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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-((Pyrrolidin-2-ylmethyl)thio)pyridine hydrochloride 1421002-29-0 C10H15ClN2S
2-((Pyrrolidin-2-ylmethyl)thio)pyridine hydrochloride
—— 3-Methyl-6-(piperidin-4-ylthio)pyridazine hydrochloride 1177283-45-2 C10H16ClN3S
3-Methyl-6-(piperidin-4-ylthio)pyridazine hydrochloride
—— (R)-2-(methylthio)-4-(pyrrolidin-3-ylthio)pyrimidine hydrochloride 1421025-23-1 C9H14ClN3S2
(R)-2-(methylthio)-4-(pyrrolidin-3-ylthio)pyrimidine hydrochloride
—— Sodium;[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]-(quinolin-8-ylmethylsulfanyl)phosphinate 1428964-51-5 C24H22N2O3PS2*Na
Sodium;[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]-(quinolin-8-ylmethylsulfanyl)phosphinate
—— Sodium;[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]-propylsulfanylphosphinate 1428964-53-7 C17H21NO3PS2*Na
Sodium;[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]-propylsulfanylphosphinate
—— Sodium;benzylsulfanyl-[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]phosphinate 1428964-52-6 C21H21NO3PS2*Na
Sodium;benzylsulfanyl-[[2-[2-(hydroxymethyl)phenyl]sulfanylphenyl]methylamino]phosphinate
—— 4-(4-aminophenyl)sulfanyl-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]-N-(1-phenylcyclopropyl)benzamide 1439553-76-0 C32H30N6OS
4-(4-aminophenyl)sulfanyl-3-[(7-isopropylpyrido[2,3-d]pyrimidin-4-yl)amino]-N-(1-phenylcyclopropyl)benzamide
—— 3,3,3-Trifluoropropyl p-tolyl sulfide 1447671-85-3 C10H11F3S
3,3,3-Trifluoropropyl p-tolyl sulfide
—— S-(5-bromo-2-fluorophenyl)dimethylthiocarbamate 1431329-19-9 C9H9BrFNOS
S-(5-bromo-2-fluorophenyl)dimethylthiocarbamate
—— 8-(Mesitylthio)-9-(pent-4-yn-1-yl)-9H-purin-6-amine 1454619-17-0 C19H21N5S
8-(Mesitylthio)-9-(pent-4-yn-1-yl)-9H-purin-6-amine
—— Methyl 2-[(3-aminophenyl)thio]isonicotinate 1415719-19-5 C13H12N2O2S
Methyl 2-[(3-aminophenyl)thio]isonicotinate
—— 7-bromo-2-[4'-(tert-butylthio)phenyl]-1,8-dihydroazulene-1,1-dicarbonitrile 1430198-67-6 C22H19BrN2S
7-bromo-2-[4'-(tert-butylthio)phenyl]-1,8-dihydroazulene-1,1-dicarbonitrile
—— 2-[4'-(tert-butylthio)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile 1430198-66-5 C22H20N2S
2-[4'-(tert-butylthio)phenyl]-1,8a-dihydroazulene-1,1-dicarbonitrile
—— 2-[4'-(tert-butylthio)phenyl]-7,8-dibromo-1,7,8,8a-tetrahydroazulene-1,1-dicarbonitrile 1445756-38-6 C22H20Br2N2S
2-[4'-(tert-butylthio)phenyl]-7,8-dibromo-1,7,8,8a-tetrahydroazulene-1,1-dicarbonitrile
—— (3R)-1-(5-chloro-6-ethyl-2-quinazolin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine 1275606-95-5 C20H20ClN7S
(3R)-1-(5-chloro-6-ethyl-2-quinazolin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine
—— 6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-2,3-dihydroisoindol-1-one 1275604-51-7 C20H21ClN6OS
6-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-2,3-dihydroisoindol-1-one
—— 5-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-1,2-dihydropyrazolo[3,4-b]pyridin-3-one 1275607-19-6 C18H19ClN8OS
5-[[4-[(3R)-3-aminopyrrolidin-1-yl]-5-chloro-6-ethyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl]sulfanyl]-1,2-dihydropyrazolo[3,4-b]pyridin-3-one
—— (3R)-1-(5-chloro-6-ethyl-2-pyrimidin-5-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine 1275604-75-5 C16H18ClN7S
(3R)-1-(5-chloro-6-ethyl-2-pyrimidin-5-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine
—— (3R)-1-[5-chloro-6-ethyl-2-(1,5-naphthyridin-3-ylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-amine 1275604-90-4 C20H20ClN7S
(3R)-1-[5-chloro-6-ethyl-2-(1,5-naphthyridin-3-ylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-amine
—— (3R)-1-[5-chloro-6-ethyl-2-(1-oxidoquinolin-1-ium-7-yl)sulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-amine 1275606-44-4 C21H21ClN6OS
(3R)-1-[5-chloro-6-ethyl-2-(1-oxidoquinolin-1-ium-7-yl)sulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl]pyrrolidin-3-amine
—— (3R)-1-(5-chloro-6-ethyl-2-quinolin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine 1275606-42-2 C21H21ClN6S
(3R)-1-(5-chloro-6-ethyl-2-quinolin-7-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrrolidin-3-amine
—— (2R,3R,4S)-3-acetamido-4-[[N'-(2-phenylsulfanylethyl)carbamimidoyl]amino]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid 1442563-31-6 C20H28N4O7S
(2R,3R,4S)-3-acetamido-4-[[N'-(2-phenylsulfanylethyl)carbamimidoyl]amino]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
—— (2R,3R,4S)-3-acetamido-4-[[amino-[(2-phenylsulfanylacetyl)amino]methylidene]amino]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid 1442563-14-5 C20H26N4O8S
(2R,3R,4S)-3-acetamido-4-[[amino-[(2-phenylsulfanylacetyl)amino]methylidene]amino]-2-[(1R,2R)-1,2,3-trihydroxypropyl]-3,4-dihydro-2H-pyran-6-carboxylic acid
—— bis(2-hexylsulfonylethyl) diselenide 1448046-95-4 C16H34O4S2Se2
bis(2-hexylsulfonylethyl) diselenide
—— 1443543-76-7 C41H48NS12
—— Methyl-d(3)-methanthiolsulfonat 55800-37-8 C2H6O2S2
Methyl-d(3)-methanthiolsulfonat
—— 1-{4-[(Difluoromethyl)sulfanyl]phenyl}ethan-1-amine hydrochloride 1384428-34-5 C9H12ClF2NS
1-{4-[(Difluoromethyl)sulfanyl]phenyl}ethan-1-amine hydrochloride
—— [7-(Trimethylammonium)hepyl] Methanethiosulfonate Bromide 1159174-26-1 C11H26BrNO2S2
[7-(Trimethylammonium)hepyl] Methanethiosulfonate Bromide
—— 2,3-Dihydro-1-benzothiophene-2-carbohydrazide hydrochloride 1427379-85-8 C9H11ClN2OS
2,3-Dihydro-1-benzothiophene-2-carbohydrazide hydrochloride
—— 2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanimidamide 1423117-51-4 C5H8N4S3
2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanimidamide
—— 2-Cyclopropylmethanesulfonylethan-1-amine hydrochloride 1394040-68-6 C6H14ClNO2S
2-Cyclopropylmethanesulfonylethan-1-amine hydrochloride
—— 5-(Tert-butylsulfanyl)pyridine-2-carbonitrile 1423031-55-3 C10H12N2S
5-(Tert-butylsulfanyl)pyridine-2-carbonitrile
—— Methyl[2-(propane-2-sulfonyl)ethyl]amine hydrochloride 1423029-54-2 C6H16ClNO2S
Methyl[2-(propane-2-sulfonyl)ethyl]amine hydrochloride
—— 1-{[2-(benzylsulfanyl)phenyl]methyl}-1H-1,2,4-triazole hydrochloride 1432679-82-7 C16H16ClN3S
1-{[2-(benzylsulfanyl)phenyl]methyl}-1H-1,2,4-triazole hydrochloride
—— 1,9-Dichloro-3,7-dithianonane 63905-10-2 C8H18Cl2S2
1,9-Dichloro-3,7-dithianonane
—— tert-butyl N-[2-(prop-2-yne-1-sulfonyl)ethyl]carbamate 1443981-48-3 C10H17NO4S
tert-butyl N-[2-(prop-2-yne-1-sulfonyl)ethyl]carbamate
—— (E)-4,4,5,5-tetramethyl-2-(3-(4-(methylthio)phenyl)prop-1-enyl)-[1,3,2]-dioxaborolane 1444826-98-5 C16H23BO2S
(E)-4,4,5,5-tetramethyl-2-(3-(4-(methylthio)phenyl)prop-1-enyl)-[1,3,2]-dioxaborolane
—— 2-((4-fluorophenyl)thio)-N-(2-(3-methylisoxazol-5-yl)ethyl)acetamide 1421509-53-6 C14H15FN2O2S
2-((4-fluorophenyl)thio)-N-(2-(3-methylisoxazol-5-yl)ethyl)acetamide
—— [[[Ethenyl(dimethyl)-lambda4-sulfanyl]amino]-dimethyl-lambda4-sulfanyl]oxyethene 7691-02-3 C8H19NOS2
[[[Ethenyl(dimethyl)-lambda4-sulfanyl]amino]-dimethyl-lambda4-sulfanyl]oxyethene
—— [5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methanol 1307845-24-4 C11H12ClN3OS
[5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methanol
—— 1-(2,2-Dimethylcyclopentyl)-3-(4-methanesulfonyl-2,2-dimethylbutyl)urea 1424188-18-0 C15H30N2O3S
1-(2,2-Dimethylcyclopentyl)-3-(4-methanesulfonyl-2,2-dimethylbutyl)urea
—— 3-Chlor-1-guanylmercapto-buten-(2) 91997-46-5 C5H9ClN2S
3-Chlor-1-guanylmercapto-buten-(2)
—— 2-[[[[4-(Methylthio)phenyl]methylene]amino]oxy]-N-(2-thienylmethyl)acetamide 924861-94-9 C15H16N2O2S2
2-[[[[4-(Methylthio)phenyl]methylene]amino]oxy]-N-(2-thienylmethyl)acetamide
—— 2-Cyclopropyl-5-{[(1,3-thiazol-4-yl)methyl]sulfanyl}-1,3,4-thiadiazole 1384565-01-8 C9H9N3S3
2-Cyclopropyl-5-{[(1,3-thiazol-4-yl)methyl]sulfanyl}-1,3,4-thiadiazole
—— phenyl-2,6-dideoxy-3,4-bis-O-tert-butyldimethylsilyl-1-thio-α,β-L-arabino-hexapyranoside 560088-24-6 C24H44O3SSi2
phenyl-2,6-dideoxy-3,4-bis-O-tert-butyldimethylsilyl-1-thio-α,β-L-arabino-hexapyranoside
—— 8-((3-(dichloroamino)-3-methylbutyl)sulfonyl)octan-1-ol 1373434-74-2 C13H27Cl2NO3S
8-((3-(dichloroamino)-3-methylbutyl)sulfonyl)octan-1-ol
—— 3-[3-(Dichloroamino)-3-methylbutyl]sulfonylpropan-1-ol 1373434-76-4 C8H17Cl2NO3S
3-[3-(Dichloroamino)-3-methylbutyl]sulfonylpropan-1-ol
—— 2-(2-(dichloroamino)-2-methylpropylsulfonyl)ethanol 1373434-75-3 C6H13Cl2NO3S
2-(2-(dichloroamino)-2-methylpropylsulfonyl)ethanol
—— [(2R)-2-[(2S,5S,6R)-5-methyl-6-phenylsulfanyloxan-2-yl]propoxy]-tri(propan-2-yl)silane 1448544-43-1 C24H42O2SSi
[(2R)-2-[(2S,5S,6R)-5-methyl-6-phenylsulfanyloxan-2-yl]propoxy]-tri(propan-2-yl)silane
—— (1R,2R)-2-(Pyrimidin-2-ylthio)cyclopentanamine hydrochloride 1245649-62-0 C9H14ClN3S
(1R,2R)-2-(Pyrimidin-2-ylthio)cyclopentanamine hydrochloride