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【结 构 式】 
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【分子编号】18936 【品名】3-chloropropanoyl chloride 【CA登记号】625-36-5 |
【 分 子 式 】C3H4Cl2O 【 分 子 量 】126.96956 【元素组成】C 28.38% H 3.18% Cl 55.84% O 12.6% |
合成路线1
该中间体在本合成路线中的序号：(V)The condensation of p-anisidine (IV) with 3-chloropropionyl chloride (V) by means of TEA in hot toluene, hot 2-butanone or DMF gives the corresponding amide (VI), which is then cyclized by means of AlCl3 in N,N-dimethylacetamide at 150-60 C and treated with NaBH4 in water to yield the desired 6-hydroxy-1,2,3,4-tetrahydroquinolin-2-one intermediate (III).
| 【1】 Mendelovici, M.; Nidam, T.; Pilarsky, G. (Teva Pharmaceutical Industries Ltd.; Teva Pharmaceuticals USA, Inc.); Processes for preparing 6-hydroxy-3,4-dihydroquinolinone, cilostazol and N-(4-methoxyphenyl)-3-chloropropionamide. WO 0170697 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 30226 | 6-Hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline; 6-Hydroxy-3,4-dihydro-2(1H)-quinolinone; 6-Hydroxy-3,4-dihydrocarbostyril | C9H9NO2 | 详情 | 详情 | |
| (IV) | 10478 | p-Anisidine; 4-Methoxyaniline; 4-Methoxyphenylamine | 104-94-9 | C7H9NO | 详情 | 详情 |
| (V) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (VI) | 55445 | 3-chloro-N-(4-methoxyphenyl)propanamide | C10H12ClNO2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)The condensation of 3-chloropropionyl chloride (I) with 2,4 dimethyl-6 methoxyaniline (II) by means of sodium acetate in glacial acetic acid gives 3-chloro-N-(2,4-dimethyl-6-methoxyphenyl)propionamide (III), which is condensed with 2-methylpiperidine (IV) in refluxing anhydrous benzene.
| 【1】 Kaila, J.O.W.; Honkanen, E.J.; Alberty, J.E.; Hukki, J.J. (Orion Corporation); Novel anilides, their process of preparation and t. BE 0873957; US 4353914 . |
| 【2】 Prous, J.; Castaner, J.; Vadocaine hydrochloride. Drugs Fut 1988, 13, 10, 936. |
| 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) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (II) | 23099 | 2-methoxy-4,6-dimethylphenylamine; 2-methoxy-4,6-dimethylaniline | C9H13NO | 详情 | 详情 | |
| (III) | 23100 | 3-chloro-N-(2-methoxy-4,6-dimethylphenyl)propanamide | C12H16ClNO2 | 详情 | 详情 | |
| (IV) | 23101 | 2-methylpiperidine | 3197-42-0 | C6H13N | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(B)The reaction of 3-aminodiphenylamine (I) with ethyl chloroformate (A) gives ethyl 3-anilinocarbanilate (II), which is cyclized by heating with S and I2 to yield ethyl phenothiazine-2-carbamate (III). The condensation of (III) with 3-chloropropionyl chloride (B) in refluxing toluene affords ethyl 10-(3-chloropropionyl)phenothiazine-2-carbamate (IV), which is finally condensed with refluxing morpholine (C).
| 【1】 Gritsenko, A.N.; et al.; Synthesis of ethmosine [hydrochloride of the ethyl ester of 10-(beta-morpholylpropionyl)phenothiazine-2-carbamic acid], a new antiarrhytmic preparation. Khim Farm Zh 1972, 6, 9, 17-19. |
| 【2】 Gritsenko, A.N.; et al.; Antiarhythmic pharmaceutical preparation containing ethyl 10-(beta-morpholylpropionyl) phenthiazine-2-carbamate hydrochloride. DE 2014201; US 3864487 . |
| 【3】 Gritsenko, A.N.; et al.; Ethyl 10-(beta-N-morpholinylpropionyl)phenthiazine-2-carbamate and the hydrochloride thereof and a method for preparing the same. GB 1269969 . |
| 【4】 Gritsenko, A.N.; et al.; Ethyl 10-(beta-morpholinylpropionyl)phenthiazine-2-carbamate hydrochloride. US 3740395 . |
| 【5】 Castaner, J.; Roberts, P.J.; Moracizine. Drugs Fut 1978, 3, 2, 122. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 11229 | 1-[(Chlorocarbonyl)oxy]ethane;ethyl carbonochloridate; Carbonchloridic acid ethyl ester;Ethyl chloroformate;Ethyl chlorocarbonate | 541-41-3 | C3H5ClO2 | 详情 | 详情 |
| (B) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (I) | 33468 | N(1)-phenyl-1,3-benzenediamine; N-(3-aminophenyl)-N-phenylamine | C12H12N2 | 详情 | 详情 | |
| (II) | 33469 | ethyl 3-anilinophenylcarbamate; Diphenylamino-3-carbaminoethyl ester | 86517-37-6 | C15H16N2O2 | 详情 | 详情 |
| (III) | 33470 | ethyl 10H-phenothiazin-2-ylcarbamate; Phenothiazine-2-ethylcarbamate | 37711-29-8 | C15H14N2O2S | 详情 | 详情 |
| (IV) | 11351 | ethyl N-[10-(3-chloropropanoyl)-10H-phenothiazin-2-yl]carbamate | C18H17ClN2O3S | 详情 | 详情 | |
| (C) | 10388 | Morpholine | 110-91-8 | C4H9NO | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(XVII)Reaction of thiophene-2-carboxylic acid (VIII) with oxalyl chloride and PPh3 gives the corresponding acyl chloride (IX), which is condensed with vinyltributylstannane, yielding 1-(2-thienyl)-2-propen-1-one (X). The addition of HCl to the double bond of (X) affords 3-chloro-1-(2-thienyl)-1-propanone (XI), which is reduced with BH3 and the chiral (R)-oxazaborolidine catalyst (XII) in THF to give (S)-3-chloro-1-(2-thienyl)-1-propanol (XIII) (4). Treatment of (XIII) with NaI in acetone affords the (S)-3-iodopropanol derivative (XIV), which is condensed with methylamine in THF to provide (S)-3-(methylamino)-1-(2-thienyl)-1-propanol (XV). Finally, this compound is condensed with 1-fluoronaphthalene (V) by means of NaH in DMA. The Friedel-Crafts condensation of thiophene (XVI) with 3-chloropropionyl chloride (XVII) by means of SnCl4 in benzene gives the previously reported 3-chloro-1-(2-thienyl)-1-propanone (XI), which is reduced with NaBH4 in ethanol to yield the racemic alcohol (XVIII). Optical resolution of (XVIII) performed by means of immobilized CALB (Novozyme 435, Novo-Nordisk A/S) affords the previously reported (S)-alcohol (XIII).
| 【1】 Sorbera, L.A.; Castaner, R.M.; Castaner, J.; Duloxetine oxalate. Drugs Fut 2000, 25, 9, 907. |
| 【2】 Wheeler, W.J.; Kuo, F.; An asymmetric synthesis of duloxetine hydrochloride, a mixed uptake inhibitor of serotonin and norepinephrine, and its C-14 labeled isotopomers. J Label Compd Radiopharm 1995, 36, 3, 213. |
| 【3】 Hoff, B.H.; Liu, H.; Anthonsen, T.; Chemo-enzymatic synthesis of the antidepressant duloxetine and its enantiomer. Chirality 2000, 12, 1, 26. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 40503 | 1-fluoronaphthalene | 321-38-0 | C10H7F | 详情 | 详情 |
| (VIII) | 40505 | 2-thiophenecarboxylic acid | 527-72-0 | C5H4O2S | 详情 | 详情 |
| (IX) | 14103 | 2-Thiophenecarbonyl chloride | 5271-67-0 | C5H3ClOS | 详情 | 详情 |
| (X) | 40506 | 1-(2-thienyl)-2-propen-1-one | C7H6OS | 详情 | 详情 | |
| (XI) | 40507 | 3-chloro-1-(2-thienyl)-1-propanone | C7H7ClOS | 详情 | 详情 | |
| (XII) | 20631 | (R)-Methyl oxazaborolidine; (3aR)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole | 112022-83-0 | C18H20BNO | 详情 | 详情 |
| (XIII) | 40509 | (1S)-3-chloro-1-(2-thienyl)-1-propanol | C7H9ClOS | 详情 | 详情 | |
| (XIV) | 40510 | (1S)-3-iodo-1-(2-thienyl)-1-propanol | C7H9IOS | 详情 | 详情 | |
| (XV) | 40511 | (1S)-3-(methylamino)-1-(2-thienyl)-1-propanol | 116539-55-0 | C8H13NOS | 详情 | 详情 |
| (XVI) | 13297 | Thiophene | 110-02-1 | C4H4S | 详情 | 详情 |
| (XVII) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (XVIII) | 40508 | 3-chloro-1-(2-thienyl)-1-propanol | C7H9ClOS | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(II)3-Chloropropionyl chloride (II) was condensed with 4-aminoveratrole (I) in the presence of triethylamine to give the chloropropionamide (III). Further alkylation of N-methyl-2-(3,4-dimethoxyphenyl)ethylamine (IV) with (III) in refluxing acetonitrile afforded the aminopropionamide (V), which was subsequently reduced to diamine (VI) with LiAlH4 in boiling THF. Finally, acylation of (VI) with 4-nitrobenzoyl chloride (VII) gave the target amide.
| 【1】 Nadler, G.; Faivre, J.F.; Forest, M.C.; Cheval, B.; Martin, M.; Souchet, M.; Gout, B.; Bril, A.; Synthesis, electrophysiological properties and analysis of structural requirements of a novel class of antiarrhythmic agents with potassium and calcium channel blocking properties. Bioorg Med Chem 1998, 6, 11, 1993. |
| 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) | 18935 | 3,4-dimethoxyphenylamine; 3,4-dimethoxyaniline | 6315-89-5 | C8H11NO2 | 详情 | 详情 |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 18937 | 3-chloro-N-(3,4-dimethoxyphenyl)propanamide | C11H14ClNO3 | 详情 | 详情 | |
| (IV) | 18938 | 2-(3,4-dimethoxyphenyl)-N-methyl-1-ethanamine; N-(3,4-dimethoxyphenethyl)-N-methylamine | 3490-06-0 | C11H17NO2 | 详情 | 详情 |
| (V) | 18939 | 3-[(3,4-dimethoxyphenethyl)(methyl)amino]-N-(3,4-dimethoxyphenyl)propanamide | C22H30N2O5 | 详情 | 详情 | |
| (VI) | 18940 | N(1)-(3,4-dimethoxyphenethyl)-N(3)-(3,4-dimethoxyphenyl)-N(1)-methyl-1,3-propanediamine; N-[3-(3,4-dimethoxyanilino)propyl]-N-(3,4-dimethoxyphenethyl)-N-methylamine | C22H32N2O4 | 详情 | 详情 | |
| (VII) | 18941 | p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride | 122-04-3 | C7H4ClNO3 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(II)The acylation of 3,4-dimethylaniline (I) with 3-chloropropionyl chloride (II) in toluene gives the expected anilide (III), which is cyclized with DMF by means of POCl3 yielding 2-chloro-3-(chloromethyl)-6,7-dimethylquinoline (IV). The reaction of (IV) with POBr3 at 100 C affords the corresponding dibromo derivative (V), which is condensed with triethyl phosphite in toluene to give the phosphonic ester (VI). The condensation of (VI) with N-(tert-butoxycarbonyl)-3-iodo-D-alanine methyl ester (VII) by means of Zn-Cu, Pd(OAc)2, tri(2-furyl)phosphine and DMA in hot toluene yields the esterified target compound (VIII), which is finally hydrolyzed with 6N HCl. Alternatively, the dichloro derivative (IV) can also be condensed with triethyl phosphite giving the phosphonate (IX), which is treated with NaI and p-toluenesulfonic acid in refluxing 2-butanone to yield the corresponding 2-iodo derivative (X). Finally, this compound is condensed with D-alanine (VII) as before to afford the previously described intermediate (VIII).
| 【1】 Swahn, B.-M. (AstraZeneca plc); Heterocyclic cpds.. EP 0736032; JP 1997506895; US 5710139; WO 9517410 . |
| 【2】 Molin, H.; Pelcman, B.; Besidski, Y.; Swahn, B.-M.; Berge, O.-G.; Sandberg, M.P.; Claesson, A.; New heteroaryl-spaced phosphono alpha-amino acids are competitive NMDA antagonists with analgesic activity. Bioorg Med Chem Lett 1996, 6, 14, 1635. |
| 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) | 33707 | 3,4-dimethylphenylamine; 3,4-dimethylaniline | 95-64-7 | C8H11N | 详情 | 详情 |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 33706 | 3-chloro-N-(3,4-dimethylphenyl)propanamide | C11H14ClNO | 详情 | 详情 | |
| (IV) | 33708 | 2-chloro-3-(chloromethyl)-6,7-dimethylquinoline | C12H11Cl2N | 详情 | 详情 | |
| (V) | 33711 | 2-bromo-3-(bromomethyl)-6,7-dimethylquinoline | C12H11Br2N | 详情 | 详情 | |
| (VI) | 33712 | diethyl (2-bromo-6,7-dimethyl-3-quinolinyl)methylphosphonate | C16H21BrNO3P | 详情 | 详情 | |
| (VII) | 33713 | methyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-iodopropanoate | C9H16INO4 | 详情 | 详情 | |
| (VIII) | 33714 | methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-[3-[(diethoxyphosphoryl)methyl]-6,7-dimethyl-2-quinolinyl]propanoate | C25H37N2O7P | 详情 | 详情 | |
| (IX) | 33709 | diethyl (2-chloro-6,7-dimethyl-3-quinolinyl)methylphosphonate | C16H21ClNO3P | 详情 | 详情 | |
| (X) | 33710 | diethyl (2-iodo-6,7-dimethyl-3-quinolinyl)methylphosphonate | C16H21INO3P | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(II)The condensation of 3,4-difluoroaniline (I) with 3-chloropropionyl chloride (II) and pyridine in hot acetone give the anilide (III), which is cyclized by means of AlCl3 at 110?C, yielding 6,7-difluoro-1,2,3,4-tetrahydroquinolin-2-one (IV). The reaction of (IV) with POCl3 and dimethylformamide affords the carbaldehyde (V), which is oxidized and aromatized by means of KMnO4 and KOH in water, providing 2-chloro-6,7-difluoroquinoline-3-carboxylic acid (VI). The reaction of (VI) with SOCl2 in chloroform gives the corresponding acyl chloride (VII), which is condensed with the magnesium salt of the malonic acid monoethyl ester (VIII) in THF to yield the 3-oxopropanoate (IX). The reaction of (IX) with dimethylformamide dimethylacetal (DMF) in hot ethyl acetate affords the 3-(dimethylamino)acrylate (X), which is cyclized by means of methylamine in ethanol to provide 7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[g][1,8]naphthyridine-3-carboxylic acid ethyl ester (XI). The hydrolysis of (XI) with HCl in hot HOAc gives the corresponding carboxylic acid (XII) (1), which is condensed with 1-(4-fluorophenyl)piperazine (XIII) by heating at 90?C to yield the adduct (XIV). Finally, this compound is treated with choline hydroxide (XV) in methanol to afford the target choline salt.
| 【1】 Tabart, M.; et al.; Synthesis and biological evaluation of benzo[b]naphthyridones, a series of new topical antibacterial agents. Bioorg Med Chem Lett 2001, 11, 7, 919. |
| 【2】 Tabart, M.; et al.; Synthesis and biological evaluation of RP60556A, a new topical antibacterial agent. 40th Intersci Conf Antimicrob Agents Chemother (Sept 17 2000, Toronto) 2000, Abst F-1512. |
| 【3】 Wentzler, S.; Desconclois, J.-F.; Girard, P.; Picaut, G.; Tabart, M. (Aventis Pharma SA); 1,8-Benzonaphthyridine derivs.. FR 2787452; WO 0037467 . |
| 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) | 13451 | 3,4-Difluoroaniline; 3,4-Difluorophenylamine | 3863-11-4 | C6H5F2N | 详情 | 详情 |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 46274 | 3-chloro-N-(3,4-difluorophenyl)propanamide | C9H8ClF2NO | 详情 | 详情 | |
| (IV) | 46275 | 6,7-difluoro-3,4-dihydro-2(1H)-quinolinone | C9H7F2NO | 详情 | 详情 | |
| (V) | 46276 | 2-chloro-6,7-difluoro-1,4-dihydro-3-quinolinecarbaldehyde | C10H6ClF2NO | 详情 | 详情 | |
| (VI) | 46277 | 2-chloro-6,7-difluoro-3-quinolinecarboxylic acid | C10H4ClF2NO2 | 详情 | 详情 | |
| (VII) | 46278 | 2-chloro-6,7-difluoro-3-quinolinecarbonyl chloride | C10H3Cl2F2NO | 详情 | 详情 | |
| (VIII) | 46279 | C6H9MgO4 | 详情 | 详情 | ||
| (IX) | 46280 | propyl 3-(2-chloro-6,7-difluoro-3-quinolinyl)-3-oxopropanoate | C15H12ClF2NO3 | 详情 | 详情 | |
| (X) | 46281 | propyl (Z)-2-[(2-chloro-6,7-difluoro-3-quinolinyl)carbonyl]-3-(dimethylamino)-2-propenoate | C18H17ClF2N2O3 | 详情 | 详情 | |
| (XI) | 46282 | propyl 7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylate | C17H14F2N2O3 | 详情 | 详情 | |
| (XII) | 46283 | 7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | C14H8F2N2O3 | 详情 | 详情 | |
| (XIII) | 12143 | 1-(4-Fluorophenyl)piperazine | 2252-63-3 | C10H13FN2 | 详情 | 详情 |
| (XIV) | 46284 | 7-fluoro-8-[4-(4-fluorophenyl)-1-piperazinyl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid | C24H20F2N4O3 | 详情 | 详情 | |
| (XV) | 46285 | 2-hydroxy-N,N,N-trimethyl-1-ethanaminium hydroxide | C5H15NO2 | 详情 | 详情 |
合成路线8
该中间体在本合成路线中的序号：(II)Friedel-Crafts acylation of 5-fluorobenzothiophene (I) with 3-chloropropionyl chloride (II) in the presence of AlCl3 furnished the chloroketone (III). This was then condensed with N-(2-methoxyphenyl)piperazine (IV) to afford the piperazinyl ketone (V). Reduction of the keto group of (V) with NaBH4 then gave the title alcohol.
| 【1】 Martínez, J.; Oficialdegui, A.M.; Perez, S.; et al.; New 3-[4-(aryl)piperazin-1-yl]-1-(benzo[b]thiophen-3-yl)propane derivatives with dual action at 5-HT1A serotonin receptors and serotonin transporter as a new class of antidepressants. Eur J Med Chem 2001, 36, 1, 55. |
| 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) | 49183 | 5-fluoro-1-benzothiophene | C8H5FS | 详情 | 详情 | |
| (II) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (III) | 49184 | 3-chloro-1-(5-fluoro-1-benzothiophen-2-yl)-1-propanone | C11H8ClFOS | 详情 | 详情 | |
| (IV) | 11882 | 1-(2-Methoxyphenyl)piperazine; Methyl 2-piperazinophenyl ether; 1-(2-Methoxyphenyl)-piperazine | 35386-24-4 | C11H16N2O | 详情 | 详情 |
| (V) | 49185 | 1-(5-fluoro-1-benzothiophen-2-yl)-3-[4-(2-methoxyphenyl)-1-piperazinyl]-1-propanone | C22H23FN2O2S | 详情 | 详情 |
合成路线9
该中间体在本合成路线中的序号：(V)Diphenylmethane (I) is nitrated to the tetranitro derivative (II) employing KNO3 in concentrated H2SO4. Oxidation of the diarylmethane (II) with CrO3 in boiling HOAc provides benzophenone (III). Cyclization of (III) under reductive conditions gives rise to the diamino acridone (IV), which is further acylated by 3-chloropropionyl chloride (V) to the bis-chloropropionamide (VI). Nucleophilic substitution of the chloride groups of (VI) with pyrrolidine (VII) furnishes the bis-pyrrolidino derivative (VIII). Chlorination of acridone (VIII) with POCl3 yields the chloroacridine (IX). This is finally condensed with 4-(dimethylamino)aniline (X) to produce the title compound.
| 【1】 Read, M.; et al.; Structure-based design of selective and potent G quadruplex-mediated telomerase inhibitors. Proc Natl Acad Sci USA 2001, 98, 9, 4844. |
| 【2】 Neidle, S.; Harrison, R.J.; Kelland, L.R.; Gowan, S.M.; Read, M.; Reszka, T. (Cancer Research Technology Ltd.); Therapeutic acridone and acridine cpds.. WO 0208193 . |
| 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) | 57799 | Benzylbenzene; Benzylphenyl; Diphenylmethane; Ditane; Methylenedibenzene | 101-81-5 | C13H12 | 详情 | 详情 |
| (II) | 57800 | bis(2,4-Dinitrophenyl)methane | C13H8N4O8 | 详情 | 详情 | |
| (III) | 57801 | bis(2,4-dinitrophenyl)methanone | C13H6N4O9 | 详情 | 详情 | |
| (IV) | 57802 | 3,6-diamino-9(10H)-acridinone | C13H11N3O | 详情 | 详情 | |
| (V) | 18936 | 3-chloropropanoyl chloride | 625-36-5 | C3H4Cl2O | 详情 | 详情 |
| (VI) | 57803 | 3-chloro-N-{6-[(3-chloropropanoyl)amino]-9-oxo-9,10-dihydro-3-acridinyl}propanamide | C19H17Cl2N3O3 | 详情 | 详情 | |
| (VII) | 11376 | Pyrrolidine | 123-75-1 | C4H9N | 详情 | 详情 |
| (VIII) | 57804 | N-(9-oxo-6-{[3-(1-pyrrolidinyl)propanoyl]amino}-9,10-dihydro-3-acridinyl)-3-(1-pyrrolidinyl)propanamide | C27H33N5O3 | 详情 | 详情 | |
| (IX) | 57805 | N-(9-chloro-6-{[3-(1-pyrrolidinyl)propanoyl]amino}-3-acridinyl)-3-(1-pyrrolidinyl)propanamide | C27H32ClN5O2 | 详情 | 详情 | |
| (X) | 35075 | N-(4-aminophenyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,4-benzenediamine | 6219-73-4 | C8H12N2 | 详情 | 详情 |