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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
—— 8-bromo-1-methylsulfanyloctane 64053-04-9 C9H19BrS
8-bromo-1-methylsulfanyloctane
—— (3-Methylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid 112081-00-2 C6H7N3O3S
(3-Methylsulfanyl-5-oxo-4,5-dihydro-[1,2,4]triazin-6-yl)-acetic acid
—— 5-amino-6-methylthio-3-phenyl-1,2,4-triazine 113424-45-6 C10H10N4S
5-amino-6-methylthio-3-phenyl-1,2,4-triazine
—— (2,6-dimethylphenyl)(o-tolyl)sulfane 38630-01-2 C15H16S
(2,6-dimethylphenyl)(o-tolyl)sulfane
—— 3-Amino-2-(2-carbomethoxyethylthio)pyridine 111042-83-2 C9H12N2O2S
3-Amino-2-(2-carbomethoxyethylthio)pyridine
—— 5-amino-6-methylthio-3-pyridin-2-yl-1,2,4-triazine 113424-46-7 C9H9N5S
5-amino-6-methylthio-3-pyridin-2-yl-1,2,4-triazine
—— 2-<<(N-t-Boc)-2-aminoethyl>sulphonyl>ethanol 142604-13-5 C9H19NO5S
2-<<(N-t-Boc)-2-aminoethyl>sulphonyl>ethanol
—— 5-methoxy-3-methyl-2-(methylthio)pyrimidin-4(3H)-one 1671-10-9 C7H10N2O2S
5-methoxy-3-methyl-2-(methylthio)pyrimidin-4(3H)-one
—— 1-Chloro-2-(methylsulfanyl)octane 112762-76-2 C9H19ClS
1-Chloro-2-(methylsulfanyl)octane
—— 1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]piperidine-4-carboxamide 1185190-71-9 C21H26IN3O2S
1-[4-(3,5-dimethylphenylsulfanyl)-5-iodo-2-methyl-6-oxo-1,6-dihydropyridin-3-ylmethyl]piperidine-4-carboxamide
—— (E)-3-acetoxy-2-phenylthiohex-2-ene 123639-43-0 C14H18O2S
(E)-3-acetoxy-2-phenylthiohex-2-ene
—— 2-(Phenylthio)hexan-3-one 66080-38-4 C12H16OS
2-(Phenylthio)hexan-3-one
—— 2,3-bis(4-chlorophenylsulfany)hexane 1217367-17-3 C18H20Cl2S2
2,3-bis(4-chlorophenylsulfany)hexane
—— 4-tert-Butyl-1,1-bis-butylsulfanyl-cyclohexane 111784-50-0 C18H36S2
4-tert-Butyl-1,1-bis-butylsulfanyl-cyclohexane
—— 3-Methylsulfanyl-6-phenyl-thiazolo[5,4-e][1,2,4]triazine 112394-40-8 C11H8N4S2
3-Methylsulfanyl-6-phenyl-thiazolo[5,4-e][1,2,4]triazine
—— 6-Methylsulfanyl-3-phenyl-thiazolo[5,4-e][1,2,4]triazine 112394-71-5 C11H8N4S2
6-Methylsulfanyl-3-phenyl-thiazolo[5,4-e][1,2,4]triazine
—— 5-p-Tolylmercapto-toluchinon 30771-64-3 C14H12O2S
5-p-Tolylmercapto-toluchinon
—— methyl 7-benzyloxy-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate 110668-57-0 C21H21ClO5S
methyl 7-benzyloxy-4-(3-chloropropyl)-3-oxo-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate
—— 4-heptafluoropropylthio-2,3,5,6-tetrachloropyridine 129626-68-2 C8Cl4F7NS
4-heptafluoropropylthio-2,3,5,6-tetrachloropyridine
—— Ethyl propyl [(phenylsulfanyl)methyl]phosphonate 114077-27-9 C12H19O3PS
Ethyl propyl [(phenylsulfanyl)methyl]phosphonate
—— 2-Cyano-2,2-bis-phenylsulfanyl-acetamide 79296-19-8 C15H12N2OS2
2-Cyano-2,2-bis-phenylsulfanyl-acetamide
—— [(2-Methoxy-2-methylhex-4-yn-3-yl)sulfanyl]benzene 114232-43-8 C14H18OS
[(2-Methoxy-2-methylhex-4-yn-3-yl)sulfanyl]benzene
—— 4-oxa-2,6,8,10-tetrathiabicyclo<5.3.0>-9-(ethylthio)-1(7)-decene 113768-96-0 C7H10OS5
4-oxa-2,6,8,10-tetrathiabicyclo<5.3.0>-9-(ethylthio)-1(7)-decene
—— N-(1-Phenylethyl)-2-[(phenylsulfanyl)methyl]prop-2-enamide 111947-39-8 C18H19NOS
N-(1-Phenylethyl)-2-[(phenylsulfanyl)methyl]prop-2-enamide
—— 1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose 157555-88-9 C14H18O4S
1,2-O-isopropylidene-5-S-phenyl-5-thio-α-D-xylofuranose
—— 2-methyl-5-(1-(phenylthio)cyclopropoxy)pyridine 1198167-13-3 C15H15NOS
2-methyl-5-(1-(phenylthio)cyclopropoxy)pyridine
—— 2,5-Dimethyl-3-phenylsulfanyl-benzofuran 113502-92-4 C16H14OS
2,5-Dimethyl-3-phenylsulfanyl-benzofuran
—— tert-butyl 4-{2-[6-amino-8-(1,3-benzodioxol-5-ylthio)-9H-purin-9-yl]ethyl}piperidine-1-carboxylate 1156468-60-8 C24H30N6O4S
tert-butyl 4-{2-[6-amino-8-(1,3-benzodioxol-5-ylthio)-9H-purin-9-yl]ethyl}piperidine-1-carboxylate
—— (4-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane 1242673-95-5 C15H15BrO3S
(4-bromophenyl)(2,4,6-trimethoxyphenyl)sulfane
—— 2-(Methylsulfanyl)[1,3]thiazolo[4,5-d]pyrimidine-5,7(4H,6H)-dithione 113294-79-4 C6H5N3S4
2-(Methylsulfanyl)[1,3]thiazolo[4,5-d]pyrimidine-5,7(4H,6H)-dithione
—— 5-nitro-1-propyl-6-(pyridin-4-ylsulfanyl)-1H-pyrimidin-2,4-dione 1123799-91-6 C12H12N4O4S
5-nitro-1-propyl-6-(pyridin-4-ylsulfanyl)-1H-pyrimidin-2,4-dione
—— 5-nitro-1-propyl-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione 1123799-94-9 C12H12N4O5S
5-nitro-1-propyl-6-(pyridin-N-oxide-4-ylsulfanyl)-1H-pyrimidin-2,4-dione
—— (R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(4S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]methanol 356074-21-0 C17H24O5S
(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[(4S)-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolan-4-yl]methanol
—— 3-((4-bromophenyl)thio)-1-methyl-1H-indole 1415328-99-2 C15H12BrNS
3-((4-bromophenyl)thio)-1-methyl-1H-indole
—— 2-((4-bromophenyl)thio)phenol 1254831-59-8 C12H9BrOS
2-((4-bromophenyl)thio)phenol
—— 2-(3-methylthio-1H-1,2,4-triazol-yl)butan-2-yl pivalate 112390-27-9 C12H21N3O2S
2-(3-methylthio-1H-1,2,4-triazol-yl)butan-2-yl pivalate
—— 5-amino-3-(methylthio)-6-phenyl-1,2,4-triazine 109307-22-4 C10H10N4S
5-amino-3-(methylthio)-6-phenyl-1,2,4-triazine
—— 2,2'-((alpha-Methylbenzylidene)dithio)bis(1-propylamine) 91486-04-3 C14H24N2S2
2,2'-((alpha-Methylbenzylidene)dithio)bis(1-propylamine)
—— 1-[(E)-3-(2-Furyl)prop-2-en-1-yl]-6-(phenylthio)thymine 157401-06-4 C18H16N2O3S
1-[(E)-3-(2-Furyl)prop-2-en-1-yl]-6-(phenylthio)thymine
—— 4-Methanesulfonyl-pentan-2-one 120695-71-8 C6H12O3S
4-Methanesulfonyl-pentan-2-one
—— 2-Isobutyl-2-methyl-[1,3]dithiane 70580-38-0 C9H18S2
2-Isobutyl-2-methyl-[1,3]dithiane
—— 4-Methyl-2-pentanon-aethylenmonothioketal 5721-87-9 C8H16OS
4-Methyl-2-pentanon-aethylenmonothioketal
—— 2-isobutyl-2-methyl-1,3-dithiolane 6008-87-3 C8H16S2
2-isobutyl-2-methyl-1,3-dithiolane
—— (Z)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene 69769-65-9 C10H20S
(Z)-2,6-Dimethyl-4-methylsulfanyl-hept-3-ene
—— 5,6-Bis-methylsulfanyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione 113502-34-4 C7H6S7
5,6-Bis-methylsulfanyl-[1,3]dithiolo[4,5-b][1,4]dithiine-2-thione
—— 6-(methylthio)-2,3-dihydrofuro<2,3-b>pyrimidine 109307-08-6 C7H8N2OS
6-(methylthio)-2,3-dihydrofuro<2,3-b>pyrimidine
—— 5-(tert-butyldiphenylsilyloxy)-2-methyl-2-(phenylsulfanyl)-pentanal 131074-33-4 C28H34O2SSi
5-(tert-butyldiphenylsilyloxy)-2-methyl-2-(phenylsulfanyl)-pentanal
—— 5-cyano-2-(3,5-dichlorophenylthio)benzene-1-sulfonyl chloride 1253499-76-1 C13H6Cl3NO2S2
5-cyano-2-(3,5-dichlorophenylthio)benzene-1-sulfonyl chloride
—— 4-(3,5-Dichlorophenyl)sulfanyl-3-(3-oxopiperazin-1-yl)sulfonylbenzonitrile 1253498-75-7 C17H13Cl2N3O3S2
4-(3,5-Dichlorophenyl)sulfanyl-3-(3-oxopiperazin-1-yl)sulfonylbenzonitrile
—— methoxyacetyl isothiocyanate 113574-80-4 C4H5NO2S
methoxyacetyl isothiocyanate