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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
—— 2,2-bis-isopropylsulfanyl-propan-1-ol 13624-11-8 C9H20OS2
2,2-bis-isopropylsulfanyl-propan-1-ol
—— 3,5-bis(phenylthiomethyl)aniline 251912-40-0 C20H19NS2
3,5-bis(phenylthiomethyl)aniline
—— 2-Aethylthio-1,3-benzodithiol 57198-57-9 C9H10S3
2-Aethylthio-1,3-benzodithiol
—— (E)-1-phenyl-4-(2,4,6-trimethylphenylsulfinyl)but-3-en-1-ol 76120-50-8 C19H22OS
(E)-1-phenyl-4-(2,4,6-trimethylphenylsulfinyl)but-3-en-1-ol
—— 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonylisocyanate 106746-57-0 C10H9NO6S2
3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonylisocyanate
—— 1-(2,2-Diethoxy-ethylsulfanyl)-2,4-dimethyl-benzene 1026037-66-0 C14H22O2S
1-(2,2-Diethoxy-ethylsulfanyl)-2,4-dimethyl-benzene
—— 2-[2-(phenylthio)-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester 114392-96-0 C10H12N2O2S2
2-[2-(phenylthio)-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester
—— 3-[[5-(Phenylthio)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester 114393-52-1 C13H14N2O2S3
3-[[5-(Phenylthio)-1,2,3-thiadiazol-4-yl]thio]propanoic acid, ethyl ester
—— Ethyl <(2-Phenylthio-1-thioxoethyl)thio>acetate 122483-67-4 C12H14O2S3
Ethyl <(2-Phenylthio-1-thioxoethyl)thio>acetate
—— N-<2-(Phenylthio)-1-thioxoethyl>piperidine 114392-97-1 C13H17NS2
N-<2-(Phenylthio)-1-thioxoethyl>piperidine
—— 4-(Phenylthio)-3-piperidinosydnon 68486-73-7 C13H15N3O2S
4-(Phenylthio)-3-piperidinosydnon
—— (S)-2-(benzo-1,3-dithiol-2-yl)octan-1-ol 1333203-96-5 C15H22OS2
(S)-2-(benzo-1,3-dithiol-2-yl)octan-1-ol
—— 4-Methoxy-6,8-dimethyl-7,9-dioxo-5H-6,7,8,9-tetrahydropyrimido<4.5-b><4'.5'-e><1,4>thiazine 123605-62-9 C11H11N5O3S
4-Methoxy-6,8-dimethyl-7,9-dioxo-5H-6,7,8,9-tetrahydropyrimido<4.5-b><4'.5'-e><1,4>thiazine
—— (6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl acetate;hydrochloride 76919-48-7 C9H13ClN2O2S
(6-Methyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-yl)methyl acetate;hydrochloride
—— 2-allyl-2-butyl-4,4-dimethyl-4H-benzo[d][1,3]oxathiine 1,1-dioxide 933983-04-1 C17H24O3S
2-allyl-2-butyl-4,4-dimethyl-4H-benzo[d][1,3]oxathiine 1,1-dioxide
—— allyl(dimethyl)sulfonium bromide 3084-75-1 Br*C5H11S
allyl(dimethyl)sulfonium bromide
—— 3-(2,4,6-trimethylphenylthio)prop-1-ene 76126-87-9 C12H16S
3-(2,4,6-trimethylphenylthio)prop-1-ene
—— 1-(phenylthio)-1-(trimethylsilyl)cyclohexane 89656-99-5 C15H24SSi
1-(phenylthio)-1-(trimethylsilyl)cyclohexane
—— (vinylsulfonyl)cyclohexane 21961-10-4 C8H14O2S
(vinylsulfonyl)cyclohexane
—— (R)-N,N-diallyl-3-cyclohexyl-3-hydroxypropanethioamide 1203599-65-8 C15H25NOS
(R)-N,N-diallyl-3-cyclohexyl-3-hydroxypropanethioamide
—— 2-(Ethylsulfanyl)-1,3,3-trimethyl-2-(methylsulfanyl)cyclopropan-1-ol 62936-06-5 C9H18OS2
2-(Ethylsulfanyl)-1,3,3-trimethyl-2-(methylsulfanyl)cyclopropan-1-ol
—— 2-methylthio-4-thexyldimethylsilyloxymethylpyrimidine 123061-68-7 C14H26N2OSSi
2-methylthio-4-thexyldimethylsilyloxymethylpyrimidine
—— isopropyl chloromethyl sulfoxide 39213-46-2 C4H9ClOS
isopropyl chloromethyl sulfoxide
—— carbamic acid [5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl ester 478620-48-3 C20H20Cl2N4O2S
carbamic acid [5-(3,5-dichlorophenylthio)-1-isopropyl-4-[(pyridin-4-yl)methyl]-1H-pyrazol-3-yl]methyl ester
—— (S)-N,N-diallyl-3-hydroxy-14-methylpentadecanethioamide 1402050-25-2 C22H41NOS
(S)-N,N-diallyl-3-hydroxy-14-methylpentadecanethioamide
—— 3-<3-(hexylthio)pyrazinyl>-1,2,5,6-tetrahydro-1-methylpyridine 138430-79-2 C16H25N3S
3-<3-(hexylthio)pyrazinyl>-1,2,5,6-tetrahydro-1-methylpyridine
—— 2,2,2-trifluoroethylsulfinylacetic acid 60543-27-3 C4H5F3O3S
2,2,2-trifluoroethylsulfinylacetic acid
—— 3-furan-2-yl-4-methyl-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole 41733-61-3 C8H9N3OS
3-furan-2-yl-4-methyl-5-methylsulfanyl-4<i>H</i>-[1,2,4]triazole
—— (5E)-8-Chloro-5-(thiophen-2-yl)-3,4-dihydro-2H-1,6-benzothiazocine 76293-50-0 C14H12ClNS2
(5E)-8-Chloro-5-(thiophen-2-yl)-3,4-dihydro-2H-1,6-benzothiazocine
—— (3-propylsulfanyl-propoxy)-ethene 26902-07-8 C8H16OS
(3-propylsulfanyl-propoxy)-ethene
—— 1-(6-methyl-3-methylsulfanyl-5-oxo-1,2,4-triazin-4-yl)-3-propan-2-ylurea 139702-59-3 C9H15N5O2S
1-(6-methyl-3-methylsulfanyl-5-oxo-1,2,4-triazin-4-yl)-3-propan-2-ylurea
—— 3-Oxo-2-phenylsulfanylpropanenitrile 266348-15-6 C9H7NOS
3-Oxo-2-phenylsulfanylpropanenitrile
—— 3-(prop-2-ene-1-sulfonyl)propionic acid 1267339-41-2 C6H10O4S
3-(prop-2-ene-1-sulfonyl)propionic acid
—— 3-sec.-Butylsulfin-propionsaeure 89795-08-4 C7H14O3S
3-sec.-Butylsulfin-propionsaeure
—— 6-methyl-3-methylsulfanyl-4-(propan-2-yliminomethylideneamino)-1,2,4-triazin-5-one 139702-58-2 C9H13N5OS
6-methyl-3-methylsulfanyl-4-(propan-2-yliminomethylideneamino)-1,2,4-triazin-5-one
—— (2-heptylsulfanyl-ethoxy)-ethene 26902-04-5 C11H22OS
(2-heptylsulfanyl-ethoxy)-ethene
—— cis-1,5,5-tris(thiomethyl)-5-trimethylsilyl-1-pentene 1194063-92-7 C11H24S3Si
cis-1,5,5-tris(thiomethyl)-5-trimethylsilyl-1-pentene
—— 3-ethanesulfonyl-propan-1-ol 288384-13-4 C5H12O3S
3-ethanesulfonyl-propan-1-ol
—— (Z)-2-phenylsulfanylbut-2-enal 35346-86-2 C10H10OS
(Z)-2-phenylsulfanylbut-2-enal
—— 6-Methoxy-4-phenylsulfanyl-quinoline 180990-48-1 C16H13NOS
6-Methoxy-4-phenylsulfanyl-quinoline
—— 2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-63-9 C18H15IN4O2S
2-(6-iodobenzo[d][1,3]dioxol-5-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— (+/-)-5-methyl-3-phenylsulfanylfuran-2(5H)-one 54144-99-9 C11H10O2S
(+/-)-5-methyl-3-phenylsulfanylfuran-2(5H)-one
—— 3-hydroxy-2-phenylthiopentanoic acid 70982-76-2 C11H14O3S
3-hydroxy-2-phenylthiopentanoic acid
—— (3S,5S)-5-methyl-3-phenylsulfanyloxolan-2-one 53138-46-8 C11H12O2S
(3S,5S)-5-methyl-3-phenylsulfanyloxolan-2-one
—— 3-Amino-6-(4-chlorophenyl)sulfanylpyridine-2-carbonitrile 95095-86-6 C12H8ClN3S
3-Amino-6-(4-chlorophenyl)sulfanylpyridine-2-carbonitrile
—— (3-ethylsulfanyl-propoxy)-ethene 26902-06-7 C7H14OS
(3-ethylsulfanyl-propoxy)-ethene
—— (1-phenylsulfanylvinyl)oxirane 432502-80-2 C10H10OS
(1-phenylsulfanylvinyl)oxirane
—— 3-<(4-Amino-5-methyl-1,2,4-triazol-3-yl)thio>acrylic acid 73396-62-0 C6H8N4O2S
3-<(4-Amino-5-methyl-1,2,4-triazol-3-yl)thio>acrylic acid
—— 2,4-Diamino-6-[[alpha,alpha,alpha-trifluoro-m-tolyl]thio]pyrido[3,2-d]pyrimidine 95095-97-9 C14H10F3N5S
2,4-Diamino-6-[[alpha,alpha,alpha-trifluoro-m-tolyl]thio]pyrido[3,2-d]pyrimidine
—— 3-Amino-6-<<4-(dimethylamino)phenyl>thio>-2-pyridinecarbonitrile 95095-90-2 C14H14N4S
3-Amino-6-<<4-(dimethylamino)phenyl>thio>-2-pyridinecarbonitrile