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【结 构 式】 
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【分子编号】12292 【品名】4-Fluorobenzenesulfonyl chloride 【CA登记号】349-88-2 |
【 分 子 式 】C6H4ClFO2S 【 分 子 量 】194.6136632 【元素组成】C 37.03% H 2.07% Cl 18.22% F 9.76% O 16.44% S 16.48% |
合成路线1
该中间体在本合成路线中的序号：(VII)The earlier synthesis starts with the reaction of 4-chloro-7-(trifluoromethyl)quinoline (I) with 4-aminobenzoic acid (II) in ethanol-HCl giving 4-(4-carboxyphenylamino)-7-(trifluoromethyl)quinoline (III), which is converted to its acyl chloride (IV) by treatment with SOCl2. The reaction of (IV) with piperazine (V) yields 1-[4-[7-(trifluoromethyl)quinolin-4-ylamino]benzoyl]piperazine (VI), which is finally acylated with 4-fluorobenzenesulfonyl chloride (VII) to give U-54669 F. However, this method is not economically efficient, since the most expensive compound [quinoline (I)] is already used in the first step of the synthesis.
| 【1】 McCall, J.M. (Pharmacia Corp.); Aminoquinolines. GB 2021567 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 20003 | 4-chloro-7-(trifluoromethyl)quinoline | 346-55-4 | C10H5ClF3N | 详情 | 详情 |
| (II) | 20004 | p-aminobenzoic acid; 4-aminobenzoic acid | 150-13-0 | C7H7NO2 | 详情 | 详情 |
| (III) | 20005 | 4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoic acid | C17H11F3N2O2 | 详情 | 详情 | |
| (IV) | 20006 | 4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl chloride | C17H10ClF3N2O | 详情 | 详情 | |
| (V) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (VI) | 20008 | 1-piperazinyl(4-[[7-(trifluoromethyl)-4-quinolinyl]amino]phenyl)methanone | C21H19F3N4O | 详情 | 详情 | |
| (VII) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(VII)The condensation of 4-nitrobenzoyl chloride (I) with piperazine (II) in water by means of KOH gives 4-nitrobenzoylpiperazine (III), which is reduced with H2 over Pd/C in methanol yielding 4-aminobenzoyl piperazine (IV). The condensation of (IV) with 4-chloro-7-trifluoromethylquinoline (V) by means of HCl in refluxing ethanol affords 4-[4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoyl]piperazine (VI), which is finally acylated with 4-fluorobenzenesulfonyl chloride (VII) by means of triethylamine in THF.
| 【1】 McCall, J.M. (Pharmacia Corp.); Aminoquinolines. GB 2021567 . |
| 【2】 Castaner, J.; Serradell, M.N.; U-54669-F. Drugs Fut 1984, 9, 1, 36. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 18941 | p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride | 122-04-3 | C7H4ClNO3 | 详情 | 详情 |
| (II) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (III) | 20011 | (4-nitrophenyl)(1-piperazinyl)methanone | C11H13N3O3 | 详情 | 详情 | |
| (IV) | 20014 | (4-aminophenyl)(1-piperazinyl)methanone | C11H15N3O | 详情 | 详情 | |
| (V) | 20003 | 4-chloro-7-(trifluoromethyl)quinoline | 346-55-4 | C10H5ClF3N | 详情 | 详情 |
| (VI) | 20008 | 1-piperazinyl(4-[[7-(trifluoromethyl)-4-quinolinyl]amino]phenyl)methanone | C21H19F3N4O | 详情 | 详情 | |
| (VII) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(V)The synthesis of Bay u 3405 was carried out as follows: Reductive amination of 3-oxo-1,2,3,4-tetrahydrocarbazole (I) with S-phenethylamine (II) afforded a mixture of diastereomeric amines, of which the desired isomer (III) crystallized in high diastereomeric purity as the hydrogensulfate. Cleavage of the phenethyl group by transfer hydrogenolysis with amminium formate and palladium on charcoal yielded the enantiomerically pure (3R)-3-amino-1,2,3,4-tetrahydrocarbazole (IV). Sulfonylation of (IV) with 4-fluorobenzenesulfonyl chloride (V) to the sulfonamide (VI) followed by addition of acrylonitrile and subsequent hydrolysis gave Bay u 3405.
| 【1】 Raz, A.; Needleman, P.; Minkes, M.; Thromboxanes: Selective biosynthesis and distinct biological properties. Science 1976, 193, 163-5. |
| 【2】 Svensson, J.; Hamberg, M.; Samuelsson, B.; Thromboxanes: A new group of biologically active compounds derived from prostaglandin endoperoxides. Proc Natl Acad Sci USA 1975, 72, 8, 2994-8. |
| 【3】 Gardiner, P.J.; Boberg, M.; Fiedler, V.B.; Perzborn, E.; Boshagen, H.; Buhner, K.; Muller, U.; Rosentreter, U.; Seuter, F.; Weber, H.; Norman, P.; Ritter, W.; Bay u 3405. Drugs Fut 1991, 16, 8, 701. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 12288 | 1,2,4,9-Tetrahydro-3H-carbazol-3-one | C12H11NO | 详情 | 详情 | |
| (II) | 20042 | (1S)-1-phenyl-1-ethanamine; (1S)-1-phenylethylamine | C8H11N | 详情 | 详情 | |
| (III) | 12290 | N-[(1S)-1-Phenylethyl]-N-[(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amine; (3R)-N-[(1S)-1-Phenylethyl]-2,3,4,9-tetrahydro-1H-carbazol-3-amine | C20H22N2 | 详情 | 详情 | |
| (IV) | 12291 | (3R)-2,3,4,9-Tetrahydro-1H-carbazol-3-ylamine; (3R)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine | C12H14N2 | 详情 | 详情 | |
| (V) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
| (VI) | 12293 | 4-Fluoro-N-[(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]benzenesulfonamide | C18H17FN2O2S | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(IX)The synthesis of [14C]-labeled Bay-u-3405 by two closely related ways has been described: 1) [14C]-Labeled aniline (I) is diazotized and reduced with sodium sulfite, yielding the labeled hydrazine (II), which is condensed with the monoketal of cyclohexane-1,4-dione (III) under Fisher's indole synthesis (ZnCl2) to afford the tetrahydrocarbazole (IV). The hydrolysis of (IV) with HCl in THF/water yields 1,2,3,4-tetrahydrocarbazol-3-one (V), which is submitted to a reductive condensation with (S)-1-phenylethylamine (VI) by means of tetrabutylammonium borohydride, yielding preferentially the secondary amine (VII), which, after purification, is dealkylated with ammonium formate and Pd/C to afford 1,2,3,4-tetrahydrocarbazole-3(R)-amine (VIII). The acylation of (VIII) with 4-fluorophenylsulfonyl chloride (IX) gives the corresponding sulfonamide (X), which is condensed with acrylonitrile by means of NaH, yielding 3-[3(R)-(4-fluorophenylsulfonamido)-1,2,3,4-tetrahydrocarbazol-9-yl]pro pionitrile (XI). Finally, this compound is hydrolyzed in the usual way. 2) The condensation of the sulfonamide (X) with methyl acrylate by means of NaH as before gives 3-[3(R)-(4-fluorophenylsulfonamido)-1,2,3,4-tetrahydrocarbazol-9-yl]propionic acid methyl ester (XII), which is finally hydrolyzed in the usual way.
| 【1】 Pleiss, U.; Radtke, M.; Rosentreter, U.; Boberg, M.; Synthesis of (+)-(3R)-3-(4-fluorophenylsulfonamido)-1,2,3,4-tetrahydro-9-[5,6,7,8,12,13-u-C-14]carbazolepropanoic acid, [C-14]BAY u 3405. J Label Compd Radiopharm 1994, 34, 12, 1207. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 12294 | Aniline; Phenylamine | 62-53-3 | C6H7N | 详情 | 详情 |
| (I) | 45117 | C6H7N | 详情 | 详情 | ||
| (II) | 11818 | Phenyl hydrazine; 1-Phenylhydrazine | 100-63-0 | C6H8N2 | 详情 | 详情 |
| (II) | 45118 | C6H8N2 | 详情 | 详情 | ||
| (III) | 11377 | 1,4-Dioxaspiro[4.5]decan-8-one | 4746-97-8 | C8H12O3 | 详情 | 详情 |
| (IV) | 12297 | 1,2,3,4-Tetrahydrospiro[9H-carbazole-3,2'-1,3-dioxolane] | C14H15NO2 | 详情 | 详情 | |
| (IV) | 45119 | C14H15NO2 | 详情 | 详情 | ||
| (V) | 12288 | 1,2,4,9-Tetrahydro-3H-carbazol-3-one | C12H11NO | 详情 | 详情 | |
| (V) | 45120 | C12H11NO | 详情 | 详情 | ||
| (VI) | 20042 | (1S)-1-phenyl-1-ethanamine; (1S)-1-phenylethylamine | C8H11N | 详情 | 详情 | |
| (VII) | 12290 | N-[(1S)-1-Phenylethyl]-N-[(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]amine; (3R)-N-[(1S)-1-Phenylethyl]-2,3,4,9-tetrahydro-1H-carbazol-3-amine | C20H22N2 | 详情 | 详情 | |
| (VII) | 45121 | C20H22N2 | 详情 | 详情 | ||
| (VIII) | 12291 | (3R)-2,3,4,9-Tetrahydro-1H-carbazol-3-ylamine; (3R)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine | C12H14N2 | 详情 | 详情 | |
| (VIII) | 45122 | C12H14N2 | 详情 | 详情 | ||
| (IX) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
| (X) | 12293 | 4-Fluoro-N-[(3R)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]benzenesulfonamide | C18H17FN2O2S | 详情 | 详情 | |
| (X) | 45123 | C18H17FN2O2S | 详情 | 详情 | ||
| (XI) | 12304 | N-[(3R)-9-(2-cyanoethyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-4-fluorobenzenesulfonamide | C21H20FN3O2S | 详情 | 详情 | |
| (XI) | 45124 | C21H20FN3O2S | 详情 | 详情 | ||
| (XII) | 12305 | methyl 3-((3R)-3-[[(4-fluorophenyl)sulfonyl]amino]-1,2,3,4-tetrahydro-9H-carbazol-9-yl)propanoate | C22H23FN2O4S | 详情 | 详情 | |
| (XII) | 45125 | C22H23FN2O4S | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(II)The condensation of L-valine (I) with 4-fluorobenzenesulfonyl chloride (II) by means of NaOH in THF/water gives N-(4-fluorobenzenesulfonyl)-L-valine (III), which is esterified with N-hydroxysuccinimide (IV) by means of EDC in dichloromethane to yield the activated ester (V). The condensation of (V) with L-leucinol (VI) by means of TEA in dichloromethane affords the N-(4-fluorobenzenesulfonyl)-L-valyl-L-leucinol (VII), which is finally oxidized with the SO3/Pyridine complex in DMSO/dichloromethane to provide the target leucinal derivative.
| 【1】 Fukiage, C.; et al.; SJA6017, a newly synthesized peptide aldehyde inhibitor of calpain: amelioration of cataract in cultured rat lenses. Biochim Biophys Acta 1997, 1361, 3, 304. |
| 【2】 Fukiage, C.; Azuma, M.; Inoue, J.; Nakamura, M.; Yoshida, Y. (Senju Pharmaceuticals Co., Ltd.); Angiogenesis inhibitor. EP 0771565; EP 0927716; EP 0928786; JP 1998147564; JP 1998147566; JP 2001233847; US 6057290; US 6214800 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 37828 | L-2-Amino-3-methylbutyric acid; L-2-Aminoisovaleric acid; 2-Aminoisovaleric acid; L-2-Amino-3-methylbutyric acid; L-alpha-Aminoisovaleric acid; L-valine; (S)-(+)-Valine; (S)-alpha-Aminoisovaleric acid | 72-18-4 | C5H11NO2 | 详情 | 详情 |
| (II) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
| (III) | 57911 | (2S)-2-{[(4-fluorophenyl)sulfonyl]amino}-3-methylbutanoic acid | C11H14FNO4S | 详情 | 详情 | |
| (IV) | 10264 | 1-Hydroxydihydro-1H-pyrrole-2,5-dione; N-Hydroxysuccinimide; 1-Hydroxy-2,5-pyrrolidinedione | 6066-82-6 | C4H5NO3 | 详情 | 详情 |
| (V) | 57912 | N-((1S)-1-{[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl}-2-methylpropyl)-4-fluorobenzenesulfonamide | C15H17FN2O6S | 详情 | 详情 | |
| (VI) | 18171 | L-(+)-leucinol; (S)-2-amino-4-methyl-1-pentanol; (2S)-2-amino-4-methyl-1-pentanol | 7533-40-6 | C6H15NO | 详情 | 详情 |
| (VII) | 57913 | (2S)-2-{[(4-fluorophenyl)sulfonyl]amino}-N-[(1S)-1-(hydroxymethyl)-3-methylbutyl]-3-methylbutanamide | C17H27FN2O4S | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(VIII)Friedel-Crafts acylation of methyl 4-phenylbutyrate (I) with 5,5,6,6,6-pentafluorohexanoyl chloride (II) in the presence of AlCl3 produced ketone (III). This was converted to oxime (IV) upon treatment with hydroxylamine hydrochloride and pyridine, and subsequently reduced to amine (V) by catalytic hydrogenation over Raney nickel. Alternatively, ketone (III) was reduced to alcohol (VI) employing NaBH4. Chlorination of (VI) with SOCl2, followed by displacement with NaN3 furnished azide (VII). Then, reduction of the azido group of (VII) by means of PPh3 provided an alternative route to amine (V). Acylation of amine (V) with 4-fluorobenzenesulfonyl chloride (VIII) gave rise to sulfonamide (IX). The methyl ester group of (IX) was finally hydrolyzed with NaOH yielding the title carboxylic acid.
| 【1】 Yasuda, S.; Ogawa, N.; Sakurai, S. (Hokuriku Seiyaku Co., Ltd.); Benzenesulfonamide derivs. and drugs containing the same. EP 0943606; JP 1998195038; WO 9821177 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 41088 | methyl 4-phenylbutanoate | 2046-17-5 | C11H14O2 | 详情 | 详情 |
| (II) | 41089 | 5,5,6,6,6-pentafluorohexanoyl chloride | C6H6ClF5O | 详情 | 详情 | |
| (III) | 41090 | methyl 4-[4-(5,5,6,6,6-pentafluorohexanoyl)phenyl]butanoate | C17H19F5O3 | 详情 | 详情 | |
| (IV) | 41091 | methyl 4-[4-(5,5,6,6,6-pentafluorohexanimidoyl)phenyl]butanoate | C17H20F5NO3 | 详情 | 详情 | |
| (V) | 41092 | methyl 4-[4-(1-amino-5,5,6,6,6-pentafluorohexyl)phenyl]butanoate | C17H22F5NO2 | 详情 | 详情 | |
| (VI) | 41093 | methyl 4-[4-(5,5,6,6,6-pentafluoro-1-hydroxyhexyl)phenyl]butanoate | C17H21F5O3 | 详情 | 详情 | |
| (VII) | 41094 | methyl 4-[4-(1-azido-5,5,6,6,6-pentafluorohexyl)phenyl]butanoate | C17H20F5N3O2 | 详情 | 详情 | |
| (VIII) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
| (IX) | 41094 | methyl 4-[4-(1-azido-5,5,6,6,6-pentafluorohexyl)phenyl]butanoate | C17H20F5N3O2 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(V)Horner-Emmons condensation of 1,4-dibenzyl-2-piperazinecarboxaldehyde (I) with phosphonate (II) gave piperazineacrylate (III). Subsequent double bond hydrogenation and hydrogenolysis of the benzyl groups of (III) produced the spontaneous cyclization of the resulting amino ester to furnish the diazabicyclononanone (IV). Finally, condensation of amine (IV) with p-fluorobenzenesulfonyl chloride (V) yielded the title sulfonamide.
| 【1】 Manetti, D.; et al.; Design, synthesis, and preliminary pharmacological evaluation of 1,4-diazabicyclo[4.3.0]nonan-9-ones as a new class of highly potent nootropic agents. J Med Chem 2000, 43, 10, 1969. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 42117 | 1,4-dibenzyl-2-piperazinecarbaldehyde | C19H22N2O | 详情 | 详情 | |
| (II) | 27698 | methyl 2-(diethoxyphosphoryl)acetate | 1067-74-9 | C7H15O5P | 详情 | 详情 |
| (III) | 42118 | methyl (E)-3-(1,4-dibenzyl-2-piperazinyl)-2-propenoate | C22H26N2O2 | 详情 | 详情 | |
| (IV) | 42119 | hexahydropyrrolo[1,2-a]pyrazin-6(2H)-one | C7H12N2O | 详情 | 详情 | |
| (V) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
合成路线8
该中间体在本合成路线中的序号：(I)Condensation of 4-fluorobenzenesulfonyl chloride (I) with anthranilic acid derivative (II) by means of pyridine yields sulfonamide derivative (III), which is then N-alkylated by reaction with benzyl bromide (IV) by means of NaH in DMF to furnish compound (V). Saponification of the methyl ester group of (V) by treatment with NaOH in refluxing MeOH affords carboxylic acid (VI) (1), which is then converted into compound (X) by condensation with hydroxy derivative (IX) by means of NaH in DMF. (In turn, compound (IX) can be obtained by coupling of 2-benzofurancarboxylic acid (VII) with ethanolamine (VIII) by means of HOBt/EDC and NMM in DMF. Finally, the target product is obtained by derivatization of the carboxylic acid moiety of (X) with hydroxylamine hydrochloride by means of HOBt/EDC and Et3N in DMF.
| 【2】 Gu, Y.; Nelson, F.C.; Zask, A.; Du, M.T.; Levin, J.I.; Venkatesan, M. (American Cyanamid Co.); Preparation and use of orthosulfonamido aryl hydroxamic acids as matrix metalloproteinase and TACE inhibitors. US 5929097 . |
| 【1】 Levin, J.I.; Nilakantan, R.; Mobilio, D.; Chen, J.M.; Nelson, F.C.; Powers, R.; Moy, F.J.; Zask, A.; Structure-based design of a novel, potent, and selective inhibitor for MMP-13 utilizing NMR spectroscopy and computer-aided molecular design. J Am Chem Soc 2000, 122, 40, 9648. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |
| (II) | 47141 | methyl 2-amino-3,5-dimethylbenzoate | C10H13NO2 | 详情 | 详情 | |
| (III) | 47142 | methyl 2-[[(4-fluorophenyl)sulfonyl]amino]-3,5-dimethylbenzoate | C16H16FNO4S | 详情 | 详情 | |
| (IV) | 12912 | 1-(Bromomethyl)benzene; Alpha-bromotoluene | 100-39-0 | C7H7Br | 详情 | 详情 |
| (V) | 47143 | methyl 2-[benzyl[(4-fluorophenyl)sulfonyl]amino]-3,5-dimethylbenzoate | C23H22FNO4S | 详情 | 详情 | |
| (VI) | 47144 | 2-[benzyl[(4-fluorophenyl)sulfonyl]amino]-3,5-dimethylbenzoic acid | C22H20FNO4S | 详情 | 详情 | |
| (VII) | 38339 | Benzofuran-2-carboxylic acid; 1-benzofuran-2-carboxylic acid | 496-41-3 | C9H6O3 | 详情 | 详情 |
| (VIII) | 10259 | Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol | 141-43-5 | C2H7NO | 详情 | 详情 |
| (IX) | 47145 | N-(2-hydroxyethyl)-1-benzofuran-2-carboxamide | C11H11NO3 | 详情 | 详情 | |
| (X) | 47146 | 2-[[(4-[2-[(1-benzofuran-2-ylcarbonyl)amino]ethoxy]phenyl)sulfonyl](benzyl)amino]-3,5-dimethylbenzoic acid | C33H30N2O7S | 详情 | 详情 |
合成路线9
该中间体在本合成路线中的序号：(IV)Acylation of 4-amino-1-benzylpiperidine (I) with acetyl chloride provides the amide (II). Subsequent debenzylation of (II) by transfer hydrogenation with ammonium formate in the presence of Pd/C yields the piperidine (III), which is finally acylated with 4-fluorobenzenesulfonyl chloride (IV) to give the corresponding sulfonamide.
| 【1】 Manetti, D.; Martini, E.; Ghelardini, C.; Dei, S.; Galeotti, N.; Guandalini, L.; Romanelli, M.N.; Scapecchi, S.; Teodori, E.; Bartolini, A.; Gualtieri, F.; 4-Aminopiperidine derivatives as a new class of potent cognition enhancing drugs. Bioorg Med Chem Lett 2003, 13, 14, 2303. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 34808 | 1-Benzyl-4-piperidinylamine; 1-Benzyl-4-piperidinamine; 4-Amino-1-benzylpiperidine | 50541-93-0 | C12H18N2 | 详情 | 详情 |
| (II) | 64809 | N-[1-(phenylmethyl)-4-piperidinyl]acetamide | C14H20N2O | 详情 | 详情 | |
| (III) | 64810 | N-(4-piperidinyl)acetamide | C7H14N2O | 详情 | 详情 | |
| (IV) | 12292 | 4-Fluorobenzenesulfonyl chloride | 349-88-2 | C6H4ClFO2S | 详情 | 详情 |