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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
—— (Z)-2-(Phenylthio)-1-(trimethylsiloxy)-1-(trimethylsilyl)ethylene 160463-47-8 C14H24OSSi2
(Z)-2-(Phenylthio)-1-(trimethylsiloxy)-1-(trimethylsilyl)ethylene
—— 7-Methoxy-1-(2-phenylsulfanyl-acetyl)-2-aza-spiro[5.5]undeca-1,7,10-trien-9-one 170711-55-4 C19H19NO3S
7-Methoxy-1-(2-phenylsulfanyl-acetyl)-2-aza-spiro[5.5]undeca-1,7,10-trien-9-one
—— 7-(phenylthio)bicyclo<3.2.0>hept-2-en-6-one 76822-08-7 C13H12OS
7-(phenylthio)bicyclo<3.2.0>hept-2-en-6-one
—— 2-(Phenylthio)-N-(2-propenyl)acetamide 147949-45-9 C11H13NOS
2-(Phenylthio)-N-(2-propenyl)acetamide
—— Trifluoro-acetic acid ((2R,4S)-4-methyl-tetrahydro-pyran-2-yl)-phenylsulfanyl-methyl ester 216865-99-5 C15H17F3O3S
Trifluoro-acetic acid ((2R,4S)-4-methyl-tetrahydro-pyran-2-yl)-phenylsulfanyl-methyl ester
—— prenyl (phenylsulfanyl)acetate 57749-87-8 C13H16O2S
prenyl (phenylsulfanyl)acetate
—— ({6-[1-(3,4,5-trichlorobenzyl)-1H-1,2,3-triazol-4-yl][1,3]thiazolo[4,5-b]pyrazin-2-yl}thio)acetic acid 1220449-19-3 C16H9Cl3N6O2S2
({6-[1-(3,4,5-trichlorobenzyl)-1H-1,2,3-triazol-4-yl][1,3]thiazolo[4,5-b]pyrazin-2-yl}thio)acetic acid
—— 3,5-dichloro-4-(4-methoxyphenylthio)aniline 1620782-98-0 C13H11Cl2NOS
3,5-dichloro-4-(4-methoxyphenylthio)aniline
—— N<sup>3</sup>-[3,5-dichloro-4-(4-methoxy-phenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine 1620782-66-2 C15H13Cl2N5OS
N<sup>3</sup>-[3,5-dichloro-4-(4-methoxy-phenylsulfanyl)phenyl]-1H-[1,2,4]triazole-3,5-diamine
—— 5-phenylsulfanylmethyl-[1,2,4]oxadiazole-3-carboxylic acid methyl ester 865706-99-6 C11H10N2O3S
5-phenylsulfanylmethyl-[1,2,4]oxadiazole-3-carboxylic acid methyl ester
—— 3-(1-chloro-2-hydroxypropylthio)-1,2,4-triazole 111014-63-2 C5H8ClN3OS
3-(1-chloro-2-hydroxypropylthio)-1,2,4-triazole
—— (2,6-dichloro-4-nitrophenyl)(4-(trifluoromethyl)phenyl)sulfane 1620782-82-2 C13H6Cl2F3NO2S
(2,6-dichloro-4-nitrophenyl)(4-(trifluoromethyl)phenyl)sulfane
—— Tetrakis(o-tolylthio)methan 42166-14-3 C29H28S4
Tetrakis(o-tolylthio)methan
—— N<sup>3</sup>-(3,5-dichloro-4-(4-(trifluoromethyl)phenythio)phenyl)-1H-1,2,4-triazole-3,5-diamine 1620782-57-1 C15H10Cl2F3N5S
N<sup>3</sup>-(3,5-dichloro-4-(4-(trifluoromethyl)phenythio)phenyl)-1H-1,2,4-triazole-3,5-diamine
—— 5-Thiophen-2-yl-2-o-tolylsulfanyl-thiazole 917607-36-4 C14H11NS3
5-Thiophen-2-yl-2-o-tolylsulfanyl-thiazole
—— 3-o-Tolylsulfanyl-thiophene 1026894-63-2 C11H10S2
3-o-Tolylsulfanyl-thiophene
—— 3-hydroxy-1,2,4-triazolo<2,3-b>tetrahydro-1,3-thiazine 111014-69-8 C5H7N3OS
3-hydroxy-1,2,4-triazolo<2,3-b>tetrahydro-1,3-thiazine
—— 1-Methyl-5-benzylthio-6-azacytosin 23469-29-6 C11H12N4OS
1-Methyl-5-benzylthio-6-azacytosin
—— 4-amino-5,5-dimethyl-3-phenylthio-2(5H)-furanone 99564-04-2 C12H13NO2S
4-amino-5,5-dimethyl-3-phenylthio-2(5H)-furanone
—— 7-Thiabicyclo<4.2.0>-1(8)-octen-7,7-dioxid 1194-69-0 C7H10O2S
7-Thiabicyclo<4.2.0>-1(8)-octen-7,7-dioxid
—— 5-Benzylthio-6-azacytosin 23469-28-5 C10H10N4OS
5-Benzylthio-6-azacytosin
—— butyl perfluorohexyl sulfide 130755-44-1 C10H9F13S
butyl perfluorohexyl sulfide
—— ethyl 2-((2,4-dichloropyrimidin-5-yl)thio)acetate 1075238-16-2 C8H8Cl2N2O2S
ethyl 2-((2,4-dichloropyrimidin-5-yl)thio)acetate
—— 2-o-Tolylsulfanyl-propionamide 104864-51-9 C10H13NOS
2-o-Tolylsulfanyl-propionamide
—— (1Z)-1,2-bis(butylsulfanyl)-3-methoxy-1-propene 1032738-93-4 C12H24OS2
(1Z)-1,2-bis(butylsulfanyl)-3-methoxy-1-propene
—— (1Z)-1,2-bis(butylsulfanyl)-1-hexene 1032738-86-5 C14H28S2
(1Z)-1,2-bis(butylsulfanyl)-1-hexene
—— 1-adamantyl butyl sulfide 34895-36-8 C14H24S
1-adamantyl butyl sulfide
—— 3-Butylthio-6-methyl-pyridin 53730-74-8 C10H15NS
3-Butylthio-6-methyl-pyridin
—— (R)-ethyl 3-(o-tolylthio)-4,4,4-trifluorobutanoate 1318254-47-5 C13H15F3O2S
(R)-ethyl 3-(o-tolylthio)-4,4,4-trifluorobutanoate
—— 7-oxo-6,7-dihydro-1H-pyrimido[5,4-b][1,4]thiazine-2-carbaldehyde 1071490-50-0 C7H5N3O2S
7-oxo-6,7-dihydro-1H-pyrimido[5,4-b][1,4]thiazine-2-carbaldehyde
—— ethyl [(4-amino-2-chloro-5-pyrimidinyl)thio]acetate 1075238-17-3 C8H10ClN3O2S
ethyl [(4-amino-2-chloro-5-pyrimidinyl)thio]acetate
—— 4H-thieno[2',3':4,5]thiopyrano[2,3b]pyridin-2-ylmethanol 623931-55-5 C11H9NOS2
4H-thieno[2',3':4,5]thiopyrano[2,3b]pyridin-2-ylmethanol
—— 1-methyl-4-<2-(2-methylphenylthio)benzoyl>piperazine 93288-89-2 C19H22N2OS
1-methyl-4-<2-(2-methylphenylthio)benzoyl>piperazine
—— 2,3-Bis(2-methylthio-5-pyrimidinyloxy)-1-propene 80305-98-2 C13H14N4O2S2
2,3-Bis(2-methylthio-5-pyrimidinyloxy)-1-propene
—— methyl (trans-4-{4-[4-chloro-2-(methylsulfanyl)-5-oxo-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-6(5H)-yl]phenyl}cyclohexyl)acetate 1394002-58-4 C23H26ClN3O4S
methyl (trans-4-{4-[4-chloro-2-(methylsulfanyl)-5-oxo-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-6(5H)-yl]phenyl}cyclohexyl)acetate
—— 5,6-Dimethylthio-as-triazin-3(2H)-on 31697-22-0 C5H7N3OS2
5,6-Dimethylthio-as-triazin-3(2H)-on
—— 1,2-bis(2-methylphenylthio)ethane 65310-97-6 C16H18S2
1,2-bis(2-methylphenylthio)ethane
—— 1-[(chloromethyl)sulfanyl]-2-methylbenzene 63580-69-8 C8H9ClS
1-[(chloromethyl)sulfanyl]-2-methylbenzene
—— Procaspase-IN-5 1489285-17-7 C17H12N2O3S3
Procaspase-IN-5
—— 23 (Z)-2-Thioxo-5-(4-(o-tolylthio)benzylidene)thiazolidin-4-one 28 1489285-27-9 C17H13NOS3
23 (Z)-2-Thioxo-5-(4-(o-tolylthio)benzylidene)thiazolidin-4-one 28
—— 1-<5-chloro-2-(2-methylphenylthio)benzyl>-4-methylpiperazine 93289-01-1 C19H23ClN2S
1-<5-chloro-2-(2-methylphenylthio)benzyl>-4-methylpiperazine
—— 4-chloro-2-(o-tolylthio)aniline 3169-67-3 C13H12ClNS
4-chloro-2-(o-tolylthio)aniline
—— 2-(2-Methylthio-5-pyrimidinyloxy)-2-propenol 80305-95-9 C8H10N2O2S
2-(2-Methylthio-5-pyrimidinyloxy)-2-propenol
—— N-[5-(4-trichloromethyl-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide 1095154-98-5 C16H10Cl3N3OS2
N-[5-(4-trichloromethyl-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide
—— 6-butylsulfanyl-5-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one 32331-16-1 C8H13N3OS2
6-butylsulfanyl-5-methylsulfanyl-2<i>H</i>-[1,2,4]triazin-3-one
—— cis-3-(2-Methylthio-5-pyrimidinyloxy)-2-propenol 80305-96-0 C8H10N2O2S
cis-3-(2-Methylthio-5-pyrimidinyloxy)-2-propenol
—— 1-(4-Methylsulfanylphenyl)sulfanyl-4-[4-(4-propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzene 203631-82-7 C28H26OS4
1-(4-Methylsulfanylphenyl)sulfanyl-4-[4-(4-propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzene
—— 2-[(2-methylphenyl)thio]pyrimidine 646511-16-2 C11H10N2S
2-[(2-methylphenyl)thio]pyrimidine
—— 4-(o-Tolylsulfanyl)-2-(trichloromethyl)quinazoline 1336930-65-4 C16H11Cl3N2S
4-(o-Tolylsulfanyl)-2-(trichloromethyl)quinazoline
—— 2-((oxiran-2-yl)methylthio)-6-methylpyrimidin-4(3H)-one 321974-39-4 C8H10N2O2S
2-((oxiran-2-yl)methylthio)-6-methylpyrimidin-4(3H)-one