RU98114081A - ARILETHENSULPHANAMIDE DERIVATIVES AND CONTAINING THEIR PHARMACEUTICAL COMPOSITIONS - Google Patents
ARILETHENSULPHANAMIDE DERIVATIVES AND CONTAINING THEIR PHARMACEUTICAL COMPOSITIONSInfo
- Publication number
- RU98114081A RU98114081A RU98114081/04A RU98114081A RU98114081A RU 98114081 A RU98114081 A RU 98114081A RU 98114081/04 A RU98114081/04 A RU 98114081/04A RU 98114081 A RU98114081 A RU 98114081A RU 98114081 A RU98114081 A RU 98114081A
- Authority
- RU
- Russia
- Prior art keywords
- group
- substituted
- halogen
- lower alkyl
- substituents selected
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 30
- 125000003545 alkoxy group Chemical group 0.000 claims 25
- 125000001424 substituent group Chemical group 0.000 claims 21
- 229910052736 halogen Inorganic materials 0.000 claims 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 9
- 125000003277 amino group Chemical group 0.000 claims 8
- 125000004663 dialkyl amino group Chemical group 0.000 claims 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims 2
- 229930105110 Cyclosporin A Natural products 0.000 claims 2
- 108010036949 Cyclosporine Proteins 0.000 claims 2
- 102000010180 Endothelin receptor Human genes 0.000 claims 2
- 108050001739 Endothelin receptor Proteins 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 229960001265 ciclosporin Drugs 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- -1 2-methoxyphenoxy Chemical group 0.000 claims 1
- KKJUPNGICOCCDW-UHFFFAOYSA-N 7-N,N-Dimethylamino-1,2,3,4,5-pentathiocyclooctane Chemical compound CN(C)C1CSSSSSC1 KKJUPNGICOCCDW-UHFFFAOYSA-N 0.000 claims 1
- 208000009304 Acute Kidney Injury Diseases 0.000 claims 1
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims 1
- 206010002388 Angina unstable Diseases 0.000 claims 1
- 206010003210 Arteriosclerosis Diseases 0.000 claims 1
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims 1
- RMVFLRQZBWOPAB-UHFFFAOYSA-N CC(CC1=CC=CC=C1)S(NC1=NC(C2=NC=CC=N2)=NC(OC)=C1OC(C=CC=C1)=C1OC)(=O)=O Chemical compound CC(CC1=CC=CC=C1)S(NC1=NC(C2=NC=CC=N2)=NC(OC)=C1OC(C=CC=C1)=C1OC)(=O)=O RMVFLRQZBWOPAB-UHFFFAOYSA-N 0.000 claims 1
- QSBSRJBUVAXJLN-UHFFFAOYSA-N CCC(CC1=CC=CC=C1)S(=O)(=O)NC2=C(C(=NC(=N2)C3=NC=CC=N3)OC)OC4=CC=CC=C4OC Chemical compound CCC(CC1=CC=CC=C1)S(=O)(=O)NC2=C(C(=NC(=N2)C3=NC=CC=N3)OC)OC4=CC=CC=C4OC QSBSRJBUVAXJLN-UHFFFAOYSA-N 0.000 claims 1
- GMHZCZMVPLFOGB-UHFFFAOYSA-N COC1=CC=CC=C1OC2=C(N=C(N=C2OCC#C)C3=NC=CC=N3)NS(=O)(=O)CCC4=CC=CC=C4 Chemical compound COC1=CC=CC=C1OC2=C(N=C(N=C2OCC#C)C3=NC=CC=N3)NS(=O)(=O)CCC4=CC=CC=C4 GMHZCZMVPLFOGB-UHFFFAOYSA-N 0.000 claims 1
- YXEGLNSOMDYFKD-UHFFFAOYSA-N COC1=CC=CC=C1OC2=C(N=C(N=C2OCCF)C3=NC=CC=N3)NS(=O)(=O)CCC4=CC=CC=C4 Chemical compound COC1=CC=CC=C1OC2=C(N=C(N=C2OCCF)C3=NC=CC=N3)NS(=O)(=O)CCC4=CC=CC=C4 YXEGLNSOMDYFKD-UHFFFAOYSA-N 0.000 claims 1
- 206010059109 Cerebral vasoconstriction Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010009126 Chronic respiratory failure Diseases 0.000 claims 1
- 201000006306 Cor pulmonale Diseases 0.000 claims 1
- 208000007342 Diabetic Nephropathies Diseases 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- 102000003951 Erythropoietin Human genes 0.000 claims 1
- 108090000394 Erythropoietin Proteins 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 206010018364 Glomerulonephritis Diseases 0.000 claims 1
- 206010019663 Hepatic failure Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000029523 Interstitial Lung disease Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 206010036590 Premature baby Diseases 0.000 claims 1
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims 1
- 208000004186 Pulmonary Heart Disease Diseases 0.000 claims 1
- 206010037423 Pulmonary oedema Diseases 0.000 claims 1
- 208000003782 Raynaud disease Diseases 0.000 claims 1
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 1
- 208000001647 Renal Insufficiency Diseases 0.000 claims 1
- 208000033626 Renal failure acute Diseases 0.000 claims 1
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims 1
- 208000032851 Subarachnoid Hemorrhage Diseases 0.000 claims 1
- 208000007814 Unstable Angina Diseases 0.000 claims 1
- 206010046543 Urinary incontinence Diseases 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 201000011040 acute kidney failure Diseases 0.000 claims 1
- 206010000891 acute myocardial infarction Diseases 0.000 claims 1
- 208000012998 acute renal failure Diseases 0.000 claims 1
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims 1
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 239000005557 antagonist Substances 0.000 claims 1
- 208000037849 arterial hypertension Diseases 0.000 claims 1
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 208000020832 chronic kidney disease Diseases 0.000 claims 1
- 208000022831 chronic renal failure syndrome Diseases 0.000 claims 1
- 230000007882 cirrhosis Effects 0.000 claims 1
- 208000019425 cirrhosis of liver Diseases 0.000 claims 1
- 229930182912 cyclosporin Natural products 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229940105423 erythropoietin Drugs 0.000 claims 1
- 208000030603 inherited susceptibility to asthma Diseases 0.000 claims 1
- 201000004332 intermediate coronary syndrome Diseases 0.000 claims 1
- 208000001286 intracranial vasospasm Diseases 0.000 claims 1
- 230000000302 ischemic effect Effects 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 201000006370 kidney failure Diseases 0.000 claims 1
- 210000004185 liver Anatomy 0.000 claims 1
- 208000007903 liver failure Diseases 0.000 claims 1
- 231100000835 liver failure Toxicity 0.000 claims 1
- NGLUZGYJAMFNPH-UHFFFAOYSA-N n-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]-2-phenylethanesulfonamide Chemical compound COC1=CC=CC=C1OC(C(=NC(=N1)C=2N=CC=CN=2)OCCO)=C1NS(=O)(=O)CCC1=CC=CC=C1 NGLUZGYJAMFNPH-UHFFFAOYSA-N 0.000 claims 1
- HKVAMTJHUNKYQI-UHFFFAOYSA-N n-[6-methoxy-5-(2-methoxyphenoxy)-2-pyrimidin-2-ylpyrimidin-4-yl]-2-phenylethanesulfonamide Chemical compound COC1=CC=CC=C1OC(C(=NC(=N1)C=2N=CC=CN=2)OC)=C1NS(=O)(=O)CCC1=CC=CC=C1 HKVAMTJHUNKYQI-UHFFFAOYSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 230000003836 peripheral circulation Effects 0.000 claims 1
- OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical compound [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 claims 1
- 201000011461 pre-eclampsia Diseases 0.000 claims 1
- 230000002028 premature Effects 0.000 claims 1
- 230000000069 prophylactic effect Effects 0.000 claims 1
- 208000005333 pulmonary edema Diseases 0.000 claims 1
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 1
- 208000002815 pulmonary hypertension Diseases 0.000 claims 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 201000004193 respiratory failure Diseases 0.000 claims 1
- 230000029058 respiratory gaseous exchange Effects 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
Claims (10)
где Аr - необязательно замещенный арил или необязательно замещенный 5-6-членный гетероарил;
Х - атом кислорода, атом серы или группа формулы -NH-;
Y - атом кислорода или серы;
R1 - атом водорода, необязательно галогензамещенный низший алкил, циклоалкил, необязательно замещенный арил или необязательно замещенный 5-6-членный гетероарил;
R2 - низший алкил, низший алкенил или низший алкинил, каждый из которых может быть замещен 1-3 заместителями, выбранными из группы, состоящей из гидроксигруппы, низшей алкоксигруппы, циклоалкила, галогена, карбоксигруппы и низшего алкоксикарбонила;
R3 - фенил, который может быть замещен 1-4 заместителями, выбранными из группы, состоящей из необязательно галогензамещенного низшего алкила, алкоксигруппы, галогена, низшей алкилтиогруппы, низшего алкилсульфинила, низшего алкансульфонила, карбоксигруппы, низшего алкоксикарбонила и карбамоила; и
R4 и R5, которые могут быть одинаковыми или различными, - атом водорода или низший алкил.1. Derived arylethenesulfonamide of the formula I, or its pharmaceutically acceptable salt
where Ar is optionally substituted aryl or optionally substituted 5-6 membered heteroaryl;
X is an oxygen atom, a sulfur atom or a group of the formula —NH—;
Y is an oxygen or sulfur atom;
R 1 is a hydrogen atom, optionally halogen-substituted lower alkyl, cycloalkyl, optionally substituted aryl, or optionally substituted 5-6 membered heteroaryl;
R 2 is lower alkyl, lower alkenyl or lower alkynyl, each of which may be substituted by 1-3 substituents selected from the group consisting of hydroxy, lower alkoxy, cycloalkyl, halogen, carboxy and lower alkoxycarbonyl;
R 3 is phenyl, which may be substituted with 1-4 substituents selected from the group consisting of optionally halogen-substituted lower alkyl, alkoxy, halogen, lower alkylthio, lower alkylsulfinyl, lower alkanesulfonyl, carboxy, lower alkoxycarbonyl and carbamoyl; and
R 4 and R 5 , which may be the same or different, are a hydrogen atom or lower alkyl.
N-[6-(2-гидроксиэтокси)-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил]-2-фенилэтенсульфонамид,
N-[6-метокси-5-(2-метоксифенокси)-2-(2-пиримидинил)- 4-пиримидинил]-2-фенилэтенсульфонамид,
N-[6-(2-фторэтокси)-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил]-2-фенилэтенсульфонамид,
N-[6-(2-пропинилокси)-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил]-2-фенилэтенсульфонамид,
N-[6-метокси-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил] -1-метил-2-фенилэтенсульфонамид,
N-[6-метокси-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил] -1-этил-2-фенилэтенсульфонамид, и
N-[6-метокси-5-(2-метоксифенокси)-2-(2-пиримидинил)-4-пиримидинил] -2-(2-тиенил)этенсульфонамид.7. The compound according to claim 1, which is selected from the group comprising the following compounds and their salts:
N- [6- (2-hydroxyethoxy) -5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -2-phenylethanesulfonamide,
N- [6-methoxy-5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -2-phenylethanesulfonamide,
N- [6- (2-fluoroethoxy) -5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -2-phenylethanesulfonamide,
N- [6- (2-propynyloxy) -5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -2-phenylethanesulfonamide,
N- [6-methoxy-5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -1-methyl-2-phenylethanesulfonamide,
N- [6-methoxy-5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -1-ethyl-2-phenylethanesulfonamide, and
N- [6-methoxy-5- (2-methoxyphenoxy) -2- (2-pyrimidinyl) -4-pyrimidinyl] -2- (2-thienyl) ethenesulfonamide.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33211195 | 1995-12-20 | ||
| JPHEI-7-332111 | 1995-12-20 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU98114081A true RU98114081A (en) | 2000-04-27 |
| RU2172735C2 RU2172735C2 (en) | 2001-08-27 |
Family
ID=18251283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU98114081/04A RU2172735C2 (en) | 1995-12-20 | 1996-12-19 | Arylethenosulfoneamide derivatives and pharmaceutical composition |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6083955A (en) |
| EP (1) | EP0882719B1 (en) |
| JP (1) | JP3087968B2 (en) |
| KR (1) | KR100456650B1 (en) |
| CN (1) | CN1102580C (en) |
| AT (1) | ATE201202T1 (en) |
| AU (1) | AU703386B2 (en) |
| BR (1) | BR9612061A (en) |
| DE (1) | DE69612874T2 (en) |
| ES (1) | ES2156305T3 (en) |
| HU (1) | HUP0000474A3 (en) |
| RU (1) | RU2172735C2 (en) |
| TW (1) | TW414792B (en) |
| WO (1) | WO1997022595A1 (en) |
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| GB0003234D0 (en) * | 2000-02-11 | 2000-04-05 | Pfizer Ltd | Method of treatment |
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| JPS5222003A (en) * | 1975-08-13 | 1977-02-19 | Hitachi Ltd | Process for removing hydrogen sulfide from hot gas |
| US5591761A (en) * | 1993-05-20 | 1997-01-07 | Texas Biotechnology Corporation | Thiophenyl-, furyl-and pyrrolyl-sulfonamides and derivatives thereof that modulate the activity of endothelin |
| TW270116B (en) * | 1991-04-25 | 1996-02-11 | Hoffmann La Roche | |
| RU2086544C1 (en) * | 1991-06-13 | 1997-08-10 | Хоффманн-Ля Рош АГ | Benzenesulfonamide derivatives of pyrimidine or their salts, pharmaceutical composition for treatment of diseases associated with endothelin activity |
| TW287160B (en) * | 1992-12-10 | 1996-10-01 | Hoffmann La Roche | |
| TW394761B (en) * | 1993-06-28 | 2000-06-21 | Hoffmann La Roche | Novel Sulfonylamino Pyrimidines |
| IL111959A (en) * | 1993-12-17 | 2000-07-16 | Tanabe Seiyaku Co | N-(polysubstituted pyrimidin-4-yl) benzenesulfonamide derivatives their preparation and pharmaceutical compositions containing them |
| JPH07332111A (en) * | 1994-06-07 | 1995-12-22 | Nippon Muki Co Ltd | Air filter device |
-
1996
- 1996-12-19 AU AU11710/97A patent/AU703386B2/en not_active Ceased
- 1996-12-19 BR BR9612061A patent/BR9612061A/en active Search and Examination
- 1996-12-19 TW TW085115694A patent/TW414792B/en not_active IP Right Cessation
- 1996-12-19 ES ES96942574T patent/ES2156305T3/en not_active Expired - Lifetime
- 1996-12-19 EP EP96942574A patent/EP0882719B1/en not_active Expired - Lifetime
- 1996-12-19 CN CN96199036A patent/CN1102580C/en not_active Expired - Fee Related
- 1996-12-19 KR KR10-1998-0704531A patent/KR100456650B1/en not_active Expired - Fee Related
- 1996-12-19 RU RU98114081/04A patent/RU2172735C2/en not_active IP Right Cessation
- 1996-12-19 JP JP09522664A patent/JP3087968B2/en not_active Expired - Fee Related
- 1996-12-19 WO PCT/JP1996/003701 patent/WO1997022595A1/en not_active Ceased
- 1996-12-19 HU HU0000474A patent/HUP0000474A3/en active IP Right Revival
- 1996-12-19 AT AT96942574T patent/ATE201202T1/en not_active IP Right Cessation
- 1996-12-19 US US09/091,524 patent/US6083955A/en not_active Expired - Fee Related
- 1996-12-19 DE DE69612874T patent/DE69612874T2/en not_active Expired - Lifetime
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