JPS6332799B2 - - Google Patents
Info
- Publication number
- JPS6332799B2 JPS6332799B2 JP54073064A JP7306479A JPS6332799B2 JP S6332799 B2 JPS6332799 B2 JP S6332799B2 JP 54073064 A JP54073064 A JP 54073064A JP 7306479 A JP7306479 A JP 7306479A JP S6332799 B2 JPS6332799 B2 JP S6332799B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- amino
- zinc
- added
- protected
- 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
- 125000003277 amino group Chemical group 0.000 claims description 113
- 239000002647 aminoglycoside antibiotic agent Substances 0.000 claims description 77
- 238000004519 manufacturing process Methods 0.000 claims description 70
- 229940126574 aminoglycoside antibiotic Drugs 0.000 claims description 52
- 239000011701 zinc Substances 0.000 claims description 49
- 229910052725 zinc Inorganic materials 0.000 claims description 49
- 238000000034 method Methods 0.000 claims description 44
- 229960000318 kanamycin Drugs 0.000 claims description 40
- SBUJHOSQTJFQJX-NOAMYHISSA-N kanamycin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N SBUJHOSQTJFQJX-NOAMYHISSA-N 0.000 claims description 39
- 229930182823 kanamycin A Natural products 0.000 claims description 39
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 38
- 239000000126 substance Substances 0.000 claims description 33
- -1 zinc cations Chemical class 0.000 claims description 31
- 238000005917 acylation reaction Methods 0.000 claims description 28
- 125000002252 acyl group Chemical group 0.000 claims description 25
- 125000006239 protecting group Chemical group 0.000 claims description 24
- 239000003960 organic solvent Substances 0.000 claims description 23
- 150000002148 esters Chemical class 0.000 claims description 21
- DTFAJAKTSMLKAT-JDCCYXBGSA-N 2-deoxystreptamine Chemical compound N[C@H]1C[C@@H](N)[C@H](O)[C@@H](O)[C@@H]1O DTFAJAKTSMLKAT-JDCCYXBGSA-N 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
- 229940006486 zinc cation Drugs 0.000 claims description 19
- 229960003807 dibekacin Drugs 0.000 claims description 18
- JJCQSGDBDPYCEO-XVZSLQNASA-N dibekacin Chemical compound O1[C@H](CN)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N JJCQSGDBDPYCEO-XVZSLQNASA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical group NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 claims description 12
- 229960001192 bekanamycin Drugs 0.000 claims description 11
- UYWQUFXKFGHYNT-UHFFFAOYSA-N Benzylformate Chemical compound O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 10
- 229930182824 kanamycin B Natural products 0.000 claims description 10
- SKKLOUVUUNMCJE-FQSMHNGLSA-N kanamycin B Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N SKKLOUVUUNMCJE-FQSMHNGLSA-N 0.000 claims description 10
- 239000003153 chemical reaction reagent Substances 0.000 claims description 9
- XBECWGJPSXHFCS-UHFFFAOYSA-N imidazole-1-carbaldehyde Chemical compound O=CN1C=CN=C1 XBECWGJPSXHFCS-UHFFFAOYSA-N 0.000 claims description 9
- 230000010933 acylation Effects 0.000 claims description 8
- 229960000707 tobramycin Drugs 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 6
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 claims description 5
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 5
- URWAJWIAIPFPJE-UHFFFAOYSA-N Rickamicin Natural products O1CC(O)(C)C(NC)C(O)C1OC1C(O)C(OC2C(CC=C(CN)O2)N)C(N)CC1N URWAJWIAIPFPJE-UHFFFAOYSA-N 0.000 claims description 5
- 229930192786 Sisomicin Natural products 0.000 claims description 5
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 5
- 125000004104 aryloxy group Chemical group 0.000 claims description 5
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims description 5
- HKMLRUAPIDAGIE-UHFFFAOYSA-N methyl 2,2-dichloroacetate Chemical compound COC(=O)C(Cl)Cl HKMLRUAPIDAGIE-UHFFFAOYSA-N 0.000 claims description 5
- 229960005456 sisomicin Drugs 0.000 claims description 5
- URWAJWIAIPFPJE-YFMIWBNJSA-N sisomycin Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC=C(CN)O2)N)[C@@H](N)C[C@H]1N URWAJWIAIPFPJE-YFMIWBNJSA-N 0.000 claims description 5
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical group CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 claims description 4
- 229930182825 Kanamycin C Natural products 0.000 claims description 4
- 230000009471 action Effects 0.000 claims description 4
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 claims description 4
- LKKVGKXCMYHKSL-LLZRLKDCSA-N gentamycin A Chemical compound O[C@H]1[C@H](NC)[C@@H](O)CO[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)[C@@H](N)C[C@H]1N LKKVGKXCMYHKSL-LLZRLKDCSA-N 0.000 claims description 4
- WZDRWYJKESFZMB-FQSMHNGLSA-N kanamycin C Chemical compound O([C@H]1[C@H](N)C[C@@H]([C@H]([C@@H]1O)O[C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)N)N)[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O WZDRWYJKESFZMB-FQSMHNGLSA-N 0.000 claims description 4
- VHFUHRXYRYWELT-UHFFFAOYSA-N methyl 2,2,2-trichloroacetate Chemical compound COC(=O)C(Cl)(Cl)Cl VHFUHRXYRYWELT-UHFFFAOYSA-N 0.000 claims description 3
- VMVNZNXAVJHNDJ-UHFFFAOYSA-N methyl 2,2,2-trifluoroacetate Chemical compound COC(=O)C(F)(F)F VMVNZNXAVJHNDJ-UHFFFAOYSA-N 0.000 claims description 3
- DVCMYAIUSOSIQP-UHFFFAOYSA-N phenyl 2,2,2-trifluoroacetate Chemical compound FC(F)(F)C(=O)OC1=CC=CC=C1 DVCMYAIUSOSIQP-UHFFFAOYSA-N 0.000 claims description 3
- BMYNFMYTOJXKLE-UWTATZPHSA-N (2r)-3-azaniumyl-2-hydroxypropanoate Chemical compound [NH3+]C[C@@H](O)C([O-])=O BMYNFMYTOJXKLE-UWTATZPHSA-N 0.000 claims description 2
- XUSXOPRDIDWMFO-CTMSJIKGSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[(2s,3r)-3-amino-6-[(1s)-1-aminoethyl]-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC=C(O2)[C@H](C)N)N)[C@@H](N)C[C@H]1N XUSXOPRDIDWMFO-CTMSJIKGSA-N 0.000 claims description 2
- BMYNFMYTOJXKLE-REOHCLBHSA-N (2s)-3-azaniumyl-2-hydroxypropanoate Chemical compound [NH3+]C[C@H](O)C([O-])=O BMYNFMYTOJXKLE-REOHCLBHSA-N 0.000 claims description 2
- IDSYVBBNVYBBAF-PBSUHMDJSA-N (2s,3r,4s,5s,6r)-4-amino-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2s,3r,5s,6r)-3-amino-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-6-(hydroxymethyl)oxane-3,5-diol Chemical compound N[C@@H]1C[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N IDSYVBBNVYBBAF-PBSUHMDJSA-N 0.000 claims description 2
- YKSMEBWOLIJQNM-UHFFFAOYSA-N phenyl 2,2,2-trichloroacetate Chemical compound ClC(Cl)(Cl)C(=O)OC1=CC=CC=C1 YKSMEBWOLIJQNM-UHFFFAOYSA-N 0.000 claims description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 1
- 230000032050 esterification Effects 0.000 claims 1
- 238000005886 esterification reaction Methods 0.000 claims 1
- SJMLNDPIJZBEKY-UHFFFAOYSA-N ethyl 2,2,2-trichloroacetate Chemical compound CCOC(=O)C(Cl)(Cl)Cl SJMLNDPIJZBEKY-UHFFFAOYSA-N 0.000 claims 1
- IWYBVQLPTCMVFO-UHFFFAOYSA-N ethyl 2,2-dichloroacetate Chemical compound CCOC(=O)C(Cl)Cl IWYBVQLPTCMVFO-UHFFFAOYSA-N 0.000 claims 1
- VCYZVXRKYPKDQB-UHFFFAOYSA-N ethyl 2-fluoroacetate Chemical compound CCOC(=O)CF VCYZVXRKYPKDQB-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 141
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 110
- 239000007787 solid Substances 0.000 description 60
- 239000000203 mixture Substances 0.000 description 58
- 239000000243 solution Substances 0.000 description 57
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 43
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 38
- 238000006243 chemical reaction Methods 0.000 description 38
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 36
- 239000007983 Tris buffer Substances 0.000 description 36
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 30
- STSCVKRWJPWALQ-UHFFFAOYSA-N TRIFLUOROACETIC ACID ETHYL ESTER Chemical compound CCOC(=O)C(F)(F)F STSCVKRWJPWALQ-UHFFFAOYSA-N 0.000 description 30
- 239000002904 solvent Substances 0.000 description 29
- 150000001875 compounds Chemical class 0.000 description 24
- 239000000047 product Substances 0.000 description 22
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 235000011114 ammonium hydroxide Nutrition 0.000 description 21
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 19
- 150000003751 zinc Chemical class 0.000 description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 17
- 238000000921 elemental analysis Methods 0.000 description 16
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 14
- 239000007788 liquid Substances 0.000 description 12
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 12
- 238000004458 analytical method Methods 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 10
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 9
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 9
- 150000001768 cations Chemical class 0.000 description 9
- GSYSFVSGPABNNL-UHFFFAOYSA-N methyl 2-dimethoxyphosphoryl-2-(phenylmethoxycarbonylamino)acetate Chemical group COC(=O)C(P(=O)(OC)OC)NC(=O)OCC1=CC=CC=C1 GSYSFVSGPABNNL-UHFFFAOYSA-N 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 9
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 7
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 7
- 235000019253 formic acid Nutrition 0.000 description 7
- NMHMNPHRMNGLLB-UHFFFAOYSA-N phloretic acid Chemical compound OC(=O)CCC1=CC=C(O)C=C1 NMHMNPHRMNGLLB-UHFFFAOYSA-N 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 235000008504 concentrate Nutrition 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- YZYKBQUWMPUVEN-UHFFFAOYSA-N zafuleptine Chemical compound OC(=O)CCCCCC(C(C)C)NCC1=CC=C(F)C=C1 YZYKBQUWMPUVEN-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000007796 conventional method Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 239000012458 free base Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- BSCHIACBONPEOB-UHFFFAOYSA-N oxolane;hydrate Chemical compound O.C1CCOC1 BSCHIACBONPEOB-UHFFFAOYSA-N 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- IVUOMFWNDGNLBJ-VKHMYHEASA-N (2s)-4-amino-2-hydroxybutanoic acid Chemical compound NCC[C@H](O)C(O)=O IVUOMFWNDGNLBJ-VKHMYHEASA-N 0.000 description 4
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 4
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 4
- 239000003242 anti bacterial agent Substances 0.000 description 4
- 239000003729 cation exchange resin Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 4
- 239000012456 homogeneous solution Substances 0.000 description 4
- 229930027917 kanamycin Natural products 0.000 description 4
- 238000010898 silica gel chromatography Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 239000004246 zinc acetate Substances 0.000 description 4
- RNHDAKUGFHSZEV-UHFFFAOYSA-N 1,4-dioxane;hydrate Chemical compound O.C1COCCO1 RNHDAKUGFHSZEV-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229930182566 Gentamicin Natural products 0.000 description 3
- CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 description 3
- VIHYIVKEECZGOU-UHFFFAOYSA-N N-acetylimidazole Chemical compound CC(=O)N1C=CN=C1 VIHYIVKEECZGOU-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
- 125000003282 alkyl amino group Chemical group 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- MJSHDCCLFGOEIK-UHFFFAOYSA-N benzyl (2,5-dioxopyrrolidin-1-yl) carbonate Chemical compound O=C1CCC(=O)N1OC(=O)OCC1=CC=CC=C1 MJSHDCCLFGOEIK-UHFFFAOYSA-N 0.000 description 3
- 230000003115 biocidal effect Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- 229920001429 chelating resin Polymers 0.000 description 3
- 229910017052 cobalt Inorganic materials 0.000 description 3
- 239000010941 cobalt Substances 0.000 description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000003795 desorption Methods 0.000 description 3
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000008030 elimination Effects 0.000 description 3
- 238000003379 elimination reaction Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 229960002518 gentamicin Drugs 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000008247 solid mixture Substances 0.000 description 3
- 239000013076 target substance Substances 0.000 description 3
- ULKOBRDRCYROKY-JTQLQIEISA-N (2s)-2-hydroxy-4-(phenylmethoxycarbonylamino)butanoic acid Chemical compound OC(=O)[C@@H](O)CCNC(=O)OCC1=CC=CC=C1 ULKOBRDRCYROKY-JTQLQIEISA-N 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- SJZRECIVHVDYJC-UHFFFAOYSA-N 4-hydroxybutyric acid Chemical compound OCCCC(O)=O SJZRECIVHVDYJC-UHFFFAOYSA-N 0.000 description 2
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 229920005654 Sephadex Polymers 0.000 description 2
- 239000012507 Sephadex⢠Substances 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 229960004821 amikacin Drugs 0.000 description 2
- LKCWBDHBTVXHDL-RMDFUYIESA-N amikacin Chemical compound O([C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@@H]1[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O1)O)NC(=O)[C@@H](O)CCN)[C@H]1O[C@H](CN)[C@@H](O)[C@H](O)[C@H]1O LKCWBDHBTVXHDL-RMDFUYIESA-N 0.000 description 2
- 229940126575 aminoglycoside Drugs 0.000 description 2
- 239000003957 anion exchange resin Substances 0.000 description 2
- 229940088710 antibiotic agent Drugs 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000005140 aralkylsulfonyl group Chemical group 0.000 description 2
- 125000003435 aroyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 2
- 239000002021 butanolic extract Substances 0.000 description 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000010531 catalytic reduction reaction Methods 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 230000009918 complex formation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229960005215 dichloroacetic acid Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- SOHCYNFHNYKSTM-UHFFFAOYSA-N methylsulfinylmethane;oxolane Chemical compound CS(C)=O.C1CCOC1 SOHCYNFHNYKSTM-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000003495 polar organic solvent Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 2
- 125000004044 trifluoroacetyl group Chemical group FC(C(=O)*)(F)F 0.000 description 2
- 229920003176 water-insoluble polymer Polymers 0.000 description 2
- 150000003752 zinc compounds Chemical class 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- AFENDNXGAFYKQO-VKHMYHEASA-N (S)-2-hydroxybutyric acid Chemical compound CC[C@H](O)C(O)=O AFENDNXGAFYKQO-VKHMYHEASA-N 0.000 description 1
- FRBJFEASMICLGH-UHFFFAOYSA-N 1-imidazol-1-ylbutan-1-one Chemical compound CCCC(=O)N1C=CN=C1 FRBJFEASMICLGH-UHFFFAOYSA-N 0.000 description 1
- CFOGIGZVKWLSHG-UHFFFAOYSA-N 2-(aminomethyl)-6-[4,6-diamino-3-(4-amino-3,5-dihydroxy-6-methyloxan-2-yl)oxy-2-hydroxycyclohexyl]oxyoxane-3,4,5-triol Chemical compound OC1C(N)C(O)C(C)OC1OC1C(O)C(OC2C(C(O)C(O)C(CN)O2)O)C(N)CC1N CFOGIGZVKWLSHG-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- IXYBWKXLAGQSJE-UHFFFAOYSA-N 2-hydroxy-2-(phenylmethoxycarbonylamino)butanoic acid Chemical compound CCC(O)(C(O)=O)NC(=O)OCC1=CC=CC=C1 IXYBWKXLAGQSJE-UHFFFAOYSA-N 0.000 description 1
- OZWJEBYRDLYXMV-UHFFFAOYSA-N 2-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid Chemical compound C(C1=CC=CC=C1)OC(=O)NC(C(=O)O)(C)O OZWJEBYRDLYXMV-UHFFFAOYSA-N 0.000 description 1
- OTLNPYWUJOZPPA-UHFFFAOYSA-M 4-nitrobenzoate Chemical compound [O-]C(=O)C1=CC=C([N+]([O-])=O)C=C1 OTLNPYWUJOZPPA-UHFFFAOYSA-M 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- KSPIHGBHKVISFI-UHFFFAOYSA-N Diphenylcarbazide Chemical compound C=1C=CC=CC=1NNC(=O)NNC1=CC=CC=C1 KSPIHGBHKVISFI-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical class ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 1
- 230000006181 N-acylation Effects 0.000 description 1
- GDBUORNHWAZSNU-UHFFFAOYSA-N N-propanoylimidazole Chemical compound CCC(=O)N1C=CN=C1 GDBUORNHWAZSNU-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- UYJXRRSPUVSSMN-UHFFFAOYSA-P ammonium sulfide Chemical compound [NH4+].[NH4+].[S-2] UYJXRRSPUVSSMN-UHFFFAOYSA-P 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- QHZNYGVZDCMWKX-UHFFFAOYSA-N benzyl (1,3-dioxoisoindol-2-yl) carbonate Chemical compound O=C1C2=CC=CC=C2C(=O)N1OC(=O)OCC1=CC=CC=C1 QHZNYGVZDCMWKX-UHFFFAOYSA-N 0.000 description 1
- HSDAJNMJOMSNEV-UHFFFAOYSA-N benzyl chloroformate Chemical compound ClC(=O)OCC1=CC=CC=C1 HSDAJNMJOMSNEV-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000005976 benzyloxycarbonylation reaction Methods 0.000 description 1
- RHRAMPXHWHSKQB-GGEUKFTFSA-N betamicin Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CN)O2)O)[C@@H](N)C[C@H]1N RHRAMPXHWHSKQB-GGEUKFTFSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- ACBQROXDOHKANW-UHFFFAOYSA-N bis(4-nitrophenyl) carbonate Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC(=O)OC1=CC=C([N+]([O-])=O)C=C1 ACBQROXDOHKANW-UHFFFAOYSA-N 0.000 description 1
- JGIATAMCQXIDNZ-UHFFFAOYSA-N calcium sulfide Chemical compound [Ca]=S JGIATAMCQXIDNZ-UHFFFAOYSA-N 0.000 description 1
- XZFPYHHFOATQOL-UHFFFAOYSA-N carboxy hydrogen carbonate;dihydrate Chemical compound O.O.OC(=O)OC(O)=O XZFPYHHFOATQOL-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940023913 cation exchange resins Drugs 0.000 description 1
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
- 150000004683 dihydrates Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 125000004185 ester group Chemical class 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- PUSKHXMZPOMNTQ-UHFFFAOYSA-N ethyl 2,1,3-benzoselenadiazole-5-carboxylate Chemical compound CCOC(=O)C1=CC=C2N=[Se]=NC2=C1 PUSKHXMZPOMNTQ-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000022244 formylation Effects 0.000 description 1
- 238000006170 formylation reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- RHRAMPXHWHSKQB-UHFFFAOYSA-N gentamicin B Natural products O1CC(O)(C)C(NC)C(O)C1OC1C(O)C(OC2C(C(O)C(O)C(CN)O2)O)C(N)CC1N RHRAMPXHWHSKQB-UHFFFAOYSA-N 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000007327 hydrogenolysis reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 125000003232 p-nitrobenzoyl group Chemical group [N+](=O)([O-])C1=CC=C(C(=O)*)C=C1 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- POTDIELOEHTPJN-UHFFFAOYSA-N tert-butyl (4,6-dimethylpyrimidin-2-yl)sulfanylformate Chemical compound CC1=CC(C)=NC(SC(=O)OC(C)(C)C)=N1 POTDIELOEHTPJN-UHFFFAOYSA-N 0.000 description 1
- ISHLCKAQWKBMAU-UHFFFAOYSA-N tert-butyl n-diazocarbamate Chemical compound CC(C)(C)OC(=O)N=[N+]=[N-] ISHLCKAQWKBMAU-UHFFFAOYSA-N 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
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 238000005583 trifluoroacetylation reaction Methods 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Saccharide Compounds (AREA)
Description
æ¬çºæã¯ïŒâã¢ããâïŒâããªãã·âã°ãªã³ã·
ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããâïŒâããªãã·âã°
ãªã³ã·ã«åºãïŒäœæ°Žé žåºäžã«çµåããŠå«ã¿äžã€ã¢
ããã°ãªã³ã·ã«åºãïŒäœæ°Žé žåºäžã«çµåããŠå«ã¿
åŸãïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšã
ãŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ããåº
ãéå¡ããã«ãã®3â³äœã¢ããåºïŒããªãã¡åèšïŒ
âã¢ããâïŒâããªãã·âã°ãªã³ã·ã«åºåã¯ïŒâ
ã¢ã«ãã«ã¢ããâïŒâããªãã·âã°ãªã³ã·ã«åºäž
ã®ã¢ããåºã«çžåœïŒãéžæçã«ã¢ã«ã«ãã€ã«åº
ïŒãã«ãã«åºãå«ãïŒåã¯ããã²ã³åã¢ã«ã«ãã€
ã«åºã®åŠãã¢ã·ã«åºã§ä¿è·ããæ¹æ³ã«é¢ãããã®
ã§ãããæèšãããšãæ¬çºæã¯ïŒââïŒã¢ãã
ã°ãªã³ã·ã«ïŒåºãå«æãåŸãïŒââãïŒâã¢ã
ãïŒãããã¯ïŒâã¢ã«ãã«ã¢ããïŒâïŒâããªã
ã·ã°ãªã³ã·ã«ãâïŒâããªãã·ã¹ãã¬ãã¿ãã³ã
éšåæ§é ãšããŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®
ïŒäœã¢ããåºä»¥å€ã¯3â³äœã¢ããåºãå«ããŠãã¹ãŠ
ã®ã¢ããåºãä¿è·ãããâä¿è·èªå°äœã®è£œé æ³
ã«é¢ããã ããã«æ¬çºæã¯åèšã®ã¢ããã°ãªã³ã·ãæçç©
質ããåºçºããŠåèšã®ïŒ®âä¿è·èªå°äœã圢æãã
ãããïŒââïŒÎ±âããããã·âÏâã¢ããã¢
ã·ã«ïŒåã次ãã§è±ä¿è·ããããšã«ãã€ãŠïŒâ
âïŒÎ±âããããã·âÏâã¢ããã¢ã·ã«ïŒâã¢ãã
ã°ãªã³ã·ãæçç©è³ªã補é ããæ¹æ³ã«ãé¢ããã åèšã®åŠãã¢ããã°ãªã³ã·ãæçç©è³ªã®ä»£è¡šäŸ
ãšããŠã¯ãã«ããã€ã·ã³é¡ããããã®åçš®ããªã
ã·èªå°äœãããããã®6â²ââã¢ã«ãã«èªå°äœã
ã²ã³ã¿ãã·ã³é¡ãã·ãœãã·ã³ãããã«ãã·ã³çã
æããããã ãããã®ã¢ããã°ãªã³ã·ãæçç©è³ªã¯ãã®ãŸãŸ
ã§èšåºçã«äœ¿çšãããããããã«ãããã®ïŒâã
ãªãã·ã¹ãã¬ãã¿ãã³éšåã®ïŒäœã¢ããåºãã¢ã·
ã«åããããã®ãããšãã°ïŒââïŒïŒïŒ³ïŒâïŒâ
ã¢ããâïŒâããããã·ãããªã«ïŒã«ããã€ã·ã³
ããªãã¡ã¢ãã«ã·ã³ïŒãžã€ãŒãã«ã»ãªãã»ã¢ã³
ãããªãã¯ã¹25å·»695é ïŒ1972ïŒïŒç±³åœç¹èš±ç¬¬
3781268å·ïŒ1973ïŒïŒã¯æ¯ç©è³ªã§ããã«ããã€ã·ã³
ã®èæ§èã«å¯ŸããŠãæå¹ãšãªãäžã€æ¯æ§ãã«ã
ãã€ã·ã³ïŒ¡ã«æ¯ãäœäžããããã®äºå®ãçºèŠãã
ãŠããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãš
ããŠæããã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ã
ãåºãéžæçã«ã¢ã·ã«åããç 究ãæ¥æ¿ã«å¢å€§ã
ãããããã«ã¢ããã°ãªã³ã·ãæçç©è³ªã¯æ°åã®
ã¢ããåºãæããããïŒâããªãã·ã¹ãã¬ãã¿ã
ã³éšã®ïŒäœã¢ããåºã®ã¿ãéžæçã«ã¢ã·ã«åãã
ããšã¯å°é£ã§ãããããåã«ã¢ã·ã«åå€ãããã
ã¢ããã°ãªã³ã·ãæçç©è³ªã«å¯Ÿãäœçšããããã°
ã¢ã·ã«åçæç©ãšããŠå€æ°ã®äœçœ®ç°æ§äœã圢æã
ããç®çãšããææïŒââã¢ã·ã«åçæç©ã¯ã¢
ã·ã«åçæç©ã®ãã¡ã®æ¥µããŠå ãïŒïŒãæ°ïŒ ïŒã
ãåŸãããªãã ãã®åé¡ã解決ããããçš®ã ã®ç 究ãé²ããã
ãŠããããæè¿ããã¬ããã·ã€ã³ãïŒæ¥æ¬ç¹éæ
52â153944å·å ¬å ±åã¯ç±³åœç¹é¡SN.697297ïŒã¯ã«
ããã€ã·ã³ãã²ã³ã¿ãã·ã³ãã·ãœãã·ã³çã«ãã€
ãŠä»£è¡šãããïŒââïŒã¢ããã°ãªã³ã·ã«ïŒâïŒâ
âïŒã¢ããã°ãªã³ã·ã«ïŒâïŒâããªãã·ã¹ãã¬ã
ã¿ãã³é¡ã«å±ããã¢ããã°ãªã³ã·ãæçç©è³ªã«å¯Ÿ
ããŠãé ïŒïŒãããã±ã«ïŒïŒãã³ãã«ãïŒïŒã
ã«ãããŠã ïŒïŒãããªã矀ããéžæãããäºäŸ¡
é·ç§»éå±ïŒM++ïŒã®å¡©ãé©åœãªææ©æº¶åªäžã§äœçš
ãããããšã該æçç©è³ªã®ååäžã§ãã·ãã«
ïŒvicinalïŒãªé¢ä¿ã«ããç¹å®äœçœ®ã®äžå¯Ÿã®ã¢ãã
åºãšæ°Žé žåºãšã®éã«ãäžèšäºäŸ¡éå±ã«ããªã³ãé¯
çµåãããŠéå±å¡©é¯äœã圢æãããããšãèŠåºã
ãããã®ããã«ããŠè©²ã¢ããåºã¯äºäŸ¡éå±ã«ããª
ã³ã«ããéå¡ããããåŸã€ãŠãã®åŸã«ãã®éå±å¡©
é¯äœã«ã¢ã·ã«åå€ãäœçšããããšãäºäŸ¡éå±ã«ã
ãªã³ã®é¯çµåã«ããéå¡ãåããŠãªãã¢ããåºã®
ã¿ãäž»ãšããŠã¢ã·ã«åããããããã¢ã·ã«åºã«ã
ãéžæçä¿è·ãåŸããããããããã«ããã€ã·ã³
ãäŸã«ãšã€ãŠèª¬æãããšã«ããã€ã·ã³ïŒ¡ã«é
ïŒïŒãããã±ã«ïŒïŒãã³ãã«ãïŒïŒåã¯ã«ã
ããŠã ïŒïŒã®äºäŸ¡éå±ã«ããªã³ïŒM++ïŒãäœçš
ãããå Žåã äžèšã®åŒïŒïŒã®åŠãäºäŸ¡éå±ã«ããªã³
ïŒM++ïŒã¯ã«ããã€ã·ã³ïŒ¡ååã®ïŒäœã¢ããåºãš
2â³äœæ°Žé žåºãšã®éåã³3â³äœã¢ããåºãš4â³äœæ°Žé žåº
ãšã®éã«é¯çµåããããã®çµæïŒäœãš3â³äœã®ã¢ã
ãåºã¯åæã«éå¡ããããã®åŸã«åŒïŒïŒã®é¯äœ
ã«ã¢ã·ã«åå€ãäœçšããããšãäžèšã®éå±ã«ããª
ã³ã«ããéå¡ãããŠããªãïŒäœã¢ããåºãš6â²äœã¢
ããåºã®ã¿ãäž»ãšããŠã¢ã·ã«åãããåŸã€ãŠïŒïŒ
6â²âãžââã¢ã·ã«ã«ããã€ã·ã³ïŒ¡ãåŸãããã
ãšãèªããããã®ã§ããïŒãžã€ãŒãã«ã»ãªãã»ã¢
ã¡ãªã«ã³ã»ã±ãã«ã³ã»ãœãµãšãã€100å·»5253â
5254é ã1978幎åç §ïŒã æ¬çºæè ãã¯äžèšã®äºå®ãèªèãã€ã€ãããã
ã«çš®ã ã®éå±ã«ããªã³ãšã«ããã€ã·ã³ïŒ¡ãã«ãã
ã€ã·ã³ïŒ¢ã®åŠãã¢ããã°ãªã³ã·ãæçç©è³ªåã³ã
ããã®èªå°äœãšã®éã®çžäºäœçšã«ã€ããŠãããã
ç 究ããããã®çµæãäºäŸ¡ã®äºéã«ããªã³ã¯äžèš
ã®äºäŸ¡ã®ããã±ã«ãäºäŸ¡ã®ã³ãã«ããäºäŸ¡ã®é å
ã³äºäŸ¡ã®ã«ãããŠã ã®ã«ããªã³ãšã¯ç°ã€ãæåã
瀺ãããã©ãçµæãšããŠãïŒâã¢ããã°ãªã³ã·ã«
åºïŒåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºïŒãïŒ
äœã«æããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§
é ãšããŠæããã¢ããã°ãªã³ã·ãååç©ã«ã€ããŠ
ã¯ããã®ïŒäœã¢ããåºåã¯ã¢ã«ãã«ã¢ããåºãšåœ
該ïŒâã¢ããã°ãªã³ã·ã«åºïŒåã¯ïŒâã¢ã«ãã«ã¢
ããã°ãªã³ã·ã«åºïŒã®ïŒâã¢ããåºïŒåã¯ïŒâã¢
ã«ãã«ã¢ããåºïŒãšã®äž¡è ãäºéã«ããªã³ã¯åŒ·å
ã«éå¡ããäºå®ãå ã«çºèŠãããäžè¿°ã®ã¢ããã°
ãªã³ã·ãæçç©è³ªãšäºéã«ããªã³ãšã®é¯äœã«å¯Ÿã
ãŠãã¢ã·ã«åå€ãäœçšããããšãïŒäœåã³3â³äœã®
ïŒåã®ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãâã¢
ã·ã«åãããèªå°äœã®äºéé¯äœãé«åçã§åŸãã
ãããã®ïŒ®âã¢ã·ã«åèªå°äœã®äºéé¯äœããäºé
ã«ããªã³ãé€å»ãããšãïŒäœåã³3â³äœã®ã¢ããåº
ïŒå以å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºã§ä¿è·ã
ããã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœ
ã補é ã§ããïŒæ¬åºé¡äººã®ç¹é¡æ53â138402å·ã
æå53幎11æ11æ¥åºé¡ïŒã åŸã€ãŠãæ¬åºé¡äººã¯ç¹é¡æ53â138402å·ïŒç¹é
æ55â64598å·å ¬å ±åç §ïŒã«ãããŠãïŒâã¢ãã
ã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«
åºãïŒäœã«æããããªãã·ã¹ãã¬ãã¿ãã³ãããª
ãã¢ããã°ãªã³ã·ãæçç©è³ªã«äºéã«ããªã³ãäœ
çšãããŠçæãããäºéé¯äœããã¢ããåºçšã®ã¢
ã·ã«ä¿è·åºãå°å ¥ããã¢ã·ã«åå€ãšåå¿ãããã
ãã«ããäºéã«ããªã³ãšé¯çµåããŠãã該ã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœã®äºé
é¯äœãçæããã次ãã§ãã®ïŒ®âã¢ã·ã«åèªå°äœ
ã®äºéé¯äœããäºéã«ããªã³ãé€å»ããããšãç¹
城ãšãããã¢ããåºãéžæçã«ã¢ã·ã«åºã§ä¿è·ã
ããåèšã¢ããã°ãªã³ã·ãæçç©è³ªã®ä¿è·èªå°äœ
ã®è£œé æ³ãïŒä»¥äžã§ã¯ãäºéé¯äœæ³ãšããïŒãæ
æ¡ããã ãã®ç¹é¡æ53â138402å·ã®äºéé¯äœæ¹æ³ãã«ã
ãã€ã·ã³ïŒ¢ã«å¿çšããå Žåã«ã¯ããã®éšåä¿è·èª
å°äœãšããŠæ¬¡åŒïŒïŒ ãåŒäžïŒ²ã¯ã¢ã·ã«åºåã®ã¢ããä¿è·åºã瀺ããã§
瀺ãããïŒïŒ2â²ïŒ6â²âããªââã¢ã·ã«ã«ããã€
ã·ã³ïŒ¢ãåŸãããã ããããŠåè¿°ã®äºéé¯äœæ³ã§åŸãããã«ããã€
ã·ã³ïŒ¢éšåä¿è·èªå°äœã¯ïŒäœãš3â³äœã®ã¢ããåºã®
ã¿ãéé¢ããç¶æ ã§ããããããã®ç©è³ªã«ãããš
ãã°ïŒïŒ³ïŒâïŒâã¢ããâïŒâããããã·é ªé žã®
掻æ§ãšã¹ãã«ã®åŠãã¢ã·ã«å€ãäœçšãããããšã
äžèšã¢ã·ã«æ®åºïŒïŒïŒ³ïŒâïŒâã¢ããâïŒâããã
ãã·ãããªã«åºïŒãïŒäœã¢ããåºã®ã¿ã«åå¿ãã
ïŒââã¢ã·ã«åçæç©ã3â³äœã®ã¿ã«åå¿ãã
3â³ââã¢ã·ã«åçæç©ãšãïŒäœãš3â³äœã®äž¡æ¹ã«
åå¿ããïŒïŒ3â³âãžââã¢ã·ã«åçæç©ãšãäž¡
æ¹ã®ã¢ããåºã«å šãåå¿ããªãã€ããã®ãšã®æ··å
ç©ãåŸãããããã®äžããææã®ïŒââã¢ã·ã«
åçæç©ãåŸãããã«ã¯ããã®æ··åç©ããã«ã©
ã ã»ã¯ãããã°ã©ãã€ãŒåã¯ãã®ä»ã®æ段ã«ãã
åé¢ããªããã°ãªããªãã幞ã«ããŠïŒäœã¢ããåº
ã¯3â³äœã¢ããåºããåå¿æ§ã«å¯ãã®ã§ãææã®ïŒ
ââã¢ã·ã«åçæç©ã®çææ¯çã¯äž¡ã¢ããåºã®
åå¿æ§ãå šãåäžãšããå Žåã®çè«çæé«åç
ïŒ25ïŒ ïŒããäžãŸããïŒçŽ40â60ïŒ ïŒããããã©ã
ãªã«åå¿æ¡ä»¶ãäžæã«éžæããŠããäžè¿°ã®æãŸã
ããªãâã¢ã·ã«åçæç©ã®é䌎ã¯é¿ããããã
ããé€å»ããã«ã¯ã«ã©ã ã»ã¯ãããã°ã©ãã€ãŒã
泚ææ·±ãè¡ããã°ãªããªãã æ¬çºæè ãã¯äžè¿°ã®æ¬ ç¹ãé€å»ããããïŒäœä»¥
å€ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³
ã·ãæçç©è³ªïŒ®âä¿è·èªå°äœã補é ããããšæå³
ããããããŠäžè¿°ã®äºéé¯äœæ³ã«ããåŸãããïŒ
äœãš3â³äœã®ã¢ããåºä»¥å€ã®ã¢ããåºãã¢ã·ã«åºã§
ä¿è·ãããã¢ããã°ãªã³ã·ãæçç©è³ªéšåä¿è·èª
å°äœã«ã€ããŠãããã«ãã®3â³äœã¢ããåºãïŒäœã¢
ããåºéé¢ã®ãŸãŸéžæçã«ä¿è·ããæ¹æ³ãçš®ã ç
究ããããã®çµæãã®é žãšã¹ãã«ãåã³é»ååžåŒ
æ§ã®åºãã¢ã·ã«åºäžã«å«æããŠãããžããã²ã³å
åã¯ããªããã²ã³åã¢ã«ã«ã³é žãšã¹ãã«ãâã
ã«ãã«ã€ãããŸãŒã«ããããã¯ïŒ®âã¢ã«ã«ãã€ã«
ã€ãããŸãŒã«ãã¢ã·ã«åå€ãšããŠäœçšãããã
ãšãïŒäœã¢ããåºãå šãã¢ã·ã«åããããããšãª
ã3â³äœã¢ããåºãéžæçã«ã¢ã·ã«åããŠä¿è·ã§ã
ãããšãçºèŠãããå³ã¡ããã®æ¹æ³ãæ¬çºæè ã
ãæ¢ã«çºèŠããåè¿°ã®äºéé¯äœæ³ãšçµåããããª
ãã°ïŒââïŒïŒâã¢ããïŒãããã¯ïŒâã¢ã«ã
ã«ã¢ããïŒâïŒâããªãã·ã°ãªã³ã·ã«ïŒâïŒâããª
ãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠæããã¢ã
ãã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ããåºä»¥å€ã®ã¢ã
ãåºã®ãã¹ãŠãéžæçã«ä¿è·ãããâä¿è·èªå°
äœã補é ããããšãã§ããããããŠãã®å Žåãæ¯
äœã®ã¢ããã°ãªã³ã·ãæçç©è³ªãããäžè¿°ã®ïŒäœ
ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãä¿è·ããã
âä¿è·èªå°äœãšçæããæã®éç®åçã¯70ïŒ ä»¥äž
ã®é«ãå€ãšãªãå©ç¹ããããããããæãŸãããª
ãâã¢ã·ã«ååå¿çæç©ã¯æ®ãã©å¯æãããªã
ã®ã§ç®çã®ïŒââã¢ã·ã«åçæç©ã®åé¢ã粟補
ã容æãšãªã€ãå©ç¹ãåŸãããã åŸã€ãŠç¬¬ïŒã®æ¬çºæã¯ãïŒâã¢ããã°ãªã³ã·ã«
åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâã
ãªãã·ã¹ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæ
ããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšã
ãŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³3â³äœ
ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®
ã¢ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãªã³ã·ã
æçç©è³ªã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³ååã¯ããªããã²ã³åã¢ã«ãã«åºã§ãããR2
ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºãã¢ã©ã«ãã«
ãªãã·åºãç¹ã«ãã³ãžã«ãªãã·åºåã¯ã¢ãªãŒã«ãª
ãã·åºãç¹ã«ããšãã«ãªãã·åºã§ãããã§ç€ºãã
ãã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸ
ãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶å€äžã§äœ
çšãããŠã該éšåä¿è·èªå°äœã®3â³äœã¢ããåºãéž
æçã«åºR1COâã§ã¢ã·ã«åããããšãç¹åŸŽãšã
ããéé¢ã®ïŒäœã¢ããåºãå«æããã3â³äœã¢ãã
åºãå«ããŠä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãããã¢
ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èªå°äœã®è£œé
æ³ãèŠæšãšãããã®ã§ããã ãŸã第ïŒã®æ¬çºæã¯ãïŒâã¢ããã°ãªã³ã·ã«åº
åã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâããª
ãã·ã¹ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæã
ãïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠ
å«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³3â³äœã¢
ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢
ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãªã³ã·ãæ
çç©è³ªã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžR3ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«åºã§ããã
ã§ç€ºãããâã¢ã«ã«ãã€ã«ã€ãããŸãŒã«ãã¢ã·
ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶åªäžã§äœçšããã該
éšåä¿è·èªå°äœã®3â³äœã¢ããåºã«é£ãæ°Žé žåºãåº
R3COâã§ãšã¹ãã«åããããã§çæãããšã¹ã
ã«äœãã¢ã«ã«ãªæ§è©Šè¬ãããšãã°ã¢ã³ã¢ãã¢æ°Žã§
åŠçããŠè©²æ°Žé žåºããåºR3COâã3â³äœã¢ããåº
ã«è»¢äœãããããšãç¹åŸŽãšãããéé¢ã®ïŒäœã¢ã
ãåºãå«æããã3â³äœã¢ããåºãå«ããŠä»ã®ã¢ã
ãåºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³ã·ãæç
ç©è³ªã®ïŒ®âä¿è·èªå°äœã®è£œé æ³ãèŠæšãšãããã®
ã§ããã æ¬çºæã«ããã¢ããã°ãªã³ã·ãæçç©è³ªã®äŸã«
ã¯ãã«ããã€ã·ã³ïŒ¡ã6â²ââã¢ã«ãã«ã«ããã€
ã·ã³ïŒ¡ãç¹ã«6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ã
3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã6â²ââã¡ãã«â
3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã4â²âããªãã·ã«ã
ãã€ã·ã³ïŒ¡ã6â²ââã¡ãã«â4â²âããªãã·ã«ã
ãã€ã·ã³ïŒ¡ïŒ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡
ïŒç¹é¡æ54â11402å·ïŒã6â³âããªãã·âåã¯4â³ïŒ
6â³âãžããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ54â54733
å·ïŒïŒã«ããã€ã·ã³ïŒ¢ã3â²âããªãã·ã«ããã€ã·
ã³ïŒ¢ïŒããã©ãã€ã·ã³ïŒã4â²âããªãã·ã«ããã€ã·
ã³ïŒ¢ã3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ïŒãžã
ã«ã·ã³ïŒã3â²ïŒ4â²âãžããªãã·â3â²âãšãã«ããã€
ã·ã³ïŒ¢ã6â²ââã¡ãã«â3â²ïŒ4â²âãžããªãã·ã«
ããã€ã·ã³ïŒ¢ïŒã«ããã€ã·ã³ïŒ£ã3â²âããªãã·ã«
ããã€ã·ã³ïŒ£ã3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³
ïŒã²ã³ã¿ãã€ã·ã³ïŒ¡ããïŒãã«ããã€ã·
ã³ãã·ãœãã€ã·ã³ãããã«ãã·ã³ãããã 次ã«ç¬¬ïŒåã³ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã®å®æœã«ã€ã
ãŠè©³ãã説æããã 第ïŒåã³ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠåŒïŒïŒ
åã¯åŒïŒïŒã®ã¢ã·ã«åå€ãäœçšãããã¢ããã°
ãªã³ã·ãæçç©è³ªã®ïŒäœãš3â³äœã®ã¢ããåºä»¥å€ã®
ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢ããä¿è·åºã§
ä¿è·ãããéšåä¿è·èªå°äœã¯ãåŸã«è©³è¿°ãããã
ã«äºéé¯äœæ³ã§èª¿è£œã§ããããã®èª¿è£œæ³ã§çšãã
äžè¿°ã®ã¢ã·ã«åºåã®ã¢ããä¿è·åºãšããŠã¯ãæ¬åº
é¡äººã®åèšç¹é¡æ53â138402å·æ现æžã«ç€ºããã
ãã®ãšåäžã®ãã®ãæãããããããã«ã€ããŠã¯
詳述ããªããããã®è¥å¹²ã®äŸã瀺ããªãã°ã¢ã«ã«
ãã€ã«åºãã¢ãã€ã«åºãã¢ã«ã³ãã·ã«ã«ããã«
åºãã¢ã©ã«ãã«ãªãã·ã«ã«ããã«åºãã¢ãªãŒã«ãª
ãã·ã«ã«ããã«åºãã¢ã«ãã«ã¹ã«ããã«åºãã¢ã©
ã«ãã«ã¹ã«ããã«åºåã¯ã¢ãªãŒã«ã¹ã«ããã«åºã®
åŠãå ¬ç¥ã®ã¢ããä¿è·åºã§ãããå ·äœçã«ã¯ãã«
ãã«åºãã¢ã»ãã«åºãããããªãã«åºãããªãã«
ãªãã¢ã»ãã«åºããã³ãŸã€ã«åºãïœâããããã³
ãŸã€ã«åºãã¡ããã·ã«ã«ããã«åºããšããã·ã«ã«
ããã«åºãïœâãããã·ã«ã«ããã«åºããã³ãžã«
ãªãã·ã«ã«ããã«åºãïœâã¡ããã·ãã³ãžã«ãªã
ã·ã«ã«ããã«åºãããšããã·ã«ã«ããã«åºãïœâ
ãããããšããã·ã«ã«ããã«åºãã¡ã¿ã³ã¹ã«ãã
ã«åºããã³ãžã«ã¹ã«ããã«åºããã·ã«åºãªã©ã§ã
ãããŸãåèšã®éšåä¿è·èªå°äœã¯ç¹éæ52â
153944å·ã®ãã¬ããã·ã€ã³ãã®æ¹æ³ã§èª¿è£œããã
ãšãå¯èœã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåºçºç©è³ªãšã
ãŠã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœ
ïŒïŒïŒ3â³ââæªä¿è·ã®ãã®ïŒãé©åœãªææ©æº¶åª
ã«æº¶è§£åã¯æžæ¿ããããã åŸããã溶液åã¯æžæ¿æ¶²ã«åŒïŒïŒ ãåŒäžR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžåã¯ããª
ããã²ã³åã¢ã«ãã«åºãç¹ã«ãžã¯ããã¡ãã«åºã
ããªãã«ãªãã¡ãã«åºåã¯ããªã¯ããã¡ãã«åºã§
ãããR2ã¯ã¢ã«ãã«ãªãã·åºãç¹ã«ççŽ æ°ïŒã
ïŒã®ã¢ã«ãã«ãªãã·åºïŒã¢ã©ã«ãã«ãªãã·åºïŒã¢
ãªãŒã«ãªãã·åºãç¹ã«ããšããã·åºã§ãããã®ã¢
ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸãŒã«
ãã¢ã·ã«åå€ãšããŠå°ãªããšãåœã¢ã«æ¯ã§äœçšã
ãããã溶åªãšããŠã¯ãžã¡ãã«ã¹ã«ããã·ãããž
ã¡ãã«ãã«ã ã¢ããããããµã¡ãã«ããªã¹ããªã
㯠ããªã¢ãããªã©ã®åºçºç©è³ªã«å¯Ÿãã溶解åã®
倧ãããã®ãæãŸãããããã©ããããã©ã³ããž
ãªããµã³ãã¢ã»ããããªã«ããããã¡ã¿ã³ãã¹ã«
ãã©ã³ããžã¡ãã«ã¢ã»ã¿ãããã¯ãããã«ã ããž
ã¯ããã¡ã¿ã³ãã¡ã¿ããŒã«ããšã¿ããŒã«ãïœâã
ã¿ããŒã«ãïœâãã¿ããŒã«ã§ããããããã«ãã
ãã¯å«æ°Žæº¶åªã§ãã€ãŠãããŸã¯ãªããããã«ãã³
ãŒã³ããã«ãšã³ããšãŒãã«ãªã©ã䜿çšå¯èœã§ãã
ãäžè¬ã«åçãæªãé©åœãªæº¶åªãšã¯äºããªããäž
èšåŒïŒïŒã§ç€ºãããã¢ã·ã«åè©Šè¬ã®å ·äœçãªäŸ
ãšããŠã¯ã®é žãã¡ãã«ãã®é žãšãã«ãã®é žãã
ã«ãã®é žãã³ãžã«ãã®é žããšãã«ãâãã«ãã«
ã€ãããŸãŒã«ããžã¯ããé ¢é žã¡ãã«ãããªã¯ãã
é ¢é žã¡ãã«ãããªã¯ããé ¢é žããšãã«ãããªãã«
ãªãé ¢é žã¡ãã«ãããªãã«ãªãé ¢é žãšãã«ãããª
ãã«ãªãé ¢é žããšãã«çã§ããããããã®ã¢ã·ã«
åè©Šè¬ã«ãã3â³äœã¢ããåºã¯éžæçã«ãã«ãã«
åããžã¯ããã¢ã»ãã«ååã¯ããªã¯ããã¢ã»ãã«
åãããã¯ããªãã«ãªãã¢ã»ãã«åããããåã
ããã®ã¢ã·ã«åºã¯ã3â³âã¢ããåºããåŸã«å®¹æã«
åžžæ³ã§è±é¢ããããšããç¹ã«ãããŠãç¹é·ãæã
ãããªããã®éã«ãäžèšã®åŒïŒïŒã®ã¢ã«ã«ã³é ž
ãšã¹ãã«ã«ä»£ããŠã察å¿ã®é žå¡©åç©ãé žç¡æ°Žç©ã
ãããã¯ïŒ®âããããã·ãµã¯ã·ã³ã€ãããšã¹ãã«
ã«ä»£è¡šããã掻æ§ãšã¹ãã«çã䜿çšãããšã3â³äœ
ã¢ããåºãéžæçã«ã¢ã·ã«åããããïŒäœã¢ãã
åºãã¢ã·ã«åãããå¯ç£ç©ãé䌎ããããåã¯ïŒ
äœã¢ããåºãã¢ã·ã«åããããã®ãäž»æåã§åŸã
ãããããã®ã§ææã®ç®çã¯éæãããªãããšã¯
泚ç®ã«å€ããã 第ïŒã®æ¬çºæã§çšããåŒïŒïŒã®ã¢ã·ã«åè©Šè¬
ã¯ã倫ã ã«çžç°ãªãåå¿æ§ããã¡ãåå¿æ§ã«åŒ·åŒ±
ãããã®ã§ãåå¿æ§ã®åŒ·ããã®ã¯å·åŽäžã«åå¿æ
éãçããããåå¿æ§ã®åŒ±ããã®ã¯å ç±åã¯åå¿
æéãé·ãããŠäœçšãããªããã°ãªããªããäžè¬
ã«åå¿æž©åºŠã®ç¯å²ã¯â30ããïŒ120âãé©åœã§ãã
åå¿æéã¯30åã48æéãé©åœã§ããã ããããŠåŸãããç®çã®3â³ââã¢ã·ã«ååå¿
çæç©ã¯ãã®åŸã溶åªã®èžçºãåã¯å æ°Žã«ããæ²
柱æ³ãªã©ã®éåžžã®ç²Ÿè£œæäœã«ããååãããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåºçºç©è³ªãšã
ãŠã®ã¢ããã°ãªã³ã·ãæçç©è³ªéšåä¿è·èªå°äœ
ïŒïŒïŒ3â³ââæªä¿è·ã®ãã®ïŒã«å¯ŸããŠææ©æº¶å€
äžã§åŒïŒïŒã®ïŒ®âã¢ã«ã«ãã€ã«ã»ã€ãããŸãŒã«
ãšåå¿ããããåŒïŒïŒã®ïŒ®âã¢ã«ã«ãã€ã«ã»ã€
ãããŸãŒã«ã®äŸãšããŠã¯ãâã¢ã»ãã«ã€ãããŸ
ãŒã«ãâããããªãã«ã»ã€ãããŸãŒã«ãâã
ããã€ã«ã»ã€ãããŸãŒã«çãããããã®éã«çšã
ãææ©æº¶å€ã®çš®é¡ãåå¿æž©åºŠåã³æéã¯ç¬¬ïŒã®æ¬
çºæã®å Žåãšåæ§ã§ããããããã第ïŒã®æ¬çºæ
ã®å Žåã«ã¯ãã¢ããã°ãªã³ã·ãæçç©è³ªä¿è·èªå°
äœã®3â³äœã¢ããåºã«é£ãæ°Žé žåºãåŒïŒïŒã®ïŒ®â
ã¢ã«ã«ãã€ã«ã»ã€ãããŸãŒã«ã®ïŒ®âã¢ã«ã«ãã€ã«
åºã§å ã¥ãšã¹ãã«åãããããã®ãšã¹ãã«äœãã¢
ã«ã«ãªæ§è©Šè¬äŸãã°ã¢ã³ã¢ãã¢æ°Žãªã©ã®å¡©åºã§å®€
æž©ã§åŠçãããšãè©²æ°Žé žåºãã3â³äœã¢ããåºãžã¢
ã·ã«åºã転äœããçµå±ã3â³äœã¢ããåºãéžæçã«
ä¿è·ããããããããŠç¬¬ïŒã®æ¬çºæã§ããç®çã®
3â³ââã¢ã·ã«ååå¿çæç©ãåŸããããããã
ããåžžæ³ã§ååããã 第ïŒåã³ç¬¬ïŒã®æ¬çºæã«ããã3â³âäœã¢ããåº
ã®éžæçã¢ã·ã«åã«ã€ããŠã®åå¿æ©æ§ã¯æªã 解æ
ãããŠãªãããäžã€ã®è§£éãšããŠèãããããšã
ãã¯ãäžèšã®åŒïŒïŒã®ã¢ã·ã«åè©Šè¬ã¯æ°Žé žåºã«
ãŸã¥åå¿ãããã®çµæãšã¹ãã«ã圢æãããã®ãš
ã¹ãã«åºã«é£æ¥ããŠã¢ããåºãååšããå ŽåïŒå
è¿°ã®3â³äœã¢ããåºã®å ŽåïŒã«ã¯ãã®ãšã¹ãã«ã®ã¢
ã·ã«åºéšåã該ã¢ããåºã«è»¢äœããããã«ããã¢
ããåºã®ã¢ã·ã«ååå¿ãå®çµãããšããããšã§ã
ãããã®äžã€ã®æ ¹æ ã瀺åãããã®ã¯ã第ïŒã®æ¬
çºæã§ïŒ®âã¢ã»ãã«ã€ãããŸãŒã«ãçšããŠã¢ã»ã
ã«åããå Žåã§ããïŒå®æœäŸ38åç §ïŒããã®éã¯
åå¿åŸãã ã¡ã«3â³ââã¢ã»ãã«äœã¯åŸãããã
ã¢ã³ã¢ãã¢æ°Žã§åŠçåŸã«ã¯ãããŠåŸãããããã
ã¯ã¢ã³ã¢ãã¢æ°ŽåŠçã«ãããäžæŠçæããâã¢
ã»ãã«åºã転移åã¯é€å»ãããããã§ãããåŸã€
ãŠäžéäœãšããŠïŒ¯âã¢ã»ãã«åºãå ã¥åœ¢æããã
ãšèããããããã®ããã«èãããšãæ¬çºæã®æ¹
æ³ã§ã¯ãé£æ¥ããæ°Žé žåºãæããªãäžè¿°ã®ïŒâã¢
ããåºã¯ã¢ã»ãã«åãããªãçç±ã説æã§ããã
ãŸã第ïŒã®æ¬çºæã§ããªãã«ãªãã¢ã»ãã«åãã
ã«ãã«åãªã©ãããå Žåã«ã¯äžéäœãšã¹ãã«ãåŸ
ãããªãããã®çç±ã¯ãããã®ïŒ¯âã¢ã·ã«åºã¯äž
å®å®ã§ããããŸãâã¢ã·ã«è»¢äœããªãã€ã
âã¢ã·ã«åºã¯ç²Ÿè£œäžã«é€å»ããæ°Žé žåºã«åŸ©å ãã
ããã§ãããšæãããããããã€ãŠãäžè¬çã«ã
第ïŒåã³ç¬¬ïŒã®æ¬çºæã§çšããåŒïŒïŒåã¯
ïŒïŒã®ã¢ã·ã«åå€ã®äžã§ã¯ããã®ã¢ã·ã«åºã
âã¢ã·ã«åºããªãã¡ãšã¹ãã«ã«å€æããããšãã
ã®ãšã¹ãã«ãäžå®å®ã§ãããã®çšãç®çã«é©ããŠ
ãããšããããšã§ããã ããã«ç¬¬ïŒã®æ¬çºæã«ãããšãæ¯äœã®ã¢ããã°
ãªã³ã·ãæçç©è³ªããåºçºããåèšã®äºéé¯äœæ³
ã«ãã€ãŠããã®ïŒäœåã³3â³äœã¢ããåºä»¥å€ã®ã¢ã
ãåºãä¿è·ãããéšåä¿è·èªå°äœãäœãå·¥çšãšã
ããã«ç¬¬ïŒã®æ¬çºæã®éžæç3â³ââã¢ã·ã«åæ³
ã«ãããïŒäœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠã
ä¿è·ãããâä¿è·èªå°äœãäœãå·¥çšãšããã®ïŒ®
âä¿è·èªå°äœã®ïŒäœã¢ããåºãαâããããã·â
Ïâã¢ããã¢ã«ã«ã³é žãç¹ã«ïŒâã¢ããâïŒâã
ãããã·ããããªã³é žïŒã€ãœã»ãªã³ïŒåã¯ïŒâã¢
ããâïŒâããããã·é ªé žã§ã¢ã·ã«åããå·¥çš
ãšãè±ä¿è·å·¥çšãšãçµåãããŠãªãïŒââïŒÎ±
âããããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ã
ãã°ãªã³ã·ãæçç©è³ªã®è£œé æ³ãæäŸãããã®ã§
ããã ããªãã¡ã詳ããèšãã°ã第ïŒã®æ¬çºæã®èŠæš
ãšãããšããã¯ãïŒâã¢ããã°ãªã³ã·ã«åºåã¯ïŒ
âã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâããªãã·ã¹
ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæããïŒâ
ããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ãã¢
ããã°ãªã³ã·ãæçç©è³ªã«äºéã«ããªã³ãäœçšã
ããŠçæãããäºéé¯äœããã¢ã·ã«åã®ã¢ããä¿
è·åºãå°å ¥ããã¢ã·ã«åå€ãšåå¿ãããŠïŒäœåã³
3â³äœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«å
ããããã«ããäºéã«ããªã³ãšé¯çµåããŠãã該
ã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœ
ã®äºéé¯äœãçæããã次ãã§ãã®ïŒ®âã¢ã·ã«å
èªå°äœã®äºéé¯äœããäºéã«ããªã³ãé€å»ããã
ãã«ãã該ã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³
3â³äœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãåèšã¢ã·
ã«åã®ã¢ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãª
ã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœãçæãã次ã«
ãã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³ååã¯ããªããã²ã³åã¢ã«ãã«åºã§ãããR2
ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºãã¢ã©ã«ãã«
ãªãã·åºãç¹ã«ãã³ãžã«ãªãã·åºåã¯ã¢ãªãŒã«ãª
ãã·åºãç¹ã«ããšãã«ãªãã·åºã§ãããã§ç€ºãã
ãã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸ
ãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶å€äžã§äœ
çšãããŠè©²éšåä¿è·èªå°äœã®3â³äœã¢ããåºãéžæ
çã«ã¢ã·ã«åããããã«ãã€ãŠéé¢ã®ïŒäœã¢ãã
åºãå«æããã3â³äœã¢ããåºãå«ããŠä»ã®ã¢ãã
åºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³ã·ãæçç©
質ã®ïŒ®âä¿è·èªå°äœã圢æãããããã«ãã®ïŒ®â
ä¿è·èªå°äœã«å¯ŸããŠãã¢ããåºãä¿è·ãããåã¯
ãããŠãªãæ¬¡åŒ ãåŒäžïœã¯ïŒåã¯ïŒã§ãããã§ç€ºãããαâãã
ããã·âÏâã¢ããã¢ã«ã«ã³é žåã¯ããã®åå¿æ§
èªå°äœãäœçšãããŠè©²ã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ïŒäœã¢ããåºãã¢ã·ã«åããåŸãããïŒââ
ã¢ã·ã«åçæç©ããæ®åã®ã¢ããä¿è·åºãåžžæ³ã§
è±é¢ããããšãç¹åŸŽãšãããïŒââïŒÎ±âãã
ããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªã®è£œé æ³ã«ããã 次ã«ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã®å®æœã«ã€ããŠè©³ãã
説æããã 第ïŒã®æ¬çºæã«ãããŠãäºéã«ããªã³ãäœçšã
ããããŠäºéé¯äœïŒäºéé¯å¡©ãšãèšããïŒãçæ
ããã¹ãã¢ããã°ãªã³ã·ãæçç©è³ªã¯ãïŒâã¢ã
ãã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·
ã«åºãïŒäœOHåºäžã«çœ®æåºãšããŠæããããªã
ã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ããã®ã§ã
ããããã¯ïŒäœOHåºäžã«çœ®æåºãšããŠã¢ããã°
ãªã³ã·ã«åºãæããããšãã§ããã第ïŒã®æ¬çºæ
ã§çšãããããã®çš®ã®ã¢ããã°ãªã³ã·ãæçç©è³ª
ã®äŸã¯ãæ¢ã«ç¬¬ïŒã第ïŒã®æ¬çºæã®èª¬æã«éããŠ
瀺ãããïŒâã¢ããã°ãªã³ã·ã«çœ®æåºåã¯ïŒâã¢
ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒäœOHåºäžã«æã
ãããªãã·ã¹ãã¬ãã¿ãã³ãåºæ¬éªšæ Œãšããã¢ã
ãã°ãªã³ã·ãæçç©è³ªã«å±ããéããå°æ¥çºèŠã
ããã§ãããçŸåšæªç¥ã®ã¢ããã°ãªã³ã·ãæçç©
質ã«ã€ããŠãããŸãæ¢ç¥ã®ã¢ããã°ãªã³ã·ãæç
ç©è³ªã®ååŠçå€æã«ãã€ãŠå°æ¥åæãããã§ãã
ãæ°ããååæã¢ããã°ãªã³ã·ãæçç©è³ªã«ã€ã
ãŠãæ¬çºæã¯å¿çšã§ããã æ¬çºæãå¿çšãããã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ç¹ã«é©åœãªäŸã¯ã次ã®äžè¬åŒïŒïŒ ãåŒäžãã¯æ°Žé žåºåã¯ã¢ããåºã§ãããåã³
ã¯ããããæ°ŽçŽ åã¯æ°Žé žåºã§ãããã¯æ°Žé žåº
åã¯ã¢ããåºåã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ã¢ãã
åºãç¹ã«ã¡ãã«ã¢ããåºã§ãããã§ç€ºãããã«ã
ãã€ã·ã³ïŒ¡ãã«ããã€ã·ã³ïŒ¢ãã«ããã€ã·ã³ïŒ£ã
ãããã«ããã€ã·ã³é¡ã®ããªãã·èªå°äœåã¯ãã
ãã®6â²ââã¢ã«ãã«èªå°äœã§ããã 第ïŒã®æ¬çºæã«ãããŠäžèšã®ã¢ããã°ãªã³ã·ã
æçç©è³ªã«äºéã«ããªã³ãäœçšãããŠäºéé¯äœã
çæãããå·¥çšåã³ããã«ç¶ãã¢ããåºä¿è·ã®ã
ãã®ã¢ã·ã«åå·¥çšã¯æ¬åºé¡äººã®ç¹é¡æ53â138402
å·æ现æžã«è©³çŽ°ã«èšèŒããŠããã ããã§ãå€å°ãšã詳ãã説æããŠãããããªã
ã¡ãäºéé¯äœã圢æããã«ã¯ãäžèšã®ã¢ããã°ãª
ã³ã·ãæçç©è³ªã®éé¢å¡©åºåã¯é žä»å å¡©ãé©åœãª
ææ©æº¶åªåã¯å«æ°Žææ©æº¶åªã«æº¶è§£åã¯æžæ¿ãã
ããããã«é©åœãªäºéå¡©ãã¢ããã°ãªã³ã·ãæç
ç©è³ªã«å¯Ÿãå°ãªããšãïŒã¢ã«éã®éã§æ·»å ããã
䜿çšãããææ©æº¶åªãšããŠã¯ã圢æãããäºéé¯
äœãå°ãªããšãéšåçã«æº¶è§£ãããªãã°éåžžã®æ
æ©æº¶åªã¯ãã¹ãŠäœ¿çšã§ãããææ©æº¶åªãšããŠã¯æº¶
解åã®å€§ãããžã¡ãã«ã¹ã«ããã·ãã®åŠããã®ã
æãŸãããå«æ°Žãžã¡ãã«ã¹ã«ããã·ãããžã¡ãã«
ãã«ã ã¢ãããå«æ°Žãžã¡ãã«ãã«ã ã¢ããããžã¡
ãã«ã¹ã«ããã·ããšããã©ããããã©ã³ãšã®æ··å
ç©ãããã©ããããã©ã³ãå«æ°Žããã©ããããã©
ã³ãã¡ã¿ããŒã«ããšã¿ããŒã«ãããã«å«æ°Žã¡ã¿ã
ãŒã«ã®åŠãäœçŽã¢ã«ã«ããŒã«ã§ã䜿çšã§ããã äºéã«ããªã³ã¯äºéå¡©ã®åœ¢ã§äŸçµŠããããäºé
å¡©ãšããŠã¯ãéåžžã®ç¡æ©é žåã¯ææ©é žã®äºéå¡©ã
䜿çšã§ãããäœãåŒ±é žå¡©ããšãã°é ¢é žäºéãæãŸ
ãããããåŒ·é žå¡©ãããšãã°å¡©åäºéã䜿çšãã
å Žåã«ã¯ããã®ãŸãŸã§é¯äœã¯åœ¢æããããããã
ã«åŒ±ã¢ã«ã«ãªæ§ã®é ¢é žãããªãŠã ãªã©ãåæã«æ·»
å ããæ¹ãæãŸãããäºéå¡©ãšã¢ããã°ãªã³ã·ã
æçç©è³ªãšã®ã¢ã«æ¯ã¯äºéå¡©ãçã¢ã«ä»¥äžã§ãã
ã°ãé¯äœåœ¢æåå¿ã¯é²è¡ãããå®éã«ã¯ãã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒã¢ã«åœãã«äºéå¡©ã1.5
ãïŒã¢ã«äœãç¹ã«ïŒãïŒã¢ã«äœ¿çšããã®ã奜é©ã§
ãããäºéå¡©ã®æ·»å åŸã®é¯äœåœ¢æã«èŠããæéã¯
䜿çšæº¶åªã«ããå·Šå³ãããããç¬éçïŒå«æ°Žæº¶åª
ã®å ŽåïŒãã20æéã®ç¯å²ã§ããããã®åå¿ã¯é
åžžåžžæž©ã§è¡ãªãããããã®éãå·åŽåã¯å æž©ããŠ
ãããã ããããŠåŸãããã¢ããã°ãªã³ã·ãæçç©è³ªã®
äºéé¯äœãå«ã溶液åã¯æžæ¿æ¶²ã«å¯ŸããŠãã¢ãã
ä¿è·åºã®å°å ¥çšã®ã¢ã·ã«åå€ãå ããã ãã®ç®çã«é©ããã¢ã·ã«åå€ã¯ãäžèšã®ã¢ãã
ã°ãªã³ã·ãæçç©è³ªãšäºéã«ããªã³ãšã®é¯äœäžã®
éé¢ã¢ããåºã«å¯ŸããŠãã¢ã«ã«ãã€ã«åºãã¢ãã€
ã«åºãã¢ã«ã³ãã·ã«ã«ããã«åºãã¢ã©ã«ãã«ãªã
ã·ã«ã«ããã«åºãã¢ãªãŒã«ãªãã·ã«ã«ããã«åºã
ã¢ã«ãã«ã¹ã«ããã«åºãã¢ã©ã«ãã«ã¹ã«ããã«åº
åã¯ã¢ãªãŒã«ã¹ã«ããã«åºã®åŠãã¢ã·ã«åºãä¿è·
åºãšããŠçµåãããããã«äœ¿çšãããéåžžã®ä¿è·
è©Šè¬ã§ããããã®ã¢ããåºä¿è·çšã¢ã·ã«åå€ã¯ã
æ¬¡åŒ R4COOH ïŒïœïŒ ãåŒäžãR4ã¯æ°ŽçŽ ãã¢ã«ãã«åºãç¹ã«ççŽ æ°ïŒ
ãïŒã®ã¢ã«ãã«åºåã¯ã¢ãªãŒã«åºãç¹ã«ããšãã«
åºãåã¯ã¢ã©ã«ãã«åºã§ããããããã¯æŽã«çœ®æ
åºãæããããšãã§ãããã§ç€ºãããã«ã«ãã³é ž
åã¯ããã®é žãã©ã€ããé žç¡æ°Žç©åã¯æŽ»æ§ãšã¹ã
ã«ã§ããããšãã§ãããããã¯æ¬¡åŒ R4OâCOâCl ïŒïœïŒ ã®ã¯ãããã«ã¡ãŒãåã¯æ¬¡åŒ R4OâCOââC6H5âïœâNO2 ïŒïœïŒ ã®ïœâãããããšãã«ã»ã«ã«ãããŒãåã¯æ¬¡åŒ ã®åŠãâããããã·ãµã¯ã·ã³ã€ããã«ãã掻æ§
ãšã¹ãã«åã¯æ¬¡åŒ R4OâCOâN3 ïŒïœ ïŒ ã®ã¢ãžããã«ã¡ãŒããR4ã¯äžèšã®æå³ããã€ã
ã§ããããšãã§ãããããã¯æ¬¡åŒ R5SO3H ïŒïœïŒ ãåŒäžãR5ã¯ã¢ã«ãã«åºãç¹ã«ççŽ æ°ïŒãïŒã®
ã¢ã«ãã«åºãã¢ãªãŒã«åºãç¹ã«ããšãã«åºåã¯ã¢
ã©ã«ãã«åºãç¹ã«ãã³ãžã«åºã®åŠãããšãã«ã¢ã«
ãã«åºã§ãããã§ç€ºãããã¹ã«ãã³é žåã¯é žãã©
ã€ããé žç¡æ°Žç©åã¯æŽ»æ§ãšã¹ãã«ã§ããããšãã§
ããã å ·äœçãªã¢ã·ã«åå€ãšããŠã¯ãã¢ã»ããã·ãã«
ãã«ãïœâãããããšãã«ãã«ã¡ãŒããç¡æ°Žé ¢
é žãå¡©åã¢ã»ãã«ãç¡æ°Žããããªã³é žãããªãã«
ãªãé ¢é žã®ïœâãããããšããŒã«ãšã¹ãã«ãããª
ãã«ãªãé ¢é žãšãã«ãâãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ããïŒä»£è¡šçãªæŽ»æ§ãšã¹ã
ã«ïŒãâãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãã¿
ã«ã€ãããå¡©åãã³ãžã«ãªãã·ã«ã«ããã«ãïœâ
ã¡ããã·ãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ïœâã
ããããšãã«ãïœâãããã·ã«ã«ããã«ã¢ãžãã
å¡©åããšããã·ã«ã«ããã«ããã·ã«ã¯ããªãçã
䜿çšãããã ãããã®ã¢ã·ã«åè©Šè¬ã¯ãã®ãŸãŸããŸãã¯ãã
ã©ããããã©ã³ããžã¡ãã«ã¹ã«ããã·ããããã
ã¯äž¡è ã®æ··åç©ãªã©ã®æº¶åªç³»ã«æº¶è§£ããããŠãã
å ããŠããããéåžžãã®æ·»å éã¯åå¿ãã¹ãã¢ã
ãåºãšåã¢ã«æ°ãããã¯ãããéå°ã§ããããã¢
ããåºã®ã¢ã«æ°ã®ïŒåäœãŸã§ã¯å Žåã«ãã䜿çšã
ãããæ·»å ã«èŠããæéã¯äžæã«å ããå Žåãã
ïŒãïŒæéã«ãããç¯å²ã§ãããåå¿æž©åºŠã¯äžè¬
ã«â20âã100âãéåžžã¯ïŒâãåžžæž©ã®éã§ããã
éåžžããã®ã¢ã·ã«ååå¿ã¯ãäžèšã®äºéé¯äœã圢
æããæã«çšãã溶å€äžã§è¡ãåŸãã äžè¿°ã®ã¢ã·ã«ååå¿åŸã«ãçæãããã¢ããã°
ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«åèªå°äœãšäºéã«ã
ãªã³ãšã®é¯äœããäºéã«ããªã³ãè±é€ãïŒé¯äœã®
å解ïŒãããã«ãã€ãŠã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ïŒ®âã¢ã·ã«åèªå°äœãããªãã¡ïŒ®âä¿è·èªå°äœ
ã圢æãããã äºéã«ããªã³ãäžèšé¯äœããè±é€ããæ¹æ³ãšã
ãŠã¯ãäžèšé¯äœãå«æããã¢ã·ã«ååå¿æ¶²ãã®ã
ã®ãŸãã¯äžèšé¯äœãä»ã®ææ©æº¶å€ã«è»¢æº¶ãããŠåŸ
ãããææ©æº¶å€æº¶æ¶²ã«å¯ŸããŠãäºéã«ããªã³ãäž
溶æ§ã®äºéååç©äŸãã°ç¡«åäºéãæ°Žé žåäºéå
ã¯çé žäºéã«è»¢åãããäœçšãæããäºéæ²æŸ±å€
ãæ·»å ãäœçšããã第ïŒã®æ¹æ³ãããããŸããå
èšã®ã¢ã·ã«ååå¿æ¶²åã¯è»¢æº¶ã§åŸãåèšã®ææ©æº¶
å€æº¶æ¶²ã溶å€ã®èžçºã«ããæ¿çž®åã¯ä¹Ÿåºããåã¯
çšéå€ãšããŠã®ææ©æ¶²äœãããã¯æ°Žãæ·»å ããã
ãã§åŸãããæ²¹ç¶ä¹è³åºäœæ²æç©åã¯æ®æž£ããæ
æã®ïŒ®âã¢ã·ã«åäœãååãã第ïŒã®æ¹æ³ãå©çš
ã§ããã ãã®ç¬¬ïŒã®æ¹æ³ã«çšããäºéæ²æŸ±å€ãšããŠã¯ã
ç¡«åæ°ŽçŽ ãã¢ã«ã«ãªéå±ç¡«åç©ãäŸãã°ç¡«åãã
ãªãŠã ãç¡«åã¢ã³ã¢ããŠã ãã¢ã«ã«ãªåé¡éå±ç¡«
åç©äŸãã°ç¡«åã«ã«ã·ãŠã ãã¢ã«ã«ãªéå±çé žå¡©
äŸãã°çé žãããªãŠã ããããåã«æ°Žãå ããŠã
äžèšé¯äœããäºéã«ããªã³ãè±é€ã§ããå Žåãã
ãããã®ç¬¬ïŒã®æ¹æ³ã«ããã°ãäºéæ²æŸ±å€ãäžèš
é¯äœã®æº¶æ¶²ã«æ·»å ãããšãæ¯èŒçæ©ãäºéã«ããª
ã³ã¯äžæº¶æ§äºéååç©ãšããŠæ²æããŠæ¥ãããã
ãã®æ²æç©ãå»ããã液äžã«æ®çããã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœã¯ãã
ããåžžæ³ã§ãäŸãã°æº¶æ¶²ã®æ¿çž®ã«ããåã¯æœåºã«
ããååããããããŠå¿ èŠãªãã°ãäŸãã°ã·ãªã«
ã²ã«å¡ã¯ãããã°ã©ãã€æ³ã§ç²Ÿè£œããã åèšã®ç¬¬ïŒã®æ¹æ³ã«ããã°ãã¢ã·ã«ååå¿æ¶²
ïŒåã¯ãã®ä»ã®ææ©æº¶å€æº¶æ¶²ïŒãæ¿çž®åã¯ä¹Ÿåºã
ãããšã«ããæ²¹ç¶ä¹è³åºäœæ²æŸ±ç©åã¯æ®æž£ãå ã¥
åŸãã®ã§ãããé£æ®çºæ§æº¶åªããšãã°ãžã¡ãã«ã¹
ã«ããã·ãçãã¢ã·ã«ååå¿ã®æº¶å€ãšããŠäœ¿çšã
ãå Žåã«ã¯ããšãã«ãšãŒãã«çã®çšéå€æº¶åªãå
ãé£æ®çºæ§æº¶åªããšãã«ãšãŒãã«ã«æº¶è§£ïŒåã¯çš
éïŒããããšãç®çã®ïŒ®âã¢ã·ã«åçæç©äºéé¯
äœãå«ãåºäœãæ²æã§ããããããã®æ²¹ç¶ç©ä¹è³
åºäœã¯ãäžè¬ã«ã¯ãã¢ããã°ãªã³ã·ãæçç©è³ªã®
âã¢ã·ã«åèªå°äœãšäºéã«ããªã³ãšã®é¯äœãšã
溶å€ã®é€å»ã«ããé¯äœã®ãã¡ã®äžéšåã®é¯çµåã
ç Žããããšã«åºå ããŠçããéé¢ã®è©²ïŒ®âã¢ã·ã«
åèªå°äœãšãããã«äŒŽã€ãŠçããäºéå¡©ãšãéå°
åãšããŠæ·»å ãããŠåãããååšããäºéå¡©ãšäœ¿
çšããææ©æº¶å€ã®è¥å¹²ã®æ®éïŒãªãããšãããïŒ
ãšã®æ··åç©ããæãã (ã€) ãã®æ²¹ç¶ä¹è³åºäœæ··åç©ã«å¯ŸããŠããã®äžã«
å«ãŸããäºéé¯äœäžã®äºéã«ããªã³ã®é¯çµåã
ç Žãäœçšããã€æ¥µæ§ææ©æ¶²äœã§ãã€ãŠãããäº
éå¡©ã溶解ãåŸããææã®ã¢ããã°ãªã³ã·ãæ
çç©è³ªïŒ®âã¢ã·ã«åèªå°äœã溶解ããªããããª
ææ©æ¶²äœããã®ãããªææ©æ¶²äœã®æ··åç©åã¯å«
æ°Žææ©æ¶²äœããããã¯æ°Žãæ·»å ãæ··åãããã
ã®ããã«ãããšãäºéé¯äœã¯å解ããè±é¢ãã
äºéã«ããªã³ãäºéå¡©ã®åœ¢ã§æº¶è§£ãæœåºããã
ãããäžæº¶æ®æž£ãšããŠåèšïŒ®âã¢ã·ã«åèªå°äœ
ãæ®ããæ¡åã§ãããããã«é©ãã極æ§ææ©æ¶²
äœãšããŠã¯ãäŸãã°ã¡ã¿ããŒã«ããšã¿ããŒã«ã
液äœã¢ã³ã¢ãã¢ããšãã«ã¢ãã³ãããªãšãã«ã¢
ãã³ãããã (ã) åèšã®æ²¹ç¶ä¹è³åºäœæ··åç©ã«å¯ŸããŠããã®äž
ã«å«ãŸããäºéé¯äœäžã®äºéã«ããªã³ã®é¯çµå
ãç Žãäœçšããã€æ¥µæ§ææ©æº¶å€ã§ãã€ãŠããã
äºéå¡©ã溶解ãåŸãªããææã®ã¢ããã°ãªã³ã·
ãæçç©è³ªïŒ®âã¢ã·ã«åèªå°äœã溶解ãåŸã極
æ§ææ©æº¶å€ïŒå«æ°Žã§ãããïŒãæ·»å ãæ··åãã
ãšãäºéé¯äœã¯å解ããéé¢ããåèšïŒ®âã¢ã·
ã«åèªå°äœã¯è©²ææ©æº¶å€ã«æº¶è§£ãæœåºãããã
ãããŠäžæº¶ã®ãŸãæ®ãäºéå¡©ããåé¢ã§ããã
ãã®ããã«åŸãããåèšïŒ®âã¢ã·ã«åèªå°äœæº¶
液ã¯ãææãªãã°ç²Ÿè£œåŸãæ¿çž®ãããšãææã®
âã¢ã·ã«åèªå°äœãååŸã§ããã (ã) åèšã®ã¢ã·ã«ååå¿æ¶²ãè¥ããã¯ããããã¢
ã·ã«åçæç©ãææ©æº¶å€ã§æœåºããŠåŸãæœåºæ¶²
ãæ¿çž®åã¯èžçºä¹Ÿåºããããšã«ããåã¯çšéå€
液äœã®æ·»å ã«ããåŸãåèšã®æ²¹ç¶ä¹è³åºäœæ··å
ç©ã¯ããã®æ··åç©å šäœã氎溶æ§ãããã¯éšåç
氎溶æ§ã§ããå Žåã«ã¯ãåèšã®æ··åç©å šäœãé©
åœãªå«æ°Žææ©æº¶åªã«å溶解ãããã®æº¶æ¶²ããã¯
ãããã°ã©ãã€ãŒçã«äºéå¡©ãšææã®ïŒ®âã¢ã·
ã«åèªå°äœãšãå¥ã ã«æ¡åããããšãã§ããã ãã®ã¯ãããã°ã©ãã€ãŒã«ã¯ãã«ã«ããã·ã«
åºãå«ãã«ããªã³äº€ææš¹èãã¹ã«ãã³é žåºãå«
ãã«ããªã³äº€ææš¹èãã¢ããªã³äº€ææš¹èããã¬
ãŒã亀ææš¹èãåã¯éå±ãšçµåãããåºããã€
æ°Žäžæº¶æ§é«ååç©è³ªã䜿çšã§ãããäŸãã°ã«ã«
ããã·ã«åºãå«ãã«ããªã³äº€ææš¹èã䜿çšã§
ãããã®å Žåã«ã¯ãåè¿°ã®åºäœæ··åç©ãé©åœãª
å«æ°Žææ©æº¶åªããšãã°æ°Žâã¡ã¿ããŒã«ïŒæ°Žå«æ
çã¯å Žåã«ãã10ã90ïŒ ã«å€åããïŒãæ°Žâãž
ãªããµã³ïŒæ°Žå«æçã¯äžã«åãïŒã«æº¶è§£ããŠäž
èšäº€ææš¹èãå«ãã«ã©ã ã«ãã€ãŒãžããã¯ãã
äžèšå«æ°Žææ©æº¶åªã§ããæŽæ»ãããã®åŸã«ãé ¢
é žã®åŠã匱ææ©é žåã¯çšå¡©é žã®åŠãç¡æ©é žããŸ
ãã¯æ°Žé žåã¢ã³ã¢ããŠã ãå«ãäžèšå«æ°Žææ©æº¶
åªãå±é溶åªãšããŠçšããŠå±éããã (ã) åèšã®ã¢ã·ã«åä¿è·åå¿ãè¡ã€ãã¢ã·ã«åå
å¿æ¶²ãçŽæ¥ã«ãåè¿°ã®åŠãã«ããªã³åã¯ã¢ããª
ã³äº€ææš¹èããã¬ãŒã亀ææš¹èãåã¯éå±ãšçµ
åãããåºããã€æ°Žäžæº¶æ§é«ååç©è³ªã®ã«ã©ã
ã«æµããŠåžçãè¡ãã次ãã§ãã®ããã«ãã€ãŒ
ãžãããã«ã©ã ãåé (ã)ã§è¿°ã¹ãããã«é žåã¯
å¡©åºãå«ãåã¯å«ãŸãªãåèšå«æ°Žææ©æº¶å€ã§å±
éããã®åŸã«åé (ã)ã®ãšåæ§ã«æäœãã第ïŒã®
æ¹æ³ããäºéé¯äœããã®äºéã«ããªã³ã®è±é¢å
ã³ææã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«
åèªå°äœã®ååã®ããã«æ¡çšã§ããã (ã) ææã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«
åèªå°äœããèªäœãå®è³ªçã«æ°Žã«äžæº¶æ§ã®ãã®
ã§ããå Žåã«ã¯ãåèšã®ã¢ã·ã«ååå¿æ¶²ã«çŽæ¥
ã«æ°Žãæ·»å ãæ··åãã第ïŒã®æ¹æ³ãè¡ãããã
ãã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«åèª
å°äœãå®è³ªçã«æ°Žäžæº¶æ§ã§ããå Žåã®äŸãšããŠ
ã¯ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒãžãã«ã·ã³ãªã©ãããããã®å Žåã
ã¢ã·ã«ååå¿æ¶²ã«çŽæ¥ã«æ°Žãæ·»å ãæ··åãã
ã°ãäºéé¯äœã®é¯çµåãç ŽããŠè©²ïŒ®âã¢ã·ã«å
èªå°äœã¯åºäœãšããŠæ²æŸ±ããè±é¢ããäºéã«ã
ãªã³ããçããäºéå¡©ã¯æº¶è§£ãããŸãæ®ãã
ããã»ãšãã©çŽç²ãªïŒ®âã¢ã·ã«åèªå°äœãäºé
å¡©ããåé¢ãåŸãã åè¿°ã®äºéã«ããªã³è±é¢æ¹æ³ã®ãã¡ãã€ãªã³äº€
ææš¹èåã¯ãã®ä»ã®é«ååç©è³ªã«ããäºéã«ããª
ã³è±é¢æ³(ã)ã(ã)ã¯æäœã容æã§ãããåé¢å¹çã
è¯å¥œã§ãããåçãé«ãã®ã§å·¥æ¥åäžæ¥µããŠæå©
ãªæ¹æ³ã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãå ã¥åè¿°ã®ã
ãã«ããŠãïŒäœãš3â³äœã¢ããåºåã¯3â³äœã¢ã«ãã«
ã¢ããåºä»¥å€ã®ä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãã
ãã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœã
åŸãããããã®ååç©ã«ã€ããŠããã®åŸã«ç¬¬ïŒã®
æ¬çºæã®æ¹æ³ã§3â³äœã¢ããåºãéžæçã«ã¢ã·ã«å
ããã²ãã€ã¥ããŠãã®ïŒäœã¢ããåºãåŒïŒïŒã®
αâããããã·âÏâã¢ããã¢ã«ã«ã³é žã§ã¢ã·ã«
åãäžã€æ®åã®ã¢ããä¿è·åºãåžžæ³ã§è±é¢ãã
ãšãæèå€ãšããŠæçšãªååæïŒââïŒÎ±âã
ãããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒã¢ããã°ãª
ã·ãæçç©è³ªãåŸãããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåè¿°ã®ããã«
ããŠåŸãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èª
å°äœïŒââæªä¿è·ã®ãã®ïŒã«å¯ŸããŠãåŒïŒïŒ
ã®Î±âããããã·âÏâã¢ããã¢ã«ã«ã³é žãå ·äœ
çã«ã¯DLâã€ãœã»ãªã³ãâã€ãœã»ãªã³åã¯ïŒ¬
âã€ãœã»ãªã³ããããã¯ïŒ¬âïŒâã¢ããâïŒâã
ãããã·é ªé žãäœçšãããããã«ãã€ãŠïŒäœã®ã¢
ããåºãã¢ã·ã«åããã®ã§ããããã®ïŒââã¢
ã·ã«ååå¿ã¯ããžã·ã¯ãããã·ã«ã«ã«ããžã€ãã
æ³ãæ··åé žç¡æ°Žç©æ³ãã¢ãžãæ³ã掻æ§ãšã¹ãã«æ³
ãªã©ãããããæ¢ç¥ã®ã¢ããåææ³ã«ãããã€ãœ
ã»ãªã³åã¯ïŒ¬âïŒâã¢ããâïŒâããããã·é ªé ž
ããã®ãŸãåã¯ããã®åå¿èªå°äœïŒå®èœçåç
ç©ïŒã®åœ¢ã§äœçšãããŠå®æœã§ãããã€ãœã»ãªã³å
ã¯ïŒ¬âïŒâã¢ããâïŒâããããã·é ªé žã®ã¢ãã
åºã¯ææãªãã°ä¿è·ããããšãã§ããããã«é©ã
ãã¢ããä¿è·åºãšããŠã¯ã¢ããã°ãªã³ã·ãæçç©
質ã®ã¢ããä¿è·åºã«çšãããããšåãåã¯ç°ãªã
ã¢ããä¿è·åºãçšãããããç¹ã«ãããªãããé ¢
é žãé ¢é žãªã©ã®æ°Žæº¶æ¶²ãŸãã¯å¡©é žãªã©ã®åžè溶液
äžã§åŠçããŠå®¹æã«è±ä¿è·ã§ãã第äžãããã·ã«
ã«ããã«åºã¯ã奜ãŸããçšããããä¿è·åºã§ã
ãããŸãããã©ãžãŠã ãé žåçœéãªã©ã觊åªãšã
ãŠäœ¿çšããéåžžã®æ¥è§Šéå ã§è±ä¿è·ã§ãããã³ãž
ã« ãªãã·ã«ã«ããã«åºãåã¯ããã©ãžã³ãªã©ã§
容æã«è±é¢ããããã¿ãã€ã«åºã¯ããããŠäŸ¿å©ãª
ä¿è·åºã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã®ïŒââã¢ã·ã«åå·¥çšã®
ã¢ã·ã«ååå¿ã¯å«æ°Žæº¶åªäžã§æŽ»æ§ãšã¹ãã«æ³ãçš
ããŠè¡ãããããšã奜ãŸãããäŸãã°ãéåžžã®æ¹
æ³ã§åŸããã掻æ§ãšã¹ãã«ãšããŠã€ãœã»ãªã³åã¯
âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâ
ããããã·é ªé žã®ïŒ®âããããã·ã³ãã¯é žã€ãã
ã0.5âïŒã¢ã«åœéã奜ãŸããã¯ïŒâ1.5ã¢ã«åœé
ã®ç¯å²ã§äœ¿çšãããŸãæ°Žãšæ··åããã溶åªãšã
ãŠã奜ãŸããã¯ãžãªããµã³ããžã¡ããã·ãšã¿ã³ã
ãžã¡ãã«ãã«ã ã¢ãããããã©ããããã©ã³ããª
ã©ã䜿çšãããã 次ãã§ãããããŠçæãããïŒââã¢ã·ã«å
åå¿çæç©ããã¢ããä¿è·åºãåžžæ³ã«ãã€ãŠè±é¢
ãããããäžèšã®ã¢ã«ã³ãã·ã«ã«ããã«åºåã®ã¢
ããä¿è·åºã¯ããªãããé ¢é žãé ¢é žãªã©ã®æ°Žæº¶
液ããŸãã¯å¡©é žãªã©ã®åžè溶液äžã§å æ°Žå解ã«ã
ãåŠçããŠè±é¢ãããããŸããã³ãžã«ãªãã·ã«ã«
ããã«åºãªã©ã®ã¢ã©ã«ãã«ãªãã·ã«ã«ããã«åºã®
å Žåã«ã¯éåžžã®æ¥è§Šéå ïŒæ°Žæ·»å解ïŒã«ãã€ãŠã
容æã«è±é¢ããããšãã§ããããã®ããã«ããŠä¿
è·åºãè±é¢ããããšãïŒââïŒïŒâããããã·
âïŒâã¢ããããããªãã«ïŒåã¯ïŒââïŒïŒâ
ããããã·âïŒâã¢ãããããªã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªãåŸãããã 第ïŒã®æ¬çºæã§è£œé ã§ããïŒââïŒÎ±âãã
ããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªã®äŸã«ã¯ã次ã®ãã®ãããã (1) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒã«ããã€ã·ã³ïŒ¡ (2) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ (3) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³
 (4) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒããã©ãã€ã·ã³ (5) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒãžãã«ã·ã³ (6) ïŒââïŒïŒâã¢ããâïŒâããããã·ãã
ããªãã«ïŒãžãã«ã·ã³ 次ã«ç¬¬ïŒã®æ¬çºæãå®æœäŸïŒã37åã³45ã47ã«
ã€ããŠç¬¬ïŒã®æ¬çºæãå®æœäŸ38ã«ã€ããŠã第ïŒã®
æ¬çºæãå®æœäŸ39ã44ã«ã€ããŠèª¬æããã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒç¬¬ïŒã®æ¬çºæïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·æ现æž
ã®å®æœäŸïŒåç §ïŒ504mgããžã¡ãã«ã¹ã«ããã·ã
ïŒmlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«220mgãå
ã宀枩ã«ãŠäžå€æŸçœ®ãããå°éã®ããªãã«ãªãé ¢
é žãå ããŠåŸåå¿æ¶²ããšãŒãã«äžã«æå ¥ããæåº
ããæ²¹ç¶ç©è³ªããšãŒãã«ã§å åæŽãåºåããã
ãããã也ç¥ãåºäœ640mgïŒ99ïŒ ïŒãåŸãããαã
25 DïŒ69ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒ
ïŒïŒ å çŽ åæ C36H47N4O16F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 47.40ïŒïŒš 5.02ïŒïŒ® 5.82ïŒ åæå€ïŒïŒ£ 47.13ïŒïŒš 5.15ïŒïŒ® 5.79ïŒ å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A20mgããžã¡ãã«ã¹ã«ããã·ã
0.4mlã«æº¶è§£ãããªãã«ãªãé ¢é žããšãã«ïŒmgã
å ã宀枩ã«ãŠäžå€æŸçœ®ããã以åŸå®æœäŸïŒãšåæ§
ã«åŠçãè¡šé¡ã®ååç©ïŒå®æœäŸïŒãšåäžç©è³ªïŒ
24.8mgïŒ97ïŒ ïŒãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgããããµã¡ãã«ãã¹ããª
ãã¯ããªã¢ãã0.3mlã«æº¶è§£ãããªãã«ãªãé ¢é ž
ãšãã«ïŒmgãå ã宀枩ã«ãŠäžå€æŸçœ®ãããå°éã®
ããªãã«ãªãé ¢é žãå ããŠåŸãåå¿æ¶²ããšãŒãã«
äžã«æå ¥ãããæåºããæ²¹ç¶ç©è³ªããšãŒãã«ã§å
åæŽããåŸãããåºäœã也ç¥ããåºäœ11.7mgïŒ91
ïŒ ïŒãšããŠè¡šé¡ã®ååç©ã®ã¢ãããªãã«ãªãé ¢é ž
å¡©ãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgããžã¡ãã«ãã«ã ã¢ãã
0.3mlã«æžæ¿ãããªãã«ãªãé ¢é žãšãã«ïŒmgãå
ã宀枩ã«ãŠäžå€æŸçœ®ãããåŸãããåäžæº¶æ¶²ã«å°
éã®ããªãã«ãªãé ¢é žãå ããŠåŸåå¿æ¶²ããšãŒã
ã«äžã«æå ¥ãããæåºããæ²¹ç¶ç©ããšãŒãã«ã§å
åæŽãåºåããããåŸä¹Ÿç¥ããåºäœ11.5mgïŒ90
ïŒ ïŒãšããŠè¡šé¡ã®ååç©ã®ã¢ãããªãã«ãªãé ¢é ž
å¡©ãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãã¹ã«ãã©ã³0.35mlã«æž
æ¿ããããªãã«ãªãé ¢é žãšãã«ïŒmgãå ãåžžæž©ã§
äžå€æ¹æããã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçã
åºäœ12.0mgïŒ94ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãš
ããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A22mgãããã©ããããã©ã³
0.8mlã«æžæ¿ããããªãã«ãªãé ¢é žãšãã«10mgã
å ãïŒæ¥éæ¹æãããåŸãããåäžæº¶æ¶²ã«ããªã
ã«ãªãé ¢é žãšãã«15mgãç¡æ°Žçé žãããªãŠã ïŒmg
ãå ããäžå€æ¹æåŸïŒæ¥éæŸçœ®ããã溶液ãæ¿çž®
ããæ¿çž®ç©ãæ°ŽæŽåŸä¹Ÿç¥ãåºäœãåŸãããã®åºäœ
ãããã©ããããã©ã³å°éã«æžæ¿ããå°éã®ããª
ãã«ãªãé ¢é žãå ãæ¹æåŸãšãŒãã«ãå ãããæ
åºããåºäœãåããšãŒãã«ã§æŽã也ç¥ãåºäœ21
mgïŒ74ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸ
ãããαã25 DïŒ68ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãå«æ°Žããã©ããããã©
ã³ïŒïŒïŒïŒã0.3mlïŒã«æº¶è§£ãããªãã«ãªãé ¢é ž
ãšãã«ïŒmgã®ããã©ããããã©ã³æº¶æ¶²0.1mlãå
ã宀枩ã§ïŒæ¥æŸçœ®ããããã®åŸïŒæéæ¯ã«ããªã
ã«ãªãé ¢é žãšãã«10mgãç¡æ°Žçé žãããªãŠã 4.4
mgãããã©ããããã©ã³0.1mlã®æ··åç©ãå ã
ïŒéœåïŒåïŒåå¿ãããããã溶液ãæ¿çž®ã以åŸ
å®æœäŸïŒãšå šãåæ§ã«åŠçãåºäœ5.5mgïŒ43ïŒ ïŒ
ãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãå«æ°Žãšã¿ããŒã«ïŒïŒïŒ
ïŒã0.6mlïŒã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«ïŒ
mgã®ããã©ããããã©ã³æº¶æ¶²0.1mlãå ã宀枩ã«
ïŒæ¥æŸçœ®ããã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçã
åºäœ2.3mgïŒ18ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãš
ããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âïŒïœâã¡ããã·ãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒïŒâ3â³ââããªãã«ãªãã¢ã»
ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âïŒïœâã¡ããã·ãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒïŒã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸïŒåç §ïŒ40mgããžã¡ãã«ã¹ã«ã
ãã·ã0.4mlã«æº¶è§£ãããªãã«ãªãé ¢é žã¡ãã«18
mgãå ãåžžæž©ã«ãŠäžå€æŸçœ®ããã以åŸå®æœäŸïŒãš
å šãåæ§ã«åŠçãåºäœ49.3mgïŒ98ïŒ ïŒãšããŠè¡šé¡
ååç©ãåŸãããαã25 DïŒ78ãïŒc1ãå«æ°Žãžã¡ãã«ã
ã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C38H51N4O18F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 46.97ïŒïŒš 5.12ïŒïŒ® 5.48ïŒ åæå€ïŒïŒ£ 47.18ïŒïŒš 5.03ïŒïŒ® 5.31ïŒ å®æœäŸ 10 ïŒïŒ6â²ïŒ3â³âããªã¹ïŒïŒ®âããªãã«ãªãã¢ã»ã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âããªãã«ãªãã¢ã»ãã«ïŒã«
ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·ã®å®æœäŸ10å
ç §ïŒ75mgåã³ããªãšãã«ã¢ãã³12mgããžã¡ãã«ã¹
ã«ããã·ã0.6mlã«å ããã«ãã«ãªãé ¢é žãšãã«
35mgãå ãæ¹æãã€ã€äžå€åå¿ãããããåŸãã
ãåå¿æ¶²ã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçãåºäœ
94.2mgïŒ96ïŒ ïŒãšããŠè¡šé¡ååç©ãåŸãããαã25 D
ïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C24H33N4O14F9ã»CF3COOHãšã㊠è«çå€ïŒïŒ£ 35.22ïŒïŒš 3.87ïŒïŒ® 6.32ïŒ åæå€ïŒïŒ£ 35.09ïŒïŒš 3.99ïŒïŒ® 6.07ïŒ å®æœäŸ 11 ïŒïŒ6â²âãã¹ïŒïŒ®âããšããã·ã«ã«ããã«ïŒâ
3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡
ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âããšããã·ã«ã«ããã«ïŒã«
ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·ã®å®æœäŸ11å
ç §ïŒ53mgåã³ããªãšãã«ã¢ãã³ïŒmgããžã¡ãã«ã¹
ã«ããã·ã0.5mlã«æº¶è§£ããããªãã«ãªãé ¢é žã¡
ãã«23mgãå ã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ
65mgïŒ95ïŒ ïŒãšããŠè¡šé¡ååç©ãåŸãããαã25 DïŒ
70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C34H43N4O16F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 46.26ïŒïŒš 4.74ïŒïŒ® 5.99ïŒ åæå€ïŒïŒ£ 45.88ïŒïŒš 4.96ïŒïŒ® 5.77ïŒ å®æœäŸ 12 ïŒïŒ6â²ïŒ3â³âããªââãã«ãã«ã«ããã€ã·ã³
ã®è£œé ïŒïŒ6â²âãžââãã«ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹
é¡æ53â138402å·ã®å®æœäŸ13åç §ïŒ62mgãšã®é žãš
ãã«90mgãšãžã¡ãã«ã¹ã«ããã·ãïŒmlã®æ··åç©ã
å°ç®¡äž100âã§12æéå ç±åå¿ãããããå°éã®
ã®é žãå ããŠåŸãåå¿æ¶²ããšãŒãã«äžã«æå ¥ã以
åŸå®æœäŸïŒã®åŠãåŠçããã³ãããªã³æŽ»æ§ãªåºäœ
ãšããŠè¡šé¡ååç©69mgïŒ98ïŒ ïŒãåŸãããαã25 DïŒ
109ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C21H36N4O14ã»HCOOHãšã㊠çè«å€ïŒïŒ£ 43.00ïŒïŒš 6.23ïŒïŒ® 9.12ïŒ åæå€ïŒïŒ£ 42.83ïŒïŒš 6.19ïŒïŒ® 9.10ïŒ å®æœäŸ 13 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«ãªã
ã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ15åç §ïŒ68mgãããªãšãã«ã¢ã
ã³11mgãããªãã«ãªãé ¢é žãšãã«30mgãšãžã¡ãã«
ã¹ã«ããã·ã0.7mlã®æ··åç©ãå®æœäŸïŒãšåæ§ã«
åŠçãåºäœãšããŠè¡šé¡ååç©86mgïŒ99ïŒ ïŒãã¢ã
ããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ65ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 14 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ16åç §ïŒ52mgåã³ããªãšãã«ã¢
ãã³11mgããžã¡ãã«ã¹ã«ããã·ã0.4mlã«æº¶è§£ã
ããªãã«ãªãé ¢é žãšãã«21mgãå ã宀枩ã«ãŠäžå€
æŸçœ®ããã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœãšã
ãŠè¡šé¡ååç©64.8mgïŒ97ïŒ ïŒãåŸãããαã25 DïŒ70ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O15F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 48.21ïŒïŒš 5.11ïŒïŒ® 5.92ïŒ åæå€ïŒïŒ£ 47.94ïŒïŒš 5.35ïŒïŒ® 5.77ïŒ å®æœäŸ 15 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââãã«ãã«ã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A78mgããžã¡ã
ã«ã¹ã«ããã·ã0.7mlã«æº¶è§£ããã®é žããšãã«65
mgãå ã50âã«ãŠäžå€åå¿ãããããå°éã®ã®é ž
ãå ããŠåŸå®æœäŸïŒã®åŠããšãŒãã«ã§åŠçãåºäœ
83mgïŒ97ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ
84ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 16 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââãžã¯ããã¢ã»ãã«â3â²âããªã
ã·ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A35mgããžã¡ã
ã«ã¹ã«ããã·ã0.5mlã«æº¶è§£ãããžã¯ããé ¢é žã¡
ãã«12mgå ãã宀枩ã§äžå€æŸçœ®ãããå°éã®ãžã¯
ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ
ãšããŠè¡šé¡ååç©44.5mgïŒ96ïŒ ïŒãåŸãããαã25 D
ïŒ65ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H48N4O15Cl2ã»CHCl2COOHãšã㊠çè«å€ïŒ
 46.73ïŒïŒš 5.16ïŒïŒ® 5.74ïŒCl 14.52ïŒ åæå€ïŒ
 46.58ïŒïŒš 5.33ïŒïŒ® 5.62ïŒCl 14.28ïŒ å®æœäŸ 17 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªã¯ããã¢ã»ãã«â3â²âããª
ãã·ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A58mgããžã¡ã
ã«ã¹ã«ããã·ã0.7mlã«æº¶è§£ããããªã¯ããé ¢é ž
ã¡ãã«25mgãå ã50âã§äžå€æŸçœ®ãããå°éã®ã
ãªã¯ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçã
åºäœ80.5mgïŒ98ïŒ ïŒãåŸãããαã25 DïŒ65ãïŒc1ãå«
æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O15Cl3ã»CCl3CO2Hãšã㊠èšç®å€ïŒ
 43.65ïŒïŒš 4.63ïŒïŒ® 5.36ïŒCl 20.34ïŒ åæå€ïŒ
 43.44ïŒïŒš 4.77ïŒïŒ® 5.30ïŒCl 20.19ïŒ å®æœäŸ 18 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«â6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â6â²ââã¡ãã«ã«ããã€ã·
ã³A72mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãã
ãªãã«ãªãé ¢é žãšãã«30mgãå ãåžžæž©ã§äžå€æŸçœ®
ããã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ89.5mg
ïŒ97ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 19 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ4â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ4â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ18åç §ïŒ71mgåã³ããªãšãã«ã¢
ãã³12mgãšããªãã«ãªãé ¢é žãšãã«30mgããžã¡ã
ã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãå®æœäŸïŒãšåæ§ã«åŠ
çãåºäœ90mgïŒ99ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©
ãšããŠåŸãããαã25 DïŒ72ãïŒc1ãå«æ°Žãžã¡ãã«ãã«
ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 20 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââããªãã«ãª
ãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ
54â11402å·ã®å®æœäŸïŒåç §ïŒ75mgãšããªãã«ãª
ãé ¢é žãšãã«30mgããžã¡ãã«ã¹ã«ããã·ãïŒmläž
ã§å®æœäŸïŒãšåæ§ã«åŠçãåºäœãšããŠè¡šé¡ååç©
96mgïŒ99ïŒ ïŒãåŸãããαã25 DïŒ72ãïŒc1ãå«æ°Žãžã¡
ãã«ã¹ã«ããã·ãïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O14F3ã»CF3COOHãšã㊠èšç®å€ïŒïŒ£ 49.03ïŒïŒš 5.20ïŒïŒ® 6.02ïŒ åæå€ïŒïŒ£ 48.83ïŒïŒš 5.46ïŒïŒ® 5.87ïŒ å®æœäŸ 21 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââãã«ãã«ã«
ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³A75mgãšã®
é žããšãã«65mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶
解ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœ80mgïŒ97ïŒ ïŒã
ã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ80ãïŒc1ãå«æ°Žãž
ã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 22 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââãžã¯ããã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³A68mgããž
ã¡ãã«ã¹ã«ããã·ã0.9mlã«æº¶è§£ããžã¯ããé ¢é ž
ã¡ãã«25mgãå ã宀枩ã§äžå€æŸçœ®ãããå°éã®ãž
ã¯ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ88mgïŒ97ïŒ ïŒãã¢ããžã¯ããé ¢é žå¡©ãšããŠåŸ
ãããαã25 DïŒ67ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ 23 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ã
ãã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ïŒç¹é¡æ53â138402å·ã®
å®æœäŸ19åç §ïŒ78mgåã³ããªãšãã«ã¢ãã³11mgã
ãžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãããªãã«ãªã
é ¢é žãšãã«35mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ92mgïŒ95ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠ
åŸãããαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ã
ãïŒïŒïŒïŒïŒ å®æœäŸ 24 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãã«ãã«ããã©ãã€ã·ã³ã®
補é ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒããã©ãã€ã·ã³ïŒç¹é¡æ53â138402å·ã®
å®æœäŸ20åç §ïŒ82mgåã³ããªãšãã«ã¢ãã³12mgã
ãžã¡ãã«ã¹ã«ããã·ã1.2mlã«æº¶è§£ãã®é žããšã
ã«60mgãå ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœãšããŠ
è¡šé¡ååç©86mgïŒ97ïŒ ïŒãåŸãããαã25 DïŒ71ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C43H55N5O16ã»HCOOHãšã㊠çè«å€ïŒïŒ£ 55.98ïŒïŒš 6.09ïŒïŒ® 7.42ïŒ åæå€ïŒïŒ£ 55.50ïŒïŒš 6.22ïŒïŒ® 7.28ïŒ å®æœäŸ 25 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«
ãªãã¢ã»ãã«ããã©ãã€ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«ããã©ãã€ã·ã³ïŒç¹é¡
æ53â138402å·ã®å®æœäŸ21åç §ïŒ80mgåã³ããªãš
ãã«ã¢ãã³12mgããžã¡ãã«ã¹ã«ããã·ã1.2mläž
ã®ããªãã«ãªãé ¢é žãšãã«30mgã§å®æœäŸïŒãšåæ§
ã«åŠçãåºäœ97mgïŒ98ïŒ ïŒãã¢ãããªãã«ãªãé ¢
é žå¡©ãšããŠåŸãããαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«
ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 26 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãžã
ã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ23åç §ïŒ82mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶
解ãããªãã«ãªãé ¢é žãšãã«30mgãå ãå®æœäŸïŒ
ãšåæ§ã«åŠçãåºäœãšããŠè¡šé¡ååç©100mgïŒ98
ïŒ ïŒãåŸãããαã25 DïŒ61ãïŒc1ãå«æ°Žãžã¡ãã«ãã«
ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C44H54N5O15F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 51.93ïŒïŒš 5.21ïŒïŒ® 6.58ïŒ åæå€ïŒïŒ£ 51.84ïŒïŒš 5.38ïŒïŒ® 6.47ïŒ å®æœäŸ 27 ïŒïŒ2â²ïŒ6â²ïŒ3â³âããã©ãã¹ïŒïŒ®âããªãã«ãª
ãã¢ã»ãã«ïŒãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âããªãã«ãªãã¢ã»ã
ã«ïŒãžãã«ã·ã³71mgãšããªãã«ãªãé ¢é žãšãã«30
mgããžã¡ãã«ã¹ã«ããã·ãïŒmläž40âã§äžå€æŸçœ®
ããã以éå®æœäŸïŒãšåæ§ã«åŠçãåºäœãšããŠè¡š
é¡ååç©90mgïŒ99ïŒ ïŒãåŸãããαã25 DïŒ70ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C26H33N5O12F12ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 35.42ïŒïŒš 3.61ïŒïŒ® 7.38ïŒ åæå€ïŒïŒ£ 35.40ïŒïŒš 3.89ïŒïŒ® 7.17ïŒ å®æœäŸ 28 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãã«ãã«ãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹âïŒãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³79mgããžã¡ãã«ã¹ã«ããã·ã
1.1mläžã®é žããšãã«60mgãšå®æœäŸ15ãšåæ§ã«åŠ
çããåºäœ84mgïŒ98ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸ
ãããαã25 DïŒ70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ 29 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãžã¯ããã¢ã»ãã«ãžãã«ã·
ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³84mgããžã¡ãã«ã¹ã«ããã·ã
1.2mläžãžã¯ããé ¢é žã¡ãã«25mgã§å®æœäŸ16ãšå
æ§ã®æäœã«ãŠåŠçãåºäœ104mgïŒ97ïŒ ïŒãšããŠè¡š
é¡ååç©ã®ã¢ããžã¯ããé ¢é žå¡©ãåŸãããαã25 DïŒ
59ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 30 ïŒïŒ2â²ïŒ6â²âããªã¹âïŒãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«
ãªãã¢ã»ãã«ãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«ãžãã«ã·ã³ïŒç¹é¡æ53
â138402å·ã®å®æœäŸ24åç §ïŒ85mgããžã¡ãã«ã¹ã«
ããã·ãïŒmlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30
mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåºäœ103.5mg
ïŒ98ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 31 ïŒïŒ2â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââãã«ãã«ã«ããã€ã·ã³ïŒ£ã®è£œé ïŒïŒ2â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ£ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ25åç §ïŒ81mgåã³ããªãšãã«ã¢ãã³14mgããžã¡
ãã«ã¹ã«ããã·ã1.5mlã«æº¶è§£ãã®é žãšãã«90mg
ãå ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœ85.5mgïŒ96
ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ81ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 32 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã·ãœ
ãã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã·ãœãã·ã³ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ29åç §ïŒ82mgããžã¡ãã«ã¹ã«ããã·ã1.5mlã«
溶解ããããªãã«ãªãé ¢é žãšãã«30mgãå ãå®æœ
äŸïŒãšåæ§ã«åŠçãåºäœ99mgïŒ97ïŒ ïŒãã¢ãããª
ãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ151ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 33 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãã
ã«ãã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒããã«ãã·ã³85mgããžã¡ãã«ã¹ã«ããã·
ã1.3mlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30mgã
å ããå®æœäŸïŒãšåæ§ã«åŠçãåºäœ103mgïŒ98ïŒ ïŒ
ãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ
145ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 34 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã²ã³ã¿ã
ã·ã³ïŒ¢ã®è£œé ïŒïŒ6â²âãã¹âïŒãã³ãžã«ãªãã·ã«ã«ããã«ïŒ
ã²ã³ã¿ãã·ã³B72mgããžã¡ãã«ã¹ã«ããã·ã1.2
mlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30mgãå ãå®
æœäŸïŒãšåæ§ã«åŠçãåºäœ91mgïŒ99ïŒ ïŒãã¢ãã
ãªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ92ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 35 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã²ã³
ã¿ãã·ã³ClãClaæ··åç©ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã²ã³ã¿ãã·ã³ClãClaæ··åç©84mgããžã¡
ãã«ã¹ã«ããã·ã1.5mlã«æº¶è§£ããããªãã«ãªã
é ¢é žãšãã«30mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ101mgãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ87ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 36 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â²âãšãâ3â³â
âããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¢ã®è£œ
æ³ ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â²âãšãâã«ãã
ã€ã·ã³ïŒ¢ïŒç¹é¡æ53â138402å·ã®å®æœäŸ28åç §ïŒ
83mgãšããªãã«ãªãé ¢é žãšãã«35mgããžã¡ãã«ã¹
ã«ããã·ã1.2mläžãåžžæž©ã§äžå€æŸçœ®ããã以åŸã
å®æœäŸïŒãšåæ§ã«åŠçããåºäœ99.5mgïŒ96ïŒ ïŒã
ã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ
26ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒã å®æœäŸ 37 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââãã«ãã«ã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A90mgããžã¡ã
ã«ã¹ã«ããã·ã0.8mlã«æº¶è§£ãâãã«ãã«ã€ã
ããŸãŒã«13mgãå ã宀枩ã§äžå€æŸçœ®ãããå°éã®
ã®é žãå ããŠåŸå®æœäŸïŒã®åŠããšãŒãã«ã§åŠçã
åºäœãšããŠè¡šé¡ååç©ã®ã¢ãã®é žå¡©94mgïŒ95ïŒ ïŒ
ãåŸãã å®æœäŸ 38 ïŒïŒ6â²ïŒ3â³âããªââã¢ã»ãã«ã«ããã€ã·ã³
ã®è£œé ïŒç¬¬ïŒã®æ¬çºæïŒ ïŒïŒ6â²âãžââã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹
é¡æ53â138402å·ã®å®æœäŸ12åç §ïŒ100mgåã³ã
ãªãšãã«ã¢ãã³29mgãšïŒ®âã¢ã»ãã«ã€ãããŸãŒã«
20mgïŒåæã«å¯Ÿã1.03ã¢ã«åéïŒããžã¡ãã«ã¹ã«
ããã·ãïŒmlã«å ãæ°·å·äžïŒæéæ¹æåŸåžžæž©ã§äž
å€æŸçœ®ãããåå¿æ¶²ã«28ïŒ ã¢ã³ã¢ãã¢æ°Ž0.3mlã
å ãïŒæ¥åžžæž©ã§æŸçœ®ããããã®åå¿æ··åç©ããšãŒ
ãã«ã§åŠçãããšãŒãã«äžæº¶ã·ããããåŸããã
ãæ°Žã«æº¶è§£ããCMâã»ãã¢ããã¯ã¹ïŒ£â25
ïŒNH4 +åïŒïŒãã¢ã«ãã·ã¢ã»ãã¢ã€ã³ã»ã±ãã«ã«
瀟補ïŒã®ã«ã©ã ã«ãã€ãŒãžã0.05èŠå®ã®ã¢ã³ã¢ã
ã¢æ°Žã§å±éãç®çç©è³ªãå«ãéšåãéãæ¿çž®ã
ãããã®æ¿çž®ç©ãæ°Žã«æº¶è§£ãé ¢é žãå ããŠäžååŸ
åã³æ¿çž®ãåºäœãšããŠè¡šé¡ååç©109mgïŒ90ïŒ ïŒ
ãåŸãããαã25 DïŒ98ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢
ããïŒïŒïŒïŒïŒ å çŽ åæ C24H42N4O14ã»CH3COOHã»H2Oãšã㊠çè«å€ïŒïŒ£ 45.34ïŒïŒš 7.02ïŒïŒ® 8.14ïŒ åæå€ïŒïŒ£ 45.22ïŒïŒš 7.20ïŒïŒ® 8.11ïŒ å®æœäŸ 39 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒã«ããã€ã·ã³ïŒ¡ïŒã¢ãã«ã·ã³ïŒã®è£œé
ïŒç¬¬ïŒã®æ¬çºæïŒ (ã€) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®çæ (i) ã«ããã€ã·ã³ïŒ¡ïŒéé¢å¡©åºïŒ2.0ïœïŒ4.13ã
ãªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã50mlãšãã
ã©ããããã©ã³20mlã®æ··æ¶²ã«æžæ¿ãããé ¢é ž
äºéïŒïŒäºæ°Žåç©ïŒïœïŒ18.1ããªã¢ã«ïŒã
å ãã宀枩ã§åå¿æ··åç©ãåäžæº¶æ¶²ãšãªããŸ
ã§æ¹æãããæžæ¿ããã«ããã€ã·ã³ïŒ¡ãäºé
é¯äœã圢æããŠæº¶è§£ãããŸã§çŽïŒãïŒæéã
èŠãããã€ãã«ãã®æº¶æ¶²ãïŒâã«å·åŽããã
ãã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãµ
ã¯ã·ã³ã€ãã
ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããâïŒâããªãã·âã°
ãªã³ã·ã«åºãïŒäœæ°Žé žåºäžã«çµåããŠå«ã¿äžã€ã¢
ããã°ãªã³ã·ã«åºãïŒäœæ°Žé žåºäžã«çµåããŠå«ã¿
åŸãïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšã
ãŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ããåº
ãéå¡ããã«ãã®3â³äœã¢ããåºïŒããªãã¡åèšïŒ
âã¢ããâïŒâããªãã·âã°ãªã³ã·ã«åºåã¯ïŒâ
ã¢ã«ãã«ã¢ããâïŒâããªãã·âã°ãªã³ã·ã«åºäž
ã®ã¢ããåºã«çžåœïŒãéžæçã«ã¢ã«ã«ãã€ã«åº
ïŒãã«ãã«åºãå«ãïŒåã¯ããã²ã³åã¢ã«ã«ãã€
ã«åºã®åŠãã¢ã·ã«åºã§ä¿è·ããæ¹æ³ã«é¢ãããã®
ã§ãããæèšãããšãæ¬çºæã¯ïŒââïŒã¢ãã
ã°ãªã³ã·ã«ïŒåºãå«æãåŸãïŒââãïŒâã¢ã
ãïŒãããã¯ïŒâã¢ã«ãã«ã¢ããïŒâïŒâããªã
ã·ã°ãªã³ã·ã«ãâïŒâããªãã·ã¹ãã¬ãã¿ãã³ã
éšåæ§é ãšããŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®
ïŒäœã¢ããåºä»¥å€ã¯3â³äœã¢ããåºãå«ããŠãã¹ãŠ
ã®ã¢ããåºãä¿è·ãããâä¿è·èªå°äœã®è£œé æ³
ã«é¢ããã ããã«æ¬çºæã¯åèšã®ã¢ããã°ãªã³ã·ãæçç©
質ããåºçºããŠåèšã®ïŒ®âä¿è·èªå°äœã圢æãã
ãããïŒââïŒÎ±âããããã·âÏâã¢ããã¢
ã·ã«ïŒåã次ãã§è±ä¿è·ããããšã«ãã€ãŠïŒâ
âïŒÎ±âããããã·âÏâã¢ããã¢ã·ã«ïŒâã¢ãã
ã°ãªã³ã·ãæçç©è³ªã補é ããæ¹æ³ã«ãé¢ããã åèšã®åŠãã¢ããã°ãªã³ã·ãæçç©è³ªã®ä»£è¡šäŸ
ãšããŠã¯ãã«ããã€ã·ã³é¡ããããã®åçš®ããªã
ã·èªå°äœãããããã®6â²ââã¢ã«ãã«èªå°äœã
ã²ã³ã¿ãã·ã³é¡ãã·ãœãã·ã³ãããã«ãã·ã³çã
æããããã ãããã®ã¢ããã°ãªã³ã·ãæçç©è³ªã¯ãã®ãŸãŸ
ã§èšåºçã«äœ¿çšãããããããã«ãããã®ïŒâã
ãªãã·ã¹ãã¬ãã¿ãã³éšåã®ïŒäœã¢ããåºãã¢ã·
ã«åããããã®ãããšãã°ïŒââïŒïŒïŒ³ïŒâïŒâ
ã¢ããâïŒâããããã·ãããªã«ïŒã«ããã€ã·ã³
ããªãã¡ã¢ãã«ã·ã³ïŒãžã€ãŒãã«ã»ãªãã»ã¢ã³
ãããªãã¯ã¹25å·»695é ïŒ1972ïŒïŒç±³åœç¹èš±ç¬¬
3781268å·ïŒ1973ïŒïŒã¯æ¯ç©è³ªã§ããã«ããã€ã·ã³
ã®èæ§èã«å¯ŸããŠãæå¹ãšãªãäžã€æ¯æ§ãã«ã
ãã€ã·ã³ïŒ¡ã«æ¯ãäœäžããããã®äºå®ãçºèŠãã
ãŠããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãš
ããŠæããã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ã
ãåºãéžæçã«ã¢ã·ã«åããç 究ãæ¥æ¿ã«å¢å€§ã
ãããããã«ã¢ããã°ãªã³ã·ãæçç©è³ªã¯æ°åã®
ã¢ããåºãæããããïŒâããªãã·ã¹ãã¬ãã¿ã
ã³éšã®ïŒäœã¢ããåºã®ã¿ãéžæçã«ã¢ã·ã«åãã
ããšã¯å°é£ã§ãããããåã«ã¢ã·ã«åå€ãããã
ã¢ããã°ãªã³ã·ãæçç©è³ªã«å¯Ÿãäœçšããããã°
ã¢ã·ã«åçæç©ãšããŠå€æ°ã®äœçœ®ç°æ§äœã圢æã
ããç®çãšããææïŒââã¢ã·ã«åçæç©ã¯ã¢
ã·ã«åçæç©ã®ãã¡ã®æ¥µããŠå ãïŒïŒãæ°ïŒ ïŒã
ãåŸãããªãã ãã®åé¡ã解決ããããçš®ã ã®ç 究ãé²ããã
ãŠããããæè¿ããã¬ããã·ã€ã³ãïŒæ¥æ¬ç¹éæ
52â153944å·å ¬å ±åã¯ç±³åœç¹é¡SN.697297ïŒã¯ã«
ããã€ã·ã³ãã²ã³ã¿ãã·ã³ãã·ãœãã·ã³çã«ãã€
ãŠä»£è¡šãããïŒââïŒã¢ããã°ãªã³ã·ã«ïŒâïŒâ
âïŒã¢ããã°ãªã³ã·ã«ïŒâïŒâããªãã·ã¹ãã¬ã
ã¿ãã³é¡ã«å±ããã¢ããã°ãªã³ã·ãæçç©è³ªã«å¯Ÿ
ããŠãé ïŒïŒãããã±ã«ïŒïŒãã³ãã«ãïŒïŒã
ã«ãããŠã ïŒïŒãããªã矀ããéžæãããäºäŸ¡
é·ç§»éå±ïŒM++ïŒã®å¡©ãé©åœãªææ©æº¶åªäžã§äœçš
ãããããšã該æçç©è³ªã®ååäžã§ãã·ãã«
ïŒvicinalïŒãªé¢ä¿ã«ããç¹å®äœçœ®ã®äžå¯Ÿã®ã¢ãã
åºãšæ°Žé žåºãšã®éã«ãäžèšäºäŸ¡éå±ã«ããªã³ãé¯
çµåãããŠéå±å¡©é¯äœã圢æãããããšãèŠåºã
ãããã®ããã«ããŠè©²ã¢ããåºã¯äºäŸ¡éå±ã«ããª
ã³ã«ããéå¡ããããåŸã€ãŠãã®åŸã«ãã®éå±å¡©
é¯äœã«ã¢ã·ã«åå€ãäœçšããããšãäºäŸ¡éå±ã«ã
ãªã³ã®é¯çµåã«ããéå¡ãåããŠãªãã¢ããåºã®
ã¿ãäž»ãšããŠã¢ã·ã«åããããããã¢ã·ã«åºã«ã
ãéžæçä¿è·ãåŸããããããããã«ããã€ã·ã³
ãäŸã«ãšã€ãŠèª¬æãããšã«ããã€ã·ã³ïŒ¡ã«é
ïŒïŒãããã±ã«ïŒïŒãã³ãã«ãïŒïŒåã¯ã«ã
ããŠã ïŒïŒã®äºäŸ¡éå±ã«ããªã³ïŒM++ïŒãäœçš
ãããå Žåã äžèšã®åŒïŒïŒã®åŠãäºäŸ¡éå±ã«ããªã³
ïŒM++ïŒã¯ã«ããã€ã·ã³ïŒ¡ååã®ïŒäœã¢ããåºãš
2â³äœæ°Žé žåºãšã®éåã³3â³äœã¢ããåºãš4â³äœæ°Žé žåº
ãšã®éã«é¯çµåããããã®çµæïŒäœãš3â³äœã®ã¢ã
ãåºã¯åæã«éå¡ããããã®åŸã«åŒïŒïŒã®é¯äœ
ã«ã¢ã·ã«åå€ãäœçšããããšãäžèšã®éå±ã«ããª
ã³ã«ããéå¡ãããŠããªãïŒäœã¢ããåºãš6â²äœã¢
ããåºã®ã¿ãäž»ãšããŠã¢ã·ã«åãããåŸã€ãŠïŒïŒ
6â²âãžââã¢ã·ã«ã«ããã€ã·ã³ïŒ¡ãåŸãããã
ãšãèªããããã®ã§ããïŒãžã€ãŒãã«ã»ãªãã»ã¢
ã¡ãªã«ã³ã»ã±ãã«ã³ã»ãœãµãšãã€100å·»5253â
5254é ã1978幎åç §ïŒã æ¬çºæè ãã¯äžèšã®äºå®ãèªèãã€ã€ãããã
ã«çš®ã ã®éå±ã«ããªã³ãšã«ããã€ã·ã³ïŒ¡ãã«ãã
ã€ã·ã³ïŒ¢ã®åŠãã¢ããã°ãªã³ã·ãæçç©è³ªåã³ã
ããã®èªå°äœãšã®éã®çžäºäœçšã«ã€ããŠãããã
ç 究ããããã®çµæãäºäŸ¡ã®äºéã«ããªã³ã¯äžèš
ã®äºäŸ¡ã®ããã±ã«ãäºäŸ¡ã®ã³ãã«ããäºäŸ¡ã®é å
ã³äºäŸ¡ã®ã«ãããŠã ã®ã«ããªã³ãšã¯ç°ã€ãæåã
瀺ãããã©ãçµæãšããŠãïŒâã¢ããã°ãªã³ã·ã«
åºïŒåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºïŒãïŒ
äœã«æããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§
é ãšããŠæããã¢ããã°ãªã³ã·ãååç©ã«ã€ããŠ
ã¯ããã®ïŒäœã¢ããåºåã¯ã¢ã«ãã«ã¢ããåºãšåœ
該ïŒâã¢ããã°ãªã³ã·ã«åºïŒåã¯ïŒâã¢ã«ãã«ã¢
ããã°ãªã³ã·ã«åºïŒã®ïŒâã¢ããåºïŒåã¯ïŒâã¢
ã«ãã«ã¢ããåºïŒãšã®äž¡è ãäºéã«ããªã³ã¯åŒ·å
ã«éå¡ããäºå®ãå ã«çºèŠãããäžè¿°ã®ã¢ããã°
ãªã³ã·ãæçç©è³ªãšäºéã«ããªã³ãšã®é¯äœã«å¯Ÿã
ãŠãã¢ã·ã«åå€ãäœçšããããšãïŒäœåã³3â³äœã®
ïŒåã®ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãâã¢
ã·ã«åãããèªå°äœã®äºéé¯äœãé«åçã§åŸãã
ãããã®ïŒ®âã¢ã·ã«åèªå°äœã®äºéé¯äœããäºé
ã«ããªã³ãé€å»ãããšãïŒäœåã³3â³äœã®ã¢ããåº
ïŒå以å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºã§ä¿è·ã
ããã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœ
ã補é ã§ããïŒæ¬åºé¡äººã®ç¹é¡æ53â138402å·ã
æå53幎11æ11æ¥åºé¡ïŒã åŸã€ãŠãæ¬åºé¡äººã¯ç¹é¡æ53â138402å·ïŒç¹é
æ55â64598å·å ¬å ±åç §ïŒã«ãããŠãïŒâã¢ãã
ã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«
åºãïŒäœã«æããããªãã·ã¹ãã¬ãã¿ãã³ãããª
ãã¢ããã°ãªã³ã·ãæçç©è³ªã«äºéã«ããªã³ãäœ
çšãããŠçæãããäºéé¯äœããã¢ããåºçšã®ã¢
ã·ã«ä¿è·åºãå°å ¥ããã¢ã·ã«åå€ãšåå¿ãããã
ãã«ããäºéã«ããªã³ãšé¯çµåããŠãã該ã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœã®äºé
é¯äœãçæããã次ãã§ãã®ïŒ®âã¢ã·ã«åèªå°äœ
ã®äºéé¯äœããäºéã«ããªã³ãé€å»ããããšãç¹
城ãšãããã¢ããåºãéžæçã«ã¢ã·ã«åºã§ä¿è·ã
ããåèšã¢ããã°ãªã³ã·ãæçç©è³ªã®ä¿è·èªå°äœ
ã®è£œé æ³ãïŒä»¥äžã§ã¯ãäºéé¯äœæ³ãšããïŒãæ
æ¡ããã ãã®ç¹é¡æ53â138402å·ã®äºéé¯äœæ¹æ³ãã«ã
ãã€ã·ã³ïŒ¢ã«å¿çšããå Žåã«ã¯ããã®éšåä¿è·èª
å°äœãšããŠæ¬¡åŒïŒïŒ ãåŒäžïŒ²ã¯ã¢ã·ã«åºåã®ã¢ããä¿è·åºã瀺ããã§
瀺ãããïŒïŒ2â²ïŒ6â²âããªââã¢ã·ã«ã«ããã€
ã·ã³ïŒ¢ãåŸãããã ããããŠåè¿°ã®äºéé¯äœæ³ã§åŸãããã«ããã€
ã·ã³ïŒ¢éšåä¿è·èªå°äœã¯ïŒäœãš3â³äœã®ã¢ããåºã®
ã¿ãéé¢ããç¶æ ã§ããããããã®ç©è³ªã«ãããš
ãã°ïŒïŒ³ïŒâïŒâã¢ããâïŒâããããã·é ªé žã®
掻æ§ãšã¹ãã«ã®åŠãã¢ã·ã«å€ãäœçšãããããšã
äžèšã¢ã·ã«æ®åºïŒïŒïŒ³ïŒâïŒâã¢ããâïŒâããã
ãã·ãããªã«åºïŒãïŒäœã¢ããåºã®ã¿ã«åå¿ãã
ïŒââã¢ã·ã«åçæç©ã3â³äœã®ã¿ã«åå¿ãã
3â³ââã¢ã·ã«åçæç©ãšãïŒäœãš3â³äœã®äž¡æ¹ã«
åå¿ããïŒïŒ3â³âãžââã¢ã·ã«åçæç©ãšãäž¡
æ¹ã®ã¢ããåºã«å šãåå¿ããªãã€ããã®ãšã®æ··å
ç©ãåŸãããããã®äžããææã®ïŒââã¢ã·ã«
åçæç©ãåŸãããã«ã¯ããã®æ··åç©ããã«ã©
ã ã»ã¯ãããã°ã©ãã€ãŒåã¯ãã®ä»ã®æ段ã«ãã
åé¢ããªããã°ãªããªãã幞ã«ããŠïŒäœã¢ããåº
ã¯3â³äœã¢ããåºããåå¿æ§ã«å¯ãã®ã§ãææã®ïŒ
ââã¢ã·ã«åçæç©ã®çææ¯çã¯äž¡ã¢ããåºã®
åå¿æ§ãå šãåäžãšããå Žåã®çè«çæé«åç
ïŒ25ïŒ ïŒããäžãŸããïŒçŽ40â60ïŒ ïŒããããã©ã
ãªã«åå¿æ¡ä»¶ãäžæã«éžæããŠããäžè¿°ã®æãŸã
ããªãâã¢ã·ã«åçæç©ã®é䌎ã¯é¿ããããã
ããé€å»ããã«ã¯ã«ã©ã ã»ã¯ãããã°ã©ãã€ãŒã
泚ææ·±ãè¡ããã°ãªããªãã æ¬çºæè ãã¯äžè¿°ã®æ¬ ç¹ãé€å»ããããïŒäœä»¥
å€ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³
ã·ãæçç©è³ªïŒ®âä¿è·èªå°äœã補é ããããšæå³
ããããããŠäžè¿°ã®äºéé¯äœæ³ã«ããåŸãããïŒ
äœãš3â³äœã®ã¢ããåºä»¥å€ã®ã¢ããåºãã¢ã·ã«åºã§
ä¿è·ãããã¢ããã°ãªã³ã·ãæçç©è³ªéšåä¿è·èª
å°äœã«ã€ããŠãããã«ãã®3â³äœã¢ããåºãïŒäœã¢
ããåºéé¢ã®ãŸãŸéžæçã«ä¿è·ããæ¹æ³ãçš®ã ç
究ããããã®çµæãã®é žãšã¹ãã«ãåã³é»ååžåŒ
æ§ã®åºãã¢ã·ã«åºäžã«å«æããŠãããžããã²ã³å
åã¯ããªããã²ã³åã¢ã«ã«ã³é žãšã¹ãã«ãâã
ã«ãã«ã€ãããŸãŒã«ããããã¯ïŒ®âã¢ã«ã«ãã€ã«
ã€ãããŸãŒã«ãã¢ã·ã«åå€ãšããŠäœçšãããã
ãšãïŒäœã¢ããåºãå šãã¢ã·ã«åããããããšãª
ã3â³äœã¢ããåºãéžæçã«ã¢ã·ã«åããŠä¿è·ã§ã
ãããšãçºèŠãããå³ã¡ããã®æ¹æ³ãæ¬çºæè ã
ãæ¢ã«çºèŠããåè¿°ã®äºéé¯äœæ³ãšçµåããããª
ãã°ïŒââïŒïŒâã¢ããïŒãããã¯ïŒâã¢ã«ã
ã«ã¢ããïŒâïŒâããªãã·ã°ãªã³ã·ã«ïŒâïŒâããª
ãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠæããã¢ã
ãã°ãªã³ã·ãæçç©è³ªã®ïŒäœã¢ããåºä»¥å€ã®ã¢ã
ãåºã®ãã¹ãŠãéžæçã«ä¿è·ãããâä¿è·èªå°
äœã補é ããããšãã§ããããããŠãã®å Žåãæ¯
äœã®ã¢ããã°ãªã³ã·ãæçç©è³ªãããäžè¿°ã®ïŒäœ
ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãä¿è·ããã
âä¿è·èªå°äœãšçæããæã®éç®åçã¯70ïŒ ä»¥äž
ã®é«ãå€ãšãªãå©ç¹ããããããããæãŸãããª
ãâã¢ã·ã«ååå¿çæç©ã¯æ®ãã©å¯æãããªã
ã®ã§ç®çã®ïŒââã¢ã·ã«åçæç©ã®åé¢ã粟補
ã容æãšãªã€ãå©ç¹ãåŸãããã åŸã€ãŠç¬¬ïŒã®æ¬çºæã¯ãïŒâã¢ããã°ãªã³ã·ã«
åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâã
ãªãã·ã¹ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæ
ããïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšã
ãŠå«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³3â³äœ
ã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®
ã¢ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãªã³ã·ã
æçç©è³ªã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³ååã¯ããªããã²ã³åã¢ã«ãã«åºã§ãããR2
ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºãã¢ã©ã«ãã«
ãªãã·åºãç¹ã«ãã³ãžã«ãªãã·åºåã¯ã¢ãªãŒã«ãª
ãã·åºãç¹ã«ããšãã«ãªãã·åºã§ãããã§ç€ºãã
ãã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸ
ãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶å€äžã§äœ
çšãããŠã該éšåä¿è·èªå°äœã®3â³äœã¢ããåºãéž
æçã«åºR1COâã§ã¢ã·ã«åããããšãç¹åŸŽãšã
ããéé¢ã®ïŒäœã¢ããåºãå«æããã3â³äœã¢ãã
åºãå«ããŠä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãããã¢
ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èªå°äœã®è£œé
æ³ãèŠæšãšãããã®ã§ããã ãŸã第ïŒã®æ¬çºæã¯ãïŒâã¢ããã°ãªã³ã·ã«åº
åã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâããª
ãã·ã¹ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæã
ãïŒâããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠ
å«ãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³3â³äœã¢
ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢
ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãªã³ã·ãæ
çç©è³ªã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžR3ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«åºã§ããã
ã§ç€ºãããâã¢ã«ã«ãã€ã«ã€ãããŸãŒã«ãã¢ã·
ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶åªäžã§äœçšããã該
éšåä¿è·èªå°äœã®3â³äœã¢ããåºã«é£ãæ°Žé žåºãåº
R3COâã§ãšã¹ãã«åããããã§çæãããšã¹ã
ã«äœãã¢ã«ã«ãªæ§è©Šè¬ãããšãã°ã¢ã³ã¢ãã¢æ°Žã§
åŠçããŠè©²æ°Žé žåºããåºR3COâã3â³äœã¢ããåº
ã«è»¢äœãããããšãç¹åŸŽãšãããéé¢ã®ïŒäœã¢ã
ãåºãå«æããã3â³äœã¢ããåºãå«ããŠä»ã®ã¢ã
ãåºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³ã·ãæç
ç©è³ªã®ïŒ®âä¿è·èªå°äœã®è£œé æ³ãèŠæšãšãããã®
ã§ããã æ¬çºæã«ããã¢ããã°ãªã³ã·ãæçç©è³ªã®äŸã«
ã¯ãã«ããã€ã·ã³ïŒ¡ã6â²ââã¢ã«ãã«ã«ããã€
ã·ã³ïŒ¡ãç¹ã«6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ã
3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã6â²ââã¡ãã«â
3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã4â²âããªãã·ã«ã
ãã€ã·ã³ïŒ¡ã6â²ââã¡ãã«â4â²âããªãã·ã«ã
ãã€ã·ã³ïŒ¡ïŒ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡
ïŒç¹é¡æ54â11402å·ïŒã6â³âããªãã·âåã¯4â³ïŒ
6â³âãžããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ54â54733
å·ïŒïŒã«ããã€ã·ã³ïŒ¢ã3â²âããªãã·ã«ããã€ã·
ã³ïŒ¢ïŒããã©ãã€ã·ã³ïŒã4â²âããªãã·ã«ããã€ã·
ã³ïŒ¢ã3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ïŒãžã
ã«ã·ã³ïŒã3â²ïŒ4â²âãžããªãã·â3â²âãšãã«ããã€
ã·ã³ïŒ¢ã6â²ââã¡ãã«â3â²ïŒ4â²âãžããªãã·ã«
ããã€ã·ã³ïŒ¢ïŒã«ããã€ã·ã³ïŒ£ã3â²âããªãã·ã«
ããã€ã·ã³ïŒ£ã3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³
ïŒã²ã³ã¿ãã€ã·ã³ïŒ¡ããïŒãã«ããã€ã·
ã³ãã·ãœãã€ã·ã³ãããã«ãã·ã³ãããã 次ã«ç¬¬ïŒåã³ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã®å®æœã«ã€ã
ãŠè©³ãã説æããã 第ïŒåã³ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠåŒïŒïŒ
åã¯åŒïŒïŒã®ã¢ã·ã«åå€ãäœçšãããã¢ããã°
ãªã³ã·ãæçç©è³ªã®ïŒäœãš3â³äœã®ã¢ããåºä»¥å€ã®
ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢ããä¿è·åºã§
ä¿è·ãããéšåä¿è·èªå°äœã¯ãåŸã«è©³è¿°ãããã
ã«äºéé¯äœæ³ã§èª¿è£œã§ããããã®èª¿è£œæ³ã§çšãã
äžè¿°ã®ã¢ã·ã«åºåã®ã¢ããä¿è·åºãšããŠã¯ãæ¬åº
é¡äººã®åèšç¹é¡æ53â138402å·æ现æžã«ç€ºããã
ãã®ãšåäžã®ãã®ãæãããããããã«ã€ããŠã¯
詳述ããªããããã®è¥å¹²ã®äŸã瀺ããªãã°ã¢ã«ã«
ãã€ã«åºãã¢ãã€ã«åºãã¢ã«ã³ãã·ã«ã«ããã«
åºãã¢ã©ã«ãã«ãªãã·ã«ã«ããã«åºãã¢ãªãŒã«ãª
ãã·ã«ã«ããã«åºãã¢ã«ãã«ã¹ã«ããã«åºãã¢ã©
ã«ãã«ã¹ã«ããã«åºåã¯ã¢ãªãŒã«ã¹ã«ããã«åºã®
åŠãå ¬ç¥ã®ã¢ããä¿è·åºã§ãããå ·äœçã«ã¯ãã«
ãã«åºãã¢ã»ãã«åºãããããªãã«åºãããªãã«
ãªãã¢ã»ãã«åºããã³ãŸã€ã«åºãïœâããããã³
ãŸã€ã«åºãã¡ããã·ã«ã«ããã«åºããšããã·ã«ã«
ããã«åºãïœâãããã·ã«ã«ããã«åºããã³ãžã«
ãªãã·ã«ã«ããã«åºãïœâã¡ããã·ãã³ãžã«ãªã
ã·ã«ã«ããã«åºãããšããã·ã«ã«ããã«åºãïœâ
ãããããšããã·ã«ã«ããã«åºãã¡ã¿ã³ã¹ã«ãã
ã«åºããã³ãžã«ã¹ã«ããã«åºããã·ã«åºãªã©ã§ã
ãããŸãåèšã®éšåä¿è·èªå°äœã¯ç¹éæ52â
153944å·ã®ãã¬ããã·ã€ã³ãã®æ¹æ³ã§èª¿è£œããã
ãšãå¯èœã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåºçºç©è³ªãšã
ãŠã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœ
ïŒïŒïŒ3â³ââæªä¿è·ã®ãã®ïŒãé©åœãªææ©æº¶åª
ã«æº¶è§£åã¯æžæ¿ããããã åŸããã溶液åã¯æžæ¿æ¶²ã«åŒïŒïŒ ãåŒäžR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžåã¯ããª
ããã²ã³åã¢ã«ãã«åºãç¹ã«ãžã¯ããã¡ãã«åºã
ããªãã«ãªãã¡ãã«åºåã¯ããªã¯ããã¡ãã«åºã§
ãããR2ã¯ã¢ã«ãã«ãªãã·åºãç¹ã«ççŽ æ°ïŒã
ïŒã®ã¢ã«ãã«ãªãã·åºïŒã¢ã©ã«ãã«ãªãã·åºïŒã¢
ãªãŒã«ãªãã·åºãç¹ã«ããšããã·åºã§ãããã®ã¢
ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸãŒã«
ãã¢ã·ã«åå€ãšããŠå°ãªããšãåœã¢ã«æ¯ã§äœçšã
ãããã溶åªãšããŠã¯ãžã¡ãã«ã¹ã«ããã·ãããž
ã¡ãã«ãã«ã ã¢ããããããµã¡ãã«ããªã¹ããªã
㯠ããªã¢ãããªã©ã®åºçºç©è³ªã«å¯Ÿãã溶解åã®
倧ãããã®ãæãŸãããããã©ããããã©ã³ããž
ãªããµã³ãã¢ã»ããããªã«ããããã¡ã¿ã³ãã¹ã«
ãã©ã³ããžã¡ãã«ã¢ã»ã¿ãããã¯ãããã«ã ããž
ã¯ããã¡ã¿ã³ãã¡ã¿ããŒã«ããšã¿ããŒã«ãïœâã
ã¿ããŒã«ãïœâãã¿ããŒã«ã§ããããããã«ãã
ãã¯å«æ°Žæº¶åªã§ãã€ãŠãããŸã¯ãªããããã«ãã³
ãŒã³ããã«ãšã³ããšãŒãã«ãªã©ã䜿çšå¯èœã§ãã
ãäžè¬ã«åçãæªãé©åœãªæº¶åªãšã¯äºããªããäž
èšåŒïŒïŒã§ç€ºãããã¢ã·ã«åè©Šè¬ã®å ·äœçãªäŸ
ãšããŠã¯ã®é žãã¡ãã«ãã®é žãšãã«ãã®é žãã
ã«ãã®é žãã³ãžã«ãã®é žããšãã«ãâãã«ãã«
ã€ãããŸãŒã«ããžã¯ããé ¢é žã¡ãã«ãããªã¯ãã
é ¢é žã¡ãã«ãããªã¯ããé ¢é žããšãã«ãããªãã«
ãªãé ¢é žã¡ãã«ãããªãã«ãªãé ¢é žãšãã«ãããª
ãã«ãªãé ¢é žããšãã«çã§ããããããã®ã¢ã·ã«
åè©Šè¬ã«ãã3â³äœã¢ããåºã¯éžæçã«ãã«ãã«
åããžã¯ããã¢ã»ãã«ååã¯ããªã¯ããã¢ã»ãã«
åãããã¯ããªãã«ãªãã¢ã»ãã«åããããåã
ããã®ã¢ã·ã«åºã¯ã3â³âã¢ããåºããåŸã«å®¹æã«
åžžæ³ã§è±é¢ããããšããç¹ã«ãããŠãç¹é·ãæã
ãããªããã®éã«ãäžèšã®åŒïŒïŒã®ã¢ã«ã«ã³é ž
ãšã¹ãã«ã«ä»£ããŠã察å¿ã®é žå¡©åç©ãé žç¡æ°Žç©ã
ãããã¯ïŒ®âããããã·ãµã¯ã·ã³ã€ãããšã¹ãã«
ã«ä»£è¡šããã掻æ§ãšã¹ãã«çã䜿çšãããšã3â³äœ
ã¢ããåºãéžæçã«ã¢ã·ã«åããããïŒäœã¢ãã
åºãã¢ã·ã«åãããå¯ç£ç©ãé䌎ããããåã¯ïŒ
äœã¢ããåºãã¢ã·ã«åããããã®ãäž»æåã§åŸã
ãããããã®ã§ææã®ç®çã¯éæãããªãããšã¯
泚ç®ã«å€ããã 第ïŒã®æ¬çºæã§çšããåŒïŒïŒã®ã¢ã·ã«åè©Šè¬
ã¯ã倫ã ã«çžç°ãªãåå¿æ§ããã¡ãåå¿æ§ã«åŒ·åŒ±
ãããã®ã§ãåå¿æ§ã®åŒ·ããã®ã¯å·åŽäžã«åå¿æ
éãçããããåå¿æ§ã®åŒ±ããã®ã¯å ç±åã¯åå¿
æéãé·ãããŠäœçšãããªããã°ãªããªããäžè¬
ã«åå¿æž©åºŠã®ç¯å²ã¯â30ããïŒ120âãé©åœã§ãã
åå¿æéã¯30åã48æéãé©åœã§ããã ããããŠåŸãããç®çã®3â³ââã¢ã·ã«ååå¿
çæç©ã¯ãã®åŸã溶åªã®èžçºãåã¯å æ°Žã«ããæ²
柱æ³ãªã©ã®éåžžã®ç²Ÿè£œæäœã«ããååãããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåºçºç©è³ªãšã
ãŠã®ã¢ããã°ãªã³ã·ãæçç©è³ªéšåä¿è·èªå°äœ
ïŒïŒïŒ3â³ââæªä¿è·ã®ãã®ïŒã«å¯ŸããŠææ©æº¶å€
äžã§åŒïŒïŒã®ïŒ®âã¢ã«ã«ãã€ã«ã»ã€ãããŸãŒã«
ãšåå¿ããããåŒïŒïŒã®ïŒ®âã¢ã«ã«ãã€ã«ã»ã€
ãããŸãŒã«ã®äŸãšããŠã¯ãâã¢ã»ãã«ã€ãããŸ
ãŒã«ãâããããªãã«ã»ã€ãããŸãŒã«ãâã
ããã€ã«ã»ã€ãããŸãŒã«çãããããã®éã«çšã
ãææ©æº¶å€ã®çš®é¡ãåå¿æž©åºŠåã³æéã¯ç¬¬ïŒã®æ¬
çºæã®å Žåãšåæ§ã§ããããããã第ïŒã®æ¬çºæ
ã®å Žåã«ã¯ãã¢ããã°ãªã³ã·ãæçç©è³ªä¿è·èªå°
äœã®3â³äœã¢ããåºã«é£ãæ°Žé žåºãåŒïŒïŒã®ïŒ®â
ã¢ã«ã«ãã€ã«ã»ã€ãããŸãŒã«ã®ïŒ®âã¢ã«ã«ãã€ã«
åºã§å ã¥ãšã¹ãã«åãããããã®ãšã¹ãã«äœãã¢
ã«ã«ãªæ§è©Šè¬äŸãã°ã¢ã³ã¢ãã¢æ°Žãªã©ã®å¡©åºã§å®€
æž©ã§åŠçãããšãè©²æ°Žé žåºãã3â³äœã¢ããåºãžã¢
ã·ã«åºã転äœããçµå±ã3â³äœã¢ããåºãéžæçã«
ä¿è·ããããããããŠç¬¬ïŒã®æ¬çºæã§ããç®çã®
3â³ââã¢ã·ã«ååå¿çæç©ãåŸããããããã
ããåžžæ³ã§ååããã 第ïŒåã³ç¬¬ïŒã®æ¬çºæã«ããã3â³âäœã¢ããåº
ã®éžæçã¢ã·ã«åã«ã€ããŠã®åå¿æ©æ§ã¯æªã 解æ
ãããŠãªãããäžã€ã®è§£éãšããŠèãããããšã
ãã¯ãäžèšã®åŒïŒïŒã®ã¢ã·ã«åè©Šè¬ã¯æ°Žé žåºã«
ãŸã¥åå¿ãããã®çµæãšã¹ãã«ã圢æãããã®ãš
ã¹ãã«åºã«é£æ¥ããŠã¢ããåºãååšããå ŽåïŒå
è¿°ã®3â³äœã¢ããåºã®å ŽåïŒã«ã¯ãã®ãšã¹ãã«ã®ã¢
ã·ã«åºéšåã該ã¢ããåºã«è»¢äœããããã«ããã¢
ããåºã®ã¢ã·ã«ååå¿ãå®çµãããšããããšã§ã
ãããã®äžã€ã®æ ¹æ ã瀺åãããã®ã¯ã第ïŒã®æ¬
çºæã§ïŒ®âã¢ã»ãã«ã€ãããŸãŒã«ãçšããŠã¢ã»ã
ã«åããå Žåã§ããïŒå®æœäŸ38åç §ïŒããã®éã¯
åå¿åŸãã ã¡ã«3â³ââã¢ã»ãã«äœã¯åŸãããã
ã¢ã³ã¢ãã¢æ°Žã§åŠçåŸã«ã¯ãããŠåŸãããããã
ã¯ã¢ã³ã¢ãã¢æ°ŽåŠçã«ãããäžæŠçæããâã¢
ã»ãã«åºã転移åã¯é€å»ãããããã§ãããåŸã€
ãŠäžéäœãšããŠïŒ¯âã¢ã»ãã«åºãå ã¥åœ¢æããã
ãšèããããããã®ããã«èãããšãæ¬çºæã®æ¹
æ³ã§ã¯ãé£æ¥ããæ°Žé žåºãæããªãäžè¿°ã®ïŒâã¢
ããåºã¯ã¢ã»ãã«åãããªãçç±ã説æã§ããã
ãŸã第ïŒã®æ¬çºæã§ããªãã«ãªãã¢ã»ãã«åãã
ã«ãã«åãªã©ãããå Žåã«ã¯äžéäœãšã¹ãã«ãåŸ
ãããªãããã®çç±ã¯ãããã®ïŒ¯âã¢ã·ã«åºã¯äž
å®å®ã§ããããŸãâã¢ã·ã«è»¢äœããªãã€ã
âã¢ã·ã«åºã¯ç²Ÿè£œäžã«é€å»ããæ°Žé žåºã«åŸ©å ãã
ããã§ãããšæãããããããã€ãŠãäžè¬çã«ã
第ïŒåã³ç¬¬ïŒã®æ¬çºæã§çšããåŒïŒïŒåã¯
ïŒïŒã®ã¢ã·ã«åå€ã®äžã§ã¯ããã®ã¢ã·ã«åºã
âã¢ã·ã«åºããªãã¡ãšã¹ãã«ã«å€æããããšãã
ã®ãšã¹ãã«ãäžå®å®ã§ãããã®çšãç®çã«é©ããŠ
ãããšããããšã§ããã ããã«ç¬¬ïŒã®æ¬çºæã«ãããšãæ¯äœã®ã¢ããã°
ãªã³ã·ãæçç©è³ªããåºçºããåèšã®äºéé¯äœæ³
ã«ãã€ãŠããã®ïŒäœåã³3â³äœã¢ããåºä»¥å€ã®ã¢ã
ãåºãä¿è·ãããéšåä¿è·èªå°äœãäœãå·¥çšãšã
ããã«ç¬¬ïŒã®æ¬çºæã®éžæç3â³ââã¢ã·ã«åæ³
ã«ãããïŒäœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠã
ä¿è·ãããâä¿è·èªå°äœãäœãå·¥çšãšããã®ïŒ®
âä¿è·èªå°äœã®ïŒäœã¢ããåºãαâããããã·â
Ïâã¢ããã¢ã«ã«ã³é žãç¹ã«ïŒâã¢ããâïŒâã
ãããã·ããããªã³é žïŒã€ãœã»ãªã³ïŒåã¯ïŒâã¢
ããâïŒâããããã·é ªé žã§ã¢ã·ã«åããå·¥çš
ãšãè±ä¿è·å·¥çšãšãçµåãããŠãªãïŒââïŒÎ±
âããããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ã
ãã°ãªã³ã·ãæçç©è³ªã®è£œé æ³ãæäŸãããã®ã§
ããã ããªãã¡ã詳ããèšãã°ã第ïŒã®æ¬çºæã®èŠæš
ãšãããšããã¯ãïŒâã¢ããã°ãªã³ã·ã«åºåã¯ïŒ
âã¢ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒâããªãã·ã¹
ãã¬ãã¿ãã³ã®ïŒäœæ°Žé žåºã«çµåããŠæããïŒâ
ããªãã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ãã¢
ããã°ãªã³ã·ãæçç©è³ªã«äºéã«ããªã³ãäœçšã
ããŠçæãããäºéé¯äœããã¢ã·ã«åã®ã¢ããä¿
è·åºãå°å ¥ããã¢ã·ã«åå€ãšåå¿ãããŠïŒäœåã³
3â³äœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«å
ããããã«ããäºéã«ããªã³ãšé¯çµåããŠãã該
ã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœ
ã®äºéé¯äœãçæããã次ãã§ãã®ïŒ®âã¢ã·ã«å
èªå°äœã®äºéé¯äœããäºéã«ããªã³ãé€å»ããã
ãã«ãã該ã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³
3â³äœã¢ããåºä»¥å€ã®ã¢ããåºã®ãã¹ãŠãåèšã¢ã·
ã«åã®ã¢ããä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãª
ã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœãçæãã次ã«
ãã®éšåä¿è·èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³ååã¯ããªããã²ã³åã¢ã«ãã«åºã§ãããR2
ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºãã¢ã©ã«ãã«
ãªãã·åºãç¹ã«ãã³ãžã«ãªãã·åºåã¯ã¢ãªãŒã«ãª
ãã·åºãç¹ã«ããšãã«ãªãã·åºã§ãããã§ç€ºãã
ãã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«ãã«ã€ãããŸ
ãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶å€äžã§äœ
çšãããŠè©²éšåä¿è·èªå°äœã®3â³äœã¢ããåºãéžæ
çã«ã¢ã·ã«åããããã«ãã€ãŠéé¢ã®ïŒäœã¢ãã
åºãå«æããã3â³äœã¢ããåºãå«ããŠä»ã®ã¢ãã
åºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãªã³ã·ãæçç©
質ã®ïŒ®âä¿è·èªå°äœã圢æãããããã«ãã®ïŒ®â
ä¿è·èªå°äœã«å¯ŸããŠãã¢ããåºãä¿è·ãããåã¯
ãããŠãªãæ¬¡åŒ ãåŒäžïœã¯ïŒåã¯ïŒã§ãããã§ç€ºãããαâãã
ããã·âÏâã¢ããã¢ã«ã«ã³é žåã¯ããã®åå¿æ§
èªå°äœãäœçšãããŠè©²ã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ïŒäœã¢ããåºãã¢ã·ã«åããåŸãããïŒââ
ã¢ã·ã«åçæç©ããæ®åã®ã¢ããä¿è·åºãåžžæ³ã§
è±é¢ããããšãç¹åŸŽãšãããïŒââïŒÎ±âãã
ããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªã®è£œé æ³ã«ããã 次ã«ç¬¬ïŒã®æ¬çºæã®æ¹æ³ã®å®æœã«ã€ããŠè©³ãã
説æããã 第ïŒã®æ¬çºæã«ãããŠãäºéã«ããªã³ãäœçšã
ããããŠäºéé¯äœïŒäºéé¯å¡©ãšãèšããïŒãçæ
ããã¹ãã¢ããã°ãªã³ã·ãæçç©è³ªã¯ãïŒâã¢ã
ãã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢ããã°ãªã³ã·
ã«åºãïŒäœOHåºäžã«çœ®æåºãšããŠæããããªã
ã·ã¹ãã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ããã®ã§ã
ããããã¯ïŒäœOHåºäžã«çœ®æåºãšããŠã¢ããã°
ãªã³ã·ã«åºãæããããšãã§ããã第ïŒã®æ¬çºæ
ã§çšãããããã®çš®ã®ã¢ããã°ãªã³ã·ãæçç©è³ª
ã®äŸã¯ãæ¢ã«ç¬¬ïŒã第ïŒã®æ¬çºæã®èª¬æã«éããŠ
瀺ãããïŒâã¢ããã°ãªã³ã·ã«çœ®æåºåã¯ïŒâã¢
ã«ãã«ã¢ããã°ãªã³ã·ã«åºãïŒäœOHåºäžã«æã
ãããªãã·ã¹ãã¬ãã¿ãã³ãåºæ¬éªšæ Œãšããã¢ã
ãã°ãªã³ã·ãæçç©è³ªã«å±ããéããå°æ¥çºèŠã
ããã§ãããçŸåšæªç¥ã®ã¢ããã°ãªã³ã·ãæçç©
質ã«ã€ããŠãããŸãæ¢ç¥ã®ã¢ããã°ãªã³ã·ãæç
ç©è³ªã®ååŠçå€æã«ãã€ãŠå°æ¥åæãããã§ãã
ãæ°ããååæã¢ããã°ãªã³ã·ãæçç©è³ªã«ã€ã
ãŠãæ¬çºæã¯å¿çšã§ããã æ¬çºæãå¿çšãããã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ç¹ã«é©åœãªäŸã¯ã次ã®äžè¬åŒïŒïŒ ãåŒäžãã¯æ°Žé žåºåã¯ã¢ããåºã§ãããåã³
ã¯ããããæ°ŽçŽ åã¯æ°Žé žåºã§ãããã¯æ°Žé žåº
åã¯ã¢ããåºåã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ã¢ãã
åºãç¹ã«ã¡ãã«ã¢ããåºã§ãããã§ç€ºãããã«ã
ãã€ã·ã³ïŒ¡ãã«ããã€ã·ã³ïŒ¢ãã«ããã€ã·ã³ïŒ£ã
ãããã«ããã€ã·ã³é¡ã®ããªãã·èªå°äœåã¯ãã
ãã®6â²ââã¢ã«ãã«èªå°äœã§ããã 第ïŒã®æ¬çºæã«ãããŠäžèšã®ã¢ããã°ãªã³ã·ã
æçç©è³ªã«äºéã«ããªã³ãäœçšãããŠäºéé¯äœã
çæãããå·¥çšåã³ããã«ç¶ãã¢ããåºä¿è·ã®ã
ãã®ã¢ã·ã«åå·¥çšã¯æ¬åºé¡äººã®ç¹é¡æ53â138402
å·æ现æžã«è©³çŽ°ã«èšèŒããŠããã ããã§ãå€å°ãšã詳ãã説æããŠãããããªã
ã¡ãäºéé¯äœã圢æããã«ã¯ãäžèšã®ã¢ããã°ãª
ã³ã·ãæçç©è³ªã®éé¢å¡©åºåã¯é žä»å å¡©ãé©åœãª
ææ©æº¶åªåã¯å«æ°Žææ©æº¶åªã«æº¶è§£åã¯æžæ¿ãã
ããããã«é©åœãªäºéå¡©ãã¢ããã°ãªã³ã·ãæç
ç©è³ªã«å¯Ÿãå°ãªããšãïŒã¢ã«éã®éã§æ·»å ããã
䜿çšãããææ©æº¶åªãšããŠã¯ã圢æãããäºéé¯
äœãå°ãªããšãéšåçã«æº¶è§£ãããªãã°éåžžã®æ
æ©æº¶åªã¯ãã¹ãŠäœ¿çšã§ãããææ©æº¶åªãšããŠã¯æº¶
解åã®å€§ãããžã¡ãã«ã¹ã«ããã·ãã®åŠããã®ã
æãŸãããå«æ°Žãžã¡ãã«ã¹ã«ããã·ãããžã¡ãã«
ãã«ã ã¢ãããå«æ°Žãžã¡ãã«ãã«ã ã¢ããããžã¡
ãã«ã¹ã«ããã·ããšããã©ããããã©ã³ãšã®æ··å
ç©ãããã©ããããã©ã³ãå«æ°Žããã©ããããã©
ã³ãã¡ã¿ããŒã«ããšã¿ããŒã«ãããã«å«æ°Žã¡ã¿ã
ãŒã«ã®åŠãäœçŽã¢ã«ã«ããŒã«ã§ã䜿çšã§ããã äºéã«ããªã³ã¯äºéå¡©ã®åœ¢ã§äŸçµŠããããäºé
å¡©ãšããŠã¯ãéåžžã®ç¡æ©é žåã¯ææ©é žã®äºéå¡©ã
䜿çšã§ãããäœãåŒ±é žå¡©ããšãã°é ¢é žäºéãæãŸ
ãããããåŒ·é žå¡©ãããšãã°å¡©åäºéã䜿çšãã
å Žåã«ã¯ããã®ãŸãŸã§é¯äœã¯åœ¢æããããããã
ã«åŒ±ã¢ã«ã«ãªæ§ã®é ¢é žãããªãŠã ãªã©ãåæã«æ·»
å ããæ¹ãæãŸãããäºéå¡©ãšã¢ããã°ãªã³ã·ã
æçç©è³ªãšã®ã¢ã«æ¯ã¯äºéå¡©ãçã¢ã«ä»¥äžã§ãã
ã°ãé¯äœåœ¢æåå¿ã¯é²è¡ãããå®éã«ã¯ãã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒã¢ã«åœãã«äºéå¡©ã1.5
ãïŒã¢ã«äœãç¹ã«ïŒãïŒã¢ã«äœ¿çšããã®ã奜é©ã§
ãããäºéå¡©ã®æ·»å åŸã®é¯äœåœ¢æã«èŠããæéã¯
䜿çšæº¶åªã«ããå·Šå³ãããããç¬éçïŒå«æ°Žæº¶åª
ã®å ŽåïŒãã20æéã®ç¯å²ã§ããããã®åå¿ã¯é
åžžåžžæž©ã§è¡ãªãããããã®éãå·åŽåã¯å æž©ããŠ
ãããã ããããŠåŸãããã¢ããã°ãªã³ã·ãæçç©è³ªã®
äºéé¯äœãå«ã溶液åã¯æžæ¿æ¶²ã«å¯ŸããŠãã¢ãã
ä¿è·åºã®å°å ¥çšã®ã¢ã·ã«åå€ãå ããã ãã®ç®çã«é©ããã¢ã·ã«åå€ã¯ãäžèšã®ã¢ãã
ã°ãªã³ã·ãæçç©è³ªãšäºéã«ããªã³ãšã®é¯äœäžã®
éé¢ã¢ããåºã«å¯ŸããŠãã¢ã«ã«ãã€ã«åºãã¢ãã€
ã«åºãã¢ã«ã³ãã·ã«ã«ããã«åºãã¢ã©ã«ãã«ãªã
ã·ã«ã«ããã«åºãã¢ãªãŒã«ãªãã·ã«ã«ããã«åºã
ã¢ã«ãã«ã¹ã«ããã«åºãã¢ã©ã«ãã«ã¹ã«ããã«åº
åã¯ã¢ãªãŒã«ã¹ã«ããã«åºã®åŠãã¢ã·ã«åºãä¿è·
åºãšããŠçµåãããããã«äœ¿çšãããéåžžã®ä¿è·
è©Šè¬ã§ããããã®ã¢ããåºä¿è·çšã¢ã·ã«åå€ã¯ã
æ¬¡åŒ R4COOH ïŒïœïŒ ãåŒäžãR4ã¯æ°ŽçŽ ãã¢ã«ãã«åºãç¹ã«ççŽ æ°ïŒ
ãïŒã®ã¢ã«ãã«åºåã¯ã¢ãªãŒã«åºãç¹ã«ããšãã«
åºãåã¯ã¢ã©ã«ãã«åºã§ããããããã¯æŽã«çœ®æ
åºãæããããšãã§ãããã§ç€ºãããã«ã«ãã³é ž
åã¯ããã®é žãã©ã€ããé žç¡æ°Žç©åã¯æŽ»æ§ãšã¹ã
ã«ã§ããããšãã§ãããããã¯æ¬¡åŒ R4OâCOâCl ïŒïœïŒ ã®ã¯ãããã«ã¡ãŒãåã¯æ¬¡åŒ R4OâCOââC6H5âïœâNO2 ïŒïœïŒ ã®ïœâãããããšãã«ã»ã«ã«ãããŒãåã¯æ¬¡åŒ ã®åŠãâããããã·ãµã¯ã·ã³ã€ããã«ãã掻æ§
ãšã¹ãã«åã¯æ¬¡åŒ R4OâCOâN3 ïŒïœ ïŒ ã®ã¢ãžããã«ã¡ãŒããR4ã¯äžèšã®æå³ããã€ã
ã§ããããšãã§ãããããã¯æ¬¡åŒ R5SO3H ïŒïœïŒ ãåŒäžãR5ã¯ã¢ã«ãã«åºãç¹ã«ççŽ æ°ïŒãïŒã®
ã¢ã«ãã«åºãã¢ãªãŒã«åºãç¹ã«ããšãã«åºåã¯ã¢
ã©ã«ãã«åºãç¹ã«ãã³ãžã«åºã®åŠãããšãã«ã¢ã«
ãã«åºã§ãããã§ç€ºãããã¹ã«ãã³é žåã¯é žãã©
ã€ããé žç¡æ°Žç©åã¯æŽ»æ§ãšã¹ãã«ã§ããããšãã§
ããã å ·äœçãªã¢ã·ã«åå€ãšããŠã¯ãã¢ã»ããã·ãã«
ãã«ãïœâãããããšãã«ãã«ã¡ãŒããç¡æ°Žé ¢
é žãå¡©åã¢ã»ãã«ãç¡æ°Žããããªã³é žãããªãã«
ãªãé ¢é žã®ïœâãããããšããŒã«ãšã¹ãã«ãããª
ãã«ãªãé ¢é žãšãã«ãâãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ããïŒä»£è¡šçãªæŽ»æ§ãšã¹ã
ã«ïŒãâãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãã¿
ã«ã€ãããå¡©åãã³ãžã«ãªãã·ã«ã«ããã«ãïœâ
ã¡ããã·ãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ïœâã
ããããšãã«ãïœâãããã·ã«ã«ããã«ã¢ãžãã
å¡©åããšããã·ã«ã«ããã«ããã·ã«ã¯ããªãçã
䜿çšãããã ãããã®ã¢ã·ã«åè©Šè¬ã¯ãã®ãŸãŸããŸãã¯ãã
ã©ããããã©ã³ããžã¡ãã«ã¹ã«ããã·ããããã
ã¯äž¡è ã®æ··åç©ãªã©ã®æº¶åªç³»ã«æº¶è§£ããããŠãã
å ããŠããããéåžžãã®æ·»å éã¯åå¿ãã¹ãã¢ã
ãåºãšåã¢ã«æ°ãããã¯ãããéå°ã§ããããã¢
ããåºã®ã¢ã«æ°ã®ïŒåäœãŸã§ã¯å Žåã«ãã䜿çšã
ãããæ·»å ã«èŠããæéã¯äžæã«å ããå Žåãã
ïŒãïŒæéã«ãããç¯å²ã§ãããåå¿æž©åºŠã¯äžè¬
ã«â20âã100âãéåžžã¯ïŒâãåžžæž©ã®éã§ããã
éåžžããã®ã¢ã·ã«ååå¿ã¯ãäžèšã®äºéé¯äœã圢
æããæã«çšãã溶å€äžã§è¡ãåŸãã äžè¿°ã®ã¢ã·ã«ååå¿åŸã«ãçæãããã¢ããã°
ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«åèªå°äœãšäºéã«ã
ãªã³ãšã®é¯äœããäºéã«ããªã³ãè±é€ãïŒé¯äœã®
å解ïŒãããã«ãã€ãŠã¢ããã°ãªã³ã·ãæçç©è³ª
ã®ïŒ®âã¢ã·ã«åèªå°äœãããªãã¡ïŒ®âä¿è·èªå°äœ
ã圢æãããã äºéã«ããªã³ãäžèšé¯äœããè±é€ããæ¹æ³ãšã
ãŠã¯ãäžèšé¯äœãå«æããã¢ã·ã«ååå¿æ¶²ãã®ã
ã®ãŸãã¯äžèšé¯äœãä»ã®ææ©æº¶å€ã«è»¢æº¶ãããŠåŸ
ãããææ©æº¶å€æº¶æ¶²ã«å¯ŸããŠãäºéã«ããªã³ãäž
溶æ§ã®äºéååç©äŸãã°ç¡«åäºéãæ°Žé žåäºéå
ã¯çé žäºéã«è»¢åãããäœçšãæããäºéæ²æŸ±å€
ãæ·»å ãäœçšããã第ïŒã®æ¹æ³ãããããŸããå
èšã®ã¢ã·ã«ååå¿æ¶²åã¯è»¢æº¶ã§åŸãåèšã®ææ©æº¶
å€æº¶æ¶²ã溶å€ã®èžçºã«ããæ¿çž®åã¯ä¹Ÿåºããåã¯
çšéå€ãšããŠã®ææ©æ¶²äœãããã¯æ°Žãæ·»å ããã
ãã§åŸãããæ²¹ç¶ä¹è³åºäœæ²æç©åã¯æ®æž£ããæ
æã®ïŒ®âã¢ã·ã«åäœãååãã第ïŒã®æ¹æ³ãå©çš
ã§ããã ãã®ç¬¬ïŒã®æ¹æ³ã«çšããäºéæ²æŸ±å€ãšããŠã¯ã
ç¡«åæ°ŽçŽ ãã¢ã«ã«ãªéå±ç¡«åç©ãäŸãã°ç¡«åãã
ãªãŠã ãç¡«åã¢ã³ã¢ããŠã ãã¢ã«ã«ãªåé¡éå±ç¡«
åç©äŸãã°ç¡«åã«ã«ã·ãŠã ãã¢ã«ã«ãªéå±çé žå¡©
äŸãã°çé žãããªãŠã ããããåã«æ°Žãå ããŠã
äžèšé¯äœããäºéã«ããªã³ãè±é€ã§ããå Žåãã
ãããã®ç¬¬ïŒã®æ¹æ³ã«ããã°ãäºéæ²æŸ±å€ãäžèš
é¯äœã®æº¶æ¶²ã«æ·»å ãããšãæ¯èŒçæ©ãäºéã«ããª
ã³ã¯äžæº¶æ§äºéååç©ãšããŠæ²æããŠæ¥ãããã
ãã®æ²æç©ãå»ããã液äžã«æ®çããã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœã¯ãã
ããåžžæ³ã§ãäŸãã°æº¶æ¶²ã®æ¿çž®ã«ããåã¯æœåºã«
ããååããããããŠå¿ èŠãªãã°ãäŸãã°ã·ãªã«
ã²ã«å¡ã¯ãããã°ã©ãã€æ³ã§ç²Ÿè£œããã åèšã®ç¬¬ïŒã®æ¹æ³ã«ããã°ãã¢ã·ã«ååå¿æ¶²
ïŒåã¯ãã®ä»ã®ææ©æº¶å€æº¶æ¶²ïŒãæ¿çž®åã¯ä¹Ÿåºã
ãããšã«ããæ²¹ç¶ä¹è³åºäœæ²æŸ±ç©åã¯æ®æž£ãå ã¥
åŸãã®ã§ãããé£æ®çºæ§æº¶åªããšãã°ãžã¡ãã«ã¹
ã«ããã·ãçãã¢ã·ã«ååå¿ã®æº¶å€ãšããŠäœ¿çšã
ãå Žåã«ã¯ããšãã«ãšãŒãã«çã®çšéå€æº¶åªãå
ãé£æ®çºæ§æº¶åªããšãã«ãšãŒãã«ã«æº¶è§£ïŒåã¯çš
éïŒããããšãç®çã®ïŒ®âã¢ã·ã«åçæç©äºéé¯
äœãå«ãåºäœãæ²æã§ããããããã®æ²¹ç¶ç©ä¹è³
åºäœã¯ãäžè¬ã«ã¯ãã¢ããã°ãªã³ã·ãæçç©è³ªã®
âã¢ã·ã«åèªå°äœãšäºéã«ããªã³ãšã®é¯äœãšã
溶å€ã®é€å»ã«ããé¯äœã®ãã¡ã®äžéšåã®é¯çµåã
ç Žããããšã«åºå ããŠçããéé¢ã®è©²ïŒ®âã¢ã·ã«
åèªå°äœãšãããã«äŒŽã€ãŠçããäºéå¡©ãšãéå°
åãšããŠæ·»å ãããŠåãããååšããäºéå¡©ãšäœ¿
çšããææ©æº¶å€ã®è¥å¹²ã®æ®éïŒãªãããšãããïŒ
ãšã®æ··åç©ããæãã (ã€) ãã®æ²¹ç¶ä¹è³åºäœæ··åç©ã«å¯ŸããŠããã®äžã«
å«ãŸããäºéé¯äœäžã®äºéã«ããªã³ã®é¯çµåã
ç Žãäœçšããã€æ¥µæ§ææ©æ¶²äœã§ãã€ãŠãããäº
éå¡©ã溶解ãåŸããææã®ã¢ããã°ãªã³ã·ãæ
çç©è³ªïŒ®âã¢ã·ã«åèªå°äœã溶解ããªããããª
ææ©æ¶²äœããã®ãããªææ©æ¶²äœã®æ··åç©åã¯å«
æ°Žææ©æ¶²äœããããã¯æ°Žãæ·»å ãæ··åãããã
ã®ããã«ãããšãäºéé¯äœã¯å解ããè±é¢ãã
äºéã«ããªã³ãäºéå¡©ã®åœ¢ã§æº¶è§£ãæœåºããã
ãããäžæº¶æ®æž£ãšããŠåèšïŒ®âã¢ã·ã«åèªå°äœ
ãæ®ããæ¡åã§ãããããã«é©ãã極æ§ææ©æ¶²
äœãšããŠã¯ãäŸãã°ã¡ã¿ããŒã«ããšã¿ããŒã«ã
液äœã¢ã³ã¢ãã¢ããšãã«ã¢ãã³ãããªãšãã«ã¢
ãã³ãããã (ã) åèšã®æ²¹ç¶ä¹è³åºäœæ··åç©ã«å¯ŸããŠããã®äž
ã«å«ãŸããäºéé¯äœäžã®äºéã«ããªã³ã®é¯çµå
ãç Žãäœçšããã€æ¥µæ§ææ©æº¶å€ã§ãã€ãŠããã
äºéå¡©ã溶解ãåŸãªããææã®ã¢ããã°ãªã³ã·
ãæçç©è³ªïŒ®âã¢ã·ã«åèªå°äœã溶解ãåŸã極
æ§ææ©æº¶å€ïŒå«æ°Žã§ãããïŒãæ·»å ãæ··åãã
ãšãäºéé¯äœã¯å解ããéé¢ããåèšïŒ®âã¢ã·
ã«åèªå°äœã¯è©²ææ©æº¶å€ã«æº¶è§£ãæœåºãããã
ãããŠäžæº¶ã®ãŸãæ®ãäºéå¡©ããåé¢ã§ããã
ãã®ããã«åŸãããåèšïŒ®âã¢ã·ã«åèªå°äœæº¶
液ã¯ãææãªãã°ç²Ÿè£œåŸãæ¿çž®ãããšãææã®
âã¢ã·ã«åèªå°äœãååŸã§ããã (ã) åèšã®ã¢ã·ã«ååå¿æ¶²ãè¥ããã¯ããããã¢
ã·ã«åçæç©ãææ©æº¶å€ã§æœåºããŠåŸãæœåºæ¶²
ãæ¿çž®åã¯èžçºä¹Ÿåºããããšã«ããåã¯çšéå€
液äœã®æ·»å ã«ããåŸãåèšã®æ²¹ç¶ä¹è³åºäœæ··å
ç©ã¯ããã®æ··åç©å šäœã氎溶æ§ãããã¯éšåç
氎溶æ§ã§ããå Žåã«ã¯ãåèšã®æ··åç©å šäœãé©
åœãªå«æ°Žææ©æº¶åªã«å溶解ãããã®æº¶æ¶²ããã¯
ãããã°ã©ãã€ãŒçã«äºéå¡©ãšææã®ïŒ®âã¢ã·
ã«åèªå°äœãšãå¥ã ã«æ¡åããããšãã§ããã ãã®ã¯ãããã°ã©ãã€ãŒã«ã¯ãã«ã«ããã·ã«
åºãå«ãã«ããªã³äº€ææš¹èãã¹ã«ãã³é žåºãå«
ãã«ããªã³äº€ææš¹èãã¢ããªã³äº€ææš¹èããã¬
ãŒã亀ææš¹èãåã¯éå±ãšçµåãããåºããã€
æ°Žäžæº¶æ§é«ååç©è³ªã䜿çšã§ãããäŸãã°ã«ã«
ããã·ã«åºãå«ãã«ããªã³äº€ææš¹èã䜿çšã§
ãããã®å Žåã«ã¯ãåè¿°ã®åºäœæ··åç©ãé©åœãª
å«æ°Žææ©æº¶åªããšãã°æ°Žâã¡ã¿ããŒã«ïŒæ°Žå«æ
çã¯å Žåã«ãã10ã90ïŒ ã«å€åããïŒãæ°Žâãž
ãªããµã³ïŒæ°Žå«æçã¯äžã«åãïŒã«æº¶è§£ããŠäž
èšäº€ææš¹èãå«ãã«ã©ã ã«ãã€ãŒãžããã¯ãã
äžèšå«æ°Žææ©æº¶åªã§ããæŽæ»ãããã®åŸã«ãé ¢
é žã®åŠã匱ææ©é žåã¯çšå¡©é žã®åŠãç¡æ©é žããŸ
ãã¯æ°Žé žåã¢ã³ã¢ããŠã ãå«ãäžèšå«æ°Žææ©æº¶
åªãå±é溶åªãšããŠçšããŠå±éããã (ã) åèšã®ã¢ã·ã«åä¿è·åå¿ãè¡ã€ãã¢ã·ã«åå
å¿æ¶²ãçŽæ¥ã«ãåè¿°ã®åŠãã«ããªã³åã¯ã¢ããª
ã³äº€ææš¹èããã¬ãŒã亀ææš¹èãåã¯éå±ãšçµ
åãããåºããã€æ°Žäžæº¶æ§é«ååç©è³ªã®ã«ã©ã
ã«æµããŠåžçãè¡ãã次ãã§ãã®ããã«ãã€ãŒ
ãžãããã«ã©ã ãåé (ã)ã§è¿°ã¹ãããã«é žåã¯
å¡©åºãå«ãåã¯å«ãŸãªãåèšå«æ°Žææ©æº¶å€ã§å±
éããã®åŸã«åé (ã)ã®ãšåæ§ã«æäœãã第ïŒã®
æ¹æ³ããäºéé¯äœããã®äºéã«ããªã³ã®è±é¢å
ã³ææã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«
åèªå°äœã®ååã®ããã«æ¡çšã§ããã (ã) ææã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«
åèªå°äœããèªäœãå®è³ªçã«æ°Žã«äžæº¶æ§ã®ãã®
ã§ããå Žåã«ã¯ãåèšã®ã¢ã·ã«ååå¿æ¶²ã«çŽæ¥
ã«æ°Žãæ·»å ãæ··åãã第ïŒã®æ¹æ³ãè¡ãããã
ãã®ã¢ããã°ãªã³ã·ãæçç©è³ªïŒ®âã¢ã·ã«åèª
å°äœãå®è³ªçã«æ°Žäžæº¶æ§ã§ããå Žåã®äŸãšããŠ
ã¯ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒãžãã«ã·ã³ãªã©ãããããã®å Žåã
ã¢ã·ã«ååå¿æ¶²ã«çŽæ¥ã«æ°Žãæ·»å ãæ··åãã
ã°ãäºéé¯äœã®é¯çµåãç ŽããŠè©²ïŒ®âã¢ã·ã«å
èªå°äœã¯åºäœãšããŠæ²æŸ±ããè±é¢ããäºéã«ã
ãªã³ããçããäºéå¡©ã¯æº¶è§£ãããŸãæ®ãã
ããã»ãšãã©çŽç²ãªïŒ®âã¢ã·ã«åèªå°äœãäºé
å¡©ããåé¢ãåŸãã åè¿°ã®äºéã«ããªã³è±é¢æ¹æ³ã®ãã¡ãã€ãªã³äº€
ææš¹èåã¯ãã®ä»ã®é«ååç©è³ªã«ããäºéã«ããª
ã³è±é¢æ³(ã)ã(ã)ã¯æäœã容æã§ãããåé¢å¹çã
è¯å¥œã§ãããåçãé«ãã®ã§å·¥æ¥åäžæ¥µããŠæå©
ãªæ¹æ³ã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãå ã¥åè¿°ã®ã
ãã«ããŠãïŒäœãš3â³äœã¢ããåºåã¯3â³äœã¢ã«ãã«
ã¢ããåºä»¥å€ã®ä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãã
ãã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èªå°äœã
åŸãããããã®ååç©ã«ã€ããŠããã®åŸã«ç¬¬ïŒã®
æ¬çºæã®æ¹æ³ã§3â³äœã¢ããåºãéžæçã«ã¢ã·ã«å
ããã²ãã€ã¥ããŠãã®ïŒäœã¢ããåºãåŒïŒïŒã®
αâããããã·âÏâã¢ããã¢ã«ã«ã³é žã§ã¢ã·ã«
åãäžã€æ®åã®ã¢ããä¿è·åºãåžžæ³ã§è±é¢ãã
ãšãæèå€ãšããŠæçšãªååæïŒââïŒÎ±âã
ãããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒã¢ããã°ãª
ã·ãæçç©è³ªãåŸãããã 第ïŒã®æ¬çºæã®æ¹æ³ã«ãããŠã¯ãåè¿°ã®ããã«
ããŠåŸãã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èª
å°äœïŒââæªä¿è·ã®ãã®ïŒã«å¯ŸããŠãåŒïŒïŒ
ã®Î±âããããã·âÏâã¢ããã¢ã«ã«ã³é žãå ·äœ
çã«ã¯DLâã€ãœã»ãªã³ãâã€ãœã»ãªã³åã¯ïŒ¬
âã€ãœã»ãªã³ããããã¯ïŒ¬âïŒâã¢ããâïŒâã
ãããã·é ªé žãäœçšãããããã«ãã€ãŠïŒäœã®ã¢
ããåºãã¢ã·ã«åããã®ã§ããããã®ïŒââã¢
ã·ã«ååå¿ã¯ããžã·ã¯ãããã·ã«ã«ã«ããžã€ãã
æ³ãæ··åé žç¡æ°Žç©æ³ãã¢ãžãæ³ã掻æ§ãšã¹ãã«æ³
ãªã©ãããããæ¢ç¥ã®ã¢ããåææ³ã«ãããã€ãœ
ã»ãªã³åã¯ïŒ¬âïŒâã¢ããâïŒâããããã·é ªé ž
ããã®ãŸãåã¯ããã®åå¿èªå°äœïŒå®èœçåç
ç©ïŒã®åœ¢ã§äœçšãããŠå®æœã§ãããã€ãœã»ãªã³å
ã¯ïŒ¬âïŒâã¢ããâïŒâããããã·é ªé žã®ã¢ãã
åºã¯ææãªãã°ä¿è·ããããšãã§ããããã«é©ã
ãã¢ããä¿è·åºãšããŠã¯ã¢ããã°ãªã³ã·ãæçç©
質ã®ã¢ããä¿è·åºã«çšãããããšåãåã¯ç°ãªã
ã¢ããä¿è·åºãçšãããããç¹ã«ãããªãããé ¢
é žãé ¢é žãªã©ã®æ°Žæº¶æ¶²ãŸãã¯å¡©é žãªã©ã®åžè溶液
äžã§åŠçããŠå®¹æã«è±ä¿è·ã§ãã第äžãããã·ã«
ã«ããã«åºã¯ã奜ãŸããçšããããä¿è·åºã§ã
ãããŸãããã©ãžãŠã ãé žåçœéãªã©ã觊åªãšã
ãŠäœ¿çšããéåžžã®æ¥è§Šéå ã§è±ä¿è·ã§ãããã³ãž
ã« ãªãã·ã«ã«ããã«åºãåã¯ããã©ãžã³ãªã©ã§
容æã«è±é¢ããããã¿ãã€ã«åºã¯ããããŠäŸ¿å©ãª
ä¿è·åºã§ããã 第ïŒã®æ¬çºæã®æ¹æ³ã®ïŒââã¢ã·ã«åå·¥çšã®
ã¢ã·ã«ååå¿ã¯å«æ°Žæº¶åªäžã§æŽ»æ§ãšã¹ãã«æ³ãçš
ããŠè¡ãããããšã奜ãŸãããäŸãã°ãéåžžã®æ¹
æ³ã§åŸããã掻æ§ãšã¹ãã«ãšããŠã€ãœã»ãªã³åã¯
âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâ
ããããã·é ªé žã®ïŒ®âããããã·ã³ãã¯é žã€ãã
ã0.5âïŒã¢ã«åœéã奜ãŸããã¯ïŒâ1.5ã¢ã«åœé
ã®ç¯å²ã§äœ¿çšãããŸãæ°Žãšæ··åããã溶åªãšã
ãŠã奜ãŸããã¯ãžãªããµã³ããžã¡ããã·ãšã¿ã³ã
ãžã¡ãã«ãã«ã ã¢ãããããã©ããããã©ã³ããª
ã©ã䜿çšãããã 次ãã§ãããããŠçæãããïŒââã¢ã·ã«å
åå¿çæç©ããã¢ããä¿è·åºãåžžæ³ã«ãã€ãŠè±é¢
ãããããäžèšã®ã¢ã«ã³ãã·ã«ã«ããã«åºåã®ã¢
ããä¿è·åºã¯ããªãããé ¢é žãé ¢é žãªã©ã®æ°Žæº¶
液ããŸãã¯å¡©é žãªã©ã®åžè溶液äžã§å æ°Žå解ã«ã
ãåŠçããŠè±é¢ãããããŸããã³ãžã«ãªãã·ã«ã«
ããã«åºãªã©ã®ã¢ã©ã«ãã«ãªãã·ã«ã«ããã«åºã®
å Žåã«ã¯éåžžã®æ¥è§Šéå ïŒæ°Žæ·»å解ïŒã«ãã€ãŠã
容æã«è±é¢ããããšãã§ããããã®ããã«ããŠä¿
è·åºãè±é¢ããããšãïŒââïŒïŒâããããã·
âïŒâã¢ããããããªãã«ïŒåã¯ïŒââïŒïŒâ
ããããã·âïŒâã¢ãããããªã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªãåŸãããã 第ïŒã®æ¬çºæã§è£œé ã§ããïŒââïŒÎ±âãã
ããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ããã°ãª
ã³ã·ãæçç©è³ªã®äŸã«ã¯ã次ã®ãã®ãããã (1) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒã«ããã€ã·ã³ïŒ¡ (2) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ (3) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³
 (4) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒããã©ãã€ã·ã³ (5) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒãžãã«ã·ã³ (6) ïŒââïŒïŒâã¢ããâïŒâããããã·ãã
ããªãã«ïŒãžãã«ã·ã³ 次ã«ç¬¬ïŒã®æ¬çºæãå®æœäŸïŒã37åã³45ã47ã«
ã€ããŠç¬¬ïŒã®æ¬çºæãå®æœäŸ38ã«ã€ããŠã第ïŒã®
æ¬çºæãå®æœäŸ39ã44ã«ã€ããŠèª¬æããã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒç¬¬ïŒã®æ¬çºæïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·æ现æž
ã®å®æœäŸïŒåç §ïŒ504mgããžã¡ãã«ã¹ã«ããã·ã
ïŒmlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«220mgãå
ã宀枩ã«ãŠäžå€æŸçœ®ãããå°éã®ããªãã«ãªãé ¢
é žãå ããŠåŸåå¿æ¶²ããšãŒãã«äžã«æå ¥ããæåº
ããæ²¹ç¶ç©è³ªããšãŒãã«ã§å åæŽãåºåããã
ãããã也ç¥ãåºäœ640mgïŒ99ïŒ ïŒãåŸãããαã
25 DïŒ69ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒ
ïŒïŒ å çŽ åæ C36H47N4O16F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 47.40ïŒïŒš 5.02ïŒïŒ® 5.82ïŒ åæå€ïŒïŒ£ 47.13ïŒïŒš 5.15ïŒïŒ® 5.79ïŒ å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A20mgããžã¡ãã«ã¹ã«ããã·ã
0.4mlã«æº¶è§£ãããªãã«ãªãé ¢é žããšãã«ïŒmgã
å ã宀枩ã«ãŠäžå€æŸçœ®ããã以åŸå®æœäŸïŒãšåæ§
ã«åŠçãè¡šé¡ã®ååç©ïŒå®æœäŸïŒãšåäžç©è³ªïŒ
24.8mgïŒ97ïŒ ïŒãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgããããµã¡ãã«ãã¹ããª
ãã¯ããªã¢ãã0.3mlã«æº¶è§£ãããªãã«ãªãé ¢é ž
ãšãã«ïŒmgãå ã宀枩ã«ãŠäžå€æŸçœ®ãããå°éã®
ããªãã«ãªãé ¢é žãå ããŠåŸãåå¿æ¶²ããšãŒãã«
äžã«æå ¥ãããæåºããæ²¹ç¶ç©è³ªããšãŒãã«ã§å
åæŽããåŸãããåºäœã也ç¥ããåºäœ11.7mgïŒ91
ïŒ ïŒãšããŠè¡šé¡ã®ååç©ã®ã¢ãããªãã«ãªãé ¢é ž
å¡©ãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgããžã¡ãã«ãã«ã ã¢ãã
0.3mlã«æžæ¿ãããªãã«ãªãé ¢é žãšãã«ïŒmgãå
ã宀枩ã«ãŠäžå€æŸçœ®ãããåŸãããåäžæº¶æ¶²ã«å°
éã®ããªãã«ãªãé ¢é žãå ããŠåŸåå¿æ¶²ããšãŒã
ã«äžã«æå ¥ãããæåºããæ²¹ç¶ç©ããšãŒãã«ã§å
åæŽãåºåããããåŸä¹Ÿç¥ããåºäœ11.5mgïŒ90
ïŒ ïŒãšããŠè¡šé¡ã®ååç©ã®ã¢ãããªãã«ãªãé ¢é ž
å¡©ãåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãã¹ã«ãã©ã³0.35mlã«æž
æ¿ããããªãã«ãªãé ¢é žãšãã«ïŒmgãå ãåžžæž©ã§
äžå€æ¹æããã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçã
åºäœ12.0mgïŒ94ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãš
ããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A22mgãããã©ããããã©ã³
0.8mlã«æžæ¿ããããªãã«ãªãé ¢é žãšãã«10mgã
å ãïŒæ¥éæ¹æãããåŸãããåäžæº¶æ¶²ã«ããªã
ã«ãªãé ¢é žãšãã«15mgãç¡æ°Žçé žãããªãŠã ïŒmg
ãå ããäžå€æ¹æåŸïŒæ¥éæŸçœ®ããã溶液ãæ¿çž®
ããæ¿çž®ç©ãæ°ŽæŽåŸä¹Ÿç¥ãåºäœãåŸãããã®åºäœ
ãããã©ããããã©ã³å°éã«æžæ¿ããå°éã®ããª
ãã«ãªãé ¢é žãå ãæ¹æåŸãšãŒãã«ãå ãããæ
åºããåºäœãåããšãŒãã«ã§æŽã也ç¥ãåºäœ21
mgïŒ74ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸ
ãããαã25 DïŒ68ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãå«æ°Žããã©ããããã©
ã³ïŒïŒïŒïŒã0.3mlïŒã«æº¶è§£ãããªãã«ãªãé ¢é ž
ãšãã«ïŒmgã®ããã©ããããã©ã³æº¶æ¶²0.1mlãå
ã宀枩ã§ïŒæ¥æŸçœ®ããããã®åŸïŒæéæ¯ã«ããªã
ã«ãªãé ¢é žãšãã«10mgãç¡æ°Žçé žãããªãŠã 4.4
mgãããã©ããããã©ã³0.1mlã®æ··åç©ãå ã
ïŒéœåïŒåïŒåå¿ãããããã溶液ãæ¿çž®ã以åŸ
å®æœäŸïŒãšå šãåæ§ã«åŠçãåºäœ5.5mgïŒ43ïŒ ïŒ
ãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A10mgãå«æ°Žãšã¿ããŒã«ïŒïŒïŒ
ïŒã0.6mlïŒã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«ïŒ
mgã®ããã©ããããã©ã³æº¶æ¶²0.1mlãå ã宀枩ã«
ïŒæ¥æŸçœ®ããã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçã
åºäœ2.3mgïŒ18ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãš
ããŠåŸãã å®æœäŸ ïŒ ïŒïŒ6â²âãã¹ïŒïŒ®âïŒïœâã¡ããã·ãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒïŒâ3â³ââããªãã«ãªãã¢ã»
ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âïŒïœâã¡ããã·ãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒïŒã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸïŒåç §ïŒ40mgããžã¡ãã«ã¹ã«ã
ãã·ã0.4mlã«æº¶è§£ãããªãã«ãªãé ¢é žã¡ãã«18
mgãå ãåžžæž©ã«ãŠäžå€æŸçœ®ããã以åŸå®æœäŸïŒãš
å šãåæ§ã«åŠçãåºäœ49.3mgïŒ98ïŒ ïŒãšããŠè¡šé¡
ååç©ãåŸãããαã25 DïŒ78ãïŒc1ãå«æ°Žãžã¡ãã«ã
ã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C38H51N4O18F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 46.97ïŒïŒš 5.12ïŒïŒ® 5.48ïŒ åæå€ïŒïŒ£ 47.18ïŒïŒš 5.03ïŒïŒ® 5.31ïŒ å®æœäŸ 10 ïŒïŒ6â²ïŒ3â³âããªã¹ïŒïŒ®âããªãã«ãªãã¢ã»ã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âããªãã«ãªãã¢ã»ãã«ïŒã«
ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·ã®å®æœäŸ10å
ç §ïŒ75mgåã³ããªãšãã«ã¢ãã³12mgããžã¡ãã«ã¹
ã«ããã·ã0.6mlã«å ããã«ãã«ãªãé ¢é žãšãã«
35mgãå ãæ¹æãã€ã€äžå€åå¿ãããããåŸãã
ãåå¿æ¶²ã以åŸå®æœäŸïŒãšå šãåæ§ã«åŠçãåºäœ
94.2mgïŒ96ïŒ ïŒãšããŠè¡šé¡ååç©ãåŸãããαã25 D
ïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C24H33N4O14F9ã»CF3COOHãšã㊠è«çå€ïŒïŒ£ 35.22ïŒïŒš 3.87ïŒïŒ® 6.32ïŒ åæå€ïŒïŒ£ 35.09ïŒïŒš 3.99ïŒïŒ® 6.07ïŒ å®æœäŸ 11 ïŒïŒ6â²âãã¹ïŒïŒ®âããšããã·ã«ã«ããã«ïŒâ
3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡
ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âããšããã·ã«ã«ããã«ïŒã«
ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â138402å·ã®å®æœäŸ11å
ç §ïŒ53mgåã³ããªãšãã«ã¢ãã³ïŒmgããžã¡ãã«ã¹
ã«ããã·ã0.5mlã«æº¶è§£ããããªãã«ãªãé ¢é žã¡
ãã«23mgãå ã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ
65mgïŒ95ïŒ ïŒãšããŠè¡šé¡ååç©ãåŸãããαã25 DïŒ
70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C34H43N4O16F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 46.26ïŒïŒš 4.74ïŒïŒ® 5.99ïŒ åæå€ïŒïŒ£ 45.88ïŒïŒš 4.96ïŒïŒ® 5.77ïŒ å®æœäŸ 12 ïŒïŒ6â²ïŒ3â³âããªââãã«ãã«ã«ããã€ã·ã³
ã®è£œé ïŒïŒ6â²âãžââãã«ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹
é¡æ53â138402å·ã®å®æœäŸ13åç §ïŒ62mgãšã®é žãš
ãã«90mgãšãžã¡ãã«ã¹ã«ããã·ãïŒmlã®æ··åç©ã
å°ç®¡äž100âã§12æéå ç±åå¿ãããããå°éã®
ã®é žãå ããŠåŸãåå¿æ¶²ããšãŒãã«äžã«æå ¥ã以
åŸå®æœäŸïŒã®åŠãåŠçããã³ãããªã³æŽ»æ§ãªåºäœ
ãšããŠè¡šé¡ååç©69mgïŒ98ïŒ ïŒãåŸãããαã25 DïŒ
109ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C21H36N4O14ã»HCOOHãšã㊠çè«å€ïŒïŒ£ 43.00ïŒïŒš 6.23ïŒïŒ® 9.12ïŒ åæå€ïŒïŒ£ 42.83ïŒïŒš 6.19ïŒïŒ® 9.10ïŒ å®æœäŸ 13 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«ãªã
ã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ15åç §ïŒ68mgãããªãšãã«ã¢ã
ã³11mgãããªãã«ãªãé ¢é žãšãã«30mgãšãžã¡ãã«
ã¹ã«ããã·ã0.7mlã®æ··åç©ãå®æœäŸïŒãšåæ§ã«
åŠçãåºäœãšããŠè¡šé¡ååç©86mgïŒ99ïŒ ïŒãã¢ã
ããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ65ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 14 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ16åç §ïŒ52mgåã³ããªãšãã«ã¢
ãã³11mgããžã¡ãã«ã¹ã«ããã·ã0.4mlã«æº¶è§£ã
ããªãã«ãªãé ¢é žãšãã«21mgãå ã宀枩ã«ãŠäžå€
æŸçœ®ããã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœãšã
ãŠè¡šé¡ååç©64.8mgïŒ97ïŒ ïŒãåŸãããαã25 DïŒ70ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O15F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 48.21ïŒïŒš 5.11ïŒïŒ® 5.92ïŒ åæå€ïŒïŒ£ 47.94ïŒïŒš 5.35ïŒïŒ® 5.77ïŒ å®æœäŸ 15 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââãã«ãã«ã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A78mgããžã¡ã
ã«ã¹ã«ããã·ã0.7mlã«æº¶è§£ããã®é žããšãã«65
mgãå ã50âã«ãŠäžå€åå¿ãããããå°éã®ã®é ž
ãå ããŠåŸå®æœäŸïŒã®åŠããšãŒãã«ã§åŠçãåºäœ
83mgïŒ97ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ
84ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 16 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââãžã¯ããã¢ã»ãã«â3â²âããªã
ã·ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A35mgããžã¡ã
ã«ã¹ã«ããã·ã0.5mlã«æº¶è§£ãããžã¯ããé ¢é žã¡
ãã«12mgå ãã宀枩ã§äžå€æŸçœ®ãããå°éã®ãžã¯
ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ
ãšããŠè¡šé¡ååç©44.5mgïŒ96ïŒ ïŒãåŸãããαã25 D
ïŒ65ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H48N4O15Cl2ã»CHCl2COOHãšã㊠çè«å€ïŒ
 46.73ïŒïŒš 5.16ïŒïŒ® 5.74ïŒCl 14.52ïŒ åæå€ïŒ
 46.58ïŒïŒš 5.33ïŒïŒ® 5.62ïŒCl 14.28ïŒ å®æœäŸ 17 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªã¯ããã¢ã»ãã«â3â²âããª
ãã·ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A58mgããžã¡ã
ã«ã¹ã«ããã·ã0.7mlã«æº¶è§£ããããªã¯ããé ¢é ž
ã¡ãã«25mgãå ã50âã§äžå€æŸçœ®ãããå°éã®ã
ãªã¯ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçã
åºäœ80.5mgïŒ98ïŒ ïŒãåŸãããαã25 DïŒ65ãïŒc1ãå«
æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O15Cl3ã»CCl3CO2Hãšã㊠èšç®å€ïŒ
 43.65ïŒïŒš 4.63ïŒïŒ® 5.36ïŒCl 20.34ïŒ åæå€ïŒ
 43.44ïŒïŒš 4.77ïŒïŒ® 5.30ïŒCl 20.19ïŒ å®æœäŸ 18 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«â6â²ââã¡ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â6â²ââã¡ãã«ã«ããã€ã·
ã³A72mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãã
ãªãã«ãªãé ¢é žãšãã«30mgãå ãåžžæž©ã§äžå€æŸçœ®
ããã以åŸå®æœäŸïŒãšåæ§ã«åŠçãåºäœ89.5mg
ïŒ97ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 19 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ4â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ4â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ53â
138402å·ã®å®æœäŸ18åç §ïŒ71mgåã³ããªãšãã«ã¢
ãã³12mgãšããªãã«ãªãé ¢é žãšãã«30mgããžã¡ã
ã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãå®æœäŸïŒãšåæ§ã«åŠ
çãåºäœ90mgïŒ99ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©
ãšããŠåŸãããαã25 DïŒ72ãïŒc1ãå«æ°Žãžã¡ãã«ãã«
ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 20 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââããªãã«ãª
ãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡ïŒç¹é¡æ
54â11402å·ã®å®æœäŸïŒåç §ïŒ75mgãšããªãã«ãª
ãé ¢é žãšãã«30mgããžã¡ãã«ã¹ã«ããã·ãïŒmläž
ã§å®æœäŸïŒãšåæ§ã«åŠçãåºäœãšããŠè¡šé¡ååç©
96mgïŒ99ïŒ ïŒãåŸãããαã25 DïŒ72ãïŒc1ãå«æ°Žãžã¡
ãã«ã¹ã«ããã·ãïŒïŒïŒïŒïŒ å çŽ åæ C36H47N4O14F3ã»CF3COOHãšã㊠èšç®å€ïŒïŒ£ 49.03ïŒïŒš 5.20ïŒïŒ® 6.02ïŒ åæå€ïŒïŒ£ 48.83ïŒïŒš 5.46ïŒïŒ® 5.87ïŒ å®æœäŸ 21 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââãã«ãã«ã«
ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³A75mgãšã®
é žããšãã«65mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶
解ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœ80mgïŒ97ïŒ ïŒã
ã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ80ãïŒc1ãå«æ°Žãž
ã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 22 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââãžã¯ããã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³A68mgããž
ã¡ãã«ã¹ã«ããã·ã0.9mlã«æº¶è§£ããžã¯ããé ¢é ž
ã¡ãã«25mgãå ã宀枩ã§äžå€æŸçœ®ãããå°éã®ãž
ã¯ããé ¢é žãå ããŠåŸå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ88mgïŒ97ïŒ ïŒãã¢ããžã¯ããé ¢é žå¡©ãšããŠåŸ
ãããαã25 DïŒ67ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ 23 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ã
ãã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ïŒç¹é¡æ53â138402å·ã®
å®æœäŸ19åç §ïŒ78mgåã³ããªãšãã«ã¢ãã³11mgã
ãžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶è§£ãããªãã«ãªã
é ¢é žãšãã«35mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ92mgïŒ95ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠ
åŸãããαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ã
ãïŒïŒïŒïŒïŒ å®æœäŸ 24 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãã«ãã«ããã©ãã€ã·ã³ã®
補é ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒããã©ãã€ã·ã³ïŒç¹é¡æ53â138402å·ã®
å®æœäŸ20åç §ïŒ82mgåã³ããªãšãã«ã¢ãã³12mgã
ãžã¡ãã«ã¹ã«ããã·ã1.2mlã«æº¶è§£ãã®é žããšã
ã«60mgãå ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœãšããŠ
è¡šé¡ååç©86mgïŒ97ïŒ ïŒãåŸãããαã25 DïŒ71ã
ïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C43H55N5O16ã»HCOOHãšã㊠çè«å€ïŒïŒ£ 55.98ïŒïŒš 6.09ïŒïŒ® 7.42ïŒ åæå€ïŒïŒ£ 55.50ïŒïŒš 6.22ïŒïŒ® 7.28ïŒ å®æœäŸ 25 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«
ãªãã¢ã»ãã«ããã©ãã€ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«ããã©ãã€ã·ã³ïŒç¹é¡
æ53â138402å·ã®å®æœäŸ21åç §ïŒ80mgåã³ããªãš
ãã«ã¢ãã³12mgããžã¡ãã«ã¹ã«ããã·ã1.2mläž
ã®ããªãã«ãªãé ¢é žãšãã«30mgã§å®æœäŸïŒãšåæ§
ã«åŠçãåºäœ97mgïŒ98ïŒ ïŒãã¢ãããªãã«ãªãé ¢
é žå¡©ãšããŠåŸãããαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«
ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 26 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãžã
ã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ23åç §ïŒ82mgããžã¡ãã«ã¹ã«ããã·ãïŒmlã«æº¶
解ãããªãã«ãªãé ¢é žãšãã«30mgãå ãå®æœäŸïŒ
ãšåæ§ã«åŠçãåºäœãšããŠè¡šé¡ååç©100mgïŒ98
ïŒ ïŒãåŸãããαã25 DïŒ61ãïŒc1ãå«æ°Žãžã¡ãã«ãã«
ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C44H54N5O15F3ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 51.93ïŒïŒš 5.21ïŒïŒ® 6.58ïŒ åæå€ïŒïŒ£ 51.84ïŒïŒš 5.38ïŒïŒ® 6.47ïŒ å®æœäŸ 27 ïŒïŒ2â²ïŒ6â²ïŒ3â³âããã©ãã¹ïŒïŒ®âããªãã«ãª
ãã¢ã»ãã«ïŒãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âããªãã«ãªãã¢ã»ã
ã«ïŒãžãã«ã·ã³71mgãšããªãã«ãªãé ¢é žãšãã«30
mgããžã¡ãã«ã¹ã«ããã·ãïŒmläž40âã§äžå€æŸçœ®
ããã以éå®æœäŸïŒãšåæ§ã«åŠçãåºäœãšããŠè¡š
é¡ååç©90mgïŒ99ïŒ ïŒãåŸãããαã25 DïŒ70ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C26H33N5O12F12ã»CF3COOHãšã㊠çè«å€ïŒïŒ£ 35.42ïŒïŒš 3.61ïŒïŒ® 7.38ïŒ åæå€ïŒïŒ£ 35.40ïŒïŒš 3.89ïŒïŒ® 7.17ïŒ å®æœäŸ 28 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãã«ãã«ãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹âïŒãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³79mgããžã¡ãã«ã¹ã«ããã·ã
1.1mläžã®é žããšãã«60mgãšå®æœäŸ15ãšåæ§ã«åŠ
çããåºäœ84mgïŒ98ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸ
ãããαã25 DïŒ70ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å®æœäŸ 29 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââãžã¯ããã¢ã»ãã«ãžãã«ã·
ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒãžãã«ã·ã³84mgããžã¡ãã«ã¹ã«ããã·ã
1.2mläžãžã¯ããé ¢é žã¡ãã«25mgã§å®æœäŸ16ãšå
æ§ã®æäœã«ãŠåŠçãåºäœ104mgïŒ97ïŒ ïŒãšããŠè¡š
é¡ååç©ã®ã¢ããžã¯ããé ¢é žå¡©ãåŸãããαã25 DïŒ
59ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 30 ïŒïŒ2â²ïŒ6â²âããªã¹âïŒãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«â3â³ââããªãã«
ãªãã¢ã»ãã«ãžãã«ã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ6â²ââã¡ãã«ãžãã«ã·ã³ïŒç¹é¡æ53
â138402å·ã®å®æœäŸ24åç §ïŒ85mgããžã¡ãã«ã¹ã«
ããã·ãïŒmlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30
mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåºäœ103.5mg
ïŒ98ïŒ ïŒãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ60ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 31 ïŒïŒ2â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââãã«ãã«ã«ããã€ã·ã³ïŒ£ã®è£œé ïŒïŒ2â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ£ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ25åç §ïŒ81mgåã³ããªãšãã«ã¢ãã³14mgããžã¡
ãã«ã¹ã«ããã·ã1.5mlã«æº¶è§£ãã®é žãšãã«90mg
ãå ãå®æœäŸ15ãšåæ§ã«åŠçãåºäœ85.5mgïŒ96
ïŒ ïŒãã¢ãã®é žå¡©ãšããŠåŸãããαã25 DïŒ81ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 32 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã·ãœ
ãã·ã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã·ãœãã·ã³ïŒç¹é¡æ53â138402å·ã®å®æœ
äŸ29åç §ïŒ82mgããžã¡ãã«ã¹ã«ããã·ã1.5mlã«
溶解ããããªãã«ãªãé ¢é žãšãã«30mgãå ãå®æœ
äŸïŒãšåæ§ã«åŠçãåºäœ99mgïŒ97ïŒ ïŒãã¢ãããª
ãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ151ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 33 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãã
ã«ãã³ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒããã«ãã·ã³85mgããžã¡ãã«ã¹ã«ããã·
ã1.3mlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30mgã
å ããå®æœäŸïŒãšåæ§ã«åŠçãåºäœ103mgïŒ98ïŒ ïŒ
ãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ
145ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 34 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã²ã³ã¿ã
ã·ã³ïŒ¢ã®è£œé ïŒïŒ6â²âãã¹âïŒãã³ãžã«ãªãã·ã«ã«ããã«ïŒ
ã²ã³ã¿ãã·ã³B72mgããžã¡ãã«ã¹ã«ããã·ã1.2
mlã«æº¶è§£ãããªãã«ãªãé ¢é žãšãã«30mgãå ãå®
æœäŸïŒãšåæ§ã«åŠçãåºäœ91mgïŒ99ïŒ ïŒãã¢ãã
ãªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ92ãïŒc1ã
å«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å®æœäŸ 35 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã²ã³
ã¿ãã·ã³ClãClaæ··åç©ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒã²ã³ã¿ãã·ã³ClãClaæ··åç©84mgããžã¡
ãã«ã¹ã«ããã·ã1.5mlã«æº¶è§£ããããªãã«ãªã
é ¢é žãšãã«30mgãå ãå®æœäŸïŒãšåæ§ã«åŠçãåº
äœ101mgãã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãã
ãαã25 DïŒ87ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å®æœäŸ 36 ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â²âãšãâ3â³â
âããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¢ã®è£œ
æ³ ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â²âãšãâã«ãã
ã€ã·ã³ïŒ¢ïŒç¹é¡æ53â138402å·ã®å®æœäŸ28åç §ïŒ
83mgãšããªãã«ãªãé ¢é žãšãã«35mgããžã¡ãã«ã¹
ã«ããã·ã1.2mläžãåžžæž©ã§äžå€æŸçœ®ããã以åŸã
å®æœäŸïŒãšåæ§ã«åŠçããåºäœ99.5mgïŒ96ïŒ ïŒã
ã¢ãããªãã«ãªãé ¢é žå¡©ãšããŠåŸãããαã25 DïŒ
26ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒã å®æœäŸ 37 ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââãã«ãã«ã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³A90mgããžã¡ã
ã«ã¹ã«ããã·ã0.8mlã«æº¶è§£ãâãã«ãã«ã€ã
ããŸãŒã«13mgãå ã宀枩ã§äžå€æŸçœ®ãããå°éã®
ã®é žãå ããŠåŸå®æœäŸïŒã®åŠããšãŒãã«ã§åŠçã
åºäœãšããŠè¡šé¡ååç©ã®ã¢ãã®é žå¡©94mgïŒ95ïŒ ïŒ
ãåŸãã å®æœäŸ 38 ïŒïŒ6â²ïŒ3â³âããªââã¢ã»ãã«ã«ããã€ã·ã³
ã®è£œé ïŒç¬¬ïŒã®æ¬çºæïŒ ïŒïŒ6â²âãžââã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ïŒç¹
é¡æ53â138402å·ã®å®æœäŸ12åç §ïŒ100mgåã³ã
ãªãšãã«ã¢ãã³29mgãšïŒ®âã¢ã»ãã«ã€ãããŸãŒã«
20mgïŒåæã«å¯Ÿã1.03ã¢ã«åéïŒããžã¡ãã«ã¹ã«
ããã·ãïŒmlã«å ãæ°·å·äžïŒæéæ¹æåŸåžžæž©ã§äž
å€æŸçœ®ãããåå¿æ¶²ã«28ïŒ ã¢ã³ã¢ãã¢æ°Ž0.3mlã
å ãïŒæ¥åžžæž©ã§æŸçœ®ããããã®åå¿æ··åç©ããšãŒ
ãã«ã§åŠçãããšãŒãã«äžæº¶ã·ããããåŸããã
ãæ°Žã«æº¶è§£ããCMâã»ãã¢ããã¯ã¹ïŒ£â25
ïŒNH4 +åïŒïŒãã¢ã«ãã·ã¢ã»ãã¢ã€ã³ã»ã±ãã«ã«
瀟補ïŒã®ã«ã©ã ã«ãã€ãŒãžã0.05èŠå®ã®ã¢ã³ã¢ã
ã¢æ°Žã§å±éãç®çç©è³ªãå«ãéšåãéãæ¿çž®ã
ãããã®æ¿çž®ç©ãæ°Žã«æº¶è§£ãé ¢é žãå ããŠäžååŸ
åã³æ¿çž®ãåºäœãšããŠè¡šé¡ååç©109mgïŒ90ïŒ ïŒ
ãåŸãããαã25 DïŒ98ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢
ããïŒïŒïŒïŒïŒ å çŽ åæ C24H42N4O14ã»CH3COOHã»H2Oãšã㊠çè«å€ïŒïŒ£ 45.34ïŒïŒš 7.02ïŒïŒ® 8.14ïŒ åæå€ïŒïŒ£ 45.22ïŒïŒš 7.20ïŒïŒ® 8.11ïŒ å®æœäŸ 39 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒã«ããã€ã·ã³ïŒ¡ïŒã¢ãã«ã·ã³ïŒã®è£œé
ïŒç¬¬ïŒã®æ¬çºæïŒ (ã€) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®çæ (i) ã«ããã€ã·ã³ïŒ¡ïŒéé¢å¡©åºïŒ2.0ïœïŒ4.13ã
ãªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã50mlãšãã
ã©ããããã©ã³20mlã®æ··æ¶²ã«æžæ¿ãããé ¢é ž
äºéïŒïŒäºæ°Žåç©ïŒïœïŒ18.1ããªã¢ã«ïŒã
å ãã宀枩ã§åå¿æ··åç©ãåäžæº¶æ¶²ãšãªããŸ
ã§æ¹æãããæžæ¿ããã«ããã€ã·ã³ïŒ¡ãäºé
é¯äœã圢æããŠæº¶è§£ãããŸã§çŽïŒãïŒæéã
èŠãããã€ãã«ãã®æº¶æ¶²ãïŒâã«å·åŽããã
ãã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãµ
ã¯ã·ã³ã€ãã
ãåŒã
2.37ïœïŒ9.5ããªã¢ã«ïŒãããã©ããããã©
ã³âãžã¡ãã«ã¹ã«ããã·ãïŒïŒïŒïŒïŒã®æ··æ¶²
40mlã«æº¶è§£ããå·æº¶æ¶²ïŒïŒâïŒãçŽïŒæéã
ããŠåŸã ã«å ããã€ãã«ïŒæéåå¿æº¶æ¶²ã宀
æž©ã«ãŠæŸçœ®ããããã®éã«ã«ããã€ã·ã³ïŒ¡ã®
äºéé¯äœã¯ãã³ãžã«ãªãã·ã«ã«ããã«åãå
ãããæ¬åå¿æº¶æ¶²ã¯ã¯ãããã«ã âã¡ã¿ããŒ
ã«â28ïŒ ã¢ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒïŒïŒã®äžå±€
ãå±é溶åªãšããèå±€ã¯ãããã°ã©ã ã«æŒãŠ
Rf0.23ã«äž»ã¹ããããèªãããããä»ã®å¯ç
æç©ã«ããã¹ãããã¯ããããäžéšã«ïŒãïŒ
ç¹ãããã«èªããããçšåºŠã§ãã€ãã (ii) ãã®åå¿æº¶æ¶²ã500mlã®ãšãã«ãšãŒãã«äž
ã«æå ¥ããæåºããæ²¹ç¶ç©è³ªããšãã«ãšãŒã
ã«ã§æ°åæŽæ»ãåºãã·ãããç¶ç©è³ª8.8ïœã
åŸãã (iii) ã€ãã«æ¬ã·ãããç¶ç©è³ªããäºéå¡©ãé€å»
ããäžèšã®æ¹æ³ãè¡ã€ãã å®èœåºãšããŠã«ã«ããã·ã«åºïŒâCO2HïŒ
ãæã€åŒ±é žæ§ã«ããªã³å€ææš¹èïŒã¢ã³ããŒã©
ã€ãCG50æš¹èïŒH+åïŒãããŒã ã»ã¢ã³ãã»
ããŒã¹ç€Ÿè£œïŒã䜿çšããæ¹æ³ããããããã¢
ã³ããŒã©ã€ãCG50ïŒH+åïŒæš¹è60mlãæ°Žâ
ãžãªããµã³ïŒïŒïŒïŒïŒã§å ååŠçããããã
ã«ã©ã ã«å å¡«ããããã«åè¿°ã®ã·ãããç¶ç©
質ïŒïœãæ°Žâãžãªããµã³ïŒïŒïŒïŒïŒã«ãšãã
ã溶液ããã€ãŒãžããïŒïŒ é ¢é žãå«ãæ°Žâãž
ãªããµã³ïŒïŒïŒïŒïŒã§å±éãããç®çç©è³ªã§
ãããã³ãããªã³æŽ»æ§ãªïŒïŒ6â²âãã¹ïŒïŒ®â
ãã³ãžã«ãªãã·ã«ã«ããã«ïŒã«ããã€ã·ã³ïŒ¡
ãå ã«æº¶åºãããã€ã¥ããŠãžããšãã«ã«ã«ã
ãžãã«ããåè²ã«æŽ»æ§ãªé ¢é žäºéã溶åºãã
ããåè ã®ãã©ã¯ã·ãšã³ãéããæ¿çž®ããæ¿
çž®ç©ããšãŒãã«ã§æŽæ»ããçœè²åºäœãšããŠ
ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A340mgïŒ81ïŒ ïŒãåŸãã
ãαã25 DïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å çŽ åæ C34H48N4O15ã»2CH3CO2HâH2Oãšã㊠çè«å€ïŒïŒ£ 51.23ïŒïŒš 6.56ïŒïŒ® 6.29ïŒ åæå€ïŒïŒ£ 51.02ïŒïŒš 6.71ïŒïŒ® 6.22ïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã»ããªãã«ãªãé ¢é žå¡©ã®çæ åé (ã€)ã®çæç©ããåå¿æã«1.5ã¢ã«åœéã®
ããªãšãã«ã¢ãã³ãæ·»å ãã以å€ã¯å®æœäŸïŒãš
åæ§ã«åŠçããŠè¡šé¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâã«ããã€ã·ã³ïŒ¡ã®çæ åé (ã)ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»
ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«ãªãé ¢é žå¡©60mg
ãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒ1.5mlã«
溶解ããç¡æ°Žçé žãããªãŠã ïŒmgãå ããåŸïŒ¬
âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâ
ããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·ã³ã€
ãããšã¹ãã«23mgãå ããåžžæž©ã§10æéæŸçœ®ã
ãã åå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçããããã
åŸãããåºäœãïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©ã
ãããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlã«æº¶è§£ãäžå€
宀枩ã«ãŠæŸçœ®ããããã®æäœã«ãã3â³äœã®ããª
ãã«ãªãã¢ã»ãã«åºãé€å»ããããåŸãããæ··
åç©ãæ¿çž®ãåºäœãåŸãããã®åºäœãå«æ°Žâãž
ãªããµã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ãããããã®é ¢
é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããŠåŸãã©ãžãŠã é»
ãå ãåžžå§ã§ïŒæééå ããïŒãã³ãžã«ãªãã·
ã«ã«ããã«åºã®è±é¢ïŒãåå¿æ¶²ãéãæ¿çž®åŸ
æ¿çž®ç©ãCMã»ãã¢ããã¯ã¹ïŒ£â25ïŒNH4 +åïŒ
ïŒãã¢ã«ãã·ã¢ãã¢ã€ã³ã±ãã«ã«ç€Ÿè£œïŒã®ã«ã©
ã ã«ãã€ãŒãžãïŒâ0.5èŠå®ã®ã¢ã³ã¢ãã¢æ°Žã§
åŸæå±éãããç®çç©è³ªãå«ããã©ã¯ã·ãšã³ã
éãæ¿çž®ä¹Ÿåºããè¡šé¡ç©è³ªã®ã¢ãçé žå¡©ã36mg
ïŒ89ïŒ ïŒåŸããæ¬ç©è³ªã¯ãã®ç©çååŠçæ§è³ªã
æèåã®ç¹ã§æšåãšäžèŽããã å®æœäŸ 40 ïŒââïŒ(L)âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®è£œé (ã€) ïŒïŒ6â²âãžââãã³ãžã«ãªãã·ã«ã«ããã«
â3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®çæ 3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒéé¢å¡©åºïŒ500
mgïŒ1.07ããªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã12
mlã«æžæ¿ããããã«é ¢é žäºéäºæ°Žåç©ïŒïœ
ïŒ4.55ããªã¢ã«ïŒãå ãåäžæº¶æ¶²ã«ãªããŸã§æ¹
æããããã®æº¶æ¶²ã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ãã610mgïŒ2.45ããªã¢
ã«ïŒããžã¡ãã«ã¹ã«ããã·ãâããã©ãããã
ã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ãã溶液ãå ãåžžæž©
ã«ãŠäžå€æŸçœ®ããããã®åŸãå®æœäŸ39(ã€)(iii)ãšå š
ãåæ§ã«åŠçãçœè²åºäœ765mgïŒ82ïŒ ïŒãåŸãã
ãαã25 DïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å çŽ åæ C34H48N4O14ã»2CH3CO2Hã»H2Oãšã㊠çè«å€ïŒïŒ£ 52.16ïŒïŒš 6.68ïŒïŒ® 6.40ïŒ åæå€ïŒïŒ£ 51.99ïŒïŒš 6.75ïŒïŒ® 6.20ïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡âããªãã«ãªãé ¢é žå¡©ã®
çæ åé (ã€)ã®çæç©ãå®æœäŸ14ã®åŠãåŠçããŠè¡š
é¡ç©è³ªãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®ç
æ åé (ã)ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â²âããªãã·â3â³ââã
ãªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«
ãªãé ¢é žå¡©50mgãæ°Žâããã©ããããã©ã³
ïŒïŒïŒïŒïŒ1.5mlã«æº¶è§£ããç¡æ°Žçé žãããªãŠã
ïŒmgãå ããåŸïŒ¬âïŒâãã³ãžã«ãªãã·ã«ã«ã
ãã«ã¢ããâïŒâããããã·é ªé žã®ïŒ®âãã€ã
ããã·ãµã¯ã·ã³ã€ãããšã¹ãã«20mgãå ãåžžæž©
ã§ïŒæéæŸçœ®ãããåå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²
柱ãçãããããã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©
ããããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlãå ããäž
å€å®€æž©ã«ãŠæŸçœ®ããïŒ3â³ââããªãã«ãªãã¢
ã»ãã«åºã®è±é¢ïŒããã®åå¿æ¶²ãæ¿çž®ããåŸã
ããåºäœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒïŒmlãå
ãããããã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ãã
åŸãã©ãžãŠã é»ãå ãåžžå§ã§ïŒæééå ãã
ïŒãã³ãžã«ãªãã·ã«ã«ããã«åºã®è±é¢ïŒã以äžå®
æœäŸ39(ã)ãšåæ§ã«åŠçãè¡šé¡ç©è³ªãã¢ãçé žïŒ
æ°Žå¡©ãšããŠ30mgïŒ87ïŒ ïŒåŸãããαã25 DïŒ89ã
ïŒc1ãæ°ŽïŒ å®æœäŸ 41 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡
ã®è£œé å®æœäŸ20ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââ
ããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«
ãªãé ¢é žå¡©70mgãæ°Žâããã©ããããã©ã³ïŒïŒïŒ
ïŒïŒïŒmlã«æº¶è§£ããç¡æ°Žçé žãããªãŠã ïŒmgãå
ããåŸïŒ¬âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ãã
âïŒâããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·
ã³ã€ãããšã¹ãã«28mgãå ãåžžæž©ã§10æéæŸçœ®ã
ããåå¿æ¶²ãæ¿çž®åŸãæ°Žãå ãæ²æŸ±ãçãããã
ãã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©ã
ãããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlãå ã宀枩ã«ãŠ
äžå€æŸçœ®ããããã®åå¿æ¶²ãæ¿çž®ããåŸãããåº
äœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒïŒmlãå ãããã
ãã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããåŸãã©ãžãŠ
ã é»ãå ããåžžå§ã§1.5æééå ããã以äžå®æœ
äŸ39(ã)ãšåæ§ã«åŠçãè¡šé¡ç©è³ªãã¢ãçé žå¡©ãšã
ãŠ42mgïŒ91ïŒ ïŒåŸãããαã25 DïŒ91ãïŒc1ãæ°ŽïŒ å®æœäŸ 42 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒããã©ãã€ã·ã³ã®è£œé (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒããã©ãã€ã·ã³ã®çæ ããã©ãã€ã·ã³ïŒéé¢å¡©åºïŒ480mgïŒ1.03ã
ãªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã12mlã«æžæ¿ã
ããããã«é ¢é žäºéäºæ°Žåç©ïŒïœïŒ4.55ããªã¢
ã«ïŒãå ããïŒæé80âã§æªæããã宀枩ã«å·
åŽåŸã«ããã®æº¶æ¶²ã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ãã850mgïŒ3.4ããªã¢
ã«ïŒãããã©ããããã©ã³âãžã¡ãã«ã¹ã«ãã
ã·ãïŒïŒïŒïŒïŒã®æ··æ¶²10mlã«æº¶è§£ãã溶液ãçŽ
ïŒæéãããŠåŸã ã«å ãããã®åŸå®€æž©ã«ãŠäžå€
æŸçœ®ãããåå¿æ¶²ãå®æœäŸ39(ã€)(ii)ãšåæ§ã«å€é
ã®ãšãã«ãšãŒãã«ã§åŠçããåºãã·ãããç¶ç©
質ãåŸãã以åŸãå®æœäŸ39(ã€)(iii)ãšåæ§ã«åŠçã
ïŒãã ãæ°Žâãžãªããµã³ïŒïŒïŒïŒã¯ïŒïŒïŒã«å€
æŽïŒçœè²åºäœ810mgïŒ78ïŒ ïŒãåŸãããαã25 DïŒ
65ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C42H55N5O15ã»2CH3CO2Hã»H2Oãšã㊠çè«å€ïŒïŒ£ 54.81ïŒïŒš 6.50ïŒïŒ® 6.95ïŒ åæå€ïŒïŒ£ 54.77ïŒïŒš 6.71ïŒïŒ® 6.88ïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒâ3â³ââãã«ãã«ããã©ãã€ã·
ã³ã»ã¢ãã®é žå¡©ã®çæ åé (ã€)ã®çæç©ãå®æœäŸ24ã®åŠãåŠçããŠè¡š
é¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒããã©ãã€ã·ã³ã®çæ åé (ã)ã§åŸãããïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®â
ãã³ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââãã«ã
ã«ããã©ãã€ã·ã³ã»ã¢ãã®é žå¡©100mgãæ°Žâã
ãã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ããç¡
æ°Žçé žãããªãŠã 12mgãå ããåŸïŒïŒ³ïŒâïŒâ
ãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâããã
ãã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·ã³ã€ãããš
ã¹ãã«40mgãå ãåžžæž©ã§10æéæŸçœ®ãããåå¿
液ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçãããããã åŸãããåºäœã10ïŒ éé žåæ°ŽçŽ æ°ŽïŒmlã«æžæ¿
ãããã60âã§ïŒæéæ¿ããæ¹æããåŸéã
è±ïŒ®âãã«ãã«äœãåŸããåŸãããåºäœãå«æ°Ž
ãžãªããµã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ããããã®é ¢
é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããåŸãã©ãžãŠã é»
ãå ãåžžå§ã§1.5æééå ããã以äžå®æœäŸ39
(ã)ãšåæ§ã«åŠçãïŒâïŒèŠå®ã¢ã³ã¢ãã¢æ°Žã§åŸ
æå±éãè¡šé¡ç©è³ªããžçé žïŒæ°Žå¡©ãšããŠ67mg
ïŒ87ïŒ ïŒåŸãããαã25 DïŒ78ãïŒc1ãæ°ŽïŒããã®çæ
ç©ã¯ç¹éæ49â18850å·èšèŒã®ãã®ãšäžèŽããã å®æœäŸ 43 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒãžãã«ã·ã³ã®è£œé (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒãžãã«ã·ã³ã®çæ ãžãã«ã·ã³éé¢å¡©åº600mgïŒ1.33ããªã¢ã«ïŒ
ã«ãžã¡ãã«ã¹ã«ããã·ã15mlãå ãæ¹æããã
åŸãããæžæ¿æ¶²ã«é ¢é žäºéäºæ°Žåç©1.4ïœïŒ6.4
ããªã¢ã«ïŒãå ãæ¹æãããåŸããã溶液ã«ïŒ®
âãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãµã¯ã·ã€ã
ã1.1ïœïŒ4.4ããªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·
ã12mlã«æº¶è§£ãã溶液ãçŽïŒæéãããŠåŸã ã«
å ãããã®åŸå®€æž©ã«ãŠäžå€æŸçœ®ãããåå¿æ¶²ã«
倧éã®ãšãã«ãšãŒãã«ãå ãåŸãããæ²¹ç¶æ²æ
ç©ïŒäž»ãšããŠç®çç©ãšãžã¡ãã«ã¹ã«ããã·ããš
ãå«ãïŒãããã«ãšãã«ãšãŒãã«ã§æŽæ»ããåº
ãã·ãããç¶ç©è³ªãåŸãã ããããããããæ°ŽæŽãããæ°ŽåŠçã«ããé ¢
é žäºéã®éå°åã¯é€ãããŸãé¯äœãæ°Žã§å解ã
ãé€ããããæ°Žäžæº¶åºäœ1.1ïœãåŸããæ¬åºäœ
ã¯ã¯ãããã«ã âã¡ã¿ããŒã«â18ïŒ ã¢ã³ã¢ãã¢
ïŒïŒïŒïŒïŒïŒäžå±€ïŒãå±éç³»ãšããèå±€ã¯ãã
ãã°ã©ã ã«æŒãŠRf0.3ã«åäžç¹ãäžããããã
ã®äºéãæ··å ¥ãããæ®ãã©çŽç²ã®ïŒïŒ2â²ïŒ6â²â
ããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ããã«ïŒãžã
ã«ã·ã³ã§ãããããã«ããã®åºäœãïŒèŠå®ã¢ã³
ã¢ãã¢æ°Žã§æŽæµã也ç¥ãããªãã°ãäºéã®æ··å ¥
ã®ãªãçŽåãåŸãããããαã25 DïŒ91ãïŒc1ãå«æ°Ž
ãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒã (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãž
ãã«ã·ã³ã»ããªãã«ãªãé ¢é žå¡©ã®çæ åé (ã€)ã®çæç©ãå®æœäŸ26ã®åŠãåŠçããŠè¡š
é¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒãžãã«ã·ã³ã®çæ åé (ã)ã§åŸãïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³
ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãª
ãã¢ã»ãã«ãžãã«ã·ã³ããªãã«ãªãé ¢é žå¡©170
mgãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«
溶解ãç¡æ°Žçé žãããªãŠã 18mgãå ããåŸ
ïŒïŒ³ïŒâïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâ
ïŒâããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·
ã³ã€ãããšã¹ãã«60mgãå ãåžžæž©ã§ïŒæéæŸçœ®
ãããåå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçããã
ããã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©
ããããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²12mlãå ã宀枩
ã«ãŠäžå€æŸçœ®ããããã®åå¿æ¶²ãæ¿çž®ãåŸãã
ãåºäœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒ12mlãå
ãããããã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ãã
åŸãã©ãžãŠã é»ãå ãåžžå§ã§1.5æééå ããã
以äžå®æœäŸ42(ã)ãšåæ§ã«åŠçããè¡šé¡ç©è³ªããž
çé žå¡©ãšããŠ96mgïŒ89ïŒ ïŒåŸãããαã25 DïŒ86ã
ïŒc1ãæ°ŽïŒãæ¬ç©è³ªã¯è«žç©çæ§è³ªãæèåã®ç¹ã§
æšåïŒãžã€ãŒãã«ã»ãªãã»ã¢ã³ãããªãã¯ã¹26
å·»412é ïŒ1973ïŒåç §ïŒãšäžèŽããã å®æœäŸ 44 ïŒââïŒDLâïŒâã¢ããâïŒâããããã·ã
ãããªãã«ïŒãžãã«ã·ã³ããªãã¡ïŒââDL
âã€ãœã»ãªã«ãžãã«ã·ã³ã®è£œé å®æœäŸ26ã§åŸãïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³
ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãªã
ã¢ã»ãã«ãžãã«ã·ã³ã®ããªãã«ãªãé ¢é žå¡©150mg
ãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£
ãç¡æ°Žçé žãããªãŠã 16mgãå ããåŸDLâïŒâ
ãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâãããã
ã·ããããªã³é žïŒããªãã¡DLâïŒâãã³ãžã«ãª
ãã·ã«ã«ããã«ã€ãœã»ãªã³ïŒã®ïŒ®âãã€ãããã·
ãµã¯ã·ã³ã€ãããšã¹ãã«51mgãå ããåžžæž©ã§10æ
éæŸçœ®ããã以äžå®æœäŸ43(ã)ãšåæ§ã«åŠçãè¡šé¡
ç©è³ªã®ãžçé žå¡©ã82mgïŒ88ïŒ ïŒåŸãããαã26 DïŒ
82ãïŒc0.32ãæ°ŽïŒ æ¬ç©è³ªã¯è«žç©çæ§è³ªãæèåã®ç¹ã§æšåãšäžèŽ
ããã å®æœäŸ 45 (ã€) ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®è£œé ã«ããã€ã·ã³ïŒ¡ïŒ10.0ïœïŒåã³é ¢é žäºéïŒæ°Ž
åç©ïŒ27ïœïŒããžã¡ãã«ãã«ã ã¢ããïŒDMFïŒ
ïŒ180mlïŒäžã§å®€æž©äžã«ïŒæéæ¹æããããã«ïœ
âãã㫠âïŒïŒïŒïŒâãžã¡ãã«ããªããžã³
âïŒâã€ã«ïŒããªãŒã«ã«ãŒãããŒãïŒ24ïœïŒã
å ã50âã§40æéæ¹æããã溶åªãæžå§äžã«ç
å»ããæ®çç©ãã¡ã¿ããŒã«ïŒ300mlïŒãæ°ŽïŒ300
mlïŒã®æ··æ¶²ã«æº¶è§£ããŠåŸã溶液ããã¢ã³ããŒã©
ã€ãCGâ50ïŒH+åïŒïŒ650mlïŒã®ã«ã©ã ãéé
ããããã«ã©ã ãæ°ŽïŒã¡ã¿ããŒã«ïŒïŒïŒïŒïŒã®
混液ã§æŽæµããåŸã0.8Nâã¢ã³ã¢ãã¢æ°Žã§æº¶
åºããç²ç®çç©13.5ïœãåŸãããããã·ãªã«ã²
ã«ã¯ãããã°ã©ãã€ãã¯ã³ãŒã²ã«ïŒ£â200ã300
ïœãå±é溶åªã¯ãããã«ã âã¡ã¿ããŒã«âæ¿ã¢
ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒ1.5ïŒãã§ç²Ÿè£œãããšãè¡š
é¡ã®ååç©ã®11.0ïœãåŸãã m.p.237ã246âïŒåè§£ïŒ ãαã23 DïŒ89.9ãïŒc1.0ãDMSOïŒ SIMSïŒ685ïŒïŒïŒïŒïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«âã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ïŒ5.0ïœïŒãDMFïŒ50mlïŒã«
æžæ¿ãããããªãã«ãªãé ¢é žãšãã«ïŒ1.06mlïŒ
ãå ããŠã宀枩äžã«äžå€æ¹æãããåå¿æ¶²ãã
溶åªãæžå§äžã«çå»ããæ®çç©ãæž©ã¡ã¿ããŒã«
ïŒ110mlïŒã«æº¶è§£ããïŒâã§äžå€æŸçœ®ãããšãè¡š
é¡ç©è³ªïŒ3.3ïœïŒãçµæ¶æ§ç²æ«ãšããŠåŸãã m.p.230ã232âïŒåè§£ïŒ ãαã23 DïŒ88.5ïŒc1.0ãDMSOïŒ SIMSïŒ781ïŒïŒïŒïŒïŒ å®æœäŸ 46 (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ã®è£œé ã«ããã€ã·ã³ïŒ¢ïŒ1.06ïœïŒåã³é ¢é žäºéïŒæ°Ž
åç©ïŒ2.4ïœïŒãæ°ŽïŒïŒmlïŒãDMFïŒ20mlïŒã®æ··
液äžã§å®€æž©äžã«ïŒæéæ¹æããåŸããžâïœâã
ãã«âãžã«ãŒãããŒãïŒ1.65ïœïŒãå ã30âã§
20æéæ¹æãããåå¿æ¶²ã1/4éãŸã§æ¿çž®ãã
ããã«ïœâãã¿ããŒã«ïŒ40mlïŒãæ¿ã¢ã³ã¢ãã¢
æ°ŽïŒ20mlïŒã飜åé£å¡©æ°ŽïŒ10mlïŒãå ãã宀枩
äžã«30åéæ¹æãããããã«æ°Žå±€ãïœâãã¿ã
ãŒã«15mlã§æœåºããããã¿ããŒã«æœåºæ¶²ãåã
ãããããã·ãªã«ã²ã«ã¯ãããã°ã©ãã€ãã¯ã³
ãŒã²ã«ïŒ£â200ã30ïœãå±é溶åªã¯ãããã«ã
âã¡ã¿ããŒã«âæ¿ã¢ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒ
0.3ïŒãã§ç²Ÿè£œãããšãè¡šé¡ç©è³ªã®0.71ïœãåŸ
ãã m.p.178ã188â ãαã23 DïŒ78.9ãïŒc1.0ãDMSOïŒ SIMSïŒ784ïŒïŒïŒïŒïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«âã«
ããã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ïŒ0.39ïœïŒãDMFïŒïŒ
mlïŒã«æº¶è§£ããããªãã«ãªãé ¢é žãšãã«ïŒ0.08
mlïŒãå ãã宀枩äžã«ïŒæéæ¹æãããåå¿æ¶²
ãã溶åªãæžå§äžã«çå»ããæ®çããæ²¹ç¶ç©ã
ãšãŒãã«ã§ç²æ«åããŠè¡šé¡ååç©ïŒ0.38ïœïŒã
åŸãã m.p.197ã204âïŒåè§£ïŒ ãαã23 DïŒ74.2ãïŒc0.9ãDMSOïŒ SIMSïŒ879ïŒM+ïŒã623ïŒââããªãã«ãªãã¢
ã»ãã«ïŒâã¢ããã°ã«ã³ãŒã¹ïŒ å®æœäŸ 47 (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢
ã®è£œé 3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ïŒ1.0ïœïŒ
åã³é ¢é žäºéïŒæ°Žåç©ïŒ2.4ïœïŒãæ°ŽïŒïŒmlïŒ
DMF20mlã®æ··æ¶²äžã§å®€æž©äžã«ïŒæéæ¹æãã
åŸããžâïœâããã«âãžã«ãŒãããŒãïŒ1.65
ïœïŒãå ããŠã30âã§20æéæ¹æãããåå¿æ¶²
ã1/4éãŸã§æ¿çž®ããããã«ïœâãã¿ããŒã«
ïŒ40mlïŒãæ¿ã¢ã³ã¢ãã¢æ°ŽïŒ20mlïŒã飜åé£å¡©æ°Ž
ïŒ10mlïŒãå ããŠã宀枩äžã«30åéæ¹æããã
æ°Žå±€ãåã³ïœâãã¿ããŒã«ïŒ15mlïŒã§æœåºã
ãããã¿ããŒã«æœåºæ¶²ãåãããã·ãªã«ã²ã«ã¯
ãããã°ã©ãã€ãã¯ã³ãŒã²ã«C200ã30ïœãå±
é溶åªã¯ãããã«ã âã¡ã¿ããŒã«âæ¿ã¢ã³ã¢ã
ã¢æ°ŽïŒïŒïŒïŒïŒ0.1ïŒãã§ç²Ÿè£œãããšãè¡šé¡ç©è³ª
ã®1.26ïœãåŸãã m.p.163ã170â ãαã23 DïŒ70.8ãïŒc1.0ãDMSOïŒ SIMSïŒ752ïŒïŒïŒïŒïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«â3â²ïŒ
4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢
ïŒ0.56ïœïŒãDMFïŒ12mlïŒã«æº¶è§£ããããªãã«
ãªãé ¢é žãšãã«ïŒ0.12mlïŒãå ãã宀枩äžã«ïŒ
æéæ¹æãããåå¿æ¶²ãã溶åªãæžå§äžã«çå»
ããæ®çæ²¹ç¶ç©ããšãŒãã«ã§ç²æ«åããŠè¡šé¡ç©
質ïŒ0.55ïœïŒãåŸãã m.p.207ã212âïŒåè§£ïŒ ãαã23 DïŒ61.6ãïŒc1.2ãDMSOïŒ SIMSïŒ847ïŒM+ïŒã591ïŒââããªãã«ãªãâ
ã¢ã»ãã«âïŒâã¢ããã°ã«ã³ãŒã¹ïŒ
ã³âãžã¡ãã«ã¹ã«ããã·ãïŒïŒïŒïŒïŒã®æ··æ¶²
40mlã«æº¶è§£ããå·æº¶æ¶²ïŒïŒâïŒãçŽïŒæéã
ããŠåŸã ã«å ããã€ãã«ïŒæéåå¿æº¶æ¶²ã宀
æž©ã«ãŠæŸçœ®ããããã®éã«ã«ããã€ã·ã³ïŒ¡ã®
äºéé¯äœã¯ãã³ãžã«ãªãã·ã«ã«ããã«åãå
ãããæ¬åå¿æº¶æ¶²ã¯ã¯ãããã«ã âã¡ã¿ããŒ
ã«â28ïŒ ã¢ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒïŒïŒã®äžå±€
ãå±é溶åªãšããèå±€ã¯ãããã°ã©ã ã«æŒãŠ
Rf0.23ã«äž»ã¹ããããèªãããããä»ã®å¯ç
æç©ã«ããã¹ãããã¯ããããäžéšã«ïŒãïŒ
ç¹ãããã«èªããããçšåºŠã§ãã€ãã (ii) ãã®åå¿æº¶æ¶²ã500mlã®ãšãã«ãšãŒãã«äž
ã«æå ¥ããæåºããæ²¹ç¶ç©è³ªããšãã«ãšãŒã
ã«ã§æ°åæŽæ»ãåºãã·ãããç¶ç©è³ª8.8ïœã
åŸãã (iii) ã€ãã«æ¬ã·ãããç¶ç©è³ªããäºéå¡©ãé€å»
ããäžèšã®æ¹æ³ãè¡ã€ãã å®èœåºãšããŠã«ã«ããã·ã«åºïŒâCO2HïŒ
ãæã€åŒ±é žæ§ã«ããªã³å€ææš¹èïŒã¢ã³ããŒã©
ã€ãCG50æš¹èïŒH+åïŒãããŒã ã»ã¢ã³ãã»
ããŒã¹ç€Ÿè£œïŒã䜿çšããæ¹æ³ããããããã¢
ã³ããŒã©ã€ãCG50ïŒH+åïŒæš¹è60mlãæ°Žâ
ãžãªããµã³ïŒïŒïŒïŒïŒã§å ååŠçããããã
ã«ã©ã ã«å å¡«ããããã«åè¿°ã®ã·ãããç¶ç©
質ïŒïœãæ°Žâãžãªããµã³ïŒïŒïŒïŒïŒã«ãšãã
ã溶液ããã€ãŒãžããïŒïŒ é ¢é žãå«ãæ°Žâãž
ãªããµã³ïŒïŒïŒïŒïŒã§å±éãããç®çç©è³ªã§
ãããã³ãããªã³æŽ»æ§ãªïŒïŒ6â²âãã¹ïŒïŒ®â
ãã³ãžã«ãªãã·ã«ã«ããã«ïŒã«ããã€ã·ã³ïŒ¡
ãå ã«æº¶åºãããã€ã¥ããŠãžããšãã«ã«ã«ã
ãžãã«ããåè²ã«æŽ»æ§ãªé ¢é žäºéã溶åºãã
ããåè ã®ãã©ã¯ã·ãšã³ãéããæ¿çž®ããæ¿
çž®ç©ããšãŒãã«ã§æŽæ»ããçœè²åºäœãšããŠ
ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³A340mgïŒ81ïŒ ïŒãåŸãã
ãαã25 DïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ãã
ïŒïŒïŒïŒïŒ å çŽ åæ C34H48N4O15ã»2CH3CO2HâH2Oãšã㊠çè«å€ïŒïŒ£ 51.23ïŒïŒš 6.56ïŒïŒ® 6.29ïŒ åæå€ïŒïŒ£ 51.02ïŒïŒš 6.71ïŒïŒ® 6.22ïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ã«ããã€
ã·ã³ïŒ¡ã»ããªãã«ãªãé ¢é žå¡©ã®çæ åé (ã€)ã®çæç©ããåå¿æã«1.5ã¢ã«åœéã®
ããªãšãã«ã¢ãã³ãæ·»å ãã以å€ã¯å®æœäŸïŒãš
åæ§ã«åŠçããŠè¡šé¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâã«ããã€ã·ã³ïŒ¡ã®çæ åé (ã)ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»
ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«ãªãé ¢é žå¡©60mg
ãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒ1.5mlã«
溶解ããç¡æ°Žçé žãããªãŠã ïŒmgãå ããåŸïŒ¬
âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâ
ããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·ã³ã€
ãããšã¹ãã«23mgãå ããåžžæž©ã§10æéæŸçœ®ã
ãã åå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçããããã
åŸãããåºäœãïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©ã
ãããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlã«æº¶è§£ãäžå€
宀枩ã«ãŠæŸçœ®ããããã®æäœã«ãã3â³äœã®ããª
ãã«ãªãã¢ã»ãã«åºãé€å»ããããåŸãããæ··
åç©ãæ¿çž®ãåºäœãåŸãããã®åºäœãå«æ°Žâãž
ãªããµã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ãããããã®é ¢
é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããŠåŸãã©ãžãŠã é»
ãå ãåžžå§ã§ïŒæééå ããïŒãã³ãžã«ãªãã·
ã«ã«ããã«åºã®è±é¢ïŒãåå¿æ¶²ãéãæ¿çž®åŸ
æ¿çž®ç©ãCMã»ãã¢ããã¯ã¹ïŒ£â25ïŒNH4 +åïŒ
ïŒãã¢ã«ãã·ã¢ãã¢ã€ã³ã±ãã«ã«ç€Ÿè£œïŒã®ã«ã©
ã ã«ãã€ãŒãžãïŒâ0.5èŠå®ã®ã¢ã³ã¢ãã¢æ°Žã§
åŸæå±éãããç®çç©è³ªãå«ããã©ã¯ã·ãšã³ã
éãæ¿çž®ä¹Ÿåºããè¡šé¡ç©è³ªã®ã¢ãçé žå¡©ã36mg
ïŒ89ïŒ ïŒåŸããæ¬ç©è³ªã¯ãã®ç©çååŠçæ§è³ªã
æèåã®ç¹ã§æšåãšäžèŽããã å®æœäŸ 40 ïŒââïŒ(L)âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®è£œé (ã€) ïŒïŒ6â²âãžââãã³ãžã«ãªãã·ã«ã«ããã«
â3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®çæ 3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒéé¢å¡©åºïŒ500
mgïŒ1.07ããªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã12
mlã«æžæ¿ããããã«é ¢é žäºéäºæ°Žåç©ïŒïœ
ïŒ4.55ããªã¢ã«ïŒãå ãåäžæº¶æ¶²ã«ãªããŸã§æ¹
æããããã®æº¶æ¶²ã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ãã610mgïŒ2.45ããªã¢
ã«ïŒããžã¡ãã«ã¹ã«ããã·ãâããã©ãããã
ã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ãã溶液ãå ãåžžæž©
ã«ãŠäžå€æŸçœ®ããããã®åŸãå®æœäŸ39(ã€)(iii)ãšå š
ãåæ§ã«åŠçãçœè²åºäœ765mgïŒ82ïŒ ïŒãåŸãã
ãαã25 DïŒ76ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒ
ïŒïŒïŒïŒ å çŽ åæ C34H48N4O14ã»2CH3CO2Hã»H2Oãšã㊠çè«å€ïŒïŒ£ 52.16ïŒïŒš 6.68ïŒïŒ® 6.40ïŒ åæå€ïŒïŒ£ 51.99ïŒïŒš 6.75ïŒïŒ® 6.20ïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ãã
ã«ïŒâ3â²âããªãã·â3â³ââããªãã«ãªãã¢
ã»ãã«ã«ããã€ã·ã³ïŒ¡âããªãã«ãªãé ¢é žå¡©ã®
çæ åé (ã€)ã®çæç©ãå®æœäŸ14ã®åŠãåŠçããŠè¡š
é¡ç©è³ªãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒâ3â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã®ç
æ åé (ã)ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â²âããªãã·â3â³ââã
ãªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«
ãªãé ¢é žå¡©50mgãæ°Žâããã©ããããã©ã³
ïŒïŒïŒïŒïŒ1.5mlã«æº¶è§£ããç¡æ°Žçé žãããªãŠã
ïŒmgãå ããåŸïŒ¬âïŒâãã³ãžã«ãªãã·ã«ã«ã
ãã«ã¢ããâïŒâããããã·é ªé žã®ïŒ®âãã€ã
ããã·ãµã¯ã·ã³ã€ãããšã¹ãã«20mgãå ãåžžæž©
ã§ïŒæéæŸçœ®ãããåå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²
柱ãçãããããã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©
ããããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlãå ããäž
å€å®€æž©ã«ãŠæŸçœ®ããïŒ3â³ââããªãã«ãªãã¢
ã»ãã«åºã®è±é¢ïŒããã®åå¿æ¶²ãæ¿çž®ããåŸã
ããåºäœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒïŒmlãå
ãããããã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ãã
åŸãã©ãžãŠã é»ãå ãåžžå§ã§ïŒæééå ãã
ïŒãã³ãžã«ãªãã·ã«ã«ããã«åºã®è±é¢ïŒã以äžå®
æœäŸ39(ã)ãšåæ§ã«åŠçãè¡šé¡ç©è³ªãã¢ãçé žïŒ
æ°Žå¡©ãšããŠ30mgïŒ87ïŒ ïŒåŸãããαã25 DïŒ89ã
ïŒc1ãæ°ŽïŒ å®æœäŸ 41 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡
ã®è£œé å®æœäŸ20ã§åŸãïŒïŒ6â²âãã¹ïŒïŒ®âãã³ãžã«ãª
ãã·ã«ã«ããã«ïŒâ3â²ïŒ4â²âãžããªãã·â3â³ââ
ããªãã«ãªãã¢ã»ãã«ã«ããã€ã·ã³ïŒ¡ã»ããªãã«
ãªãé ¢é žå¡©70mgãæ°Žâããã©ããããã©ã³ïŒïŒïŒ
ïŒïŒïŒmlã«æº¶è§£ããç¡æ°Žçé žãããªãŠã ïŒmgãå
ããåŸïŒ¬âïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ãã
âïŒâããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·
ã³ã€ãããšã¹ãã«28mgãå ãåžžæž©ã§10æéæŸçœ®ã
ããåå¿æ¶²ãæ¿çž®åŸãæ°Žãå ãæ²æŸ±ãçãããã
ãã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©ã
ãããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²ïŒmlãå ã宀枩ã«ãŠ
äžå€æŸçœ®ããããã®åå¿æ¶²ãæ¿çž®ããåŸãããåº
äœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒïŒmlãå ãããã
ãã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããåŸãã©ãžãŠ
ã é»ãå ããåžžå§ã§1.5æééå ããã以äžå®æœ
äŸ39(ã)ãšåæ§ã«åŠçãè¡šé¡ç©è³ªãã¢ãçé žå¡©ãšã
ãŠ42mgïŒ91ïŒ ïŒåŸãããαã25 DïŒ91ãïŒc1ãæ°ŽïŒ å®æœäŸ 42 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒããã©ãã€ã·ã³ã®è£œé (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒããã©ãã€ã·ã³ã®çæ ããã©ãã€ã·ã³ïŒéé¢å¡©åºïŒ480mgïŒ1.03ã
ãªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·ã12mlã«æžæ¿ã
ããããã«é ¢é žäºéäºæ°Žåç©ïŒïœïŒ4.55ããªã¢
ã«ïŒãå ããïŒæé80âã§æªæããã宀枩ã«å·
åŽåŸã«ããã®æº¶æ¶²ã«ïŒ®âãã³ãžã«ãªãã·ã«ã«ã
ãã«ãªãã·ãµã¯ã·ã³ã€ãã850mgïŒ3.4ããªã¢
ã«ïŒãããã©ããããã©ã³âãžã¡ãã«ã¹ã«ãã
ã·ãïŒïŒïŒïŒïŒã®æ··æ¶²10mlã«æº¶è§£ãã溶液ãçŽ
ïŒæéãããŠåŸã ã«å ãããã®åŸå®€æž©ã«ãŠäžå€
æŸçœ®ãããåå¿æ¶²ãå®æœäŸ39(ã€)(ii)ãšåæ§ã«å€é
ã®ãšãã«ãšãŒãã«ã§åŠçããåºãã·ãããç¶ç©
質ãåŸãã以åŸãå®æœäŸ39(ã€)(iii)ãšåæ§ã«åŠçã
ïŒãã ãæ°Žâãžãªããµã³ïŒïŒïŒïŒã¯ïŒïŒïŒã«å€
æŽïŒçœè²åºäœ810mgïŒ78ïŒ ïŒãåŸãããαã25 DïŒ
65ãïŒc1ãå«æ°Žãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒ å çŽ åæ C42H55N5O15ã»2CH3CO2Hã»H2Oãšã㊠çè«å€ïŒïŒ£ 54.81ïŒïŒš 6.50ïŒïŒ® 6.95ïŒ åæå€ïŒïŒ£ 54.77ïŒïŒš 6.71ïŒïŒ® 6.88ïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒâ3â³ââãã«ãã«ããã©ãã€ã·
ã³ã»ã¢ãã®é žå¡©ã®çæ åé (ã€)ã®çæç©ãå®æœäŸ24ã®åŠãåŠçããŠè¡š
é¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒããã©ãã€ã·ã³ã®çæ åé (ã)ã§åŸãããïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®â
ãã³ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââãã«ã
ã«ããã©ãã€ã·ã³ã»ã¢ãã®é žå¡©100mgãæ°Žâã
ãã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ããç¡
æ°Žçé žãããªãŠã 12mgãå ããåŸïŒïŒ³ïŒâïŒâ
ãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâããã
ãã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·ã³ã€ãããš
ã¹ãã«40mgãå ãåžžæž©ã§10æéæŸçœ®ãããåå¿
液ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçãããããã åŸãããåºäœã10ïŒ éé žåæ°ŽçŽ æ°ŽïŒmlã«æžæ¿
ãããã60âã§ïŒæéæ¿ããæ¹æããåŸéã
è±ïŒ®âãã«ãã«äœãåŸããåŸãããåºäœãå«æ°Ž
ãžãªããµã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£ããããã®é ¢
é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ããåŸãã©ãžãŠã é»
ãå ãåžžå§ã§1.5æééå ããã以äžå®æœäŸ39
(ã)ãšåæ§ã«åŠçãïŒâïŒèŠå®ã¢ã³ã¢ãã¢æ°Žã§åŸ
æå±éãè¡šé¡ç©è³ªããžçé žïŒæ°Žå¡©ãšããŠ67mg
ïŒ87ïŒ ïŒåŸãããαã25 DïŒ78ãïŒc1ãæ°ŽïŒããã®çæ
ç©ã¯ç¹éæ49â18850å·èšèŒã®ãã®ãšäžèŽããã å®æœäŸ 43 ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·ã
ããªã«ïŒãžãã«ã·ã³ã®è£œé (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒãžãã«ã·ã³ã®çæ ãžãã«ã·ã³éé¢å¡©åº600mgïŒ1.33ããªã¢ã«ïŒ
ã«ãžã¡ãã«ã¹ã«ããã·ã15mlãå ãæ¹æããã
åŸãããæžæ¿æ¶²ã«é ¢é žäºéäºæ°Žåç©1.4ïœïŒ6.4
ããªã¢ã«ïŒãå ãæ¹æãããåŸããã溶液ã«ïŒ®
âãã³ãžã«ãªãã·ã«ã«ããã«ãªãã·ãµã¯ã·ã€ã
ã1.1ïœïŒ4.4ããªã¢ã«ïŒããžã¡ãã«ã¹ã«ããã·
ã12mlã«æº¶è§£ãã溶液ãçŽïŒæéãããŠåŸã ã«
å ãããã®åŸå®€æž©ã«ãŠäžå€æŸçœ®ãããåå¿æ¶²ã«
倧éã®ãšãã«ãšãŒãã«ãå ãåŸãããæ²¹ç¶æ²æ
ç©ïŒäž»ãšããŠç®çç©ãšãžã¡ãã«ã¹ã«ããã·ããš
ãå«ãïŒãããã«ãšãã«ãšãŒãã«ã§æŽæ»ããåº
ãã·ãããç¶ç©è³ªãåŸãã ããããããããæ°ŽæŽãããæ°ŽåŠçã«ããé ¢
é žäºéã®éå°åã¯é€ãããŸãé¯äœãæ°Žã§å解ã
ãé€ããããæ°Žäžæº¶åºäœ1.1ïœãåŸããæ¬åºäœ
ã¯ã¯ãããã«ã âã¡ã¿ããŒã«â18ïŒ ã¢ã³ã¢ãã¢
ïŒïŒïŒïŒïŒïŒäžå±€ïŒãå±éç³»ãšããèå±€ã¯ãã
ãã°ã©ã ã«æŒãŠRf0.3ã«åäžç¹ãäžããããã
ã®äºéãæ··å ¥ãããæ®ãã©çŽç²ã®ïŒïŒ2â²ïŒ6â²â
ããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«ã«ããã«ïŒãžã
ã«ã·ã³ã§ãããããã«ããã®åºäœãïŒèŠå®ã¢ã³
ã¢ãã¢æ°Žã§æŽæµã也ç¥ãããªãã°ãäºéã®æ··å ¥
ã®ãªãçŽåãåŸãããããαã25 DïŒ91ãïŒc1ãå«æ°Ž
ãžã¡ãã«ãã«ã ã¢ããïŒïŒïŒïŒïŒã (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³ãžã«ãªãã·ã«
ã«ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«ãž
ãã«ã·ã³ã»ããªãã«ãªãé ¢é žå¡©ã®çæ åé (ã€)ã®çæç©ãå®æœäŸ26ã®åŠãåŠçããŠè¡š
é¡ååç©ãåŸãã (ã) ïŒââïŒïŒ¬âïŒâã¢ããâïŒâããããã·
ãããªã«ïŒãžãã«ã·ã³ã®çæ åé (ã)ã§åŸãïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³
ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãª
ãã¢ã»ãã«ãžãã«ã·ã³ããªãã«ãªãé ¢é žå¡©170
mgãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«
溶解ãç¡æ°Žçé žãããªãŠã 18mgãå ããåŸ
ïŒïŒ³ïŒâïŒâãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâ
ïŒâããããã·é ªé žã®ïŒ®âãã€ãããã·ãµã¯ã·
ã³ã€ãããšã¹ãã«60mgãå ãåžžæž©ã§ïŒæéæŸçœ®
ãããåå¿æ¶²ãæ¿çž®åŸæ°Žãå ãæ²æŸ±ãçããã
ããã åŸãããåºäœã«ïŒèŠå®ã¢ã³ã¢ãã¢æ°Žâããã©
ããããã©ã³ïŒïŒïŒïŒïŒã®æ··æ¶²12mlãå ã宀枩
ã«ãŠäžå€æŸçœ®ããããã®åå¿æ¶²ãæ¿çž®ãåŸãã
ãåºäœã«å«æ°Žãžãªããµã³ïŒïŒïŒïŒïŒ12mlãå
ãããããã®é ¢é žãå ããŠæ¶²æ§ãåŒ±é žæ§ã«ãã
åŸãã©ãžãŠã é»ãå ãåžžå§ã§1.5æééå ããã
以äžå®æœäŸ42(ã)ãšåæ§ã«åŠçããè¡šé¡ç©è³ªããž
çé žå¡©ãšããŠ96mgïŒ89ïŒ ïŒåŸãããαã25 DïŒ86ã
ïŒc1ãæ°ŽïŒãæ¬ç©è³ªã¯è«žç©çæ§è³ªãæèåã®ç¹ã§
æšåïŒãžã€ãŒãã«ã»ãªãã»ã¢ã³ãããªãã¯ã¹26
å·»412é ïŒ1973ïŒåç §ïŒãšäžèŽããã å®æœäŸ 44 ïŒââïŒDLâïŒâã¢ããâïŒâããããã·ã
ãããªãã«ïŒãžãã«ã·ã³ããªãã¡ïŒââDL
âã€ãœã»ãªã«ãžãã«ã·ã³ã®è£œé å®æœäŸ26ã§åŸãïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âãã³
ãžã«ãªãã·ã«ã«ããã«ïŒâ3â³ââããªãã«ãªã
ã¢ã»ãã«ãžãã«ã·ã³ã®ããªãã«ãªãé ¢é žå¡©150mg
ãæ°Žâããã©ããããã©ã³ïŒïŒïŒïŒïŒïŒmlã«æº¶è§£
ãç¡æ°Žçé žãããªãŠã 16mgãå ããåŸDLâïŒâ
ãã³ãžã«ãªãã·ã«ã«ããã«ã¢ããâïŒâãããã
ã·ããããªã³é žïŒããªãã¡DLâïŒâãã³ãžã«ãª
ãã·ã«ã«ããã«ã€ãœã»ãªã³ïŒã®ïŒ®âãã€ãããã·
ãµã¯ã·ã³ã€ãããšã¹ãã«51mgãå ããåžžæž©ã§10æ
éæŸçœ®ããã以äžå®æœäŸ43(ã)ãšåæ§ã«åŠçãè¡šé¡
ç©è³ªã®ãžçé žå¡©ã82mgïŒ88ïŒ ïŒåŸãããαã26 DïŒ
82ãïŒc0.32ãæ°ŽïŒ æ¬ç©è³ªã¯è«žç©çæ§è³ªãæèåã®ç¹ã§æšåãšäžèŽ
ããã å®æœäŸ 45 (ã€) ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ã®è£œé ã«ããã€ã·ã³ïŒ¡ïŒ10.0ïœïŒåã³é ¢é žäºéïŒæ°Ž
åç©ïŒ27ïœïŒããžã¡ãã«ãã«ã ã¢ããïŒDMFïŒ
ïŒ180mlïŒäžã§å®€æž©äžã«ïŒæéæ¹æããããã«ïœ
âãã㫠âïŒïŒïŒïŒâãžã¡ãã«ããªããžã³
âïŒâã€ã«ïŒããªãŒã«ã«ãŒãããŒãïŒ24ïœïŒã
å ã50âã§40æéæ¹æããã溶åªãæžå§äžã«ç
å»ããæ®çç©ãã¡ã¿ããŒã«ïŒ300mlïŒãæ°ŽïŒ300
mlïŒã®æ··æ¶²ã«æº¶è§£ããŠåŸã溶液ããã¢ã³ããŒã©
ã€ãCGâ50ïŒH+åïŒïŒ650mlïŒã®ã«ã©ã ãéé
ããããã«ã©ã ãæ°ŽïŒã¡ã¿ããŒã«ïŒïŒïŒïŒïŒã®
混液ã§æŽæµããåŸã0.8Nâã¢ã³ã¢ãã¢æ°Žã§æº¶
åºããç²ç®çç©13.5ïœãåŸãããããã·ãªã«ã²
ã«ã¯ãããã°ã©ãã€ãã¯ã³ãŒã²ã«ïŒ£â200ã300
ïœãå±é溶åªã¯ãããã«ã âã¡ã¿ããŒã«âæ¿ã¢
ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒ1.5ïŒãã§ç²Ÿè£œãããšãè¡š
é¡ã®ååç©ã®11.0ïœãåŸãã m.p.237ã246âïŒåè§£ïŒ ãαã23 DïŒ89.9ãïŒc1.0ãDMSOïŒ SIMSïŒ685ïŒïŒïŒïŒïŒ (ã) ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«âã«ãã
ã€ã·ã³ïŒ¡ã®è£œé ïŒïŒ6â²âãã¹ïŒïŒ®âïœâãããã·ã«ã«ãã
ã«ïŒã«ããã€ã·ã³ïŒ¡ïŒ5.0ïœïŒãDMFïŒ50mlïŒã«
æžæ¿ãããããªãã«ãªãé ¢é žãšãã«ïŒ1.06mlïŒ
ãå ããŠã宀枩äžã«äžå€æ¹æãããåå¿æ¶²ãã
溶åªãæžå§äžã«çå»ããæ®çç©ãæž©ã¡ã¿ããŒã«
ïŒ110mlïŒã«æº¶è§£ããïŒâã§äžå€æŸçœ®ãããšãè¡š
é¡ç©è³ªïŒ3.3ïœïŒãçµæ¶æ§ç²æ«ãšããŠåŸãã m.p.230ã232âïŒåè§£ïŒ ãαã23 DïŒ88.5ïŒc1.0ãDMSOïŒ SIMSïŒ781ïŒïŒïŒïŒïŒ å®æœäŸ 46 (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ã®è£œé ã«ããã€ã·ã³ïŒ¢ïŒ1.06ïœïŒåã³é ¢é žäºéïŒæ°Ž
åç©ïŒ2.4ïœïŒãæ°ŽïŒïŒmlïŒãDMFïŒ20mlïŒã®æ··
液äžã§å®€æž©äžã«ïŒæéæ¹æããåŸããžâïœâã
ãã«âãžã«ãŒãããŒãïŒ1.65ïœïŒãå ã30âã§
20æéæ¹æãããåå¿æ¶²ã1/4éãŸã§æ¿çž®ãã
ããã«ïœâãã¿ããŒã«ïŒ40mlïŒãæ¿ã¢ã³ã¢ãã¢
æ°ŽïŒ20mlïŒã飜åé£å¡©æ°ŽïŒ10mlïŒãå ãã宀枩
äžã«30åéæ¹æãããããã«æ°Žå±€ãïœâãã¿ã
ãŒã«15mlã§æœåºããããã¿ããŒã«æœåºæ¶²ãåã
ãããããã·ãªã«ã²ã«ã¯ãããã°ã©ãã€ãã¯ã³
ãŒã²ã«ïŒ£â200ã30ïœãå±é溶åªã¯ãããã«ã
âã¡ã¿ããŒã«âæ¿ã¢ã³ã¢ãã¢æ°ŽïŒïŒïŒïŒïŒ
0.3ïŒãã§ç²Ÿè£œãããšãè¡šé¡ç©è³ªã®0.71ïœãåŸ
ãã m.p.178ã188â ãαã23 DïŒ78.9ãïŒc1.0ãDMSOïŒ SIMSïŒ784ïŒïŒïŒïŒïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«âã«
ããã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒã«ããã€ã·ã³ïŒ¢ïŒ0.39ïœïŒãDMFïŒïŒ
mlïŒã«æº¶è§£ããããªãã«ãªãé ¢é žãšãã«ïŒ0.08
mlïŒãå ãã宀枩äžã«ïŒæéæ¹æãããåå¿æ¶²
ãã溶åªãæžå§äžã«çå»ããæ®çããæ²¹ç¶ç©ã
ãšãŒãã«ã§ç²æ«åããŠè¡šé¡ååç©ïŒ0.38ïœïŒã
åŸãã m.p.197ã204âïŒåè§£ïŒ ãαã23 DïŒ74.2ãïŒc0.9ãDMSOïŒ SIMSïŒ879ïŒM+ïŒã623ïŒââããªãã«ãªãã¢
ã»ãã«ïŒâã¢ããã°ã«ã³ãŒã¹ïŒ å®æœäŸ 47 (ã€) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢
ã®è£œé 3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ïŒ1.0ïœïŒ
åã³é ¢é žäºéïŒæ°Žåç©ïŒ2.4ïœïŒãæ°ŽïŒïŒmlïŒ
DMF20mlã®æ··æ¶²äžã§å®€æž©äžã«ïŒæéæ¹æãã
åŸããžâïœâããã«âãžã«ãŒãããŒãïŒ1.65
ïœïŒãå ããŠã30âã§20æéæ¹æãããåå¿æ¶²
ã1/4éãŸã§æ¿çž®ããããã«ïœâãã¿ããŒã«
ïŒ40mlïŒãæ¿ã¢ã³ã¢ãã¢æ°ŽïŒ20mlïŒã飜åé£å¡©æ°Ž
ïŒ10mlïŒãå ããŠã宀枩äžã«30åéæ¹æããã
æ°Žå±€ãåã³ïœâãã¿ããŒã«ïŒ15mlïŒã§æœåºã
ãããã¿ããŒã«æœåºæ¶²ãåãããã·ãªã«ã²ã«ã¯
ãããã°ã©ãã€ãã¯ã³ãŒã²ã«C200ã30ïœãå±
é溶åªã¯ãããã«ã âã¡ã¿ããŒã«âæ¿ã¢ã³ã¢ã
ã¢æ°ŽïŒïŒïŒïŒïŒ0.1ïŒãã§ç²Ÿè£œãããšãè¡šé¡ç©è³ª
ã®1.26ïœãåŸãã m.p.163ã170â ãαã23 DïŒ70.8ãïŒc1.0ãDMSOïŒ SIMSïŒ752ïŒïŒïŒïŒïŒ (ã) ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â³ââããªãã«ãªãã¢ã»ãã«â3â²ïŒ
4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ã®è£œé ïŒïŒ2â²ïŒ6â²âããªã¹ïŒïŒ®âïœâãããã·ã«ã«
ããã«ïŒâ3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢
ïŒ0.56ïœïŒãDMFïŒ12mlïŒã«æº¶è§£ããããªãã«
ãªãé ¢é žãšãã«ïŒ0.12mlïŒãå ãã宀枩äžã«ïŒ
æéæ¹æãããåå¿æ¶²ãã溶åªãæžå§äžã«çå»
ããæ®çæ²¹ç¶ç©ããšãŒãã«ã§ç²æ«åããŠè¡šé¡ç©
質ïŒ0.55ïœïŒãåŸãã m.p.207ã212âïŒåè§£ïŒ ãαã23 DïŒ61.6ãïŒc1.2ãDMSOïŒ SIMSïŒ847ïŒM+ïŒã591ïŒââããªãã«ãªãâ
ã¢ã»ãã«âïŒâã¢ããã°ã«ã³ãŒã¹ïŒ
Claims (1)
- ãç¹èš±è«æ±ã®ç¯å²ã ïŒ ïŒâã¢ããã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢
ããã°ãªã³ã·ã«åºãïŒâããªãã·ã¹ãã¬ãã¿ãã³
ã®ïŒäœæ°Žé žåºã«çµåããŠæããïŒâããªãã·ã¹ã
ã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ãã¢ããã°ãªã³ã·
ãæçç©è³ªã®ïŒäœåã³3â³äœã¢ããåºä»¥å€ã®ã¢ãã
åºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢ããä¿è·åºã§ä¿è·ã
ããŠããã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èª
å°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³åã¢ã«ãã«åºåã¯ããªããã²ã³åã¢ã«ãã«åºã§
ãããR2ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºã
ã¢ã©ã«ãã«ãªãã·åºåã¯ã¢ãªãŒã«ãªãã·åºã§ã
ããã§ç€ºãããã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«
ãã«ã€ãããŸãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®æ
æ©æº¶å€äžã§äœçšãããŠã該éšåä¿è·èªå°äœã®3â³äœ
ã¢ããåºãéžæçã«åºR1COâã§ã¢ã·ã«åããã
ãšãç¹åŸŽãšãããéé¢ã®ïŒäœã¢ããåºãå«æãã
ã3â³äœã¢ããåºãå«ããŠä»ã®ã¢ããåºã®ãã¹ãŠã
ä¿è·ãããã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·
èªå°äœã®è£œé æ³ã ïŒ ïŒâã¢ããã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢
ããã°ãªã³ã·ã«åºãïŒâããªãã·ã¹ãã¬ãã¿ãã³
ã®ïŒäœæ°Žé žåºã«çµåããŠæããïŒâããªãã·ã¹ã
ã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ãã¢ããã°ãªã³ã·
ãæçç©è³ªã®ïŒäœåã³3â³äœã¢ããåºä»¥å€ã®ã¢ãã
åºã®ãã¹ãŠãã¢ã·ã«åºåã®ã¢ããä¿è·åºã§ä¿è·ã
ããŠããã¢ããã°ãªã³ã·ãæçç©è³ªã®éšåä¿è·èª
å°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR3ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«åºã§ããã
ã§ç€ºãããâã¢ã«ã«ãã€ã«ã€ãããŸãŒã«ãã¢ã·
ã«åå€ãšããŠäžæŽ»æ§ã®ææ©æº¶åªäžã§äœçšããã該
éšåä¿è·èªå°äœã®3â³äœã¢ããåºã«é£ãæ°Žé žåºãåº
R3COâã§ãšã¹ãã«åããããã§çæãããšã¹ã
ã«äœãã¢ã«ã«ãªæ§è©Šè¬ã§åŠçããŠè©²æ°Žé žåºããåº
R3COâã3â³äœã¢ããåºã«è»¢äœãããããšãç¹åŸŽ
城ãšãããéé¢ã®ïŒäœã¢ããåºãå«æããã3â³äœ
ã¢ããåºãå«ããŠä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ã
ããã¢ããã°ãªã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èªå°äœ
ã®è£œé æ³ã ïŒ ïŒâã¢ããã°ãªã³ã·ã«åºåã¯ïŒâã¢ã«ãã«ã¢
ããã°ãªã³ã·ã«åºãïŒâããªãã·ã¹ãã¬ãã¿ãã³
ã®ïŒäœæ°Žé žåºã«çµåããŠæããïŒâããªãã·ã¹ã
ã¬ãã¿ãã³ãéšåæ§é ãšããŠå«ãã¢ããã°ãªã³ã·
ãæçç©è³ªã«äºéã«ããªã³ãäœçšãããŠçæãã
ãäºéé¯äœããã¢ã·ã«åã®ã¢ããä¿è·åºãå°å ¥ã
ãã¢ã·ã«åå€ãšåå¿ãããŠïŒäœåã³3â³äœã¢ããåº
以å€ã®ã¢ããåºã®ãã¹ãŠãã¢ã·ã«åããããã«ã
ãäºéã«ããªã³ãšé¯çµåããŠãã該ã¢ããã°ãªã³
ã·ãæçç©è³ªã®ïŒ®âã¢ã·ã«åèªå°äœã®äºéé¯äœã
çæããã次ãã§ãã®ïŒ®âã¢ã·ã«åèªå°äœã®äºé
é¯äœããäºéã«ããªã³ãé€å»ããããã«ãã該ã¢
ããã°ãªã³ã·ãæçç©è³ªã®ïŒäœåã³3â³äœã¢ããåº
以å€ã®ã¢ããåºã®ãã¹ãŠãåèšã¢ã·ã«åã®ã¢ãã
ä¿è·åºã§ä¿è·ãããŠããã¢ããã°ãªã³ã·ãæçç©
質ã®éšåä¿è·èªå°äœãçæãã次ã«ãã®éšåä¿è·
èªå°äœã«å¯ŸããŠãæ¬¡åŒ ãåŒäžãR1ã¯æ°ŽçŽ åã¯ççŽ æ°ïŒãïŒã®ãžããã²
ã³åã¢ã«ãã«åºåã¯ããªããã²ã³åã¢ã«ãã«åºã§
ãããR2ã¯ççŽ æ°ïŒãïŒã®ã¢ã«ãã«ãªãã·åºã
ã¢ã©ã«ãã«ãªãã·åºåã¯ã¢ãªãŒã«ãªãã·åºã§ã
ããã§ç€ºãããã¢ã«ã«ã³é žãšã¹ãã«åã¯ïŒ®âãã«
ãã«ã€ãããŸãŒã«ãã¢ã·ã«åå€ãšããŠäžæŽ»æ§ã®æ
æ©æº¶å€äžã§äœçšãããŠè©²éšåä¿è·èªå°äœã®3â³äœã¢
ããåºãéžæçã«ã¢ã·ã«åããããã«ãã€ãŠéé¢
ã®ïŒäœã¢ããåºãå«æããã3â³äœã¢ããåºãå«ã
ãŠä»ã®ã¢ããåºã®ãã¹ãŠãä¿è·ãããã¢ããã°ãª
ã³ã·ãæçç©è³ªã®ïŒ®âä¿è·èªå°äœã圢æãããã
ãã«ãã®ïŒ®âä¿è·èªå°äœã«å¯ŸããŠãã¢ããåºãä¿
è·ãããåã¯ãããŠããªãæ¬¡åŒ ãåŒäžãïœã¯ïŒåã¯ïŒã§ãããã§ç€ºãããαâã
ãããã·âÏâã¢ããã¢ã«ã«ã³é žãåã¯ããã®å
å¿æ§èªå°äœãäœçšãããŠè©²ã¢ããã°ãªã³ã·ãæç
ç©è³ªã®ïŒäœã¢ããåºãã¢ã·ã«åããåŸãããïŒâ
âã¢ã·ã«åçæç©ããæ®åã®ã¢ããä¿è·åºãåžž
æ³ã§è±é¢ããããšãç¹åŸŽãšãããïŒââïŒÎ±â
ããããã·âÏâã¢ããã¢ã«ã«ãã€ã«ïŒâã¢ãã
ã°ãªã³ã·ãæçç©è³ªã®è£œé æ³ã ïŒ ã¢ããã°ãªã³ã·ãæçç©è³ªã¯ã«ããã€ã·ã³
ã6â²ââã¢ã«ãã«ã«ããã€ã·ã³ïŒ¡ãç¹ã«6â²â
âã¡ãã«ã«ããã€ã·ã³ïŒ¡ã3â²âããªãã·ã«ãã
ã€ã·ã³ïŒ¡ã6â²ââã¡ãã«â3â²âããªãã·ã«ãã
ã€ã·ã³ïŒ¡ã4â²âããªãã·ã«ããã€ã·ã³ïŒ¡ã6â²â
âã¡ãã«â4â²âããªãã·ã«ããã€ã·ã³ïŒ¡ïŒ3â²ïŒ
4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¡ã6â³âããªãã·â
åã¯4â³ïŒ6â³âãžããªãã·ã«ããã€ã·ã³ïŒ¡ïŒã«ãã
ã€ã·ã³ïŒ¢ã3â²âããªãã·ã«ããã€ã·ã³ïŒ¢ïŒããã©
ãã€ã·ã³ïŒã4â²âããªãã·ã«ããã€ã·ã³ïŒ¢ã3â²ïŒ
4â²âãžããªãã·ã«ããã€ã·ã³ïŒ¢ïŒãžãã«ã·ã³ïŒã
3â²ïŒ4â²âãžããªãã·â3â²âãšãã«ããã€ã·ã³ïŒ¢ã
ïŒâ²ââã¡ãã«â3â²ïŒ4â²âãžããªãã·ã«ããã€
ã·ã³ïŒ¢ïŒã«ããã€ã·ã³ïŒ£ã3â²âããªãã·ã«ããã€
ã·ã³ïŒ£ã3â²ïŒ4â²âãžããªãã·ã«ããã€ã·ã³ïŒ£ïŒã²
ã³ã¿ãã€ã·ã³ïŒ¡ããïŒãã«ããã€ã·ã³ãã·ãœ
ãã€ã·ã³ãããã«ãã·ã³ã§ããç¹èš±è«æ±ã®ç¯å²ç¬¬
ïŒé ä¹è³ç¬¬ïŒé ã®äœããã«èšèŒã®æ¹æ³ã ïŒ åŒïŒïŒã®ã¢ã«ã«ã³é žãšã¹ãã«ãã®é žã¡ã
ã«ãã®é žãšãã«ãã®é žããã«ãã®é žãã³ãžã«ãã®
é žããšãã«ããžã¯ããé ¢é žã¡ãã«ããžã¯ããé ¢é ž
ãšãã«ãããªã¯ããé ¢é žã¡ãã«ãããªã¯ããé ¢é ž
ãšãã«ãããªã¯ããé ¢é žããšãã«ãããªãã«ãªã
é ¢é žã¡ãã«ãããªãã«ãªãé ¢é žãšãã«åã¯ããªã
ã«ãªãé ¢é žããšãã«ã§ããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé
åã¯ç¬¬ïŒé ã«èšèŒã®æ¹æ³ã ïŒ åŒïŒïŒã®Î±âããããã·âÏâã¢ããã¢ã«
ã«ã³é žåã¯ãã®åå¿æ§èªå°äœã¯ã¢ããåºãä¿è·ã
ããåã¯ãããŠããªãDLâã€ãœã»ãªã³ãâã€
ãœã»ãªã³ãâã€ãœã»ãªã³ãâïŒâã¢ããâïŒ
âããããã·é ªé žãããã¯ãããã®æŽ»æ§ãšã¹ãã«
ã§ããç¹èš±è«æ±ã®ç¯å²ç¬¬ïŒé ã«èšèŒã®æ¹æ³ã
Priority Applications (30)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7306479A JPS55164696A (en) | 1979-06-12 | 1979-06-12 | Preparation of protected derivative of aminoglycoside antibiotic substance wherein amino groups other than 1-position are selectively protected, and preparation of 1-n- alpha-hydroxy-omega-aminoalkanoyl -aminoglycoside antibiotic substance |
IE1521/83A IE48973B1 (en) | 1978-11-11 | 1979-10-23 | The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
IE2026/79A IE48972B1 (en) | 1978-11-11 | 1979-10-23 | The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
IN1104/CAL/79A IN151454B (ja) | 1978-11-11 | 1979-10-24 | |
SE7908850A SE446632B (sv) | 1978-11-11 | 1979-10-25 | Sett att framstella ett selektivt skyddat n-acylerat derivat av ett aminoglykosidantibiotikum |
NL7907892A NL7907892A (nl) | 1978-11-11 | 1979-10-26 | Werkwijze voor de bereiding van een selectief beschermd n-geacyleerd derivaat van een aminoglycosidisch antibioticum. |
CH184/84A CH650005A5 (de) | 1978-11-11 | 1979-10-29 | Verfahren zur herstellung eines selektiv geschuetzten n-acylierten aminoglycosid-antibiotikums. |
CH9682/79A CH650004A5 (de) | 1978-11-11 | 1979-10-29 | Verfahren zur herstellung eines selektiv geschuetzten n-acylierten aminoglycosid-antibiotikums. |
AT0707979A AT367066B (de) | 1978-11-11 | 1979-11-02 | Verfahren zur herstellung eines selektiv geschuetzten n-acylierten derivates eines aminoglycosid-antibiotikums |
US06/090,591 US4297485A (en) | 1978-11-11 | 1979-11-02 | Production of a selectively protected N-acylated derivative of an aminoglycosidic antibiotic |
FR7928015A FR2441631A1 (fr) | 1978-11-11 | 1979-11-08 | Procede de preparation d'un derive n-acyle selectivement protege d'un antibiotique aminoglycosidique |
AU52622/79A AU529682B2 (en) | 1978-11-11 | 1979-11-08 | N-acylated derivatives of aminoglyosidic antibiotics |
MX798478U MX6181E (es) | 1978-11-11 | 1979-11-08 | Procedimiento para la preparacion de derivados n-protegidos de antibioticos aminoglucosidicos |
DE2953878A DE2953878C2 (de) | 1978-11-11 | 1979-11-08 | Verfahren zur Herstellung von durch Schutzgruppen N-acylierten Aminoglycosiden |
PH23263A PH16263A (en) | 1978-11-11 | 1979-11-08 | The production of a selectively protected n-acylated derivatives of an aminoglycosidic antibiotic |
YU2743/79A YU44185B (en) | 1978-11-11 | 1979-11-08 | Process of a selective acylated n-protected derivatives of an amino-glycoside antibiotic |
DE2945010A DE2945010C2 (de) | 1978-11-11 | 1979-11-08 | Verfahren zur Herstellung von durch Schutzgruppen N-acylierten Aminoglycosiden |
ES485830A ES485830A1 (es) | 1978-11-11 | 1979-11-08 | Proceso para la produccion de un derivado selectivamente a- cilado n-protegido, de un antibiotico aminoglicoidico. |
DK476679A DK476679A (da) | 1978-11-11 | 1979-11-09 | Fremgangsmaade til fremstilling af et selektivt beskyttet n-acyleret derivat af et aminoglycosidantibioticum |
CA000339531A CA1118416A (en) | 1978-11-11 | 1979-11-09 | Production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
GB7938894A GB2036020B (en) | 1978-11-11 | 1979-11-09 | Production of a selectively protected n-acylated derivatives of an aminoglycosidic antibiotic |
AR79278828A AR241915A1 (es) | 1978-11-11 | 1979-11-09 | Procedimiento para preparar derivados 1-n- no protegidos y n-peracilados de antibioticos aminoglicocidos. |
LU81881A LU81881A1 (fr) | 1978-11-11 | 1979-11-09 | Procede de preparation d'un derive n-acyle selectivement protege d'un antibiotique aminoglycosidique |
GB8103076A GB2065123B (en) | 1978-11-11 | 1979-11-09 | Production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
IT09592/79A IT1166021B (it) | 1978-11-11 | 1979-11-12 | Procedimento per la produzione di un derivato n acilato selettivamente protetto di un antibiotico amino glicasidico |
ES492479A ES492479A0 (es) | 1978-11-11 | 1980-06-16 | Proceso para la produccion de un derivado n-acilado, selec- tivamente protegido, de un antibiotico aminoglicosidico |
PH25015A PH15906A (en) | 1978-11-11 | 1980-12-22 | The production of a selectively protected n-acylated derivatives of an aminoglycosidic antibiotic |
FR8110968A FR2482109A1 (fr) | 1978-11-11 | 1981-06-03 | Procede de preparation d'un derive n-acyle selectivement protege d'un antibiotique aminoglycosidique |
CA386,540A CA1131628A (en) | 1978-11-11 | 1981-09-23 | Production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic |
SE8406344A SE463264B (sv) | 1978-11-11 | 1984-12-13 | Saett att framstaella 1-n-oskyddat men i oevrigt n-acylerat derivat av ett aminoglykosidantibiotikum |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7306479A JPS55164696A (en) | 1979-06-12 | 1979-06-12 | Preparation of protected derivative of aminoglycoside antibiotic substance wherein amino groups other than 1-position are selectively protected, and preparation of 1-n- alpha-hydroxy-omega-aminoalkanoyl -aminoglycoside antibiotic substance |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2655688A Division JPS63225393A (ja) | 1988-02-09 | 1988-02-09 | ïŒäœä»¥å€ã®ã¢ããåºãéžæçã«ä¿è·ãããã¢ããã°ãªã³ã·ãæçç©è³ªä¿è·èªå°äœ |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS55164696A JPS55164696A (en) | 1980-12-22 |
JPS6332799B2 true JPS6332799B2 (ja) | 1988-07-01 |
Family
ID=13507534
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7306479A Granted JPS55164696A (en) | 1978-11-11 | 1979-06-12 | Preparation of protected derivative of aminoglycoside antibiotic substance wherein amino groups other than 1-position are selectively protected, and preparation of 1-n- alpha-hydroxy-omega-aminoalkanoyl -aminoglycoside antibiotic substance |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS55164696A (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014192848A1 (ja) | 2013-05-30 | 2014-12-04 | ïŒïœ ïœïœïœ ïŒ³ïœ ïœïœïœãã¡ã«ãæ ªåŒäŒç€Ÿ | ã¢ã«ãã«ã·ã³èªå°äœã䞊ã³ã«ãã®è£œé åã³å©çš |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2654561A1 (en) | 2006-06-02 | 2007-12-13 | Meiji Seika Kaisha, Ltd. | Novel aminoglycoside antibiotics |
-
1979
- 1979-06-12 JP JP7306479A patent/JPS55164696A/ja active Granted
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014192848A1 (ja) | 2013-05-30 | 2014-12-04 | ïŒïœ ïœïœïœ ïŒ³ïœ ïœïœïœãã¡ã«ãæ ªåŒäŒç€Ÿ | ã¢ã«ãã«ã·ã³èªå°äœã䞊ã³ã«ãã®è£œé åã³å©çš |
US9751907B2 (en) | 2013-05-30 | 2017-09-05 | Meiji Seika Pharma Co., Ltd. | Arbekacin derivative, and production and use thereof |
Also Published As
Publication number | Publication date |
---|---|
JPS55164696A (en) | 1980-12-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4297485A (en) | Production of a selectively protected N-acylated derivative of an aminoglycosidic antibiotic | |
US4136254A (en) | Process of selectively blocking amino functions in aminoglycosides using transition metal salts and intermediates used thereby | |
US4230847A (en) | Aminoglycoside antibiotic compounds | |
EP2636411A1 (en) | Epimerization of 4'-c bond and modification of 14-ch3-(co)-fragment in anthracyclin antibiotics | |
EP0218292B1 (en) | Novel process for the synthesis of amikacin | |
EP0977763A1 (en) | Protected aminosugars | |
JPS6332799B2 (ja) | ||
KR840001622B1 (ko) | 3-0-ë°ë©íž ìŽì€íë§ìŽì bì ì ì¡°ë°©ë² | |
KR920003838B1 (ko) | I-N-(Ï-ìë¯žë ž-α-íëë¡ììì¹Žë žìŒ)-2', 3'-ëë°ì¥ìê°ëë§ìŽì Aì ì ì¡°ë°©ë² | |
JPS631954B2 (ja) | ||
US4298727A (en) | 3',4'-Dideoxykanamycin A and 1-N-(S)-α-hydroxy-Ï-aminoalkanoyl) derivatives thereof | |
KR830001612B1 (ko) | ìë¯žë žêžëŠ¬ìœì¬ìŽë íìì ì ì íì ìŒë¡ 볎ížë n-ìì€í ì ë첎ì ì ì¡°ë°©ë² | |
JPS631319B2 (ja) | ||
GB1589936A (en) | Processes for the production of 3',4'-dideoxykanamycin b | |
US4357466A (en) | Processes for the production of 3'-deoxykanamycin A and intermediates | |
JPH0586800B2 (ja) | ||
JPS63225393A (ja) | ïŒäœä»¥å€ã®ã¢ããåºãéžæçã«ä¿è·ãããã¢ããã°ãªã³ã·ãæçç©è³ªä¿è·èªå°äœ | |
JPH0134231B2 (ja) | ||
EP0104125B1 (en) | 5,2',3',4',4",6"-hexadeoxykanamycin and its 1-n-acylated derivative | |
CA1152063A (en) | 3',4'-DIDEOXYKANAMYCIN A AND 1-N-((S)-.alpha.- HYDROXY-.omega.-AMINOALKANOLY) DERIVATIVES THEREOF | |
CA1131628A (en) | Production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic | |
JPS6310959B2 (ja) | ||
GIRODEAU et al. | Synthesis of sisamine and of pseudodisaccharide analogues | |
IE48973B1 (en) | The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic | |
JPS631317B2 (ja) |