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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
—— 6-phenylsulfanylhex-3-en-2-one 1415577-49-9 C12H14OS
6-phenylsulfanylhex-3-en-2-one
—— 6-(Carboxymethyl)-3-propyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 1017422-92-2 C9H12N4O2S
6-(Carboxymethyl)-3-propyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-Methyl-2-[(5-nitro-2-pyridinyl)sulfanyl]-propanoic acid 952183-12-9 C9H10N2O4S
2-Methyl-2-[(5-nitro-2-pyridinyl)sulfanyl]-propanoic acid
—— Hexatriacontyl carbamimidothioate;hydrobromide 7509-95-7 C37H77BrN2S
Hexatriacontyl carbamimidothioate;hydrobromide
—— 4-(Methoxymethyl)-6-[(4-methylbenzyl)sulfanyl]-2-phenylpyrimidine 939762-12-6 C19H18N2OS
4-(Methoxymethyl)-6-[(4-methylbenzyl)sulfanyl]-2-phenylpyrimidine
—— Bis(1-chlorocyclopropyl) sulfone 27531-51-7 C6H8Cl2O2S
Bis(1-chlorocyclopropyl) sulfone
—— 2-(Prop-2-en-1-ylsulfanyl)[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-amine 1011408-20-0 C7H8N6S
2-(Prop-2-en-1-ylsulfanyl)[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-amine
—— Dotriacontyl carbamimidothioate;hydrobromide 7461-14-5 C33H69BrN2S
Dotriacontyl carbamimidothioate;hydrobromide
—— 5,7-diamino-3-phenyl-2-(4-methoxyphenylthio)quinoxaline 1135231-22-9 C21H18N4OS
5,7-diamino-3-phenyl-2-(4-methoxyphenylthio)quinoxaline
—— 2-[(2-Methylsulfanylpyrimidin-4-yl)amino]-1-phenylethanol;hydrochloride 3610-56-8 C13H16ClN3OS
2-[(2-Methylsulfanylpyrimidin-4-yl)amino]-1-phenylethanol;hydrochloride
—— 2-(Pyridyl)-2-thiopseudourea, N-oxide 1126-15-4 C6H7BrN3OS-
2-(Pyridyl)-2-thiopseudourea, N-oxide
—— N-methyl-1-[4-methyl-3-(trimethylazaniumyl)phenyl]sulfanylmethanimidate;hydroiodide —— C12H19IN2OS
N-methyl-1-[4-methyl-3-(trimethylazaniumyl)phenyl]sulfanylmethanimidate;hydroiodide
—— N-methyl-1-[4-(trimethylazaniumyl)phenyl]sulfanylmethanimidate;hydroiodide —— C11H17IN2OS
N-methyl-1-[4-(trimethylazaniumyl)phenyl]sulfanylmethanimidate;hydroiodide
—— Dimethyl(tricyclo[3.3.1.1~3,7~]decan-1-yl)sulfanium iodide 37818-84-1 C12H21IS
Dimethyl(tricyclo[3.3.1.1~3,7~]decan-1-yl)sulfanium iodide
—— 2-Amino-3-(methylsulfanylmethylsulfanyl)propan-1-ol;hydrochloride 61827-16-5 C5H14ClNOS2
2-Amino-3-(methylsulfanylmethylsulfanyl)propan-1-ol;hydrochloride
—— (3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine;hydrochloride 2178-12-3 C20H24ClNS
(3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N,N-dimethylpropan-1-amine;hydrochloride
—— (3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine;hydrochloride 2178-07-6 C19H22ClNS
(3E)-3-(11,12-dihydrobenzo[d][1]benzothiocin-5-ylidene)-N-methylpropan-1-amine;hydrochloride
—— 1,5,6-Trimethyl-3-(methylsulfanyl)-1,2,4-triazin-1-ium iodide 35102-18-2 C7H12IN3S
1,5,6-Trimethyl-3-(methylsulfanyl)-1,2,4-triazin-1-ium iodide
—— N-methyl-N-[methyl-(methylsulfonylmethylidene)-oxo-lambda6-sulfanyl]methanamine 38709-87-4 C5H13NO3S2
N-methyl-N-[methyl-(methylsulfonylmethylidene)-oxo-lambda6-sulfanyl]methanamine
—— 38709-81-8 C6H13NO2S
—— (2,2-Dimethyl-1,1-dioxo-1λ<sup>6</sup>-thietan-3-yl)-trimethyl-ammonium; iodide 92658-16-7 C8H18NO2S*I
(2,2-Dimethyl-1,1-dioxo-1λ<sup>6</sup>-thietan-3-yl)-trimethyl-ammonium; iodide
—— 2-(1-Methoxyethyl)-N,N,N-trimethyl-1,1-dioxo-1lambda~6~-thietan-3-aminium iodide 17346-39-3 C9H20INO3S
2-(1-Methoxyethyl)-N,N,N-trimethyl-1,1-dioxo-1lambda~6~-thietan-3-aminium iodide
—— 3-(4-Aminophenyl)sulfanylpropanoic acid;hydrochloride 30086-22-7 C9H12ClNO2S
3-(4-Aminophenyl)sulfanylpropanoic acid;hydrochloride
—— Bis(2-aminoethylsulfanyl)methanone;hydrochloride 13889-99-1 C5H13ClN2OS2
Bis(2-aminoethylsulfanyl)methanone;hydrochloride
—— 1-Dimethylamino-7-thia-bicyclo<4.2.0>octan-7,7-dioxid-methoiodid 944-08-1 C10H20NO2S*I
1-Dimethylamino-7-thia-bicyclo<4.2.0>octan-7,7-dioxid-methoiodid
—— 2-(3,5-Dioxo-2,3,4,5-tetrahydro-as-triazin-6-yl)-2-thiopseudourea hydrobromide 4956-09-6 C4H6BrN5O2S
2-(3,5-Dioxo-2,3,4,5-tetrahydro-as-triazin-6-yl)-2-thiopseudourea hydrobromide
—— 2-(3-Nitro-pyridyl-(2)-isothiuronium-chlorid 5897-92-7 C6H6N4O2S*ClH
2-(3-Nitro-pyridyl-(2)-isothiuronium-chlorid
—— 2-[4-(2-Aminoethyldisulfanyl)butyldisulfanyl]ethanamine;hydrochloride 92443-09-9 C8H21ClN2S4
2-[4-(2-Aminoethyldisulfanyl)butyldisulfanyl]ethanamine;hydrochloride
—— 5-[(4-Chlorophenyl)sulfanylmethyl]-4-(hydroxymethyl)-2-methylpyridin-3-ol;hydrochloride 92253-14-0 C14H15Cl2NO2S
5-[(4-Chlorophenyl)sulfanylmethyl]-4-(hydroxymethyl)-2-methylpyridin-3-ol;hydrochloride
—— 2-[2-(dimethylamino)ethylsulfonylsulfanyl]-N,N-dimethylethanamine;hydrochloride 92400-42-5 C8H21ClN2O2S2
2-[2-(dimethylamino)ethylsulfonylsulfanyl]-N,N-dimethylethanamine;hydrochloride
—— N,N-dimethyl-2-(2,3,4,5,6-pentachlorophenyl)sulfanylethanamine;hydrochloride 90917-26-3 C10H11Cl6NS
N,N-dimethyl-2-(2,3,4,5,6-pentachlorophenyl)sulfanylethanamine;hydrochloride
—— 1-(2-Phenylethyl)-2-[(2-phenylethyl)sulfanyl]pyridin-1-ium bromide 6278-00-8 C21H22BrNS
1-(2-Phenylethyl)-2-[(2-phenylethyl)sulfanyl]pyridin-1-ium bromide
—— 2-(2,3,3,4,5,5-Hexamethylhexan-2-yltrisulfanyl)-2,3,3,4,5,5-hexamethylhexane —— C24H50S3
2-(2,3,3,4,5,5-Hexamethylhexan-2-yltrisulfanyl)-2,3,3,4,5,5-hexamethylhexane
—— Di-tert-nonyl polysulfide 1135094-37-9 C18H38S3
Di-tert-nonyl polysulfide
—— 2,4,4-Trimethyl-1,2-bis(2,4,4-trimethylpentan-2-yltetrasulfanyl)pentane —— C24H50S8
2,4,4-Trimethyl-1,2-bis(2,4,4-trimethylpentan-2-yltetrasulfanyl)pentane
—— 5-Methyl-2-furyl-(4-methylthiophenyl)methanol 356552-81-3 C13H14O2S
5-Methyl-2-furyl-(4-methylthiophenyl)methanol
—— 4-(phenylsulfanylmethyl)-1-[[(2R,5S)-5-[(2S,5R)-5-[[4-(phenylsulfanylmethyl)triazol-1-yl]methyl]oxolan-2-yl]oxolan-2-yl]methyl]triazole 1135700-38-7 C28H32N6O2S2
4-(phenylsulfanylmethyl)-1-[[(2R,5S)-5-[(2S,5R)-5-[[4-(phenylsulfanylmethyl)triazol-1-yl]methyl]oxolan-2-yl]oxolan-2-yl]methyl]triazole
—— 5,5a(2)-[(6-Chloro-2,3-quinoxalinediyl)bis(thio)]bis[1,3,4-thiadiazol-2-amine] 353257-53-1 C12H7ClN8S4
5,5a(2)-[(6-Chloro-2,3-quinoxalinediyl)bis(thio)]bis[1,3,4-thiadiazol-2-amine]
—— potassium N,N-dimethylthiocarbamate 40033-86-1 C3H6NOS*K
potassium N,N-dimethylthiocarbamate
—— Sodium;2-[2-(5-chlorothiophen-2-yl)-5-(4-methylsulfanylphenyl)furan-3-yl]acetate 683251-30-1 C17H12ClO3S2*Na
Sodium;2-[2-(5-chlorothiophen-2-yl)-5-(4-methylsulfanylphenyl)furan-3-yl]acetate
—— (5R,6R)-5,6-bis[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 957128-64-2 C15H20O4S5
(5R,6R)-5,6-bis[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione
—— OS-methyl 2-methylthioperoxybutyrate 94133-52-5 C6H12O2S
OS-methyl 2-methylthioperoxybutyrate
—— Ethyl carbonotrithioate 1118-64-5 C3H5S3-
Ethyl carbonotrithioate
—— Pyridine, 2-[(4-chloro-2-buten-1-yl)thio]-5-(trifluoromethyl)- 1344842-99-4 C10H9ClF3NS
Pyridine, 2-[(4-chloro-2-buten-1-yl)thio]-5-(trifluoromethyl)-
—— 2-[[2-(Methylamino)ethyl]sulfinyl]ethanol 1173400-47-9 C5H13NO2S
2-[[2-(Methylamino)ethyl]sulfinyl]ethanol
—— 5-amino-6-[[(4R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methylsulfanyl]-1H-pyrimidine-2,4-dione 952288-36-7 C15H23N3O6S
5-amino-6-[[(4R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methylsulfanyl]-1H-pyrimidine-2,4-dione
—— 4-[[(4R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methylsulfanyl]-2,6-dimethoxy-5-nitropyrimidine 952288-34-5 C17H25N3O8S
4-[[(4R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methylsulfanyl]-2,6-dimethoxy-5-nitropyrimidine
—— [2-(3-benzenesulfanyl-1H-indol-7-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester 706784-09-0 C22H26N2O3S
[2-(3-benzenesulfanyl-1H-indol-7-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester
—— 3-Methylthietan-1,1-dioxid 25903-07-5 C4H8O2S
3-Methylthietan-1,1-dioxid
—— 5-Chloro-2-(2-methyl-4-nitrophenyl)sulfanyl-1,3-benzothiazole 315227-75-9 C14H9ClN2O2S2
5-Chloro-2-(2-methyl-4-nitrophenyl)sulfanyl-1,3-benzothiazole