JPS6136494B2 - - Google Patents
Info
- Publication number
- JPS6136494B2 JPS6136494B2 JP53011579A JP1157978A JPS6136494B2 JP S6136494 B2 JPS6136494 B2 JP S6136494B2 JP 53011579 A JP53011579 A JP 53011579A JP 1157978 A JP1157978 A JP 1157978A JP S6136494 B2 JPS6136494 B2 JP S6136494B2
- Authority
- JP
- Japan
- Prior art keywords
- mol
- weight
- antitumor agent
- formula
- methylenepropane
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
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- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 14
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- 150000003839 salts Chemical class 0.000 claims description 7
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- KGLAUHYTBIUFMC-UHFFFAOYSA-N diamino 3-methylidenepentanedioate Chemical compound NOC(=O)CC(CC(=O)ON)=C KGLAUHYTBIUFMC-UHFFFAOYSA-N 0.000 description 3
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- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 235000012241 calcium silicate Nutrition 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- IGBSAAYMSMEDQY-UHFFFAOYSA-N carboxy hydrogen carbonate;2-propan-2-ylperoxypropane Chemical compound OC(=O)OC(O)=O.CC(C)OOC(C)C IGBSAAYMSMEDQY-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000012292 cell migration Effects 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 150000005827 chlorofluoro hydrocarbons Chemical class 0.000 description 1
- 210000000349 chromosome Anatomy 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- BSVQJWUUZCXSOL-UHFFFAOYSA-N cyclohexylsulfonyl ethaneperoxoate Chemical compound CC(=O)OOS(=O)(=O)C1CCCCC1 BSVQJWUUZCXSOL-UHFFFAOYSA-N 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- CBJHPWGNQLOEPT-UHFFFAOYSA-N ethenyl acetate Chemical compound CC(=O)OC=C.CC(=O)OC=C CBJHPWGNQLOEPT-UHFFFAOYSA-N 0.000 description 1
- 229940093499 ethyl acetate Drugs 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 235000013355 food flavoring agent Nutrition 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 230000001900 immune effect Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 235000013847 iso-butane Nutrition 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000000644 isotonic solution Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 210000002540 macrophage Anatomy 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 229940016286 microcrystalline cellulose Drugs 0.000 description 1
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 1
- 239000008108 microcrystalline cellulose Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical compound CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229940021222 peritoneal dialysis isotonic solution Drugs 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002062 proliferating effect Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- OCAAZRFBJBEVPS-UHFFFAOYSA-N prop-2-enyl carbamate Chemical compound NC(=O)OCC=C OCAAZRFBJBEVPS-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 229940081974 saccharin Drugs 0.000 description 1
- 235000019204 saccharin Nutrition 0.000 description 1
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000011287 therapeutic dose Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 230000002100 tumorsuppressive effect Effects 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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
- A61K31/74—Synthetic polymeric materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772705189 DE2705189C2 (de) | 1977-02-08 | 1977-02-08 | Antitumoral wirkende Mittel |
| DE19772740081 DE2740081A1 (de) | 1977-09-06 | 1977-09-06 | Antitumoral wirkende mittel |
| DE19772740082 DE2740082A1 (de) | 1977-09-06 | 1977-09-06 | Antitumoral wirkende mittel |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5399334A JPS5399334A (en) | 1978-08-30 |
| JPS6136494B2 true JPS6136494B2 (es) | 1986-08-19 |
Family
ID=27187112
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1157978A Granted JPS5399334A (en) | 1977-02-08 | 1978-02-06 | Antiitumor agent |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5399334A (es) |
| AT (1) | AT362146B (es) |
| CH (1) | CH633963A5 (es) |
| ES (1) | ES466774A1 (es) |
| FR (1) | FR2379286A1 (es) |
| GB (1) | GB1569962A (es) |
| NL (1) | NL175968C (es) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0067707B1 (en) * | 1981-06-17 | 1985-08-21 | Monsanto Company | Co- and ter-polymers of alkyl- and chloroalkyl vinyl ethers, maleic anhydride and maleimide having antitumor activity |
| US4649048A (en) * | 1984-05-11 | 1987-03-10 | Bristol-Myers Company | Novel bile sequestrant resin |
| DE3572985D1 (en) * | 1984-05-11 | 1989-10-19 | Bristol Myers Co | Novel bile sequestrant resin and uses |
| US4604430A (en) * | 1984-05-11 | 1986-08-05 | Bristol-Myers Company | Novel bile sequestrant resin |
| DE3727082A1 (de) * | 1987-08-14 | 1989-02-23 | Goedecke Ag | Pharmazeutische zubereitungen zur behandlung der urolithiasis |
| JP6110678B2 (ja) * | 2012-02-10 | 2017-04-05 | 株式会社クラレ | ヒドロキシメチル基含有ビニルアルコール系重合体 |
| JP6045112B2 (ja) * | 2012-08-09 | 2016-12-14 | 株式会社クラレ | 共射出延伸ブロー成形容器 |
| EP2883886B1 (en) | 2012-08-09 | 2018-12-26 | Kuraray Co., Ltd. | Modified ethylene-(vinyl alcohol) copolymer, method for producing same, and use of same |
| JP5909811B2 (ja) * | 2012-08-09 | 2016-04-27 | 株式会社クラレ | 変性エチレン−ビニルアルコール共重合体及び多層構造体 |
| JP5971173B2 (ja) * | 2013-03-29 | 2016-08-17 | 株式会社クラレ | 熱収縮フィルム |
| JP5971174B2 (ja) * | 2013-03-29 | 2016-08-17 | 株式会社クラレ | 燃料容器 |
| KR102246398B1 (ko) | 2013-08-09 | 2021-04-29 | 주식회사 쿠라레 | 필름 |
| JP6177045B2 (ja) * | 2013-08-09 | 2017-08-09 | 株式会社クラレ | 変性エチレン−ビニルアルコール共重合体からなる複合繊維 |
| JP6207921B2 (ja) * | 2013-08-09 | 2017-10-04 | 株式会社クラレ | ビニルアセタール系重合体 |
| CN105408783B (zh) * | 2013-08-09 | 2018-04-03 | 株式会社可乐丽 | 光学膜制造用初始膜 |
| JP6184799B2 (ja) * | 2013-08-09 | 2017-08-23 | 株式会社クラレ | 変性エチレン−ビニルアルコール共重合体からなる繊維 |
| WO2015020220A1 (ja) * | 2013-08-09 | 2015-02-12 | 株式会社クラレ | 水性エマルジョン組成物、接着剤、水性エマルジョン組成物の製造方法、乳化重合用安定剤及び接着剤の製造方法 |
| WO2015020046A1 (ja) * | 2013-08-09 | 2015-02-12 | 株式会社クラレ | ビニルアルコール系重合体フィルム |
| JP6254381B2 (ja) * | 2013-08-09 | 2017-12-27 | 株式会社クラレ | ビニルアセタール系重合体を含有するフィルム |
| US10077358B2 (en) | 2014-01-31 | 2018-09-18 | Kuraray Co., Ltd. | Ethylene-vinyl alcohol copolymer resin composition and method for producing same |
| JP6218177B2 (ja) * | 2014-02-12 | 2017-10-25 | 株式会社クラレ | 樹脂組成物及びその製造方法 |
-
1978
- 1978-02-06 CH CH129878A patent/CH633963A5/de not_active IP Right Cessation
- 1978-02-06 JP JP1157978A patent/JPS5399334A/ja active Granted
- 1978-02-07 NL NLAANVRAGE7801402,A patent/NL175968C/xx not_active IP Right Cessation
- 1978-02-07 FR FR7803361A patent/FR2379286A1/fr active Granted
- 1978-02-07 GB GB4879/78A patent/GB1569962A/en not_active Expired
- 1978-02-08 ES ES466774A patent/ES466774A1/es not_active Expired
- 1978-02-08 AT AT86678A patent/AT362146B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FR2379286A1 (fr) | 1978-09-01 |
| NL175968B (nl) | 1984-09-03 |
| FR2379286B1 (es) | 1980-08-29 |
| CH633963A5 (en) | 1983-01-14 |
| JPS5399334A (en) | 1978-08-30 |
| NL7801402A (nl) | 1978-08-10 |
| NL175968C (nl) | 1985-02-01 |
| GB1569962A (en) | 1980-06-25 |
| AT362146B (de) | 1981-04-27 |
| ES466774A1 (es) | 1979-06-01 |
| ATA86678A (de) | 1980-09-15 |
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