JP2000505792A - ピペラジン誘導体を用いる腫瘍細胞死誘導法 - Google Patents
ピペラジン誘導体を用いる腫瘍細胞死誘導法Info
- Publication number
- JP2000505792A JP2000505792A JP9527060A JP52706097A JP2000505792A JP 2000505792 A JP2000505792 A JP 2000505792A JP 9527060 A JP9527060 A JP 9527060A JP 52706097 A JP52706097 A JP 52706097A JP 2000505792 A JP2000505792 A JP 2000505792A
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- cells
- cancer
- nco
- human
- cancer cells
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- 229940026778 other chemotherapeutics in atc Drugs 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- GVAZSRWUCPRWEJ-UHFFFAOYSA-N oxirane piperazine Chemical class C1CO1.N1CCNCC1 GVAZSRWUCPRWEJ-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000000137 peptide hydrolase inhibitor Substances 0.000 description 1
- 210000003200 peritoneal cavity Anatomy 0.000 description 1
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- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
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- 102000036213 phospholipid binding proteins Human genes 0.000 description 1
- 238000000554 physical therapy Methods 0.000 description 1
- 230000037074 physically active Effects 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 208000014081 polyp of colon Diseases 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 210000005267 prostate cell Anatomy 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
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- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
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- 230000004565 tumor cell growth Effects 0.000 description 1
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- 231100000588 tumorigenic Toxicity 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.増殖性、前癌性または腫瘍細胞における細胞死誘導のための医薬の調製にお ける、一般式I [式中、 R1は、ヒドロキシル、C1−4アルコキシル、C1−4アルキルカルボニルオキ シメトキシル、フェニルC1−2アルキルアミノ基、2,5−ピロリジンジオン −1−アルコキシル(C1−4)、または (式中、X1は化学結合またはC1−2アルキレンであり、X2は水素、またはX1 がメチレンであるときX1と5員環を形成するカルボキシルであり、X3は水素 またはC1−2アルキルであり、X4は水素またはC1−2アルキルであるか、 あるいはX3とX4が合一して5員環を形成し、ただし、X2、X3およびX4の少 なくとも一つが水素である)であり、 R2はC3−4アルキルであり、R3はC1−4アルキル、 (式中、nは0〜3の整数である)] の化合物または薬剤学的に許容し得るその塩の使用。 2.該化合物が次の一般式 [式中、R4は からなる群より選択され、そして R6は、−(CH2)2CH3、−CH2CH(CH3)2および−C(CH3)3から なる群より選択される] で表される請求項1に記載の使用。 3.該化合物が次の一般式 [式中、R4は からなる群より選択され、そして R6は、−(CH2)2CH3、−CH2CH(CH3)2および−C(CH3)3から なる群より選択される] で表される請求項1に記載の使用。 4.該化合物が硫酸塩である請求項1に記載の使用。 5.処理対象の該腫瘍細胞がヒト乳癌細胞、ヒト黒色腫細胞、ヒト卵巣癌細胞、 ヒト大腸癌細胞、ヒト膵臓癌細胞およびヒト前立腺癌細胞からなる群より選択さ れることを特徴とする請求項1に記載の使用。 6.処理対象の該腫瘍細胞が未分化癌細胞である請求項1に記載の使用。 7.処理対象の該腫瘍細胞が活性mdr遺伝子を有する請求項1に記載の使用。 8.多剤耐性腫瘍細胞の治療のための化学療法を増強するための医薬の調製にお ける、一般式I [式中、 R1は、ヒドロキシル、C1−4アルコキシル、C1−4アルキルカルボニルオ キシメトキシル、フェニルC1−2アルキルアミノ基、2,5−ピロリジンジオ ン−1−アルコキシル(C1−4)、または (式中、X1は化学結合またはC1−2アルキレンであり、X2は水素、またはX1 がメチレンであるときX1と5員環を形成するカルボキシルであり、X3は水素 またはC1−2アルキルであり、X4は水素またはC1−2アルキルであるか、 あるいはX3とX4が合一して5員環を形成し、ただし、X2、X3およびX4の少 なくとも一つが水素である)であり、 R2はC3−4アルキルであり、R3はC1−4アルキル、 (式中、nは0〜3の整数である)] の化合物または薬剤学的に許容し得るその塩の使用。 9.該化学療法が少なくともビンブラスチンまたはアドリアマイシンの投与であ る請求項8に記載の使用。 10.該化合物が次の一般式 [式中、R4は からなる群より選択され、そして R6は、−(CH2)2CH3、−CH2CH(CH3)2および−C(CH3)3から なる群より選択される] で表される請求項8に記載の使用。 11.該化合物が次の一般式 [式中、R4は からなる群より選択され、そして R6は、−(CH2)2CH3、−CH2CH(CH3)2および−C(CH3)3から なる群より選択される] で表される請求項8に記載の使用。 12.該化合物が硫酸塩である請求項8に記載の使用。 13.処理対象の該腫瘍細胞が、ヒト乳癌細胞、ヒト黒色腫細胞、ヒト卵巣癌細 胞、ヒト大腸癌細胞、ヒト膵臓癌細胞およびヒト前立腺癌細胞からなる群より選 択されることを特徴とする請求項8に記載の使用。 14.処理対象の該腫瘍細胞が未分化癌細胞である請求項8に記載の使用。 15.処理対象の該腫瘍細胞が活性mdr遺伝子を有する請求項8に記載の使用 。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/592,540 US5733911A (en) | 1996-01-26 | 1996-01-26 | Method for inducing death of neoplastic cells using piperazne derivatives |
US08/592,540 | 1996-01-26 | ||
PCT/US1997/001231 WO1997026881A1 (en) | 1996-01-26 | 1997-01-24 | Method for inducing death of neoplastic cells using piperazine oxirane derivatives |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2000505792A true JP2000505792A (ja) | 2000-05-16 |
JP2000505792A5 JP2000505792A5 (ja) | 2004-11-11 |
JP4117404B2 JP4117404B2 (ja) | 2008-07-16 |
Family
ID=24371096
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP52706097A Expired - Fee Related JP4117404B2 (ja) | 1996-01-26 | 1997-01-24 | ピペラジン誘導体を用いる腫瘍細胞死誘導法 |
Country Status (14)
Country | Link |
---|---|
US (3) | US5733911A (ja) |
EP (1) | EP0877614B1 (ja) |
JP (1) | JP4117404B2 (ja) |
KR (1) | KR100468271B1 (ja) |
CN (1) | CN1220490C (ja) |
AR (1) | AR005569A1 (ja) |
AT (1) | ATE219676T1 (ja) |
AU (1) | AU731125B2 (ja) |
CA (1) | CA2242657A1 (ja) |
DE (1) | DE69713570T2 (ja) |
ID (1) | ID18975A (ja) |
TW (1) | TW475897B (ja) |
WO (1) | WO1997026881A1 (ja) |
ZA (1) | ZA97676B (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
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EA000438B1 (ru) * | 1995-03-31 | 1999-08-26 | Ниппон Кемифар Ко., Лтд. | Производные эпоксиянтарной кислоты |
US5733911A (en) * | 1996-01-26 | 1998-03-31 | Hitachi Chemical Co., Ltd. | Method for inducing death of neoplastic cells using piperazne derivatives |
AU8997898A (en) * | 1997-09-04 | 1999-03-22 | Nippon Chemiphar Co. Ltd. | Epoxysuccinamide derivatives |
EP1094063A1 (en) * | 1999-10-18 | 2001-04-25 | Applied Research Systems ARS Holding N.V. | 9-(Piperazinylalkyl)carbazoles as Bax-modulators |
US6376514B1 (en) * | 2000-10-17 | 2002-04-23 | The Procter & Gamble Co. | Substituted six-membered heterocyclic compounds useful for treating multidrug resistance and compositions and methods thereof |
US6693099B2 (en) | 2000-10-17 | 2004-02-17 | The Procter & Gamble Company | Substituted piperazine compounds optionally containing a quinolyl moiety for treating multidrug resistance |
AU2002213408A1 (en) * | 2000-10-23 | 2002-05-06 | The Arizona Disease Control Research Commission | Anticancer agents based on regulation of protein prenylation |
WO2003044535A1 (en) * | 2001-11-22 | 2003-05-30 | Mehmet Ozturk | Method, antigen and antibody for distinguishing viable and apoptotic cells |
CN112472699A (zh) * | 2013-07-26 | 2021-03-12 | 种族肿瘤学公司 | 改善比生群及衍生物的治疗益处的组合方法 |
PL407922A1 (pl) * | 2014-04-16 | 2015-10-26 | Wrocławskie Centrum Badań Eit + Spółka Z Ograniczoną Odpowiedzialnością | Nowe bisfosfoniany i ich zastosowanie |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55115878A (en) * | 1979-02-27 | 1980-09-06 | Taisho Pharmaceut Co Ltd | Epoxysuccinic acid derivative |
JPS55153778A (en) * | 1979-05-17 | 1980-11-29 | Taisho Pharmaceut Co Ltd | Epoxysuccinylamino acid derivative |
US4474800A (en) * | 1980-05-13 | 1984-10-02 | Taisho Pharmaceutical Co., Ltd. | Epoxysuccinyl amino acid derivatives |
JPS57169478A (en) * | 1981-04-10 | 1982-10-19 | Nippon Chemiphar Co Ltd | Piperazine derivative |
JPS6276A (ja) * | 1985-03-26 | 1987-01-06 | Toyo Jozo Co Ltd | 酵素阻害性新規物質 |
JPH0832698B2 (ja) * | 1987-05-08 | 1996-03-29 | 日本ケミファ株式会社 | ピペラジン誘導体 |
US5214056A (en) * | 1989-12-27 | 1993-05-25 | Japan Tobacco Inc. | 1,3,2-dioxathiolane oxide derivative |
WO1993006143A1 (fr) * | 1991-09-19 | 1993-04-01 | Cray Valley Sa | Resines de petrole thermiquement stables, leur procede de preparation et leur application a la formulation d'adhesifs thermofusibles |
JPH0641067A (ja) * | 1992-04-20 | 1994-02-15 | Kitasato Inst:The | 新規カルパイン阻害物質kp−1241及びその製造法 |
ES2124281T3 (es) * | 1992-12-25 | 1999-02-01 | Mitsubishi Chem Corp | Derivados de alfa-aminocetonas. |
US5733911A (en) * | 1996-01-26 | 1998-03-31 | Hitachi Chemical Co., Ltd. | Method for inducing death of neoplastic cells using piperazne derivatives |
-
1996
- 1996-01-26 US US08/592,540 patent/US5733911A/en not_active Expired - Fee Related
-
1997
- 1997-01-24 WO PCT/US1997/001231 patent/WO1997026881A1/en active IP Right Grant
- 1997-01-24 JP JP52706097A patent/JP4117404B2/ja not_active Expired - Fee Related
- 1997-01-24 KR KR10-1998-0705786A patent/KR100468271B1/ko not_active IP Right Cessation
- 1997-01-24 CA CA002242657A patent/CA2242657A1/en not_active Abandoned
- 1997-01-24 DE DE69713570T patent/DE69713570T2/de not_active Expired - Fee Related
- 1997-01-24 AU AU18402/97A patent/AU731125B2/en not_active Ceased
- 1997-01-24 EP EP97903981A patent/EP0877614B1/en not_active Expired - Lifetime
- 1997-01-24 AT AT97903981T patent/ATE219676T1/de active
- 1997-01-24 CN CNB971926689A patent/CN1220490C/zh not_active Expired - Fee Related
- 1997-01-27 ZA ZA9700676A patent/ZA97676B/xx unknown
- 1997-01-27 ID IDP970229A patent/ID18975A/id unknown
- 1997-01-27 AR ARP970100324A patent/AR005569A1/es not_active Application Discontinuation
- 1997-03-14 TW TW086103221A patent/TW475897B/zh not_active IP Right Cessation
- 1997-12-10 US US08/987,816 patent/US5859013A/en not_active Expired - Fee Related
- 1997-12-10 US US08/988,056 patent/US6054437A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
DE69713570T2 (de) | 2003-01-23 |
TW475897B (en) | 2002-02-11 |
ZA97676B (en) | 1997-08-25 |
CA2242657A1 (en) | 1997-07-31 |
EP0877614B1 (en) | 2002-06-26 |
CN1212623A (zh) | 1999-03-31 |
AU1840297A (en) | 1997-08-20 |
ID18975A (id) | 1998-05-28 |
WO1997026881A1 (en) | 1997-07-31 |
AU731125B2 (en) | 2001-03-22 |
US5859013A (en) | 1999-01-12 |
KR19990082064A (ko) | 1999-11-15 |
KR100468271B1 (ko) | 2005-07-05 |
US6054437A (en) | 2000-04-25 |
ATE219676T1 (de) | 2002-07-15 |
CN1220490C (zh) | 2005-09-28 |
DE69713570D1 (de) | 2002-08-01 |
JP4117404B2 (ja) | 2008-07-16 |
US5733911A (en) | 1998-03-31 |
AR005569A1 (es) | 1999-06-23 |
EP0877614A1 (en) | 1998-11-18 |
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