RU94011565A - THIOXANTENONE COMPOUNDS, THEIR USE, ANTI-SMALL COMPOSITION - Google Patents
THIOXANTENONE COMPOUNDS, THEIR USE, ANTI-SMALL COMPOSITIONInfo
- Publication number
- RU94011565A RU94011565A RU94011565/04A RU94011565A RU94011565A RU 94011565 A RU94011565 A RU 94011565A RU 94011565/04 A RU94011565/04 A RU 94011565/04A RU 94011565 A RU94011565 A RU 94011565A RU 94011565 A RU94011565 A RU 94011565A
- Authority
- RU
- Russia
- Prior art keywords
- lower alkyl
- hydroxyl
- hydrogen
- thioxantenone
- compounds
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims 2
- 239000000203 mixture Substances 0.000 title claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000000471 iminomethylidene group Chemical group [H]N=C=* 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000000259 anti-tumor Effects 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- -1 methoxy, hydroxyl Chemical group 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 0 *C(CCC1*)C(C(C2)C2C2C3CCCC2)C1C3=O Chemical compound *C(CCC1*)C(C(C2)C2C2C3CCCC2)C1C3=O 0.000 description 1
Claims (1)
где (1) n равно 2 или 3; R1 и R2 - независимо друг от друга низший алкил; Q - остаток, выбранный из группы, состоящей из CH2NHR3, CH2N(R4)SO2R7, CH2NHCHO, CH = N - AR, C(O)NR5R6, CH2N(P4)C(O)R7, CH2N(C2H5)CHO, CH2N(R4)P(O)(O-низший алкил)2, CH2N = CH - N(R9)(R1 0),
CH2N(R4)C(O)CF3 и CH2N(R4)C(O)OR7; R3 - водород или низший алкил; R4 - водород, низший алкил или Ar; R5 - водород или низший алкил; R7 - низший алкил или Ar; R8 - гидроксил; Ar - фенил или фенил, замещенный метилом, метокси, гидроксилом, галоидом или нитрогруппой; и R9 и R1 0 - независимо друг от друга, низший алкил; (2) Q - остаток, выбранный из группы, состоящей из CHN(R4)SO2R7, CH =N-AR, C(O)NR5R6, CH2N(R4)C(O)R7, CH2N(R4)P(O) (O-низший алкил)2, CH2N(R4)C(O)CF3 и CH2N(R4)C(O)OR7; R8 - водород, низший алкил, низший алкокси или гидроксил; Ar - фенил, замещенный гидроксилом и n, R1, R2, R4, R5, R6 и R7 принимают значения, определенные в части (1), при условии, что один или более из R4, R5 или R7 - Ar; или (3) Q - остаток, выбранный из группы, состоящей из CH2N= CHN(R9)(R1 0), CH2N(R4)C(O)CF3 и CH2N(R4)C(O)OR7; R8 - водород, низший алкил, низший алкокси или гидроксил; и n, R1, R2, R4, R7, Ar, R9 и R1 0 принимают значения, определенные в части (1), или их фармацевтически приемлемые кислотно-аддитивные соли или сольваты. Патентуются также композиции, содержащие тиоксантеноны, и методы лечения опухолей и заболеваний рака у млекопитающих с использованием тиоксантенонов.Patented compounds with antitumor activity, structure:
where (1) n is 2 or 3; R 1 and R 2 are independently lower alkyl; Q is a residue selected from the group consisting of CH 2 NHR 3 , CH 2 N (R 4 ) SO 2 R 7 , CH 2 NHCHO, CH = N - AR, C (O) NR 5 R 6 , CH 2 N ( P 4 ) C (O) R 7 , CH 2 N (C 2 H 5 ) CHO, CH 2 N (R 4 ) P (O) (O-lower alkyl) 2 , CH 2 N = CH - N (R 9 ) (R 1 0 ),
CH 2 N (R 4 ) C (O) CF 3 and CH 2 N (R 4 ) C (O) OR 7 ; R 3 is hydrogen or lower alkyl; R 4 is hydrogen, lower alkyl or Ar; R 5 is hydrogen or lower alkyl; R 7 is lower alkyl or Ar; R 8 is hydroxyl; Ar is phenyl or phenyl substituted by methyl, methoxy, hydroxyl, halogen or nitro; and R 9 and R 1 0 - independently of each other, lower alkyl; (2) Q is a residue selected from the group consisting of CHN (R 4 ) SO 2 R 7 , CH = N-AR, C (O) NR 5 R 6 , CH 2 N (R 4 ) C (O) R 7 , CH 2 N (R 4 ) P (O) (O-lower alkyl) 2 , CH 2 N (R 4 ) C (O) CF 3 and CH 2 N (R 4 ) C (O) OR 7 ; R 8 is hydrogen, lower alkyl, lower alkoxy or hydroxyl; Ar is phenyl substituted by hydroxyl and n, R 1 , R 2 , R 4 , R 5 , R 6 and R 7 take the values defined in part (1), provided that one or more of R 4 , R 5 or R 7 - Ar; or (3) Q is a residue selected from the group consisting of CH 2 N = CHN (R 9 ) (R 1 0 ), CH 2 N (R 4 ) C (O) CF 3 and CH 2 N (R 4 ) C (O) OR 7 ; R 8 is hydrogen, lower alkyl, lower alkoxy or hydroxyl; and n, R 1 , R 2 , R 4 , R 7 , Ar, R 9 and R 1 0 are as defined in paragraph (1), or their pharmaceutically acceptable acid addition salts or solvates. Thioxantenone-containing compositions and methods for treating tumors and cancer diseases in mammals using thioxantenones are also patented.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US044843 | 1993-04-08 | ||
US08/044,843 US5346917A (en) | 1991-06-10 | 1993-04-08 | Thioxanthenone antitumor agents |
Publications (2)
Publication Number | Publication Date |
---|---|
RU94011565A true RU94011565A (en) | 1996-01-27 |
RU2138495C1 RU2138495C1 (en) | 1999-09-27 |
Family
ID=21934632
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU94011565A RU2138495C1 (en) | 1993-04-08 | 1994-04-07 | Thioxanthenone compounds and pharmaceutical compositions showing antitumor activity |
Country Status (24)
Country | Link |
---|---|
US (2) | US5346917A (en) |
EP (3) | EP0882723B1 (en) |
JP (1) | JPH06340655A (en) |
KR (1) | KR100344136B1 (en) |
AT (3) | ATE181068T1 (en) |
AU (1) | AU679717B2 (en) |
CA (1) | CA2120782C (en) |
CZ (1) | CZ289473B6 (en) |
DE (3) | DE69434216T2 (en) |
DK (3) | DK0882723T3 (en) |
ES (3) | ES2134314T3 (en) |
FI (2) | FI941638A (en) |
GR (1) | GR3030949T3 (en) |
HU (1) | HUT67899A (en) |
IL (1) | IL109241A (en) |
MY (1) | MY131770A (en) |
NO (1) | NO306947B1 (en) |
NZ (1) | NZ260255A (en) |
PT (2) | PT882723E (en) |
RU (1) | RU2138495C1 (en) |
SG (1) | SG52765A1 (en) |
SK (1) | SK283799B6 (en) |
TW (1) | TW242623B (en) |
UA (1) | UA41281C2 (en) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5665760A (en) * | 1995-09-18 | 1997-09-09 | Sanofi Winthrop, Inc. | Lyophilized thioxanthenone antitumor agents |
US7126011B2 (en) * | 2000-11-15 | 2006-10-24 | Prom Limited | Process for the preparation of thioxanthones |
GB0115893D0 (en) * | 2001-06-28 | 2001-08-22 | Sanofi Synthelabo | Formulations |
US20030212061A1 (en) * | 2002-03-12 | 2003-11-13 | Haydar Simon N. | Aza-thioxanthenones with antitumor activity |
US6747039B2 (en) * | 2002-03-12 | 2004-06-08 | Albany Molecular Research, Inc. | Aza-benzothiopyranoindazoles with antitumor activity |
EP1567515A4 (en) * | 2002-11-18 | 2008-04-23 | Arqule Inc | Novel lapachone compounds and methods of use thereof |
US6767919B2 (en) * | 2002-12-17 | 2004-07-27 | Walker Cancer Research Institute, Inc. | High specificity anticancer agents |
US20080114055A1 (en) * | 2006-11-10 | 2008-05-15 | Zoltan Laboratories Llc | Thioxanthone Compounds to Reverse Weight Loss |
US20080207738A1 (en) * | 2007-02-28 | 2008-08-28 | Cancure Laboratories, Llc | Drug combinations to treat drug resistant tumors |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3312598A (en) * | 1965-06-14 | 1967-04-04 | Sterling Drug Inc | Fermentative oxidation of substituted thioxanthenes and xanthenes |
US3745172A (en) * | 1970-10-05 | 1973-07-10 | Sterling Drug Inc | 1-(di-(lower-alkyl)aminoalkylamino)-9-oxothioxanthenes |
US4539412A (en) * | 1982-07-08 | 1985-09-03 | Rensselaer Polytechnic Institute | 7-Hydroxylucanthone, 7-hydroxhycanthone and their analogs |
GB8400203D0 (en) * | 1984-01-05 | 1984-02-08 | Wellcome Found | Tricyclic compounds |
US4582851A (en) * | 1984-02-06 | 1986-04-15 | Warner-Lambert Company | Anti-bacterial 1,4-aminoalkylamino-9H-thioxanthen-9-one derivatives, compositions, and method of use therefor |
AU642596B2 (en) * | 1991-06-10 | 1993-10-21 | Sanofi-Synthelabo | Thioxanthenone antitumor agents |
US5091410A (en) * | 1991-06-10 | 1992-02-25 | Sterling Winthrop Inc. | Thioxanthenone antitumor agents |
-
1993
- 1993-04-08 US US08/044,843 patent/US5346917A/en not_active Expired - Lifetime
-
1994
- 1994-03-15 TW TW083102225A patent/TW242623B/zh active
- 1994-03-23 US US08/216,989 patent/US5380749A/en not_active Expired - Lifetime
- 1994-03-30 CZ CZ1994748A patent/CZ289473B6/en unknown
- 1994-03-31 DK DK98113469T patent/DK0882723T3/en active
- 1994-03-31 EP EP98113469A patent/EP0882723B1/en not_active Expired - Lifetime
- 1994-03-31 AT AT94200892T patent/ATE181068T1/en not_active IP Right Cessation
- 1994-03-31 PT PT98113469T patent/PT882723E/en unknown
- 1994-03-31 DK DK02000949T patent/DK1197491T3/en active
- 1994-03-31 DE DE69434216T patent/DE69434216T2/en not_active Expired - Fee Related
- 1994-03-31 EP EP02000949A patent/EP1197491B1/en not_active Expired - Lifetime
- 1994-03-31 ES ES94200892T patent/ES2134314T3/en not_active Expired - Lifetime
- 1994-03-31 ES ES98113469T patent/ES2180100T3/en not_active Expired - Lifetime
- 1994-03-31 AT AT02000949T patent/ATE286043T1/en not_active IP Right Cessation
- 1994-03-31 PT PT02000949T patent/PT1197491E/en unknown
- 1994-03-31 AT AT98113469T patent/ATE221524T1/en not_active IP Right Cessation
- 1994-03-31 EP EP94200892A patent/EP0619315B1/en not_active Expired - Lifetime
- 1994-03-31 ES ES02000949T patent/ES2234935T3/en not_active Expired - Lifetime
- 1994-03-31 DK DK94200892T patent/DK0619315T3/en active
- 1994-03-31 DE DE69418929T patent/DE69418929T2/en not_active Expired - Fee Related
- 1994-03-31 DE DE69431131T patent/DE69431131T2/en not_active Expired - Fee Related
- 1994-04-05 SK SK390-94A patent/SK283799B6/en unknown
- 1994-04-07 AU AU59301/94A patent/AU679717B2/en not_active Ceased
- 1994-04-07 CA CA002120782A patent/CA2120782C/en not_active Expired - Fee Related
- 1994-04-07 MY MYPI94000837A patent/MY131770A/en unknown
- 1994-04-07 NZ NZ260255A patent/NZ260255A/en unknown
- 1994-04-07 HU HU9400992A patent/HUT67899A/en unknown
- 1994-04-07 RU RU94011565A patent/RU2138495C1/en not_active IP Right Cessation
- 1994-04-07 IL IL10924194A patent/IL109241A/en unknown
- 1994-04-07 KR KR1019940007216A patent/KR100344136B1/en not_active IP Right Cessation
- 1994-04-08 FI FI941638A patent/FI941638A/en not_active IP Right Cessation
- 1994-04-08 NO NO941288A patent/NO306947B1/en unknown
- 1994-04-08 UA UA94005173A patent/UA41281C2/en unknown
- 1994-04-08 JP JP6070540A patent/JPH06340655A/en active Pending
-
1995
- 1995-03-31 SG SG1996009160A patent/SG52765A1/en unknown
-
1999
- 1999-08-10 GR GR990402030T patent/GR3030949T3/en unknown
-
2004
- 2004-12-30 FI FI20041691A patent/FI20041691A/en not_active IP Right Cessation
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