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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-dimethylamino-7-methyl-5,7-dihydro-3<i>H</i>-thieno[3,4-<i>d</i>]pyrimidin-4-one 5719-28-8 C9H13N3OS
2-dimethylamino-7-methyl-5,7-dihydro-3<i>H</i>-thieno[3,4-<i>d</i>]pyrimidin-4-one
—— 5-Methylsulfanyl-2-oxo-2H-pyridine-1-carboxylic acid methylamide 25764-82-3 C8H10N2O2S
5-Methylsulfanyl-2-oxo-2H-pyridine-1-carboxylic acid methylamide
—— 2-Amino-5-cyanomethylthio-pyrrol-3,4-dicarbonitril 170953-52-3 C8H5N5S
2-Amino-5-cyanomethylthio-pyrrol-3,4-dicarbonitril
—— S-butyl-S-(1,1-dimethylethyl)sulfoximine 118657-18-4 C8H19NOS
S-butyl-S-(1,1-dimethylethyl)sulfoximine
—— 4-(phenylthio)benzohydroxamic acid 77868-25-8 C13H11NO2S
4-(phenylthio)benzohydroxamic acid
—— 4-(4-Chloro-phenylsulfanyl)-4-(2-hydroxy-ethyl)-3-isopropylidene-azetidin-2-one 101166-68-1 C14H16ClNO2S
4-(4-Chloro-phenylsulfanyl)-4-(2-hydroxy-ethyl)-3-isopropylidene-azetidin-2-one
—— 1-Butanethiol, 2-amino-4-(methylthio)-, (2S)- 139428-86-7 C5H13NS2
1-Butanethiol, 2-amino-4-(methylthio)-, (2S)-
—— 2-benzylsulfanyl-4,5,6,7-tetrahydro-benzothiazole 23920-76-5 C14H15NS2
2-benzylsulfanyl-4,5,6,7-tetrahydro-benzothiazole
—— 3-(Furan-2-ylsulfanyl)-propan-1-ol 127505-91-3 C7H10O2S
3-(Furan-2-ylsulfanyl)-propan-1-ol
—— N'-(1-(2-chlorophenyl)ethylidene)-2-[(1-methyl-1H-tetrazol-5-yl)thio]acetohydrazide 1416371-01-1 C12H13ClN6OS
N'-(1-(2-chlorophenyl)ethylidene)-2-[(1-methyl-1H-tetrazol-5-yl)thio]acetohydrazide
—— 1-(3,6-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(6-methyl-4-oxo-2-thiadecyl-1,2,3,4-tetrahydropyrimidin-5-yl)hexane 1254971-15-7 C27H44N4O3S
1-(3,6-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-6-(6-methyl-4-oxo-2-thiadecyl-1,2,3,4-tetrahydropyrimidin-5-yl)hexane
—— ethyl (5-acetyl-6-methyl-2-[(E)-2-(2-thienyl)vinyl]pyrimidin-4-ylthio)acetate 1094816-69-9 C17H18N2O3S2
ethyl (5-acetyl-6-methyl-2-[(E)-2-(2-thienyl)vinyl]pyrimidin-4-ylthio)acetate
—— (S)-(+)-1-adamantylamino-2-[4-(4-chlorophenylthio)phenyl]propan-2-ol 1323142-77-3 C25H30ClNOS
(S)-(+)-1-adamantylamino-2-[4-(4-chlorophenylthio)phenyl]propan-2-ol
—— (Z)-3-Ethylsulfanyl-2-methyl-but-2-enenitrile 53700-01-9 C7H11NS
(Z)-3-Ethylsulfanyl-2-methyl-but-2-enenitrile
—— 5-(2-Bromo-phenylsulfanyl)-3-methoxy-6-nitro-benzofuran 286377-44-4 C15H10BrNO4S
5-(2-Bromo-phenylsulfanyl)-3-methoxy-6-nitro-benzofuran
—— 5-acetoxy-4,6-di-t-butyl-2-iodomethyl-2-methyl-2,3-dihydrobenzothiophene 173662-61-8 C20H29IO2S
5-acetoxy-4,6-di-t-butyl-2-iodomethyl-2-methyl-2,3-dihydrobenzothiophene
—— (R)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-((5-cyclopropyl-2-(methoxymethyloxy)phenyl)thio)phenyl}-1-((dimethoxyphosphoryl)oxy)-2-(1-hydroxypropyl)butane 1383617-37-5 C31H45ClNO9PS
(R)-2-(((tert-butoxy)carbonyl)amino)-4-{2-chloro-4-((5-cyclopropyl-2-(methoxymethyloxy)phenyl)thio)phenyl}-1-((dimethoxyphosphoryl)oxy)-2-(1-hydroxypropyl)butane
—— 83135-87-9 C16H23N3O5S
—— [Et4N][(C6F5)2B(C5H4)ZrMe2] 345910-15-8 C8H20N*C24H14BF10Zr
[Et4N][(C6F5)2B(C5H4)ZrMe2]
—— trithiocarbonic acid ; compound with guanidine 54015-07-5 CH2S3*2CH5N3
trithiocarbonic acid ; compound with guanidine
—— 3,5,6,3',5',6'-hexachloro-2,2'-butane-1,4-diylbissulfanyl-bis-pyrazine 36041-01-7 C12H8Cl6N4S2
3,5,6,3',5',6'-hexachloro-2,2'-butane-1,4-diylbissulfanyl-bis-pyrazine
—— (E)-1,4-di(t-butylthio)-1-hexylthio-1-buten-3-yne 1269800-95-4 C18H32S3
(E)-1,4-di(t-butylthio)-1-hexylthio-1-buten-3-yne
—— Dipropyl-dithiocarbamic acid cyclohepta-2,4,6-trienyl ester 39234-15-6 C14H21NS2
Dipropyl-dithiocarbamic acid cyclohepta-2,4,6-trienyl ester
—— 1-benzothiazol-2-ylsulfanyl-phthalazine 17323-00-1 C15H9N3S2
1-benzothiazol-2-ylsulfanyl-phthalazine
—— 1,3-Dimethoxy-2-(p-methylthiophenylthio)-propan 32195-43-0 C12H18O2S2
1,3-Dimethoxy-2-(p-methylthiophenylthio)-propan
—— 3,4,4aβ,5,6,7,8,8aα-octahydro-8α-methyl-1β-(phenylthio)-1H-2-benzopyran 143215-43-4 C16H22OS
3,4,4aβ,5,6,7,8,8aα-octahydro-8α-methyl-1β-(phenylthio)-1H-2-benzopyran
—— tert-butylN-{2-[(2-hydroxyethyl)(imino)oxo-lambda6-sulfanyl]ethyl}carbamate 2416234-34-7 C9H20N2O4S
tert-butylN-{2-[(2-hydroxyethyl)(imino)oxo-lambda6-sulfanyl]ethyl}carbamate
—— 2,6-Dichloro-3-methylsulfanyl-phenylamine 15945-21-8 C7H7Cl2NS
2,6-Dichloro-3-methylsulfanyl-phenylamine
—— 2-o-chlorobenzylthio-N-phenylcytosine 622837-49-4 C17H14ClN3S
2-o-chlorobenzylthio-N-phenylcytosine
—— (2S)-1-[(5-bromo-6-ethyl-2-pyridin-3-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-2-ol;2,2,2-trifluoroacetic acid 1275599-08-0 C2HF3O2*C16H18BrN5OS
(2S)-1-[(5-bromo-6-ethyl-2-pyridin-3-ylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]propan-2-ol;2,2,2-trifluoroacetic acid
—— 4-benzyl-3-benzylsulfanyl-5-cyclohex-1-enyl-4H-[1,2,4]triazole 1448538-39-3 C22H23N3S
4-benzyl-3-benzylsulfanyl-5-cyclohex-1-enyl-4H-[1,2,4]triazole
—— 2-Chloro-N-[3,5-dichloro-4-(5-cyano-benzothiazol-2-ylsulfanyl)-phenyl]-4-trifluoromethyl-benzenesulfonamide 315225-33-3 C21H9Cl3F3N3O2S3
2-Chloro-N-[3,5-dichloro-4-(5-cyano-benzothiazol-2-ylsulfanyl)-phenyl]-4-trifluoromethyl-benzenesulfonamide
—— 3-(2,5-dichlorophenyl)sulfanyl-1H-indole 1448709-50-9 C14H9Cl2NS
3-(2,5-dichlorophenyl)sulfanyl-1H-indole
—— 2,6-Bis-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-3,5-bis-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-pyran-4-one 75782-17-1 C17F28O2S2
2,6-Bis-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-3,5-bis-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethylsulfanyl)-pyran-4-one
—— 1-(4-(dimethylamino)phenyl)-4-(phenylthio)but-2-yn-1-ol 1314664-70-4 C18H19NOS
1-(4-(dimethylamino)phenyl)-4-(phenylthio)but-2-yn-1-ol
—— α-(5-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-isobutyric acid 103860-39-5 C9H12N2O3S
α-(5-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylmercapto)-isobutyric acid
—— 1-(2-phenethyl-1,3-dithian-2-yl)hept-6-en-1-ol 1392325-39-1 C19H28OS2
1-(2-phenethyl-1,3-dithian-2-yl)hept-6-en-1-ol
—— 4-(thioacetooctadecylamido)-5-methylthio-1,3-dithiol-2-thione 927414-51-5 C24H43NOS5
4-(thioacetooctadecylamido)-5-methylthio-1,3-dithiol-2-thione
—— 1,7-bis-phenylsulfanyl-phenoxazin-3-one 34847-50-2 C24H15NO2S2
1,7-bis-phenylsulfanyl-phenoxazin-3-one
—— (S)-NH-methyl n-tridecyl sulfoximine 1356395-23-7 C14H31NOS
(S)-NH-methyl n-tridecyl sulfoximine
—— (E)-1-(t-butylthio)-1-hexylthio-4-triisopropylsilyl-1-buten-3-yne 1269800-94-3 C23H44S2Si
(E)-1-(t-butylthio)-1-hexylthio-4-triisopropylsilyl-1-buten-3-yne
—— 2.6-Di(phenylthio)benzoylchlorid 10568-25-9 C19H13ClOS2
2.6-Di(phenylthio)benzoylchlorid
—— pinacol phenyl(phenylthio)methaneboronate 79121-46-3 C19H23BO2S
pinacol phenyl(phenylthio)methaneboronate
—— 3-phenylthio-4-thiophene-nitrile 65369-26-8 C11H7NS2
3-phenylthio-4-thiophene-nitrile
—— O,S-dimethyl t-butylphosphonothioate 34309-92-7 C6H15O2PS
O,S-dimethyl t-butylphosphonothioate
—— 3,3-di[(phenylsulfanyl)methyl]cyclobutanol 938436-20-5 C18H20OS2
3,3-di[(phenylsulfanyl)methyl]cyclobutanol
—— (5-methylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-yl)-phosphonothioic acid O,O'-diisopropyl ester 21080-28-4 C9H17N2O3PS3
(5-methylsulfanyl-2-oxo-[1,3,4]thiadiazol-3-yl)-phosphonothioic acid O,O'-diisopropyl ester
—— methyl-3 methylthio-6 p-tolyl-5 thiopyrannethione-2 77643-43-7 C14H14S3
methyl-3 methylthio-6 p-tolyl-5 thiopyrannethione-2
—— 6-(cyclohexylmethyl)-2-((2-hydroxy-2-(4-hydroxyphenyl)ethyl)thio)-5-methylpyrimidin-4(3H)-one 1428569-10-1 C20H26N2O3S
6-(cyclohexylmethyl)-2-((2-hydroxy-2-(4-hydroxyphenyl)ethyl)thio)-5-methylpyrimidin-4(3H)-one
—— 6-(4-chloro-phenylsulfanyl)-2-[3-(4-methyl-piperazin-1-yl)-propyl]-benzo[<i>d</i>]isothiazol-3-one 64324-75-0 C21H24ClN3OS2
6-(4-chloro-phenylsulfanyl)-2-[3-(4-methyl-piperazin-1-yl)-propyl]-benzo[<i>d</i>]isothiazol-3-one