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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
—— 4,4,7,7-tetramethyl-1,2,3,5,6-pentathiepane 1147689-45-9 C6H12S5
4,4,7,7-tetramethyl-1,2,3,5,6-pentathiepane
—— 1-methyl-4-(phenylthio)-1H-pyrazole 1447766-74-6 C10H10N2S
1-methyl-4-(phenylthio)-1H-pyrazole
—— 5-Chloro-2,2'-thiodibenzoesaeure 74053-17-1 C14H9ClO4S
5-Chloro-2,2'-thiodibenzoesaeure
—— methyl 3-oxo-3,4-dihydro-2H-1,5-benzodithiepin-2-carboxylate 258261-79-9 C11H10O3S2
methyl 3-oxo-3,4-dihydro-2H-1,5-benzodithiepin-2-carboxylate
—— methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate 258261-70-0 C12H14O4S2
methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate
—— 2-(Methoxymethyl)-2,3-dihydro-1-benzothiophene-7-carboxylic acid 532412-79-6 C11H12O3S
2-(Methoxymethyl)-2,3-dihydro-1-benzothiophene-7-carboxylic acid
—— 1-ethanesulfinyl-1-ethylsulfanyl-ethene 67209-90-9 C6H12OS2
1-ethanesulfinyl-1-ethylsulfanyl-ethene
—— 2-Thiophenemethanaminium, 5-(ethylthio)-N,N,N-trimethyl-, iodide 61211-53-8 C10H18INS2
2-Thiophenemethanaminium, 5-(ethylthio)-N,N,N-trimethyl-, iodide
—— 1,10-Dioxyd-4,7,13,16,tetraoxa-1,10-dithia-cyclooctadecan 108942-74-1 C12H24O6S2
1,10-Dioxyd-4,7,13,16,tetraoxa-1,10-dithia-cyclooctadecan
—— 4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine 1353009-37-6 C8H16F3NO2S
4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine
—— 2-(1-methoxy-1-methylethyl)-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid 532412-78-5 C13H16O3S
2-(1-methoxy-1-methylethyl)-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid
—— 2-({4-[(4,4,4-trifluorobutyl)sulphonyl]butyl}amino)ethanol 1353009-29-6 C10H20F3NO3S
2-({4-[(4,4,4-trifluorobutyl)sulphonyl]butyl}amino)ethanol
—— 2-Chlor-2-<(phenylthio)methyl>propan 27998-66-9 C10H13ClS
2-Chlor-2-<(phenylthio)methyl>propan
—— (+/-)-N-(Pent-4-en-2-yl)-4-phenylsulfanyloxazolidin-2-one 175849-82-8 C14H17NO2S
(+/-)-N-(Pent-4-en-2-yl)-4-phenylsulfanyloxazolidin-2-one
—— 5,5-diethoxy-2-methylsulfanyl-3-trifluoromethyl-pent-2-ene-nitrile 858421-09-7 C11H16F3NO2S
5,5-diethoxy-2-methylsulfanyl-3-trifluoromethyl-pent-2-ene-nitrile
—— N-methyl-4-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]butan-1-amine 1353009-01-4 C10H18F5NOS
N-methyl-4-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]butan-1-amine
—— 4-chlorobutyl-4,4,5,5,5-pentafluoropentylsulphoxide 1353008-83-9 C9H14ClF5OS
4-chlorobutyl-4,4,5,5,5-pentafluoropentylsulphoxide
—— 1-chloro-4-[(3,3,3-trifluoropropyl)sulphonyl]butane 1353008-90-8 C7H12ClF3O2S
1-chloro-4-[(3,3,3-trifluoropropyl)sulphonyl]butane
—— N-methyl-4-[(3,3,3-trifluoropropyl)sulphonyl]butan-1-amine 1353009-19-4 C8H16F3NO2S
N-methyl-4-[(3,3,3-trifluoropropyl)sulphonyl]butan-1-amine
—— [(Z)-2-ethoxyethenyl]sulfanylbenzene 59377-29-6 C10H12OS
[(Z)-2-ethoxyethenyl]sulfanylbenzene
—— 3-Chlor-1-phenylthiobut-2-en 51637-56-0 C10H11ClS
3-Chlor-1-phenylthiobut-2-en
—— N-methyl-4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine 1353009-36-5 C9H18F3NO2S
N-methyl-4-[(4,4,4-trifluorobutyl)sulphonyl]butan-1-amine
—— (Z)-1-phenyl-3-(2-phenylethyl)-6-phenylsulfanyl-6-trimethylsilylhex-5-en-3-ol 79409-67-9 C29H36OSSi
(Z)-1-phenyl-3-(2-phenylethyl)-6-phenylsulfanyl-6-trimethylsilylhex-5-en-3-ol
—— 6-[[3-(4-bromo-2,6-dimethyl-phenyl)-4-methoxy-2-oxo-cyclopent-3-en-1-yl]methyl]-2-methylsulfanyl-pyridine-3-carbonitrile 1439558-58-3 C22H21BrN2O2S
6-[[3-(4-bromo-2,6-dimethyl-phenyl)-4-methoxy-2-oxo-cyclopent-3-en-1-yl]methyl]-2-methylsulfanyl-pyridine-3-carbonitrile
—— 6,7-Bis[(4-methylphenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-22-0 C22H18O4S2
6,7-Bis[(4-methylphenyl)sulfanyl]-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 5,6-diphenylthio-2,3-ethylenedioxy-1,4-benzoquinone 120082-96-4 C20H14O4S2
5,6-diphenylthio-2,3-ethylenedioxy-1,4-benzoquinone
—— methyl (Z)-5-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-3-phenylsulfanylpent-2-enoate 193530-71-1 C21H28O2S
methyl (Z)-5-[(1S)-2,2-dimethyl-6-methylidenecyclohexyl]-3-phenylsulfanylpent-2-enoate
—— Isopropyl-<1,3-dimethyl-but-2-enyl>-sulfid 90728-04-4 C9H18S
Isopropyl-<1,3-dimethyl-but-2-enyl>-sulfid
—— 6-(4-Methylphenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-17-3 C15H12O4S
6-(4-Methylphenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 6-(4-Chlorophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione 129137-18-4 C14H9ClO4S
6-(4-Chlorophenyl)sulfanyl-2,3-dihydro-1,4-benzodioxine-5,8-dione
—— 5-phenylthio-2,3-ethylenedioxy-1,4-benzoquinone 120082-91-9 C14H10O4S
5-phenylthio-2,3-ethylenedioxy-1,4-benzoquinone
—— 3-Chlor-3-methansulfonyl-propionsaeure-methylester 89181-30-6 C5H9ClO4S
3-Chlor-3-methansulfonyl-propionsaeure-methylester
—— 3-Methansulfonyl-acrylsaeure-methylester 1854-78-0 C5H8O4S
3-Methansulfonyl-acrylsaeure-methylester
—— 4-hydroxymethyl-4-(3-tolylsulfanyl)piperidine hydrochloride salt 198649-55-7 C13H19NOS*ClH
4-hydroxymethyl-4-(3-tolylsulfanyl)piperidine hydrochloride salt
—— Isothiocyanatononafluorocyclopentaphosphonitril 28650-13-7 CF9N6P5S
Isothiocyanatononafluorocyclopentaphosphonitril
—— 7-(2-hydroxyethyl)thioimidazo[5,1-b]thiazole 352305-43-2 C7H8N2OS2
7-(2-hydroxyethyl)thioimidazo[5,1-b]thiazole
—— 5-butan-2-yl-4-hydroxy-2-propylsulfanyl-1H-pyrimidin-6-one 5373-28-4 C11H18N2O2S
5-butan-2-yl-4-hydroxy-2-propylsulfanyl-1H-pyrimidin-6-one
—— methyl 2-(4-formylthien-3-ylthio)ethanoate 154651-02-2 C8H8O3S2
methyl 2-(4-formylthien-3-ylthio)ethanoate
—— 3-(1-Hydroxypropyl)-2-methylthiothiophene 111881-79-9 C8H12OS2
3-(1-Hydroxypropyl)-2-methylthiothiophene
—— Isothiocyanatoundecafluorocyclohexaphosphonitril 28650-14-8 CF11N7P6S
Isothiocyanatoundecafluorocyclohexaphosphonitril
—— 2-(4-Butyl-7-methylpyrido[3,2-e][1,3]thiazin-2-ylidene)acetonitrile 329714-44-5 C14H15N3S
2-(4-Butyl-7-methylpyrido[3,2-e][1,3]thiazin-2-ylidene)acetonitrile
—— 2-(2-((4-bromophenyl)thio)ethyl)-3-methylbut-3-en-1-ol 1425974-52-2 C13H17BrOS
2-(2-((4-bromophenyl)thio)ethyl)-3-methylbut-3-en-1-ol
—— 2-(2-aminothiazol-5-ylthio)-6,7-dimethoxy-3-benzyl-quinazolin-4(3H)-one 1443205-06-8 C20H18N4O3S2
2-(2-aminothiazol-5-ylthio)-6,7-dimethoxy-3-benzyl-quinazolin-4(3H)-one
—— 5,5'-sulfanediyl-bis-thiazol-2-ylamine 116529-26-1 C6H6N4S3
5,5'-sulfanediyl-bis-thiazol-2-ylamine
—— 2-(tert-butyloxycarbonylamino)-3-(2-phenyl-1,3-dithian-2-yl)propan-1-ol 1434253-91-4 C18H27NO3S2
2-(tert-butyloxycarbonylamino)-3-(2-phenyl-1,3-dithian-2-yl)propan-1-ol
—— 2-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-3-benzyl-6-chloroquinazolin-4-one 1443205-04-6 C18H13ClN4OS2
2-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-3-benzyl-6-chloroquinazolin-4-one
—— 5-[(3-fluorobenzyl)thio]-1,3-thiazol-2-amine 878376-03-5 C10H9FN2S2
5-[(3-fluorobenzyl)thio]-1,3-thiazol-2-amine
—— 2-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-6-chloro-3-phenylquinazolin-4-one 1443205-03-5 C17H11ClN4OS2
2-[(2-Amino-1,3-thiazol-5-yl)sulfanyl]-6-chloro-3-phenylquinazolin-4-one
—— 1-{5-[6-Cyano-7-(2-methoxyethoxy)-quinolin-4-ylsulfanyl]-thiophen-2-yl}-3-(thiazol-2-yl)urea 417715-59-4 C21H17N5O3S3
1-{5-[6-Cyano-7-(2-methoxyethoxy)-quinolin-4-ylsulfanyl]-thiophen-2-yl}-3-(thiazol-2-yl)urea
—— N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-(thiazol-2-yl)urea 417715-27-6 C19H16N4O3S3
N-(5-(6,7-Dimethoxyquinolin-4-ylsulfanyl)thiophen-2-yl)-N'-(thiazol-2-yl)urea