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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
—— 4-Bromobenzaldehyde (6-methyl-2-((1-methylethyl)thio)-4-pyrimidinyl)hydrazone 154496-68-1 C15H17BrN4S
4-Bromobenzaldehyde (6-methyl-2-((1-methylethyl)thio)-4-pyrimidinyl)hydrazone
—— 4-Methyl-1-[4-(methylsulfanyl)benzylidene]thiosemicarbazide 1319729-47-9 C10H13N3S2
4-Methyl-1-[4-(methylsulfanyl)benzylidene]thiosemicarbazide
—— 5-bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine 358978-04-8 C21H23BrN4O2S
5-bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(phenylthio)pyrimidine
—— 3-(3-Propylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine 131987-14-9 C11H17N3S2
3-(3-Propylthio-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-benzylthiocarbamoylcarbothiohydrazide 153935-79-6 C12H15N7S3
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-benzylthiocarbamoylcarbothiohydrazide
—— 6-tert-butyl-4-[(Z)-2-methylpropylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C12H20N4OS
6-tert-butyl-4-[(Z)-2-methylpropylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— (2E)-2-Decylidene-N'-[(1E)-decylidene]hydrazine-1-carbothiohydrazide 6623-30-9 C21H42N4S
(2E)-2-Decylidene-N'-[(1E)-decylidene]hydrazine-1-carbothiohydrazide
—— Butoxycarboxim 34681-23-7 C7H14N2O4S
Butoxycarboxim
—— Butyl N-(((methylamino)carbonyl)oxy)ethanimidothioate 17564-99-7 C8H16N2O2S
Butyl N-(((methylamino)carbonyl)oxy)ethanimidothioate
—— 1,3-bis[(E)-decylideneamino]thiourea —— C21H42N4S
1,3-bis[(E)-decylideneamino]thiourea
—— 1,3,4-Oxadiazole-2-methanamine, 5-(ethylthio)- 915922-18-8 C5H9N3OS
1,3,4-Oxadiazole-2-methanamine, 5-(ethylthio)-
—— N-(2-(Phenylthio)benzyl)morpholine maleate 127876-77-1 C21H23NO5S
N-(2-(Phenylthio)benzyl)morpholine maleate
—— 5-Heptenoic acid, 7-(2-(4-((4-chlorophenyl)thio)-3-hydroxy-1-butenyl)-3,5-dihydroxycyclopentyl)-, (1-alpha(Z),2-beta(1E,3S*),3-alpha,5-alpha)-, (+-)- 40666-30-6 C22H29ClO5S
5-Heptenoic acid, 7-(2-(4-((4-chlorophenyl)thio)-3-hydroxy-1-butenyl)-3,5-dihydroxycyclopentyl)-, (1-alpha(Z),2-beta(1E,3S*),3-alpha,5-alpha)-, (+-)-
—— 2-(Allylthio)-5-bromo-3-methylpyridine, AldrichCPR 1845696-04-9 C9H10BrNS
2-(Allylthio)-5-bromo-3-methylpyridine, AldrichCPR
—— (+/-)-Isopropyl-(1-methyl-heptyl)-sulfid 99990-54-2 C11H24S
(+/-)-Isopropyl-(1-methyl-heptyl)-sulfid
—— 2-[(5-Ethyl-6-methyl-4-pyrimidinyl)thio]acetic acid 1239755-15-7 C9H12N2O2S
2-[(5-Ethyl-6-methyl-4-pyrimidinyl)thio]acetic acid
—— 3-methyl-1-(2-methyl-1,3-dithiolan-2-yl)hexane-2,4-dione 1415754-58-3 C11H18O2S2
3-methyl-1-(2-methyl-1,3-dithiolan-2-yl)hexane-2,4-dione
—— E(R)-2-butyl propenyl disulfide 58917-80-9 C7H14S2
E(R)-2-butyl propenyl disulfide
—— Pyrrolidine, 2-[(4-fluorophenyl)thio]- 1781134-43-7 C10H12FNS
Pyrrolidine, 2-[(4-fluorophenyl)thio]-
—— 2-Methylsulfanylethyl thiocyanate 17800-97-4 C4H7NS2
2-Methylsulfanylethyl thiocyanate
—— 2-Hydroxy-4-methylsulfinylbutyramid 49540-22-9 C5H11NO3S
2-Hydroxy-4-methylsulfinylbutyramid
—— 1-Propanone, 2-mercapto-1-(tetrahydro-1,1-dioxido-1,4-thiazepin-4(5H)-yl)- 1690649-35-4 C8H15NO3S2
1-Propanone, 2-mercapto-1-(tetrahydro-1,1-dioxido-1,4-thiazepin-4(5H)-yl)-
—— 6898-84-6 C3H8NaS
—— Propanamide, 2-[(3-amino-2-pyrazinyl)thio]-N-2-propyn-1-yl- 1692640-51-9 C10H12N4OS
Propanamide, 2-[(3-amino-2-pyrazinyl)thio]-N-2-propyn-1-yl-
—— 5-(2-Bromophenyl)sulfanyl-2-nitroaniline 164801-34-7 C12H9BrN2O2S
5-(2-Bromophenyl)sulfanyl-2-nitroaniline
—— 2-(methylthio)-4-(pyridin-4-yl)pyrimidine 1211539-22-8 C10H9N3S
2-(methylthio)-4-(pyridin-4-yl)pyrimidine
—— 4-(Methylthio)-6-(1H-1,2,4-triazol-1-yl)pyrimidine 135948-76-4 C7H7N5S
4-(Methylthio)-6-(1H-1,2,4-triazol-1-yl)pyrimidine
—— dimethyl S-(2,6-dimethylphenyl)-thiocarbamate 16241-13-7 C11H15NOS
dimethyl S-(2,6-dimethylphenyl)-thiocarbamate
—— Benzenecarboximidamide, 2-bromo-4-(ethylthio)-N-hydroxy- 1704251-81-9 C9H11BrN2OS
Benzenecarboximidamide, 2-bromo-4-(ethylthio)-N-hydroxy-
—— 2,2,3,3-Tetrachlorooctahydro-1,4-benzodithian 2088942-35-0 C8H4Cl4S2
2,2,3,3-Tetrachlorooctahydro-1,4-benzodithian
—— 4,6-diethoxy-[1,4]dithiino[2,3-<i>c</i>;6,5-<i>c</i>']dipyridazine 30578-78-0 C12H12N4O2S2
4,6-diethoxy-[1,4]dithiino[2,3-<i>c</i>;6,5-<i>c</i>']dipyridazine
—— N,N-Dimethylthiocarbaminsaeure-S-1-buten-3-ylester 39707-33-0 C7H13NOS
N,N-Dimethylthiocarbaminsaeure-S-1-buten-3-ylester
—— Z(R)-2-butyl propenyl disulfide 58917-81-0 C7H14S2
Z(R)-2-butyl propenyl disulfide
—— S-cyclopentylmethyl O-ethyl xanthate 125076-85-9 C9H16OS2
S-cyclopentylmethyl O-ethyl xanthate
—— 4-[(1E,5E,7E,11R)-11-methoxytetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole —— C22H33NOS
4-[(1E,5E,7E,11R)-11-methoxytetradeca-1,5,7,13-tetraenyl]-2-[(1R,2S)-2-methylcyclopropyl]-4,5-dihydro-1,3-thiazole
—— 2.2-Bis-butylmercapto-butan 6496-94-2 C12H26S2
2.2-Bis-butylmercapto-butan
—— 879416-73-6 C22H38OSSn
—— (2-methylthioethyl)thiomethyl radical 95062-89-8 C4H9S2
(2-methylthioethyl)thiomethyl radical
—— (2S,3S)-3-Hydroxy-4-methyl-2-phenylsulfanyl-pentanoic acid tert-butyl ester 277318-43-1 C16H24O3S
(2S,3S)-3-Hydroxy-4-methyl-2-phenylsulfanyl-pentanoic acid tert-butyl ester
—— Sulfidosulfanylmethane 97141-28-1 CH3S2
Sulfidosulfanylmethane
—— 291312-96-4 C16H22S3Sn
—— (3-Ethylsulfanyl-phenyl)-dimethyl-amine 91330-03-9 C10H15NS
(3-Ethylsulfanyl-phenyl)-dimethyl-amine
—— N-<3-Phenyl-thio-propyl>-thiobenzamid 10554-24-2 C16H17NS2
N-<3-Phenyl-thio-propyl>-thiobenzamid
—— Tert-butyl-dimethyl-(spiro[1,3-dithiane-2,3'-bicyclo[2.1.1]hexane]-1'-ylmethoxy)silane 305819-08-3 C16H30OS2Si
Tert-butyl-dimethyl-(spiro[1,3-dithiane-2,3'-bicyclo[2.1.1]hexane]-1'-ylmethoxy)silane
—— 11a,11b-Dimethyl-11a,11b-dihydro-11,12-dithia-indeno[2,1-a]fluorene-5,6-dicarbonitrile 129199-81-1 C22H14N2S2
11a,11b-Dimethyl-11a,11b-dihydro-11,12-dithia-indeno[2,1-a]fluorene-5,6-dicarbonitrile
—— 5-Hydroxy-1-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-pyrrolidin-2-one 335117-45-8 C18H19NO2S
5-Hydroxy-1-((S)-1-phenyl-ethyl)-4-phenylsulfanyl-pyrrolidin-2-one
—— 1-((S)-1-Phenyl-ethyl)-3-phenylsulfanyl-pyrrolidine-2,5-dione 335117-39-0 C18H17NO2S
1-((S)-1-Phenyl-ethyl)-3-phenylsulfanyl-pyrrolidine-2,5-dione
—— 2-Methylene-4-(2-methylsulfanyl-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-4-oxo-butyric acid methyl ester 325737-02-8 C14H17NO4S
2-Methylene-4-(2-methylsulfanyl-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-4-oxo-butyric acid methyl ester
—— 7-Nitro-4,11-dioxa-22,32-dithia-1,14-diazapentacyclo[12.10.10.05,10.016,21.026,31]tetratriaconta-5(10),6,8,16,18,20,26,28,30-nonaene 342883-93-6 C28H31N3O4S2
7-Nitro-4,11-dioxa-22,32-dithia-1,14-diazapentacyclo[12.10.10.05,10.016,21.026,31]tetratriaconta-5(10),6,8,16,18,20,26,28,30-nonaene
—— 5(4)-ethylmercaptoimidazole-4(5)carbothioamide 302926-42-7 C6H9N3S2
5(4)-ethylmercaptoimidazole-4(5)carbothioamide