JPS62128B2 - - Google Patents
Info
- Publication number
- JPS62128B2 JPS62128B2 JP52139773A JP13977377A JPS62128B2 JP S62128 B2 JPS62128 B2 JP S62128B2 JP 52139773 A JP52139773 A JP 52139773A JP 13977377 A JP13977377 A JP 13977377A JP S62128 B2 JPS62128 B2 JP S62128B2
- Authority
- JP
- Japan
- Prior art keywords
- diphenylphosphinyl
- acetic acid
- hydrazide
- patients
- treatment
- 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
- CFTOUNQCCNQSIW-UHFFFAOYSA-N diphenylphosphoryl acetate Chemical compound C=1C=CC=CC=1P(=O)(OC(=O)C)C1=CC=CC=C1 CFTOUNQCCNQSIW-UHFFFAOYSA-N 0.000 claims description 12
- 201000008914 temporal lobe epilepsy Diseases 0.000 claims description 12
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 4
- 229920002472 Starch Polymers 0.000 claims description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 claims description 3
- 235000013539 calcium stearate Nutrition 0.000 claims description 3
- 239000008116 calcium stearate Substances 0.000 claims description 3
- 239000008107 starch Substances 0.000 claims description 3
- 235000019698 starch Nutrition 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 description 38
- PMHFLBQRALFMRT-UHFFFAOYSA-N 2-diphenylphosphorylacetohydrazide Chemical compound C=1C=CC=CC=1P(=O)(CC(=O)NN)C1=CC=CC=C1 PMHFLBQRALFMRT-UHFFFAOYSA-N 0.000 description 37
- 238000011282 treatment Methods 0.000 description 35
- 230000000694 effects Effects 0.000 description 23
- 230000006872 improvement Effects 0.000 description 16
- 208000024891 symptom Diseases 0.000 description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 12
- 241000699670 Mus sp. Species 0.000 description 11
- 230000001225 therapeutic effect Effects 0.000 description 11
- DDTNHSJIKJRPTF-UHFFFAOYSA-N 2-diphenylphosphorylacetic acid Chemical compound C=1C=CC=CC=1P(=O)(CC(=O)O)C1=CC=CC=C1 DDTNHSJIKJRPTF-UHFFFAOYSA-N 0.000 description 10
- 230000009471 action Effects 0.000 description 10
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- 206010010904 Convulsion Diseases 0.000 description 9
- 201000010099 disease Diseases 0.000 description 9
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- 241000283973 Oryctolagus cuniculus Species 0.000 description 7
- 230000036506 anxiety Effects 0.000 description 7
- 229960004782 chlordiazepoxide Drugs 0.000 description 7
- ANTSCNMPPGJYLG-UHFFFAOYSA-N chlordiazepoxide Chemical compound O=N=1CC(NC)=NC2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 ANTSCNMPPGJYLG-UHFFFAOYSA-N 0.000 description 7
- 208000015238 neurotic disease Diseases 0.000 description 7
- 241001465754 Metazoa Species 0.000 description 6
- 229940079593 drug Drugs 0.000 description 6
- 239000003814 drug Substances 0.000 description 6
- 230000001976 improved effect Effects 0.000 description 6
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- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 6
- 206010042008 Stereotypy Diseases 0.000 description 5
- 230000001466 anti-adreneric effect Effects 0.000 description 5
- 150000001557 benzodiazepines Chemical class 0.000 description 5
- 229960003529 diazepam Drugs 0.000 description 5
- AAOVKJBEBIDNHE-UHFFFAOYSA-N diazepam Chemical compound N=1CC(=O)N(C)C2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 AAOVKJBEBIDNHE-UHFFFAOYSA-N 0.000 description 5
- 239000000902 placebo Substances 0.000 description 5
- 229940068196 placebo Drugs 0.000 description 5
- 230000001624 sedative effect Effects 0.000 description 5
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 4
- 208000020401 Depressive disease Diseases 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 208000012826 adjustment disease Diseases 0.000 description 4
- 230000000202 analgesic effect Effects 0.000 description 4
- 230000003556 anti-epileptic effect Effects 0.000 description 4
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- 230000002996 emotional effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 230000006870 function Effects 0.000 description 4
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 4
- LQJARUQXWJSDFL-UHFFFAOYSA-N phenamine Chemical compound CCOC1=CC=C(NC(=O)CN)C=C1 LQJARUQXWJSDFL-UHFFFAOYSA-N 0.000 description 4
- 229950010879 phenamine Drugs 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
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- 238000012360 testing method Methods 0.000 description 4
- 206010001497 Agitation Diseases 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 208000024539 Diencephalic syndrome Diseases 0.000 description 3
- 206010029333 Neurosis Diseases 0.000 description 3
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 206010043268 Tension Diseases 0.000 description 3
- VMWNQDUVQKEIOC-CYBMUJFWSA-N apomorphine Chemical compound C([C@H]1N(C)CC2)C3=CC=C(O)C(O)=C3C3=C1C2=CC=C3 VMWNQDUVQKEIOC-CYBMUJFWSA-N 0.000 description 3
- 229960004046 apomorphine Drugs 0.000 description 3
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- 229940053197 benzodiazepine derivative antiepileptics Drugs 0.000 description 3
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- 210000001835 viscera Anatomy 0.000 description 3
- MBDOYVRWFFCFHM-SNAWJCMRSA-N (2E)-hexenal Chemical compound CCC\C=C\C=O MBDOYVRWFFCFHM-SNAWJCMRSA-N 0.000 description 2
- KWTSXDURSIMDCE-QMMMGPOBSA-N (S)-amphetamine Chemical compound C[C@H](N)CC1=CC=CC=C1 KWTSXDURSIMDCE-QMMMGPOBSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 208000012902 Nervous system disease Diseases 0.000 description 2
- 208000025966 Neurological disease Diseases 0.000 description 2
- 208000028017 Psychotic disease Diseases 0.000 description 2
- 230000001154 acute effect Effects 0.000 description 2
- UCTWMZQNUQWSLP-UHFFFAOYSA-N adrenaline Chemical compound CNCC(O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 208000029650 alcohol withdrawal Diseases 0.000 description 2
- VIROVYVQCGLCII-UHFFFAOYSA-N amobarbital Chemical group CC(C)CCC1(CC)C(=O)NC(=O)NC1=O VIROVYVQCGLCII-UHFFFAOYSA-N 0.000 description 2
- 229940025084 amphetamine Drugs 0.000 description 2
- 239000000935 antidepressant agent Substances 0.000 description 2
- 229940005513 antidepressants Drugs 0.000 description 2
- 239000003420 antiserotonin agent Substances 0.000 description 2
- HJJPJSXJAXAIPN-UHFFFAOYSA-N arecoline Chemical compound COC(=O)C1=CCCN(C)C1 HJJPJSXJAXAIPN-UHFFFAOYSA-N 0.000 description 2
- 235000019658 bitter taste Nutrition 0.000 description 2
- 230000036760 body temperature Effects 0.000 description 2
- 210000005013 brain tissue Anatomy 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 description 2
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- 238000007918 intramuscular administration Methods 0.000 description 2
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- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 2
- 230000000422 nocturnal effect Effects 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 229960004535 oxazepam Drugs 0.000 description 2
- ADIMAYPTOBDMTL-UHFFFAOYSA-N oxazepam Chemical compound C12=CC(Cl)=CC=C2NC(=O)C(O)N=C1C1=CC=CC=C1 ADIMAYPTOBDMTL-UHFFFAOYSA-N 0.000 description 2
- 230000001314 paroxysmal effect Effects 0.000 description 2
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- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
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- 230000002782 sympathoadrenal effect Effects 0.000 description 2
- 229940125725 tranquilizer Drugs 0.000 description 2
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- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- SFLSHLFXELFNJZ-QMMMGPOBSA-N (-)-norepinephrine Chemical compound NC[C@H](O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-QMMMGPOBSA-N 0.000 description 1
- YBBSKAGTEPBSNK-UHFFFAOYSA-N 2,2-diphenylacetohydrazide Chemical compound C=1C=CC=CC=1C(C(=O)NN)C1=CC=CC=C1 YBBSKAGTEPBSNK-UHFFFAOYSA-N 0.000 description 1
- 206010001496 Agitated depression Diseases 0.000 description 1
- 208000007848 Alcoholism Diseases 0.000 description 1
- 241001106067 Atropa Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- 206010051290 Central nervous system lesion Diseases 0.000 description 1
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- 208000000059 Dyspnea Diseases 0.000 description 1
- 206010013975 Dyspnoeas Diseases 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 206010060891 General symptom Diseases 0.000 description 1
- -1 Hydrazine diphenylphosphinyl acetate Chemical compound 0.000 description 1
- 206010022998 Irritability Diseases 0.000 description 1
- NPPQSCRMBWNHMW-UHFFFAOYSA-N Meprobamate Chemical compound NC(=O)OCC(C)(CCC)COC(N)=O NPPQSCRMBWNHMW-UHFFFAOYSA-N 0.000 description 1
- 102000010909 Monoamine Oxidase Human genes 0.000 description 1
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- QMGVPVSNSZLJIA-UHFFFAOYSA-N Nux Vomica Natural products C1C2C3C4N(C=5C6=CC=CC=5)C(=O)CC3OCC=C2CN2C1C46CC2 QMGVPVSNSZLJIA-UHFFFAOYSA-N 0.000 description 1
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- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
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- OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 1
- 229960004373 acetylcholine Drugs 0.000 description 1
- 239000000464 adrenergic agent Substances 0.000 description 1
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- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
- 229940045511 barium chloride Drugs 0.000 description 1
- 229910001626 barium chloride Inorganic materials 0.000 description 1
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- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 210000003710 cerebral cortex Anatomy 0.000 description 1
- RNFNDJAIBTYOQL-UHFFFAOYSA-N chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 description 1
- 229960002327 chloral hydrate Drugs 0.000 description 1
- ZPEIMTDSQAKGNT-UHFFFAOYSA-N chlorpromazine Chemical compound C1=C(Cl)C=C2N(CCCN(C)C)C3=CC=CC=C3SC2=C1 ZPEIMTDSQAKGNT-UHFFFAOYSA-N 0.000 description 1
- 229960001076 chlorpromazine Drugs 0.000 description 1
- 239000000544 cholinesterase inhibitor Substances 0.000 description 1
- 229960003920 cocaine Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
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- 238000011161 development Methods 0.000 description 1
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- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
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- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- KJONHKAYOJNZEC-UHFFFAOYSA-N nitrazepam Chemical compound C12=CC([N+](=O)[O-])=CC=C2NC(=O)CN=C1C1=CC=CC=C1 KJONHKAYOJNZEC-UHFFFAOYSA-N 0.000 description 1
- 229960001454 nitrazepam Drugs 0.000 description 1
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- 229960002748 norepinephrine Drugs 0.000 description 1
- SFLSHLFXELFNJZ-UHFFFAOYSA-N norepinephrine Natural products NCC(O)C1=CC=C(O)C(O)=C1 SFLSHLFXELFNJZ-UHFFFAOYSA-N 0.000 description 1
- 229940053973 novocaine Drugs 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
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- 229940049954 penicillin Drugs 0.000 description 1
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- 239000011574 phosphorus Substances 0.000 description 1
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- 229960004919 procaine Drugs 0.000 description 1
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- 229940125723 sedative agent Drugs 0.000 description 1
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- 239000000243 solution Substances 0.000 description 1
- 230000002739 subcortical effect Effects 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 210000003478 temporal lobe Anatomy 0.000 description 1
- 230000036325 urinary excretion Effects 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 238000005353 urine analysis Methods 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13977377A JPS5473132A (en) | 1977-11-21 | 1977-11-21 | Medical preparation having remarkable vegetotropic property and antiiepilepsy for use in medical desease |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13977377A JPS5473132A (en) | 1977-11-21 | 1977-11-21 | Medical preparation having remarkable vegetotropic property and antiiepilepsy for use in medical desease |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5473132A JPS5473132A (en) | 1979-06-12 |
| JPS62128B2 true JPS62128B2 (tr) | 1987-01-06 |
Family
ID=15253067
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13977377A Granted JPS5473132A (en) | 1977-11-21 | 1977-11-21 | Medical preparation having remarkable vegetotropic property and antiiepilepsy for use in medical desease |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5473132A (tr) |
-
1977
- 1977-11-21 JP JP13977377A patent/JPS5473132A/ja active Granted
Non-Patent Citations (2)
| Title |
|---|
| CHEMICAL ABSTRACTS=1967 * |
| CHEMICAL ABSTRACTS=1973 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5473132A (en) | 1979-06-12 |
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