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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
—— 3,5-dimethyl-4-methylsulfanylpyridin-2-ylmethanol 848696-92-4 C9H13NOS
3,5-dimethyl-4-methylsulfanylpyridin-2-ylmethanol
—— 2-(4-Bromo-2-nitro-phenylsulfanyl)-4,6-dichloro-phenylamine 153576-28-4 C12H7BrCl2N2O2S
2-(4-Bromo-2-nitro-phenylsulfanyl)-4,6-dichloro-phenylamine
—— 1-Acetonyl-2-(phenylmercapto)-3-methyl-pyridinium 97175-50-3 C15H16NOS*I
1-Acetonyl-2-(phenylmercapto)-3-methyl-pyridinium
—— β-Brom-aethan-thiolsulfonsaeure-β-bromaethylester 25355-23-1 C4H8Br2O2S2
β-Brom-aethan-thiolsulfonsaeure-β-bromaethylester
—— 2,2,3,3-tetrafluoro-1-phenyl-3-(phenylthio)propan-1-ol 1333418-94-2 C15H12F4OS
2,2,3,3-tetrafluoro-1-phenyl-3-(phenylthio)propan-1-ol
—— 5,6-diamino-2-(4,5-bis(pentylthio)-1,3-dithiol-2-ylidene)benzo[d]-1,3-dithiole 1126144-72-6 C20H28N2S6
5,6-diamino-2-(4,5-bis(pentylthio)-1,3-dithiol-2-ylidene)benzo[d]-1,3-dithiole
—— syn allyl 3-hydroxy-4,5,5-trimethylhexanedithioate 142505-75-7 C12H22OS2
syn allyl 3-hydroxy-4,5,5-trimethylhexanedithioate
—— 5-<i>p</i>-tolylsulfanylmethyl-oxazolidin-2-one 6525-89-9 C11H13NO2S
5-<i>p</i>-tolylsulfanylmethyl-oxazolidin-2-one
—— 3-(but-2-ene-1-sulfonyl)-but-1-ene 59191-67-2 C8H14O2S
3-(but-2-ene-1-sulfonyl)-but-1-ene
—— ethyl(2,3,5,6-tetrafluoro-4-((perfluorophenyl)thio)phenyl)sulfane 33401-25-1 C14H5F9S2
ethyl(2,3,5,6-tetrafluoro-4-((perfluorophenyl)thio)phenyl)sulfane
—— (2R,3R,4S,5R)-5-((Z)-2-Methyl-3-phenylsulfanyl-allyl)-2-[(2S,3S)-3-((1R,2S)-1-methyl-2-triethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-triethylsilanyloxy-tetrahydro-pyran 117408-03-4 C40H74O5SSi3
(2R,3R,4S,5R)-5-((Z)-2-Methyl-3-phenylsulfanyl-allyl)-2-[(2S,3S)-3-((1R,2S)-1-methyl-2-triethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-triethylsilanyloxy-tetrahydro-pyran
—— 5-<i>m</i>-tolylsulfanylmethyl-oxazolidin-2-one 6525-88-8 C11H13NO2S
5-<i>m</i>-tolylsulfanylmethyl-oxazolidin-2-one
—— 1307845-28-8 C13H16ClN3OS
—— 1,2-bis-(cyclohex-1-enesulfonyl)-cyclohexane 854449-77-7 C18H28O4S2
1,2-bis-(cyclohex-1-enesulfonyl)-cyclohexane
—— 5-((4-methyl-4H-1,2,4-triazol-3-yl)thio)-2-nitro-N-(pyridin-4-yl)benzamide 1146340-76-2 C15H12N6O3S
5-((4-methyl-4H-1,2,4-triazol-3-yl)thio)-2-nitro-N-(pyridin-4-yl)benzamide
—— 2-chloro-1-iodo-4-(methylthio)benzene 779331-06-5 C7H6ClIS
2-chloro-1-iodo-4-(methylthio)benzene
—— 1262843-11-7 C35H50O7S
—— 2-((3-(4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)propyl)thio)pyrimidin-4-ol oxalate 193607-63-5 C2H2O4*C24H38N6OS
2-((3-(4-(2,6-di-tert-butylpyrimidin-4-yl)-1,4-diazepan-1-yl)propyl)thio)pyrimidin-4-ol oxalate
—— Dithiokohlensaeure-S-allyloxymethylester-O-isobutylester 762-18-5 C9H16O2S2
Dithiokohlensaeure-S-allyloxymethylester-O-isobutylester
—— 4-amino-3-ethyl-6-(4-methylsulfanyl-phenyl)-4<i>H</i>-[1,2,4]triazin-5-one 56735-34-3 C12H14N4OS
4-amino-3-ethyl-6-(4-methylsulfanyl-phenyl)-4<i>H</i>-[1,2,4]triazin-5-one
—— N-(2-methylthio-4-pyridinyl-N oxide)-N'-(1-methylethyl)urea 116681-78-8 C10H15N3O2S
N-(2-methylthio-4-pyridinyl-N oxide)-N'-(1-methylethyl)urea
—— 1-[2-(2-Hexadecylsulfanyl-ethanesulfonyl)-ethylsulfanyl]-hexadecane 19438-72-3 C36H74O2S3
1-[2-(2-Hexadecylsulfanyl-ethanesulfonyl)-ethylsulfanyl]-hexadecane
—— 1050600-50-4 C17H21ClN4S
—— (4-Chloro-phenylsulfanyl)-(diethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester 27884-58-8 C14H20ClO4PS3
(4-Chloro-phenylsulfanyl)-(diethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester
—— Cyclopentyl-(3-isothiocyanato-propyl)-methyl-amine 32813-28-8 C10H18N2S
Cyclopentyl-(3-isothiocyanato-propyl)-methyl-amine
—— (Dimethoxy-phosphorylsulfanyl)-phenylsulfanyl-acetic acid ethyl ester 28019-74-1 C12H17O5PS2
(Dimethoxy-phosphorylsulfanyl)-phenylsulfanyl-acetic acid ethyl ester
—— 4,4'-(hexamethylenedisulfanyl)bis(5-methyl-1,3-dithiole-2-selone) 1004312-12-2 C14H18S6Se2
4,4'-(hexamethylenedisulfanyl)bis(5-methyl-1,3-dithiole-2-selone)
—— 2-(2,4,6-trichloro-phenylsulfanyl)-butyric acid 103261-20-7 C10H9Cl3O2S
2-(2,4,6-trichloro-phenylsulfanyl)-butyric acid
—— 4-[3-(4,6-bis-phenylsulfanyl-[1,3,5]triazin-2-ylamino)-2,2-dimethyl-propyl]-2,6-di-<i>tert</i>-butyl-phenol 57717-49-4 C34H42N4OS2
4-[3-(4,6-bis-phenylsulfanyl-[1,3,5]triazin-2-ylamino)-2,2-dimethyl-propyl]-2,6-di-<i>tert</i>-butyl-phenol
—— 2-[((E)-But-2-enyl)sulfanyl]-1H-pyrimidin-4-one 94731-78-9 C8H10N2OS
2-[((E)-But-2-enyl)sulfanyl]-1H-pyrimidin-4-one
—— 2-(2,4-dichloro-6-nitro-phenylsulfanyl)-aniline 99979-23-4 C12H8Cl2N2O2S
2-(2,4-dichloro-6-nitro-phenylsulfanyl)-aniline
—— 4-(2-chloro-3,3,3-trifluoro-1-phenylsulfanyl-propenyl)-morpholine 65388-65-0 C13H13ClF3NOS
4-(2-chloro-3,3,3-trifluoro-1-phenylsulfanyl-propenyl)-morpholine
—— 2,5-Bis-(2-tert-butyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole 132371-57-4 C26H29NS4
2,5-Bis-(2-tert-butyl-benzo[1,3]dithiol-2-yl)-1H-pyrrole
—— 2,2-dimethyl-endo-5-(3'phenylthiomethylbicyclo<2.2.1>hept-5'-en-2'-ylidene)-1,3-dioxan-4,6-dione 95475-07-3 C20H20O4S
2,2-dimethyl-endo-5-(3'phenylthiomethylbicyclo<2.2.1>hept-5'-en-2'-ylidene)-1,3-dioxan-4,6-dione
—— 2-decylsulfanyl-4,5,6,7-tetrahydro-benzothiazole 23888-70-2 C17H29NS2
2-decylsulfanyl-4,5,6,7-tetrahydro-benzothiazole
—— 179679-38-0 C20H38CoN4O4
—— (Z)-3,8-Bis-thiocyanato-cyclooctene 16160-03-5 C10H12N2S2
(Z)-3,8-Bis-thiocyanato-cyclooctene
—— Methyl-thiophosphoramidic acid O-ethyl ester S-(3-methyl-6-oxo-6H-pyridazin-1-ylmethyl) ester 56075-78-6 C9H16N3O3PS
Methyl-thiophosphoramidic acid O-ethyl ester S-(3-methyl-6-oxo-6H-pyridazin-1-ylmethyl) ester
—— diheptylidene-carbonothioic dihydrazide 25183-32-8 C15H30N4S
diheptylidene-carbonothioic dihydrazide
—— 4-acetylsulfanyl-6-chloro-2-phenyl-2<i>H</i>-pyridazin-3-one 24365-78-4 C12H9ClN2O2S
4-acetylsulfanyl-6-chloro-2-phenyl-2<i>H</i>-pyridazin-3-one
—— N-[2-(4-[(dimethylamino)oxy]-3-ethyl-1,3-thiazol-2(3H)-ylidene)-3-ethyl-2,3-dihydro-1,3-thiazol-4-yl]oxy-N-methylmethanamine 1359202-40-6 C14H24N4O2S2
N-[2-(4-[(dimethylamino)oxy]-3-ethyl-1,3-thiazol-2(3H)-ylidene)-3-ethyl-2,3-dihydro-1,3-thiazol-4-yl]oxy-N-methylmethanamine
—— methyl 3-(4-fluorophenylthio)-2-(methylthio)-2-propenoate 1154688-65-9 C11H11FO2S2
methyl 3-(4-fluorophenylthio)-2-(methylthio)-2-propenoate
—— [(η(5)-C5H5)Mo(η(4)-C5H5SMe)(dppe)]PF6 197006-69-2 C37H37MoP2S*F6P
[(η(5)-C5H5)Mo(η(4)-C5H5SMe)(dppe)]PF6
—— 81157-77-9 C4H8OS
—— 2-methyl-3-methylthio-5-phenylisothiazolium iodide 18712-05-5 C11H12NS2*I
2-methyl-3-methylthio-5-phenylisothiazolium iodide
—— 4-[(2,4-diamino-5-methylfuro[2,3-d]pyrimidin-6-yl)thio]benzoic acid 1217309-62-0 C14H12N4O3S
4-[(2,4-diamino-5-methylfuro[2,3-d]pyrimidin-6-yl)thio]benzoic acid
—— 5-(dimethylamino)-6-phenylsulfanyl-1-propyl-1H-pyrimidin-2,4-dione 1123799-97-2 C15H19N3O2S
5-(dimethylamino)-6-phenylsulfanyl-1-propyl-1H-pyrimidin-2,4-dione
—— (4-Methyl-2-thiocyanato-phenylmercapto)-essigsaeure 24127-92-2 C10H9NO2S2
(4-Methyl-2-thiocyanato-phenylmercapto)-essigsaeure
—— o-Tolyl-<2-hydroxy-aethylaminomethyl>-sulfid 25508-60-5 C10H15NOS
o-Tolyl-<2-hydroxy-aethylaminomethyl>-sulfid
—— 5-(5-amino-6-butylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid 27131-78-8 C13H22N4O2S
5-(5-amino-6-butylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid