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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-chloro-3-cyano-4-(dichlorofluoromethyl)sulfenyl-5-methylpyrrole 178050-22-1 C7H4Cl3FN2S
2-chloro-3-cyano-4-(dichlorofluoromethyl)sulfenyl-5-methylpyrrole
—— (5-chloro-2-nitrophenyl) phenyl sulfide 33358-41-7 C12H8ClNO2S
(5-chloro-2-nitrophenyl) phenyl sulfide
—— Butyl 3-methyl-4-phenylsulfanylpent-2-enoate 65263-96-9 C16H22O2S
Butyl 3-methyl-4-phenylsulfanylpent-2-enoate
—— 2-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]pyrimidine 1144033-63-5 C8H9N5S
2-[4-methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl]pyrimidine
—— 1-(2,4-dichlorophenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea 1417341-31-1 C23H20Cl2N4OS2
1-(2,4-dichlorophenyl)-3-(4-(2-(pyrrolidine-1-carbonyl)pyridin-4-ylthio)phenyl)thiourea
—— 4-Chloro-2-[(4-methylphenyl)methylsulfanyl]aniline 145475-99-6 C14H14ClNS
4-Chloro-2-[(4-methylphenyl)methylsulfanyl]aniline
—— 2-(4-Methylphenyl)-1,1-bis-(phenylthio)-propan-2-ol 71221-32-4 C22H22OS2
2-(4-Methylphenyl)-1,1-bis-(phenylthio)-propan-2-ol
—— 3-(2-nitro-5-chlorothiophenoxy)pyridine-2-carboxylic acid 400649-15-2 C12H7ClN2O4S
3-(2-nitro-5-chlorothiophenoxy)pyridine-2-carboxylic acid
—— 2,2-di(methylthio)-6-phenylcyclohexanone 1287312-96-2 C14H18OS2
2,2-di(methylthio)-6-phenylcyclohexanone
—— 5-(difluoromethoxy)-2-(methylsulfanyl)pyrimidine 1204665-79-1 C6H6F2N2OS
5-(difluoromethoxy)-2-(methylsulfanyl)pyrimidine
—— 2-phenyl-1-(phenylthio)cyclohexene 88904-76-1 C18H18S
2-phenyl-1-(phenylthio)cyclohexene
—— 2-(4,5-Dimethyl-1,3-diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one 177798-66-2 C9H6OS4Se2
2-(4,5-Dimethyl-1,3-diselenol-2-ylidene)-[1,3]dithiolo[4,5-d][1,3]dithiol-5-one
—— (6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane 276870-00-9 C22H38O3SSi
(6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane
—— 2,4,6,8,10-pentathiabicyclo<5.3.0>dec-1(7)ene-9-one 88682-19-3 C5H4OS5
2,4,6,8,10-pentathiabicyclo<5.3.0>dec-1(7)ene-9-one
—— 4,5-Bis(propargylthio)-1,3-dithiol-2-one 88180-75-0 C9H6OS4
4,5-Bis(propargylthio)-1,3-dithiol-2-one
—— bis-butoxymethyl-sulfane 6052-41-1 C10H22O2S
bis-butoxymethyl-sulfane
—— 4-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one 1192004-54-8 C15H22N2O2S
4-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
—— 4-[6-(methylsulfanyl)pyridin-3-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one 1080060-42-9 C16H21NO2S
4-[6-(methylsulfanyl)pyridin-3-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
—— N-methoxy-N-methyl-2-[6-(methylsulfanyl)pyridin-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide 1080060-41-8 C16H24N2O3S
N-methoxy-N-methyl-2-[6-(methylsulfanyl)pyridin-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide
—— N-methoxy-N-methyl-2-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide 1192004-53-7 C15H25N3O3S
N-methoxy-N-methyl-2-[1-methyl-5-(methylsulfanyl)-1H-pyrazol-3-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide
—— N-methoxy-N-methyl-2-[5-(methylsulfanyl)pyridin-2-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide 1080061-10-4 C16H24N2O3S
N-methoxy-N-methyl-2-[5-(methylsulfanyl)pyridin-2-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide
—— 3-cyclopentyl-N-methoxy-N-methyl-2-[5-(methylsulfanyl)pyridin-2-yl]propanamide 1080061-42-2 C16H24N2O2S
3-cyclopentyl-N-methoxy-N-methyl-2-[5-(methylsulfanyl)pyridin-2-yl]propanamide
—— 5-cyclopentyl-4-[5-(methylsulfanyl)pyridin-2-yl]pent-1-en-3-one 1080061-43-3 C16H21NOS
5-cyclopentyl-4-[5-(methylsulfanyl)pyridin-2-yl]pent-1-en-3-one
—— 4-[5-(methylsulfanyl)pyridin-2-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one 1080061-11-5 C16H21NO2S
4-[5-(methylsulfanyl)pyridin-2-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
—— 4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile 56035-75-7 C7H6ClN3OS
4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile
—— 4-methyl-4-[5-(methylsulfanyl)pyridin-2-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one 1080061-35-3 C17H23NO2S
4-methyl-4-[5-(methylsulfanyl)pyridin-2-yl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
—— N-methoxy-N,2-dimethyl-2-[5-(methylsulfanyl)pyridin-2-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide 1080061-34-2 C17H26N2O3S
N-methoxy-N,2-dimethyl-2-[5-(methylsulfanyl)pyridin-2-yl]-3-(tetrahydro-2H-pyran-4-yl)propanamide
—— 2-(3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)acetic acid 106363-07-9 C14H14N4O2S
2-(3-ethyl-6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)acetic acid
—— 4-[3-fluoro-4-(methylsulfanyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one 1080061-14-8 C17H21FO2S
4-[3-fluoro-4-(methylsulfanyl)phenyl]-5-(tetrahydro-2H-pyran-4-yl)pent-1-en-3-one
—— 6-methylsulfanyl-pyrimidine-2,4,5-triamine 4765-67-7 C5H9N5S
6-methylsulfanyl-pyrimidine-2,4,5-triamine
—— 2,4-diamino-6-methylthio-5-nitrosopyrimidine 4765-69-9 C5H7N5OS
2,4-diamino-6-methylthio-5-nitrosopyrimidine
—— 6-methyl-4,9-dithioxo-1,12-dithio-2,3,10,11-tetrathia-5,8-diaza-dodecanedioic acid <i>O</i>,<i>O</i>'-dimethyl ester 108539-73-7 C9H14N2O2S8
6-methyl-4,9-dithioxo-1,12-dithio-2,3,10,11-tetrathia-5,8-diaza-dodecanedioic acid <i>O</i>,<i>O</i>'-dimethyl ester
—— 5-Methylthio-3H-1,2-dithiole-3-thione 14756-34-4 C4H4S4
5-Methylthio-3H-1,2-dithiole-3-thione
—— N-(2-(4-(cyclopropanecarboxamido)phenylthio)-4-(5-methyl-1H-pyrazol-3-ylamino)pyrrolo[2,1-f][1,2,4]triazin-6-yl)-4-methylpiperazine-1-carboxamide 1315585-12-6 C26H30N10O2S
N-(2-(4-(cyclopropanecarboxamido)phenylthio)-4-(5-methyl-1H-pyrazol-3-ylamino)pyrrolo[2,1-f][1,2,4]triazin-6-yl)-4-methylpiperazine-1-carboxamide
—— diisobutyl-thiocarbamic acid <i>S</i>-butyl ester 99051-45-3 C13H27NOS
diisobutyl-thiocarbamic acid <i>S</i>-butyl ester
—— 3-[(5-methyl-2-thioxo-1,3-dithiol-4-yl)thio]propanenitrile 1037673-20-3 C7H7NS4
3-[(5-methyl-2-thioxo-1,3-dithiol-4-yl)thio]propanenitrile
—— 4,5-bis(dodecathio)-1,3-dithiole-2-one 1021598-44-6 C27H50OS4
4,5-bis(dodecathio)-1,3-dithiole-2-one
—— bis-2,3-dimethoxyphenyl sulfide 126770-57-8 C16H18O4S
bis-2,3-dimethoxyphenyl sulfide
—— 2,3,7,8-tetramethoxydibenzo<b,e><1,4>thiaselenin 111364-42-2 C16H16O4SSe
2,3,7,8-tetramethoxydibenzo<b,e><1,4>thiaselenin
—— 2,3,7,8-tetramethoxydibenzothiatellurin 112556-97-5 C16H16O4STe
2,3,7,8-tetramethoxydibenzothiatellurin
—— (E,E)-dicrotyl sulfide 5622-73-1 C8H14S
(E,E)-dicrotyl sulfide
—— 5-Thia-2,7-nonadiin 120319-26-8 C8H10S
5-Thia-2,7-nonadiin
—— 8-methylsulfanyl-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester 35806-01-0 C21H27N3OS3
8-methylsulfanyl-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester
—— benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester 47477-70-3 C20H25N3OS2
benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester
—— 8-fluoro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester 47531-04-4 C20H24FN3OS2
8-fluoro-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester
—— 8-trifluoromethyl-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester 35806-02-1 C21H24F3N3OS2
8-trifluoromethyl-benzo[<i>b</i>]pyrido[2,3-<i>e</i>][1,4]thiazine-10-carbothioic acid <i>S</i>-(2-diisopropylamino-ethyl) ester
—— Trifluoro-acetic acid 1-dimethylthiocarbamoyl-1-methyl-ethyl ester 139040-84-9 C8H12F3NO2S
Trifluoro-acetic acid 1-dimethylthiocarbamoyl-1-methyl-ethyl ester
—— 2-Hydroxy-2,N,N-trimethylthiopropionamid 52417-39-7 C6H13NOS
2-Hydroxy-2,N,N-trimethylthiopropionamid
—— [6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-(2-methoxy-ethyl)-amine 26870-78-0 C19H18ClN3OS
[6-(4-chloro-phenylsulfanyl)-2-phenyl-pyrimidin-4-yl]-(2-methoxy-ethyl)-amine
—— 4-methoxy-6-oxo-7-chloro-5H-pyrimido<4,5-b><1,4>thiazine 94565-59-0 C7H6ClN3O2S
4-methoxy-6-oxo-7-chloro-5H-pyrimido<4,5-b><1,4>thiazine