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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(ethylthio)propanenitrile 87647-19-6 C7H13NS2
2,2-bis(ethylthio)propanenitrile
—— 5-Methyl-5-(phenylthio)-2-hexanone 130660-15-0 C13H18OS
5-Methyl-5-(phenylthio)-2-hexanone
—— 3-(p-tolylthio)phthalonitrile 1132806-20-2 C15H10N2S
3-(p-tolylthio)phthalonitrile
—— (2,2,6,6-tetramethylcyclohexylidene)methanethione 54440-00-5 C11H18S
(2,2,6,6-tetramethylcyclohexylidene)methanethione
—— 4-(p-tolylthio)phthalonitrile 183059-86-1 C15H10N2S
4-(p-tolylthio)phthalonitrile
—— N,N-Diethyl<2-(phenylthio)ethinyl>amin 26437-91-2 C12H15NS
N,N-Diethyl<2-(phenylthio)ethinyl>amin
—— 6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione 302925-73-1 C6H4F2S5
6,6-difluoro-5,7-dihydro-5H-[1,3]-dithiolo[4,5-b][1,4]-dithiepin-2-thione
—— 5H,17H-6,10:18,22-Diepiazenobis[1,3]dithiolo[4,5-b:4',5'-m][1,4,12,15]tetrathiacyclodocosine-2,14-dithione 126522-13-2 C20H14N2S10
5H,17H-6,10:18,22-Diepiazenobis[1,3]dithiolo[4,5-b:4',5'-m][1,4,12,15]tetrathiacyclodocosine-2,14-dithione
—— bis(tert-butylsulfonyl)acetylene 129760-76-5 C10H18O4S2
bis(tert-butylsulfonyl)acetylene
—— 3-bromo-2-chloro-4-(methylthio)pyridine 821773-94-8 C6H5BrClNS
3-bromo-2-chloro-4-(methylthio)pyridine
—— 4-(pyridine-2-ylsulfanyl) phthalonitrile 808119-24-6 C13H7N3S
4-(pyridine-2-ylsulfanyl) phthalonitrile
—— (cyclopenta-2,4-dien-1-ylidene)methanethione 54191-78-5 C6H4S
(cyclopenta-2,4-dien-1-ylidene)methanethione
—— methyl thiomethyl ether 88798-43-0 C2H6OS
methyl thiomethyl ether
—— S-phenyl tert-butylcarbamothioate 56741-04-9 C11H15NOS
S-phenyl tert-butylcarbamothioate
—— methyl (1R,2S)-[3-chloro-2-hydroxy-1-(phenylthiomethyl)-propyl]-carbamate 214337-73-2 C12H16ClNO3S
methyl (1R,2S)-[3-chloro-2-hydroxy-1-(phenylthiomethyl)-propyl]-carbamate
—— N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-2-chlorobenzenecarboximidamide 86663-49-2 C11H12ClN5S2
N'-[3,5-bis(methylsulfanyl)-1,2,4-triazol-4-yl]-2-chlorobenzenecarboximidamide
—— bis(2-cyanophenyl) sulfide 86047-00-9 C14H8N2S
bis(2-cyanophenyl) sulfide
—— 2-(2,3-dimethylphenylthio)cyclohexanone 89816-85-3 C14H18OS
2-(2,3-dimethylphenylthio)cyclohexanone
—— 4-benzyl-3-(benzylsulfanyl)-5-bromo-4H-1,2,4-triazole 1448538-26-8 C16H14BrN3S
4-benzyl-3-(benzylsulfanyl)-5-bromo-4H-1,2,4-triazole
—— 4-Fluorophenyl 1-Naphthyl Sulfide 139564-31-1 C16H11FS
4-Fluorophenyl 1-Naphthyl Sulfide
—— Ethyl 2-(4-chloro-6-(2,3-dimethylphenylamino)pyrimidin-2-ylthio)octanoate 916482-37-6 C22H30ClN3O2S
Ethyl 2-(4-chloro-6-(2,3-dimethylphenylamino)pyrimidin-2-ylthio)octanoate
—— 2-octylthio-4-chloro-6-(2,3-xylidino)-pyrimidine 86627-47-6 C20H28ClN3S
2-octylthio-4-chloro-6-(2,3-xylidino)-pyrimidine
—— 4,6-dichloro-2-(octylthio)pyrimidine 86627-14-7 C12H18Cl2N2S
4,6-dichloro-2-(octylthio)pyrimidine
—— N-(1,1,3,3-Tetramethylbutyl)bis(trifluormethyl)sulfin-imid 126542-09-4 C11H17F6NS
N-(1,1,3,3-Tetramethylbutyl)bis(trifluormethyl)sulfin-imid
—— Ethyl 1-(phenylsulfanyl)ethyl carbonate 185145-48-6 C11H14O3S
Ethyl 1-(phenylsulfanyl)ethyl carbonate
—— N-(2-phenylthioethyl)-N-methyl-formamide dimethyl acetal 148827-56-9 C12H19NO2S
N-(2-phenylthioethyl)-N-methyl-formamide dimethyl acetal
—— diethyl {4-[(o-aminophenyl)thio]butyl}phosphonate 191411-58-2 C14H24NO3PS
diethyl {4-[(o-aminophenyl)thio]butyl}phosphonate
—— {4-[(o-aminophenyl)thio]butyl}phosphonic acid 191411-61-7 C10H16NO3PS
{4-[(o-aminophenyl)thio]butyl}phosphonic acid
—— Pentachlorphenylmercapto-essigsaeure 85-20-1 C8H3Cl5O2S
Pentachlorphenylmercapto-essigsaeure
—— (1R)-{1-[2-(p-tolylthio)phenyl]ethoxy}trimethylsilane 835626-62-5 C18H24OSSi
(1R)-{1-[2-(p-tolylthio)phenyl]ethoxy}trimethylsilane
—— O-methyl cyclohexylcarbamothioate 65351-52-2 C8H15NOS
O-methyl cyclohexylcarbamothioate
—— 2-Phenylsulfanylbenzene-1,3-dicarbonitrile 81725-17-9 C14H8N2S
2-Phenylsulfanylbenzene-1,3-dicarbonitrile
—— S-phenyl cyclohexylcarbamothioate 56741-05-0 C13H17NOS
S-phenyl cyclohexylcarbamothioate
—— 1,3-dithiole 288-74-4 C3H4S2
1,3-dithiole
—— 2,2,2-Trifluorethyl(1,1,1,3,3,3-hexafluorisopropyl)sulfon 53105-45-6 C5H3F9O2S
2,2,2-Trifluorethyl(1,1,1,3,3,3-hexafluorisopropyl)sulfon
—— Propyl(2,2,2-trifluor-1-trifluormethylethyl)disulfan 109746-35-2 C6H8F6S2
Propyl(2,2,2-trifluor-1-trifluormethylethyl)disulfan
—— 1,1,1,3,3,3-Hexafluoro-2-[[2-[3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propyl]sulfanylphenyl]sulfanylmethyl]propan-2-ol 1224885-40-8 C14H10F12O2S2
1,1,1,3,3,3-Hexafluoro-2-[[2-[3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propyl]sulfanylphenyl]sulfanylmethyl]propan-2-ol
—— 7-chloro-3-(4-methanesulfonylphenylsulfanyl)-2-methylindolizine 917760-86-2 C16H14ClNO2S2
7-chloro-3-(4-methanesulfonylphenylsulfanyl)-2-methylindolizine
—— 2-methyl-1,3-dithia-5-cycloheptene 174465-80-6 C6H10S2
2-methyl-1,3-dithia-5-cycloheptene
—— butyl-thiocarbamic acid <i>S</i>-propyl ester 39078-74-5 C8H17NOS
butyl-thiocarbamic acid <i>S</i>-propyl ester
—— 2,2-dimethyl-1,3-dithiepin 14198-71-1 C7H12S2
2,2-dimethyl-1,3-dithiepin
—— (E)-4'-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-acetophenone oxime 151358-60-0 C20H22FNO3S
(E)-4'-[5-fluoro-3-(4-methoxytetrahydropyran-4-yl)phenylthio]-acetophenone oxime
—— 2-(2-indolylthio)nicotinic acid 242491-43-6 C14H10N2O2S
2-(2-indolylthio)nicotinic acid
—— 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepine-5-(4H)-thione 91847-50-6 C13H19N3S2
2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepine-5-(4H)-thione
—— 2-[(4-iodophenyl)thio]acetic acid 55631-91-9 C8H7IO2S
2-[(4-iodophenyl)thio]acetic acid
—— 2-(2-chloroethyl)-3,4-dihydro-4-methylpyrido<3,2-f>-1,4-thiazepine-5(2H)-thione 91847-44-8 C11H13ClN2S2
2-(2-chloroethyl)-3,4-dihydro-4-methylpyrido<3,2-f>-1,4-thiazepine-5(2H)-thione
—— 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one 91847-49-3 C13H19N3OS
2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one
—— bis(pentafluorophenylthio)acetylene 113589-72-3 C14F10S2
bis(pentafluorophenylthio)acetylene
—— 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one 91847-43-7 C11H13ClN2OS
2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one
—— 2-<(4-chlorophenyl)thio>nicotinoyl azide 153143-99-8 C12H7ClN4OS
2-<(4-chlorophenyl)thio>nicotinoyl azide