DD144864A5 - Verfahren zur herstellung von mitteln mit tumorhemmender wirkung - Google Patents
Verfahren zur herstellung von mitteln mit tumorhemmender wirkung Download PDFInfo
- Publication number
- DD144864A5 DD144864A5 DD79214469A DD21446979A DD144864A5 DD 144864 A5 DD144864 A5 DD 144864A5 DD 79214469 A DD79214469 A DD 79214469A DD 21446979 A DD21446979 A DD 21446979A DD 144864 A5 DD144864 A5 DD 144864A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- sarcosine
- tumor
- series
- endoxan
- dose
- Prior art date
Links
- 206010028980 Neoplasm Diseases 0.000 title claims abstract description 74
- 230000000694 effects Effects 0.000 title claims abstract description 30
- 238000004519 manufacturing process Methods 0.000 title description 8
- GPAYXCOQADGNAZ-UHFFFAOYSA-N [2-(methylamino)acetyl] 2-(methylamino)acetate Chemical compound CNCC(=O)OC(=O)CNC GPAYXCOQADGNAZ-UHFFFAOYSA-N 0.000 claims abstract description 36
- DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- 229940109239 creatinine Drugs 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 6
- 150000001408 amides Chemical class 0.000 claims abstract description 5
- 125000005907 alkyl ester group Chemical group 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 14
- 238000002347 injection Methods 0.000 claims description 6
- 239000007924 injection Substances 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 3
- 238000004108 freeze drying Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 238000001291 vacuum drying Methods 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 230000003111 delayed effect Effects 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 230000008093 supporting effect Effects 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 239000002246 antineoplastic agent Substances 0.000 abstract description 10
- 230000000259 anti-tumor effect Effects 0.000 abstract description 3
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical class C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 211
- 229940043230 sarcosine Drugs 0.000 description 110
- 108010077895 Sarcosine Proteins 0.000 description 102
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 description 70
- NRUKOCRGYNPUPR-QBPJDGROSA-N teniposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@@H](OC[C@H]4O3)C=3SC=CC=3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 NRUKOCRGYNPUPR-QBPJDGROSA-N 0.000 description 32
- 241001465754 Metazoa Species 0.000 description 31
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 description 26
- 238000002560 therapeutic procedure Methods 0.000 description 20
- 229940009456 adriamycin Drugs 0.000 description 15
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 description 14
- 229960004316 cisplatin Drugs 0.000 description 13
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- 229960004397 cyclophosphamide Drugs 0.000 description 9
- 238000009097 single-agent therapy Methods 0.000 description 7
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- 201000000274 Carcinosarcoma Diseases 0.000 description 5
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- 241000699666 Mus <mouse, genus> Species 0.000 description 5
- 241000700159 Rattus Species 0.000 description 5
- 208000006268 Sarcoma 180 Diseases 0.000 description 5
- 238000009830 intercalation Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 230000004614 tumor growth Effects 0.000 description 5
- UUYDPHCMCYSNAY-UHFFFAOYSA-N 2-amino-n-methylacetamide Chemical compound CNC(=O)CN UUYDPHCMCYSNAY-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 108700003203 N-methylglycinamide Proteins 0.000 description 4
- 230000000118 anti-neoplastic effect Effects 0.000 description 4
- CVSVTCORWBXHQV-UHFFFAOYSA-N creatine Chemical compound NC(=[NH2+])N(C)CC([O-])=O CVSVTCORWBXHQV-UHFFFAOYSA-N 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- 231100000419 toxicity Toxicity 0.000 description 4
- 230000001988 toxicity Effects 0.000 description 4
- FDYLEQIJNGFKPH-UHFFFAOYSA-N 2-amino-n-propylacetamide Chemical compound CCCNC(=O)CN FDYLEQIJNGFKPH-UHFFFAOYSA-N 0.000 description 3
- 208000003468 Ehrlich Tumor Carcinoma Diseases 0.000 description 3
- 206010027476 Metastases Diseases 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 239000008186 active pharmaceutical agent Substances 0.000 description 3
- 229940100198 alkylating agent Drugs 0.000 description 3
- 239000002168 alkylating agent Substances 0.000 description 3
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- 238000005538 encapsulation Methods 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 208000008342 Leukemia P388 Diseases 0.000 description 2
- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Natural products CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 238000010171 animal model Methods 0.000 description 2
- 230000000340 anti-metabolite Effects 0.000 description 2
- 229940100197 antimetabolite Drugs 0.000 description 2
- 239000002256 antimetabolite Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 229960003624 creatine Drugs 0.000 description 2
- 239000006046 creatine Substances 0.000 description 2
- 239000000824 cytostatic agent Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 150000002148 esters Chemical group 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
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- 230000006872 improvement Effects 0.000 description 2
- 239000000138 intercalating agent Substances 0.000 description 2
- 238000007918 intramuscular administration Methods 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
- 230000009401 metastasis Effects 0.000 description 2
- 230000001272 neurogenic effect Effects 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 230000002062 proliferating effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000002054 transplantation Methods 0.000 description 2
- 210000004881 tumor cell Anatomy 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 208000016261 weight loss Diseases 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- NOVZFMNCTCKLPF-UHFFFAOYSA-N 2,5-bis(aziridin-1-yl)-3,6-dipropoxycyclohexa-2,5-diene-1,4-dione Chemical compound O=C1C(OCCC)=C(N2CC2)C(=O)C(OCCC)=C1N1CC1 NOVZFMNCTCKLPF-UHFFFAOYSA-N 0.000 description 1
- FRYOUKNFWFXASU-UHFFFAOYSA-N 2-(methylamino)acetic acid Chemical compound CNCC(O)=O.CNCC(O)=O FRYOUKNFWFXASU-UHFFFAOYSA-N 0.000 description 1
- 208000031261 Acute myeloid leukaemia Diseases 0.000 description 1
- 208000003174 Brain Neoplasms Diseases 0.000 description 1
- 206010006417 Bronchial carcinoma Diseases 0.000 description 1
- 206010006895 Cachexia Diseases 0.000 description 1
- DLGOEMSEDOSKAD-UHFFFAOYSA-N Carmustine Chemical compound ClCCNC(=O)N(N=O)CCCl DLGOEMSEDOSKAD-UHFFFAOYSA-N 0.000 description 1
- 108010092160 Dactinomycin Proteins 0.000 description 1
- 208000017604 Hodgkin disease Diseases 0.000 description 1
- 208000010747 Hodgkins lymphoma Diseases 0.000 description 1
- UGQMRVRMYYASKQ-KQYNXXCUSA-N Inosine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC=NC(O)=C2N=C1 UGQMRVRMYYASKQ-KQYNXXCUSA-N 0.000 description 1
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 description 1
- 208000007093 Leukemia L1210 Diseases 0.000 description 1
- GQYIWUVLTXOXAJ-UHFFFAOYSA-N Lomustine Chemical compound ClCCN(N=O)C(=O)NC1CCCCC1 GQYIWUVLTXOXAJ-UHFFFAOYSA-N 0.000 description 1
- 206010025323 Lymphomas Diseases 0.000 description 1
- 208000033776 Myeloid Acute Leukemia Diseases 0.000 description 1
- 206010060862 Prostate cancer Diseases 0.000 description 1
- 208000024313 Testicular Neoplasms Diseases 0.000 description 1
- RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical compound C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000002295 alkylating antineoplastic agent Substances 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229940034982 antineoplastic agent Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000004791 biological behavior Effects 0.000 description 1
- 210000001185 bone marrow Anatomy 0.000 description 1
- 206010006007 bone sarcoma Diseases 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 208000003362 bronchogenic carcinoma Diseases 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229960004630 chlorambucil Drugs 0.000 description 1
- JCKYGMPEJWAADB-UHFFFAOYSA-N chlorambucil Chemical compound OC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 JCKYGMPEJWAADB-UHFFFAOYSA-N 0.000 description 1
- 239000013066 combination product Substances 0.000 description 1
- 229940127555 combination product Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001085 cytostatic effect Effects 0.000 description 1
- 229960000640 dactinomycin Drugs 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- BEBCJVAWIBVWNZ-UHFFFAOYSA-N glycinamide Chemical compound NCC(N)=O BEBCJVAWIBVWNZ-UHFFFAOYSA-N 0.000 description 1
- 230000011132 hemopoiesis Effects 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002542 isoureas Chemical class 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 210000003141 lower extremity Anatomy 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 229960001924 melphalan Drugs 0.000 description 1
- SGDBTWWWUNNDEQ-LBPRGKRZSA-N melphalan Chemical compound OC(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1 SGDBTWWWUNNDEQ-LBPRGKRZSA-N 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 229960000485 methotrexate Drugs 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 230000001613 neoplastic effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229940045681 other alkylating agent in atc Drugs 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 201000001514 prostate carcinoma Diseases 0.000 description 1
- 230000006825 purine synthesis Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
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- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
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- 230000008439 repair process Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000012453 sprague-dawley rat model Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- 238000009777 vacuum freeze-drying Methods 0.000 description 1
- 238000004260 weight control Methods 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- 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)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Molecular Biology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782832009 DE2832009A1 (de) | 1978-07-20 | 1978-07-20 | Verwendung von sarkosin und sarkosinderivaten ls tumorhemmende wirksubstanzen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD144864A5 true DD144864A5 (de) | 1980-11-12 |
Family
ID=6044955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD79214469A DD144864A5 (de) | 1978-07-20 | 1979-07-19 | Verfahren zur herstellung von mitteln mit tumorhemmender wirkung |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4766149A (OSRAM) |
| EP (1) | EP0007597B1 (OSRAM) |
| JP (1) | JPS5519270A (OSRAM) |
| AT (1) | ATE11220T1 (OSRAM) |
| AU (1) | AU529657B2 (OSRAM) |
| CA (1) | CA1151065A (OSRAM) |
| DD (1) | DD144864A5 (OSRAM) |
| DE (1) | DE2832009A1 (OSRAM) |
| DK (1) | DK305479A (OSRAM) |
| FI (1) | FI792218A7 (OSRAM) |
| MC (1) | MC1271A1 (OSRAM) |
| NO (1) | NO792398L (OSRAM) |
| ZA (1) | ZA793603B (OSRAM) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010599A1 (de) | 1979-03-22 | 1980-10-09 | Continental Pharma | Derivate von glycinamid, deren herstellung und verwendung |
| DE3440090A1 (de) * | 1984-11-02 | 1986-05-07 | Novo-Med AG, Appenzell | Aminosaeureloesungen enthaltendes arzneimittel zur therapie von krebserkrankungen und verfahren zu seiner herstellung |
| US4916217A (en) * | 1987-01-08 | 1990-04-10 | Bristol-Myers Company | Phosphorus containing derivatives of epipodophyllotoxin |
| US4994492A (en) * | 1989-01-09 | 1991-02-19 | Foodscience Corporation | Treatment of melanoma using N,N-dimethylglycine |
| US5676978A (en) * | 1989-02-14 | 1997-10-14 | Amira, Inc. | Methods of inhibiting undesirable cell growth using a combination of a cyclocreatine compound and a hyperplastic inhibitory agent |
| IT1229203B (it) * | 1989-03-22 | 1991-07-25 | Bioresearch Spa | Impiego di acido 5 metiltetraidrofolico, di acido 5 formiltetraidrofolico e dei loro sali farmaceuticamente accettabili per la preparazione di composizioni farmaceutiche in forma a rilascio controllato attive nella terapia dei disturbi mentali organici e composizioni farmaceutiche relative. |
| DE4026184A1 (de) * | 1990-08-18 | 1992-02-20 | Henkel Kgaa | Verfahren zur verminderung des restgehaltes an freiem alkylierungsmittel in waessrigen loesungen kationischer tenside |
| CN100469361C (zh) * | 2002-06-19 | 2009-03-18 | 纽迪希亚公司 | 治疗或预防哺乳动物遭受代谢作用压力时的分解代谢或刺激性合成代谢的方法及组合物 |
| US8697679B2 (en) * | 2003-03-07 | 2014-04-15 | N.V. Nutricia | Method and composition for treating or preventing catabolism or stimulating anabolism in a mammal undergoing metabolic stress |
| EP1847274A1 (en) * | 2006-04-21 | 2007-10-24 | CIPROSA LLC - Corporate Creations Network, Inc. | Association of phenylbutyrate, ATRA and cytidine and its use in anti-tumour therapy |
| EP3415910A1 (en) | 2017-06-16 | 2018-12-19 | Prevention Medicals s.r.o. | A method of quantitative determination of sarcosine in a biological sample using anti-arcosine antibodies and peroxidase-active gold nanoparticles or quantum dots |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE553424C (de) * | 1928-04-18 | 1932-06-27 | Karl Luedecke Dr | Verfahren zur Herstellung von Praeparaten, die das Wachstum von Geweben durch Verminderung der Teilungsfaehigkeit oder Aufloesung der wuchernden Zellen einschraenken |
| BE647556A (OSRAM) * | 1964-05-06 | 1964-08-31 | ||
| FR2085637A1 (fr) * | 1970-04-15 | 1971-12-31 | Etude Des Catalyseurs Soc D | Composition pharmaceutique utilisable notamment contre l'asthenie |
| DE2211019C3 (de) * | 1972-03-08 | 1980-08-28 | Bayer Ag, 5090 Leverkusen | Geschmacksverbessernde Formulierungen oraler Penicilline |
-
1978
- 1978-07-20 DE DE19782832009 patent/DE2832009A1/de active Granted
-
1979
- 1979-07-16 FI FI792218A patent/FI792218A7/fi not_active Application Discontinuation
- 1979-07-17 ZA ZA00793603A patent/ZA793603B/xx unknown
- 1979-07-18 CA CA000332027A patent/CA1151065A/en not_active Expired
- 1979-07-19 DD DD79214469A patent/DD144864A5/de unknown
- 1979-07-19 MC MC791396A patent/MC1271A1/fr unknown
- 1979-07-19 JP JP9209779A patent/JPS5519270A/ja active Pending
- 1979-07-19 DK DK305479A patent/DK305479A/da not_active Application Discontinuation
- 1979-07-19 AU AU49076/79A patent/AU529657B2/en not_active Ceased
- 1979-07-19 NO NO792398A patent/NO792398L/no unknown
- 1979-07-20 AT AT79102577T patent/ATE11220T1/de not_active IP Right Cessation
- 1979-07-20 EP EP79102577A patent/EP0007597B1/de not_active Expired
-
1986
- 1986-05-08 US US06/861,753 patent/US4766149A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA1151065A (en) | 1983-08-02 |
| NO792398L (no) | 1980-01-22 |
| EP0007597B1 (de) | 1985-01-16 |
| JPS5519270A (en) | 1980-02-09 |
| AU4907679A (en) | 1980-01-24 |
| MC1271A1 (fr) | 1980-05-23 |
| EP0007597A1 (de) | 1980-02-06 |
| AU529657B2 (en) | 1983-06-16 |
| ATE11220T1 (de) | 1985-02-15 |
| ZA793603B (en) | 1980-07-30 |
| DK305479A (da) | 1980-01-21 |
| DE2832009A1 (de) | 1980-01-31 |
| FI792218A7 (fi) | 1981-01-01 |
| US4766149A (en) | 1988-08-23 |
| DE2832009C2 (OSRAM) | 1988-07-28 |
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