mit einer in einen Verstauraum einfahrbaren Tür und Verfahren zum öffnen und Schließen einer Tür eines Haushaltsgeräts
DE102013225403A1 (de)	2013-12-10	2015-06-11	BSH Hausgeräte GmbH	Haushaltsgerät mit einer in einem Verstauraum versenkbaren Tür mit vertikaler Lageveränderungsmöglichkeit einer Drehachse einer Lagereinheit sowie Verfahren zum öffnen und Schließen einer Tür
DE102015206576A1 (de)	2015-04-13	2016-10-13	BSH Hausgeräte GmbH	Haushaltsgerät mit einer in einem Verstauraum versenkbaren Tür mit spezifischer Lagereinheit
DE102015206577B4 (de)	2015-04-13	2025-01-16	BSH Hausgeräte GmbH	Haushaltsgerät mit einer in einem Verstauraum versenkbaren Tür mit elliptischer Kulisse zur Bewegung eines Lagerbügels einer Tür-Lagereinheit
DK3307262T3 (da)	2015-06-15	2021-08-09	Nmd Pharma As	Forbindelser til anvendelse ved behandling af neuromuskulære lidelser
US11147788B2 (en)	2017-12-14	2021-10-19	Nmd Pharma A/S	Compounds for the treatment of neuromuscular disorders
US12440477B2 (en)	2017-12-14	2025-10-14	Nmd Pharma A/S	Compounds for the treatment of neuromuscular disorders
US10385028B2 (en)	2017-12-14	2019-08-20	Nmd Pharma A/S	Compounds for the treatment of neuromuscular disorders
US11730714B2 (en)	2017-12-14	2023-08-22	Nmd Pharma A/S	Compounds for the treatment of neuromuscular disorders
DE102018201950A1 (de)	2018-02-08	2019-08-08	BSH Hausgeräte GmbH	Gargerät mit einem Technikteil für eine versenkbare Tür, welches eine Führungsbahn in einer oberen Höhenhälfte des Technikteils aufweist
DE102018201949A1 (de)	2018-02-08	2019-08-08	BSH Hausgeräte GmbH	Gargerät mit einer in einen Verstauraum versenkbaren Tür mit einem spezifischen Koppelmodul, sowie Verfahren zum Bewegen einer Tür
WO2025149479A1 (en) *	2024-01-12	2025-07-17	Roche Diagnostics Gmbh	Synthesis of modified nucleoside triphosphates

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4128639A (en) *	1977-12-14	1978-12-05	Research Corporation	Nitrosourea analogs of thymidine
US4211773A (en) *	1978-10-02	1980-07-08	Sloan Kettering Institute For Cancer Research	5-Substituted 1-(2'-Deoxy-2'-substituted-β-D-arabinofuranosyl)pyrimidine nucleosides
DE3045375A1 (de) *	1980-12-02	1982-07-01	Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen	Neue substituierte pyrimidin-nukleoside mit antiviraler wirkung, verfahren zu deren herstellung und daraus zubereitete arzneiformen
DE3045342A1 (de) *	1980-12-02	1982-07-01	Robugen Gmbh Pharmazeutische Fabrik Esslingen A.N., 7300 Esslingen	Neue substituierte pyrimidin-nukleoside mit antiviraler und cytostatischer wirkung, verfahren zu deren herstellung und daraus bereitete arzneiformen
US4762823A (en) *	1985-10-16	1988-08-09	Sloan-Kettering Institute For Cancer Research	Nucleosides of 5-monofluoromethyluracil and 5-difluoromethyluracil
DK363987A (da) *	1986-08-08	1988-02-09	Hoffmann La Roche	Pyrimidinderivater
DK163128C (da) *	1986-08-12	1992-06-15	Hoffmann La Roche	Pyrimidinnucleosider, fremgangsmaade til fremstilling deraf, farmaceutiske praeparater indeholdende pyrimidinnucleosiderne og anvendelse af pyrimidinnucleosiderne
NO170884C (no) *	1986-08-18	1992-12-23	Hoffmann La Roche	Analogifremgangsmaate ved fremstilling av terapeutisk aktive pyrimidinderivater

1987
- 1987-07-15 NO NO872961A patent/NO170884C/no unknown
- 1987-07-17 DK DK375787A patent/DK375787A/da not_active Application Discontinuation
- 1987-07-31 US US07/080,021 patent/US4851519A/en not_active Expired - Lifetime
- 1987-08-03 ZW ZW141/87A patent/ZW14187A1/xx unknown
- 1987-08-04 ES ES198787111280T patent/ES2040715T3/es not_active Expired - Lifetime
- 1987-08-04 EP EP87111280A patent/EP0257378B1/de not_active Expired - Lifetime
- 1987-08-04 DE DE8787111280T patent/DE3771146D1/de not_active Expired - Lifetime
- 1987-08-05 CS CS875834A patent/CS272225B2/cs unknown
- 1987-08-07 CA CA000543985A patent/CA1303031C/en not_active Expired - Lifetime
- 1987-08-11 NZ NZ221412A patent/NZ221412A/en unknown
- 1987-08-12 IL IL8350987A patent/IL83509A/en not_active IP Right Cessation
- 1987-08-13 MC MC871907A patent/MC1846A1/fr unknown
- 1987-08-13 AU AU76841/87A patent/AU602909B2/en not_active Ceased
- 1987-08-14 PH PH35679A patent/PH24653A/en unknown
- 1987-08-17 MX MX776987A patent/MX174238B/es unknown
- 1987-08-17 HU HU873687A patent/HU199500B/hu not_active IP Right Cessation
- 1987-08-17 IE IE219187A patent/IE61061B1/en not_active IP Right Cessation
- 1987-08-17 FI FI873555A patent/FI86639C/fi not_active IP Right Cessation
- 1987-08-17 CN CN87105758A patent/CN1020106C/zh not_active Expired - Fee Related
- 1987-08-17 JP JP62203963A patent/JPH0794453B2/ja not_active Expired - Fee Related
- 1987-08-18 PT PT85551A patent/PT85551B/pt not_active IP Right Cessation
1989
- 1989-04-24 US US07/342,277 patent/US5010060A/en not_active Expired - Fee Related
1991
- 1991-08-30 GR GR91401256T patent/GR3002636T3/el unknown

Also Published As

Publication number	Publication date
GR3002636T3 (en)	1993-01-25
IE872191L (en)	1988-02-18
DK375787D0 (da)	1987-07-17
FI873555A7 (fi)	1988-02-19
MX174238B (es)	1994-05-02
MC1846A1 (fr)	1988-09-30
FI873555A0 (fi)	1987-08-17
NO170884B (no)	1992-09-14
US4851519A (en)	1989-07-25
JPH0794453B2 (ja)	1995-10-11
JPS6351384A (ja)	1988-03-04
CA1303031C (en)	1992-06-09
ES2040715T3 (es)	1993-11-01
FI86639C (fi)	1992-09-25
NO170884C (no)	1992-12-23
HUT45544A (en)	1988-07-28
US5010060A (en)	1991-04-23
DE3771146D1 (de)	1991-08-08
PH24653A (en)	1990-09-07
DK375787A (da)	1988-02-19
PT85551A (en)	1987-09-01
CS583487A2 (en)	1990-03-14
PT85551B (pt)	1990-05-31
EP0257378A1 (de)	1988-03-02
ZW14187A1 (en)	1988-02-24
IE61061B1 (en)	1994-09-21
AU602909B2 (en)	1990-11-01
AU7684187A (en)	1988-02-25
HU199500B (en)	1990-02-28
NO872961D0 (no)	1987-07-15
NZ221412A (en)	1990-11-27
FI86639B (fi)	1992-06-15
CN1020106C (zh)	1993-03-17
NO872961L (no)	1988-02-19
EP0257378B1 (de)	1991-07-03
IL83509A (en)	1994-05-30
CN87105758A (zh)	1988-03-02
IL83509A0 (en)	1988-01-31
MX7769A (es)	1993-11-01

Publication	Publication Date	Title
CS272225B2 (en)	1991-01-15	Method of new pyrimidine derivatives production
CA2105112C (en)	2005-08-02	A process for anomerizing nucleosides
CA1218647A (en)	1987-03-03	Difluoro antivirals and intermediate therefor
USRE37045E1 (en)	2001-02-06	N-6 substituted-5′-(N-substituted carboxamide)adenosines as cardiac vasodilator and antihypertensive agents
US4966891A (en)	1990-10-30	Fluorocytidine derivatives
US6090932A (en)	2000-07-18	Method of preparation of known and novel 2'-modified nucleosides by intramolecular nucleophilic displacement
US4082911A (en)	1978-04-04	Process for the preparation of nucleosides
CA1339448C (en)	1997-09-09	Production of 2',3'-dideoxy-2',3'-didehydronucleosides
Lee et al.	2002	Structure− activity relationships of 2 ‘-fluoro-2 ‘, 3 ‘-unsaturated D-nucleosides as anti-HIV-1 agents
JPH01153698A (ja)	1989-06-15	２’，３’−ジデオキシ−２’−フルオローヌクレオシド
US5594124A (en)	1997-01-14	Stereoselective glycosylation process for preparing 2'-Deoxy-2',2'-difluoropyrimidine nucleosides and 2'-deoxy-2'-fluoropyrimidine nucleosides and intermediates thereof
YU47791B (sr)	1996-01-09	Postupak za dobijanje dideoksihidrokar-bocikličnih nukleozida
KR900007863A (ko)	1990-06-02	향비루스제
NL8800862A (nl)	1988-11-01	Nieuwe ribofuranuronzuurderivaten en werkwijzen voor het bereiden en toepassen van deze derivaten.
EP0129984B1 (en)	1988-03-02	Novel 2'-deoxy-5-substituted uridine derivatives, processes for preparing the same and antitumor agent containing the same
KR880012553A (ko)	1988-11-28	디히드로피리딘아미드, 그의 제조방법 및 의약품으로서의 용도
Vadnere et al.	1986	Thiol addition to quinones: Model reactions for the inactivation of thymidylate synthase by 5-p-benzoquinonyl-2'-deoxyuridine 5'-phosphate
JPH02152976A (ja)	1990-06-12	２´，３´―ジデヒドロ―２´，３´―ジデオキシヌクレオシドのプロドラッグ
KR960005719B1 (ko)	1996-05-01	피리미딘 유도체, 이의 제조방법 및 이를 포함하는 항바이러스성 약제
US5198539A (en)	1993-03-30	5'-esters of 2',3'-dideoxy-3'-fluoro-5-ethynyluridine
US5231174A (en)	1993-07-27	2'isodideoxy-β-D-nucleosides as stable antiviral agents
KR940021573A (ko)	1994-10-19	뉴클레오시드 유도체 및 항-헤르페스 조성물
Pedersen et al.	1992	Sueee HMDS/NH, SO, SASAASAAAS
EP0493602A1 (en)	1992-07-08	Process for producing 2',3'-dideoxy-2',3'-didehydronucleoside
CA1339861C (en)	1998-05-12	3roduction of 2',3' -dideoxy -2',3'-didehydronucleosides