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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— (4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide 90309-42-5 C12H6Cl3NO2S
(4-nitro-phenyl)-(2,4,5-trichloro-phenyl)-sulfide
—— Tert-butyl 2-(2,4,5-trichlorophenyl)sulfanylacetate 208512-60-1 C12H13Cl3O2S
Tert-butyl 2-(2,4,5-trichlorophenyl)sulfanylacetate
—— p-chlorophenyl 2,4,5-trichlorophenyl trithiocarbonate 1523313-33-8 C13H6Cl4S3
p-chlorophenyl 2,4,5-trichlorophenyl trithiocarbonate
—— 2-Benzylthio-4-phenyl-thiazol-3-oxid 76098-75-4 C16H13NOS2
2-Benzylthio-4-phenyl-thiazol-3-oxid
—— 1,3-bis-ethylsulfanyl-benzene 861601-60-7 C10H14S2
1,3-bis-ethylsulfanyl-benzene
—— 12,21,37,40-Tetramethyl-2,5,8,25,28,31-hexaoxa-15,18,38,39-tetrathia-11,22-diazahexacyclo[30.2.2.111,14.113,16.117,20.119,22]tetraconta-1(35),12,14(40),16,19(37),20,32(36),33-octaene 257884-56-3 C32H40N2O6S4
12,21,37,40-Tetramethyl-2,5,8,25,28,31-hexaoxa-15,18,38,39-tetrathia-11,22-diazahexacyclo[30.2.2.111,14.113,16.117,20.119,22]tetraconta-1(35),12,14(40),16,19(37),20,32(36),33-octaene
—— N-methylacetothioacetamide 74697-92-0 C5H9NOS
N-methylacetothioacetamide
—— dipropyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-14-9 C14H20F6N4O4S3
dipropyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— thiodicarb 59669-26-0 C10H18N4O4S3
thiodicarb
—— Diphenyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-16-1 C20H16F6N4O4S3
Diphenyl N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— bis(1,1-dimethylethyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate] 82986-15-0 C16H24F6N4O4S3
bis(1,1-dimethylethyl) N,N'-[thiobis[(methylimino)carbonyloxy]]bis[2,2,2-trifluoroethanimidothioate]
—— 2-Dimethylamino-4-oxo-4,5,6,7-tetrahydrothiazino<3,2-a>-sym-triazine 74468-23-8 C8H12N4OS
2-Dimethylamino-4-oxo-4,5,6,7-tetrahydrothiazino<3,2-a>-sym-triazine
—— 1-chloro-2-(4-fluorophenylsulfanyl)-3,5-dimethoxybenzene 1369529-28-1 C14H12ClFO2S
1-chloro-2-(4-fluorophenylsulfanyl)-3,5-dimethoxybenzene
—— (3,4,5-trifluorophenyl)-4-fluorophenylsulfide 1229514-23-1 C12H6F4S
(3,4,5-trifluorophenyl)-4-fluorophenylsulfide
—— 3-{(4-fluorophenyl)thio}pentane-2,4-dione 561036-91-7 C11H11FO2S
3-{(4-fluorophenyl)thio}pentane-2,4-dione
—— 4-(p-fluorophenylthio)octan-2-one 1224975-71-6 C14H19FOS
4-(p-fluorophenylthio)octan-2-one
—— Methyl 3-(4-fluorophenyl)sulfanyl-2-methylpropanoate 1154732-63-4 C11H13FO2S
Methyl 3-(4-fluorophenyl)sulfanyl-2-methylpropanoate
—— (4-fluorophenyl)(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)sulfane 1629186-30-6 C23H14F4S
(4-fluorophenyl)(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)sulfane
—— bis((3-bromophenyl)thio)methane 1427730-39-9 C13H10Br2S2
bis((3-bromophenyl)thio)methane
—— 4-[S-(3-bromophenyl)-sulfoximino]-5-methylsulfanyl-thiophene-2-carboximidic acid methyl ester 911030-36-9 C13H13BrN2O2S3
4-[S-(3-bromophenyl)-sulfoximino]-5-methylsulfanyl-thiophene-2-carboximidic acid methyl ester
—— 2-(4-fluorophenylthio)cyclohexan-1-one 1044049-41-3 C12H13FOS
2-(4-fluorophenylthio)cyclohexan-1-one
—— 1-(4-fluorophenylthio)octan-2-ol 1174708-92-9 C14H21FOS
1-(4-fluorophenylthio)octan-2-ol
—— 4-((4-fluorophenyl)thio)-4-phenylbutan-2-one 1224975-55-6 C16H15FOS
4-((4-fluorophenyl)thio)-4-phenylbutan-2-one
—— 1,1,5,5-Tetraaethyldithiobiuret 54572-22-4 C10H21N3S2
1,1,5,5-Tetraaethyldithiobiuret
—— 3-methoxy-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-52-8 C9H7N5OS
3-methoxy-5<i>H</i>-dipyridazino[3,4-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 4-((4-fluorophenyl)thio)butanenitrile 18850-57-2 C10H10FNS
4-((4-fluorophenyl)thio)butanenitrile
—— 4'-(4-bromothien-2-ylthio)acetophenone ethylene acetal 156538-37-3 C14H13BrO2S2
4'-(4-bromothien-2-ylthio)acetophenone ethylene acetal
—— 4'-[4-(2-hydroxy-1-tetrahydropyran-2-yloxyprop-2-yl)thien-2-ylthio]acetophenone ethylene acetal 161386-57-8 C22H28O5S2
4'-[4-(2-hydroxy-1-tetrahydropyran-2-yloxyprop-2-yl)thien-2-ylthio]acetophenone ethylene acetal
—— 3-chloro-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-43-7 C8H4ClN5S
3-chloro-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 4-methylthio-2-(n-hexyl)-phenol 58761-93-6 C13H20OS
4-methylthio-2-(n-hexyl)-phenol
—— 1-Amino-4-phenylthiopiperidine 151666-25-0 C11H16N2S
1-Amino-4-phenylthiopiperidine
—— 5-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine 55271-42-6 C8H5Cl2N5S
5-(3,6-dichloro-pyridazin-4-ylsulfanyl)-pyridazin-4-ylamine
—— 3-methoxy-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine 55271-51-7 C9H7N5OS
3-methoxy-10<i>H</i>-dipyridazino[4,3-<i>b</i>;4',5'-<i>e</i>][1,4]thiazine
—— 2-Methyl-4-methylthiophenylisocyanate 54557-30-1 C9H9NOS
2-Methyl-4-methylthiophenylisocyanate
—— α-chlorobenzyl 4-chlorophenyl sulfide 83768-35-8 C13H10Cl2S
α-chlorobenzyl 4-chlorophenyl sulfide
—— 5-chloro-2-(5-chloropyrimidin-2-ylsulfenyl)methyloxypyrimidine 79686-20-7 C9H6Cl2N4OS
5-chloro-2-(5-chloropyrimidin-2-ylsulfenyl)methyloxypyrimidine
—— 5-chloro-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone 83768-16-5 C11H8ClFN2OS
5-chloro-1-(4-fluorophenylsulfenyl)methyl-2(1H)-pyrimidinone
—— 5-chloro-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone 83768-11-0 C12H11ClN2OS
5-chloro-1-(3-tolylsulfenyl)methyl-2(1H)-pyrimidinone
—— 5-chloro-2-(4-fluorophenylsulfenyl)methyloxypyrimidine 83768-15-4 C11H8ClFN2OS
5-chloro-2-(4-fluorophenylsulfenyl)methyloxypyrimidine
—— 5-chloro-2-(3-tolylsulfenyl)methyloxypyrimidine 83768-12-1 C12H11ClN2OS
5-chloro-2-(3-tolylsulfenyl)methyloxypyrimidine
—— 5-chloro-1-α-(4-chlorophenylsulfenyl)benzyl-2(1H)-pyrimidinone 83768-37-0 C17H12Cl2N2OS
5-chloro-1-α-(4-chlorophenylsulfenyl)benzyl-2(1H)-pyrimidinone
—— 5-chloro-1-(5-chloropyrimidin-2-ylsulfenyl)methyl-2(1H)-pyrimidinone 79686-21-8 C9H6Cl2N4OS
5-chloro-1-(5-chloropyrimidin-2-ylsulfenyl)methyl-2(1H)-pyrimidinone
—— 1-((2-trimethylsilylethoxy)methyl)-6-(3-aminophenylthio)uracil 1393847-19-2 C16H23N3O3SSi
1-((2-trimethylsilylethoxy)methyl)-6-(3-aminophenylthio)uracil
—— 9-(3-bromopropyl)-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine 1289544-54-2 C17H17BrIN5S
9-(3-bromopropyl)-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine
—— N-(3-(6-amino-8-(6-ethynylindan-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide 1402545-99-6 C20H22N6O2S2
N-(3-(6-amino-8-(6-ethynylindan-5-ylsulfanyl)purin-9-yl)propyl)methanesulfonamide
—— 8-((6-amino-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine 1289544-50-8 C14H14N6S
8-((6-amino-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-6-amine
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea 1188907-37-0 C24H25N5O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea
—— N-(2-(6-amino-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-9-yl)ethyl)-2-methylpropane-2-sulfonamide 1402546-04-6 C20H25IN6O2S2
N-(2-(6-amino-8-((6-iodo-2,3-dihydro-1H-inden-5-yl)thio)-9H-purin-9-yl)ethyl)-2-methylpropane-2-sulfonamide
—— 1-(2,5-dimethylbenzyl)-6-(3-aminophenylthio)uracil 1393847-27-2 C19H19N3O2S
1-(2,5-dimethylbenzyl)-6-(3-aminophenylthio)uracil
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea hydrochloride 1188907-38-1 C24H25N5O4S*ClH
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)urea hydrochloride