BG60767B2 - Третични хидроксиалкилксантини,метод за тяхното получаване, съдържащи ги лекарствени средства и тяхната употреба - Google Patents
Третични хидроксиалкилксантини,метод за тяхното получаване, съдържащи ги лекарствени средства и тяхната употреба Download PDFInfo
- Publication number
- BG60767B2 BG60767B2 BG098535A BG9853594A BG60767B2 BG 60767 B2 BG60767 B2 BG 60767B2 BG 098535 A BG098535 A BG 098535A BG 9853594 A BG9853594 A BG 9853594A BG 60767 B2 BG60767 B2 BG 60767B2
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- formula
- compounds
- methyl
- group
- hydroxy
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- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 99
- 239000003814 drug Substances 0.000 claims abstract description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 56
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical class O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 claims description 48
- 229910052757 nitrogen Inorganic materials 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 32
- 230000002829 reductive effect Effects 0.000 claims description 24
- 229940065721 systemic for obstructive airway disease xanthines Drugs 0.000 claims description 23
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 150000002576 ketones Chemical class 0.000 claims description 11
- 210000003205 muscle Anatomy 0.000 claims description 11
- 239000002168 alkylating agent Substances 0.000 claims description 10
- 229940100198 alkylating agent Drugs 0.000 claims description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
- 230000002093 peripheral effect Effects 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 125000004043 oxo group Chemical group O=* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 229940083747 low-ceiling diuretics xanthine derivative Drugs 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
- 238000005932 reductive alkylation reaction Methods 0.000 claims description 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 4
- 125000004849 alkoxymethyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
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- 201000002169 Mitochondrial myopathy Diseases 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims description 2
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- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
- 125000000468 ketone group Chemical group 0.000 claims description 2
- 238000005580 one pot reaction Methods 0.000 claims description 2
- 125000005188 oxoalkyl group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
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- 239000013543 active substance Substances 0.000 abstract description 9
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- 238000002844 melting Methods 0.000 description 28
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- BYPFEZZEUUWMEJ-UHFFFAOYSA-N Pentoxifylline Chemical compound O=C1N(CCCCC(=O)C)C(=O)N(C)C2=C1N(C)C=N2 BYPFEZZEUUWMEJ-UHFFFAOYSA-N 0.000 description 12
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 11
- CCERQOYLJJULMD-UHFFFAOYSA-M magnesium;carbanide;chloride Chemical compound [CH3-].[Mg+2].[Cl-] CCERQOYLJJULMD-UHFFFAOYSA-M 0.000 description 10
- 229910000027 potassium carbonate Inorganic materials 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 9
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
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- 235000011152 sodium sulphate Nutrition 0.000 description 9
- 150000003509 tertiary alcohols Chemical class 0.000 description 9
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- JXPKOJGXTVSYGK-UHFFFAOYSA-N 7-(5-hydroxy-5-methylhexyl)-3-methylpurine-2,6-dione Chemical compound O=C1NC(=O)N(C)C2=C1N(CCCCC(C)(C)O)C=N2 JXPKOJGXTVSYGK-UHFFFAOYSA-N 0.000 description 6
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- MHNVSFOURBQRPK-UHFFFAOYSA-N 3-methyl-7-propylpurine-2,6-dione Chemical compound CN1C(=O)NC(=O)C2=C1N=CN2CCC MHNVSFOURBQRPK-UHFFFAOYSA-N 0.000 description 2
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- 230000007704 transition Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- RIUWBIIVUYSTCN-UHFFFAOYSA-N trilithium borate Chemical compound [Li+].[Li+].[Li+].[O-]B([O-])[O-] RIUWBIIVUYSTCN-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 239000002550 vasoactive agent Substances 0.000 description 1
- 230000000304 vasodilatating effect Effects 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/08—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 1 and 3, e.g. theophylline
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Cardiology (AREA)
- Hospice & Palliative Care (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19853525801 DE3525801A1 (de) | 1985-07-19 | 1985-07-19 | Tertiaere hydroxyalkylxanthine, verfahren zu ihrer herstellung, die sie enthaltenden arzneimittel und ihre verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BG60767B2 true BG60767B2 (bg) | 1996-02-29 |
Family
ID=6276182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BG098535A BG60767B2 (bg) | 1985-07-19 | 1994-02-23 | Третични хидроксиалкилксантини,метод за тяхното получаване, съдържащи ги лекарствени средства и тяхната употреба |
Country Status (33)
| Country | Link |
|---|---|
| US (1) | US4833146A (fr) |
| EP (1) | EP0268585B1 (fr) |
| JP (1) | JPH0788382B2 (fr) |
| KR (1) | KR950001019B1 (fr) |
| CN (1) | CN1026112C (fr) |
| AR (1) | AR244689A1 (fr) |
| AT (1) | ATE53211T1 (fr) |
| AU (1) | AU588350B2 (fr) |
| BG (1) | BG60767B2 (fr) |
| CA (1) | CA1262248A (fr) |
| CS (1) | CS272766B2 (fr) |
| DD (1) | DD261156A5 (fr) |
| DE (2) | DE3525801A1 (fr) |
| DK (1) | DK157867C (fr) |
| ES (1) | ES2001019A6 (fr) |
| FI (1) | FI89921C (fr) |
| GR (1) | GR861866B (fr) |
| HU (1) | HU198486B (fr) |
| IE (1) | IE59025B1 (fr) |
| IL (1) | IL79457A0 (fr) |
| LT (1) | LT3869B (fr) |
| LV (1) | LV5703A3 (fr) |
| MA (1) | MA20739A1 (fr) |
| MX (1) | MX9254A (fr) |
| NO (1) | NO165803C (fr) |
| NZ (1) | NZ216888A (fr) |
| OA (1) | OA08707A (fr) |
| PH (1) | PH26262A (fr) |
| PT (1) | PT83013B (fr) |
| RU (1) | RU2051918C1 (fr) |
| TN (1) | TNSN86111A1 (fr) |
| WO (1) | WO1987000523A2 (fr) |
| ZA (1) | ZA865374B (fr) |
Families Citing this family (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8621870D0 (en) * | 1986-09-11 | 1986-10-15 | Beecham Group Plc | Active compounds |
| US5338741A (en) * | 1986-10-27 | 1994-08-16 | Nestec S.A. | 1-hydroxyalkylxanthines and medicaments containing them |
| JP2661666B2 (ja) * | 1988-02-19 | 1997-10-08 | ヘキスト薬品工業株式会社 | 抗消化性潰瘍剤 |
| GB8826595D0 (en) * | 1988-11-14 | 1988-12-21 | Beecham Wuelfing Gmbh & Co Kg | Active compounds |
| DD298051A5 (de) * | 1989-08-16 | 1992-02-06 | ��@���������@�������k�� | Verfahren zur herstellung eines therapeutischen agens zur behandlung von verdauungskrankheiten |
| GB8924392D0 (en) * | 1989-10-30 | 1989-12-20 | Bayer Ag | Substituted cycloalkano/b/dihydroindole-and-indolesulphonamides |
| EP0430300A3 (en) * | 1989-12-01 | 1992-03-25 | Takeda Chemical Industries, Ltd. | Xanthine derivatives, their production and use |
| DE3942872A1 (de) * | 1989-12-23 | 1991-06-27 | Hoechst Ag | Verfahren zur enantioselektiven darstellung von ((omega)-1)-hydroxyalkylxanthinen |
| IT1240843B (it) * | 1990-05-24 | 1993-12-17 | Malesci Istituto Farmacobiologico | Derivati xantinici 1-7 sostituiti ad attivita' antiasmatica, loro sali fisiologicamente accettabili, loro composizioni farmaceutiche e procedimento per la loro preparazione. |
| DE4019892A1 (de) * | 1990-06-22 | 1992-01-02 | Boehringer Ingelheim Kg | Neue xanthinderivate |
| US5039666A (en) * | 1990-10-30 | 1991-08-13 | Hoechst-Roussel Pharmaceuticals Inc. | Aminoglycoside composition having substantially reduced nephrotoxicity induced by the aminoglycoside |
| ATE138266T1 (de) * | 1990-11-07 | 1996-06-15 | Hoechst Roussel Pharma | Verwendung von xanthinen zur herstellung von arzneimitteln zur hemmung der vermehrung menschlicher retroviren |
| US6420374B1 (en) | 1990-11-30 | 2002-07-16 | Fred Hutchinson Cancer Research Center | Use of xanthines as immunosuppressants and to inhibit allograft reactions |
| MX9203323A (es) * | 1991-07-11 | 1994-07-29 | Hoechst Ag | El empleo de derivados de xantina para el tratamiento de lesiones secundarias de las celulas nerviosas y trastornos funcionales despues de traumas craneo-cerebrales. |
| TW209834B (fr) * | 1991-12-11 | 1993-07-21 | Hoechst Ag | |
| EP0557876B1 (fr) * | 1992-02-22 | 1996-12-11 | Hoechst Aktiengesellschaft | Utilisation de dérivées de la xanthine pour le traitement des dommages musculaires après l'interruption complète de la circulation sanguine |
| CA2112239C (fr) * | 1992-03-04 | 2000-05-09 | James A. Bianco | Xanthines enantiomeres hydroxylees |
| EP0570831A2 (fr) * | 1992-05-20 | 1993-11-24 | Hoechst Aktiengesellschaft | Utilisation de dérivés de Xanthine pour le traitement de dommages cérébraux après interruption de la circulation sanguine |
| US5288721A (en) * | 1992-09-22 | 1994-02-22 | Cell Therapeutics, Inc. | Substituted epoxyalkyl xanthines |
| US5817662A (en) * | 1992-11-09 | 1998-10-06 | Cell Therapeutics, Inc. | Substituted amino alkyl compounds |
| US5804584A (en) * | 1992-11-16 | 1998-09-08 | Cell Therapeutics, Inc. | Therapeutic compounds containing a monocyclic five- to six- membered ring structure having one to two nitrogen atoms |
| US5473070A (en) * | 1992-11-16 | 1995-12-05 | Cell Therapeutics, Inc. | Substituted long chain alcohol xanthine compounds |
| US6693105B1 (en) | 1992-11-16 | 2004-02-17 | Cell Therapeutics, Inc. | Hydroxyl-containing compounds |
| US5866576A (en) * | 1992-12-16 | 1999-02-02 | Cell Therapeutics, Inc. | Epoxide-containing compounds |
| AU6087894A (en) * | 1993-01-14 | 1994-08-15 | Cell Therapeutics, Inc. | Acetal or ketal substituted therapeutic compounds |
| AU6092794A (en) * | 1993-01-19 | 1994-08-15 | Cell Therapeutics, Inc. | Oxime-substituted therapeutic compounds |
| US5837703A (en) * | 1993-03-31 | 1998-11-17 | Cell Therapeutics, Inc. | Amino-alcohol substituted cyclic compounds |
| US5641783A (en) * | 1993-11-12 | 1997-06-24 | Cell Therapeutics, Inc. | Substituted amino alcohol compounds |
| US6020337A (en) * | 1993-04-05 | 2000-02-01 | Cell Therapeutics, Inc. | Electronegative-substituted long chain xanthine compounds |
| EP0739203A4 (fr) * | 1994-01-14 | 2000-12-20 | Cell Therapeutics Inc | Methode de traitement d'affections dues a la proliferation cellulaire en reponse aux pdgf, egf, fgf et vegf |
| US6103730A (en) * | 1994-03-24 | 2000-08-15 | Cell Therapeutics, Inc. | Amine substituted compounds |
| JPH09511496A (ja) * | 1994-02-18 | 1997-11-18 | セル・セラピューティックス・インコーポレーテッド | 細胞内メッセンジャー |
| US5801182A (en) * | 1994-03-24 | 1998-09-01 | Cell Therapeutics, Inc. | Amine substituted compounds |
| US5807861A (en) * | 1994-03-24 | 1998-09-15 | Cell Therapeutics, Inc. | Amine substituted xanthinyl compounds |
| DE19540798A1 (de) * | 1995-11-02 | 1997-05-07 | Hoechst Ag | Alkylxanthinphosphonate und Alkylxanthinphosphinoxide und deren Verwendung als Arzneimittel |
| US5965555A (en) * | 1996-06-07 | 1999-10-12 | Hoechst Aktiengesellschaft | Xanthine compounds having terminally animated alkynol side chains |
| US5856330A (en) * | 1996-07-31 | 1999-01-05 | Hoechst Aktiengesellschaft | Use of xanthine derivatives for the inhibition of dephosphorylation of cofilin |
| US5981536A (en) * | 1996-07-31 | 1999-11-09 | Hoechst Aktiengesellschaft | Use of xanthine derivatives for the modulation of apoptosis |
| DE19707655A1 (de) * | 1997-02-26 | 1998-08-27 | Hoechst Ag | Kombinationspräparat zur Anwendung bei Demenz |
| US5985592A (en) * | 1997-06-05 | 1999-11-16 | Dalhousie University | Uses for pentoxifylline or functional derivatives/metabolites thereof |
| US6294350B1 (en) | 1997-06-05 | 2001-09-25 | Dalhousie University | Methods for treating fibroproliferative diseases |
| US6075029A (en) * | 1998-01-02 | 2000-06-13 | Cell Therapeutics, Inc. | Xanthine modulators of metabolism of cellular P-450 |
| US20030207901A1 (en) * | 1999-07-27 | 2003-11-06 | Cell Therapeutics, Inc. | Hydroxyl-containing compounds |
| DE10042152A1 (de) * | 2000-08-26 | 2002-03-28 | Basf Coatings Ag | Mit aktinischer Strahlung aktivierbares Thixotropierungsmittel, Verfahren zu seiner Herstellung und seine Verwendung |
| DE10122390A1 (de) * | 2001-05-09 | 2002-11-28 | Basf Coatings Ag | Carbamat-und/oder Allophanatgruppen enthaltende, thermisch härtbare, thixotrope Gemische |
| DE10139262C1 (de) * | 2001-08-09 | 2003-01-02 | Basf Coatings Ag | Rheologiehilfsmittel, Verfahren zu seiner Herstellung und seine Verwendung |
| EP1497387A1 (fr) * | 2002-04-24 | 2005-01-19 | BASF Coatings Aktiengesellschaft | Melanges thixotropes thermodurcissables contenant des groupes carbamate et/ou allophanate |
| KR100872788B1 (ko) * | 2002-05-28 | 2008-12-09 | 엘지전자 주식회사 | 드럼세탁기 |
| US8686090B2 (en) * | 2003-12-10 | 2014-04-01 | Basf Coatings Gmbh | Use of urea crystals for non-polymeric coatings |
| US20080081816A1 (en) * | 2006-10-03 | 2008-04-03 | Kaohsiung Medical University | Anti-inflammation activity of newly synthesized xanthine derivatives kmup-1 and kmup-3 |
| MX2010009300A (es) * | 2008-02-29 | 2010-11-05 | Concert Pharmaceuticals Inc | Derivados de xantina substituidos. |
| JP2011516464A (ja) * | 2008-03-31 | 2011-05-26 | サン・ファーマシューティカル・インダストリーズ・リミテッド | モルフィナン類似体の改良された調製方法 |
| US8263601B2 (en) | 2009-02-27 | 2012-09-11 | Concert Pharmaceuticals, Inc. | Deuterium substituted xanthine derivatives |
| EP2473052A4 (fr) | 2009-09-02 | 2013-03-20 | Concert Pharmaceuticals Inc | Dérivés de xanthine substitués |
| WO2011028820A1 (fr) | 2009-09-02 | 2011-03-10 | Concert Pharmaceuticals, Inc. | Dérivés substitués de composés [4.3.0] hétéroaryle bicycliques |
| US9074233B2 (en) | 2010-09-01 | 2015-07-07 | Concert Pharmaceuticals, Inc. | Process for preparing an enantiomerically enriched, deuterated secondary alcohol from a corresponding ketone without reducing deuterium incorporation |
| US9085788B2 (en) | 2010-09-01 | 2015-07-21 | Concert Pharmaceuticals, Inc. | Process for preparing an enantiomerically enriched, deuterated secondary alcohol from a corresponding ketone without reducing deuterium incorporation |
| MX2014012384A (es) | 2012-04-13 | 2014-11-26 | Concert Pharmaceuticals Inc | Derivados sustituidos de xantina. |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1245969B (de) * | 1967-08-03 | VEB Arzneimittelwerk Dresden, Radebeul | Verfahren zur Herstellung von Xanthinderivaten | |
| US2517410A (en) * | 1947-08-15 | 1950-08-01 | Searle & Co | Hydroxy alkyl xanthines and the production thereof |
| FR1211333A (fr) * | 1955-10-19 | 1960-03-15 | Boehringer Sohn Ingelheim | Perfectionnements apportés aux procédés pour fabriquer des oxyalcoylxanthines |
| US4576947A (en) * | 1967-12-16 | 1986-03-18 | Hoechst Aktiengesellschaft | Pharmaceutical compositions |
| DE2335170C2 (de) * | 1973-07-11 | 1989-07-20 | Hoechst Ag, 6230 Frankfurt | 1,3-Dialkyl-7-(hydroxyalkyl)-xanthine, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel |
| BE795345A (fr) * | 1972-02-19 | 1973-08-13 | Albert Ag Chem Werke | MEDICAMENT UTILE NOTAMMENT POUR L'IRRIGATION CEREBRALE, PROCEDE DE PREPARATION DE SES MATIERES ACTIVES ET CES MATIERES ElLES-MEMES |
| CH622519A5 (en) * | 1974-07-05 | 1981-04-15 | Hoechst Ag | Process for the preparation of hydroxyalkylxanthines |
| DE2432702C2 (de) * | 1974-07-08 | 1983-01-20 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von Hydroxyalkylxanthinen |
| CA1075690A (fr) * | 1974-12-13 | 1980-04-15 | Hoechst Aktiengesellschaft | Derives de la xanthine |
| DE3062499D1 (en) * | 1979-04-05 | 1983-05-05 | Beecham Wuelfing Gmbh & Co Kg | Dialkoxy- and dioxacycloalkyl-alkyltheobromines, pharmaceutical compositions containing them and their preparation |
| JPS5838284A (ja) * | 1981-09-01 | 1983-03-05 | Teikoku Chem Ind Corp Ltd | １−（５′−オキソヘキシル）−３，７−ジメチルキサンチンの製造方法 |
| DE3138397A1 (de) * | 1981-09-26 | 1983-04-07 | Hoechst Ag, 6230 Frankfurt | "arzneimittel, darin enthaltene vicinale dihydroxyalkylxanthine und herstellungsverfahren fuer diese xanthinverbindungen" |
| US4575795A (en) * | 1983-04-01 | 1986-03-11 | Honeywell Information Systems Inc. | Apparatus for detecting a predetermined character of a data string |
-
1985
- 1985-07-19 DE DE19853525801 patent/DE3525801A1/de not_active Withdrawn
-
1986
- 1986-07-08 AT AT86904158T patent/ATE53211T1/de not_active IP Right Cessation
- 1986-07-08 HU HU863670A patent/HU198486B/hu not_active IP Right Cessation
- 1986-07-08 WO PCT/EP1986/000401 patent/WO1987000523A2/fr active IP Right Grant
- 1986-07-08 AU AU61439/86A patent/AU588350B2/en not_active Ceased
- 1986-07-08 RU SU864355018A patent/RU2051918C1/ru active
- 1986-07-08 EP EP86904158A patent/EP0268585B1/fr not_active Expired - Lifetime
- 1986-07-08 KR KR1019870700245A patent/KR950001019B1/ko not_active IP Right Cessation
- 1986-07-08 JP JP61504113A patent/JPH0788382B2/ja not_active Expired - Lifetime
- 1986-07-08 DE DE8686904158T patent/DE3671627D1/de not_active Expired - Fee Related
- 1986-07-08 US US07/032,729 patent/US4833146A/en not_active Expired - Lifetime
- 1986-07-17 NZ NZ216888A patent/NZ216888A/xx unknown
- 1986-07-17 CS CS545386A patent/CS272766B2/cs unknown
- 1986-07-17 PH PH34027A patent/PH26262A/en unknown
- 1986-07-17 ES ES8600356A patent/ES2001019A6/es not_active Expired
- 1986-07-17 GR GR861866A patent/GR861866B/el unknown
- 1986-07-17 DD DD86292595A patent/DD261156A5/de not_active IP Right Cessation
- 1986-07-18 PT PT83013A patent/PT83013B/pt not_active IP Right Cessation
- 1986-07-18 CA CA000514174A patent/CA1262248A/fr not_active Expired
- 1986-07-18 MX MX925486A patent/MX9254A/es unknown
- 1986-07-18 ZA ZA865374A patent/ZA865374B/xx unknown
- 1986-07-18 AR AR86304545A patent/AR244689A1/es active
- 1986-07-18 TN TNTNSN86111A patent/TNSN86111A1/fr unknown
- 1986-07-18 IL IL79457A patent/IL79457A0/xx not_active IP Right Cessation
- 1986-07-18 IE IE191786A patent/IE59025B1/en not_active IP Right Cessation
- 1986-07-18 CN CN86105835A patent/CN1026112C/zh not_active Expired - Lifetime
- 1986-07-18 MA MA20967A patent/MA20739A1/fr unknown
-
1987
- 1987-03-18 NO NO871111A patent/NO165803C/no not_active IP Right Cessation
- 1987-03-18 DK DK139287A patent/DK157867C/da not_active IP Right Cessation
-
1988
- 1988-01-15 FI FI880174A patent/FI89921C/fi not_active IP Right Cessation
- 1988-01-18 OA OA59264A patent/OA08707A/xx unknown
-
1993
- 1993-05-05 LV LV930291A patent/LV5703A3/xx unknown
- 1993-11-12 LT LTIP1467A patent/LT3869B/lt not_active IP Right Cessation
-
1994
- 1994-02-23 BG BG098535A patent/BG60767B2/bg unknown
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