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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
—— 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
—— 2-[6-amino-3-methyl-2-(methylsulfanyl)-4-oxo-3,4-dihydropyrimidin-5-ylcarbonyl]acetonitrile 1067232-84-1 C9H10N4O2S
2-[6-amino-3-methyl-2-(methylsulfanyl)-4-oxo-3,4-dihydropyrimidin-5-ylcarbonyl]acetonitrile
—— 2,4-Thiazolidinedione, 5-[[4-(methylthio)phenyl]methylene]- 211388-25-9 C11H9NO2S2
2,4-Thiazolidinedione, 5-[[4-(methylthio)phenyl]methylene]-
—— 6-(4-methylsulfanyl-phenyl)-2-phenyl-selenolo[3,4-<i>d</i>]thiazole 69973-84-8 C18H13NS2Se
6-(4-methylsulfanyl-phenyl)-2-phenyl-selenolo[3,4-<i>d</i>]thiazole
—— 2-Methylsulfanyl-6-thioxo-4-m-tolyl-6H-[1,3]thiazine-5-carbonitrile 117235-93-5 C13H10N2S3
2-Methylsulfanyl-6-thioxo-4-m-tolyl-6H-[1,3]thiazine-5-carbonitrile
—— α-bromovinyl methyl sulfone 35495-31-9 C3H5BrO2S
α-bromovinyl methyl sulfone
—— (2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol 909767-30-2 C10H13N3O2S
(2S,3R)-3-azido-3-(4-methylthiophenyl)-1,2-propanediol
—— (2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol 909767-29-9 C10H12O2S
(2R,3S)-2,3-epoxy-3-(4-methylthiophenyl)-1-propanol
—— 4-(p-tolylthio)pentan-2-one 1233849-14-3 C12H16OS
4-(p-tolylthio)pentan-2-one
—— tert-butyl 2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethyl(methyl)carbamate 1207681-68-2 C18H25N5O2S
tert-butyl 2-(4-(4-aminophenylthio)pyrimidin-2-ylamino)ethyl(methyl)carbamate
—— 4-(1,5-naphthyridin-4-ylthio)benzenamine 1071540-14-1 C14H11N3S
4-(1,5-naphthyridin-4-ylthio)benzenamine
—— 4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)-6-vinylpyrimidine 1429634-95-6 C11H13N5S
4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-(methylthio)-6-vinylpyrimidine
—— 2-thiopyruvic acid 112505-19-8 C3H4O2S
2-thiopyruvic acid
—— 5-chloro-2-({1-methyl-4-[6-(methylsulfonyl)pyridin-3-yl]-2-pyridin-2-yl-1H-imidazol-5-yl}thio)pyridine 1201801-88-8 C20H16ClN5O2S2
5-chloro-2-({1-methyl-4-[6-(methylsulfonyl)pyridin-3-yl]-2-pyridin-2-yl-1H-imidazol-5-yl}thio)pyridine
—— 1-(4,4-Dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-(1-methylimidazol-2-yl)sulfanylethanone 5803-69-0 C18H17N3OS4
1-(4,4-Dimethyl-1-sulfanylidenedithiolo[3,4-c]quinolin-5-yl)-2-(1-methylimidazol-2-yl)sulfanylethanone
—— 5-Chloro-2-[(3-chloropropyl)thio]pyridine 1177422-01-3 C8H9Cl2NS
5-Chloro-2-[(3-chloropropyl)thio]pyridine
—— 4-[3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine 346688-67-3 C12H15NS
4-[3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine
—— ethyl 7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate 5822-51-5 C22H20N2O3S3
ethyl 7-methyl-2-[(4-methylsulfanylphenyl)methylidene]-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(5,6-diphenyl-1,2,4-triazin-3-ylthio)acetonitrile 332109-95-2 C17H12N4S
2-(5,6-diphenyl-1,2,4-triazin-3-ylthio)acetonitrile
—— 3-[4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enylsulfanyl]-5,6-diphenyl-1,2,4-triazine —— C34H26N6S2
3-[4-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]but-2-enylsulfanyl]-5,6-diphenyl-1,2,4-triazine
—— methyl 2-methoxy-6-(4-methylbenzenethio)pyridine-3-carboxylate 237390-84-0 C15H15NO3S
methyl 2-methoxy-6-(4-methylbenzenethio)pyridine-3-carboxylate
—— 2,4-dimethyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid 35684-57-2 C6H8O4S
2,4-dimethyl-5-oxo-[1,3]oxathiolane-2-carboxylic acid
—— trans-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane 395644-24-3 C12H22OS
trans-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane
—— cis-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane 395644-23-2 C12H22OS
cis-3,3,8-trimethyl-5-oxa-1-thia-spiro[5.5]undecane
—— isothiocyanato-3 hexene-3 97040-53-4 C7H11NS
isothiocyanato-3 hexene-3
—— 1-chloro-2-methyl-2-(methylsulfonyl)propane 108212-17-5 C5H11ClO2S
1-chloro-2-methyl-2-(methylsulfonyl)propane
—— 5-benzylmercapto-[1,2,4]triazole-3,4-diyldiamine 104025-81-2 C9H11N5S
5-benzylmercapto-[1,2,4]triazole-3,4-diyldiamine