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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
—— (1R,4'R,5'R)-spiro[1,5-benzodithiepane-3,2'-[4,5]diethoxycarbonyl[1,3]dioxolane] 1-oxide 183595-48-4 C17H20O7S2
(1R,4'R,5'R)-spiro[1,5-benzodithiepane-3,2'-[4,5]diethoxycarbonyl[1,3]dioxolane] 1-oxide
—— (4'R,5'R)-spiro[1,5-benzodithiepane-3,2'-[4,5]diethoxycarbonyl[1,3]dioxolane] 281667-59-2 C17H20O6S2
(4'R,5'R)-spiro[1,5-benzodithiepane-3,2'-[4,5]diethoxycarbonyl[1,3]dioxolane]
—— 2,2'-(1,2-Phenylenedithio)bis(1,4-benzoquinone) 126441-02-9 C18H10O4S2
2,2'-(1,2-Phenylenedithio)bis(1,4-benzoquinone)
—— (1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene 85539-98-6 C15H22O2S2
(1SR,2SR,8aRS)-8-(1,3-dithian-2-yl)-1-(hydroxymethyl)-2-methyl-4-oxo-1,2,3,4,6,7,8,8a-octahydronaphthalene
—— 2-(2-Butyl-benzo[1,3]dithiol-2-yl)-1-thiophen-2-yl-ethanone 78121-00-3 C17H18OS3
2-(2-Butyl-benzo[1,3]dithiol-2-yl)-1-thiophen-2-yl-ethanone
—— 3,4-dihydro-2H-1,5-benzodithiepine 78269-38-2 C9H10S2
3,4-dihydro-2H-1,5-benzodithiepine
—— 2-isopropyl-2-methyl-1,3-benzodithiole 89572-08-7 C11H14S2
2-isopropyl-2-methyl-1,3-benzodithiole
—— <i>S</i>-(1-hydroxy-ethyl)-isothiourea; hydrochloride 41452-49-7 C3H8N2OS*ClH
<i>S</i>-(1-hydroxy-ethyl)-isothiourea; hydrochloride
—— 2-Benzo[1,3]dithiol-2-yl-1-thiophen-2-yl-ethanone 78120-99-7 C13H10OS3
2-Benzo[1,3]dithiol-2-yl-1-thiophen-2-yl-ethanone
—— 4-(3-difluoromethoxyphenylthio)-2,5-xylidine 1361046-27-6 C15H15F2NOS
4-(3-difluoromethoxyphenylthio)-2,5-xylidine
—— Bis<4-(2-phenylthio)phenyl>disulfid 58074-47-8 C24H18S4
Bis<4-(2-phenylthio)phenyl>disulfid
—— 1-(2-Thiophen-2-yl-benzo[1,3]dithiol-2-yl)-propan-2-one 78121-03-6 C14H12OS3
1-(2-Thiophen-2-yl-benzo[1,3]dithiol-2-yl)-propan-2-one
—— <i>S</i>-(1-ethoxy-ethyl)-isothiourea 791526-00-6 C5H12N2OS
<i>S</i>-(1-ethoxy-ethyl)-isothiourea
—— (R)-1,5-benzodithiepan-3-one 1-oxide 183595-52-0 C9H8O2S2
(R)-1,5-benzodithiepan-3-one 1-oxide
—— 2-thenoylmethylenebenzo-1,3-dithiole 78121-12-7 C13H8OS3
2-thenoylmethylenebenzo-1,3-dithiole
—— S-(2-Carbamoyl-ethyl)-isothioharnstoff 98256-82-7 C4H9N3OS
S-(2-Carbamoyl-ethyl)-isothioharnstoff
—— 6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-5-methyl-2-methylthiopyrimidin-4(3H)-one 255898-25-0 C14H14F2N2OS
6-[1-(2,6-difluorophenyl)ethyl]-3,4-dihydro-5-methyl-2-methylthiopyrimidin-4(3H)-one
—— (1α,2α,3α,4α,5β,6β)-1,2:3,4:5,6-Tris-S-(1,2-phenylen)hexathio-1,2,3,4,5,6-cyclohexanhexol 112424-14-3 C24H18S6
(1α,2α,3α,4α,5β,6β)-1,2:3,4:5,6-Tris-S-(1,2-phenylen)hexathio-1,2,3,4,5,6-cyclohexanhexol
—— spiro<1,3-benzodithiole-2,1'-cycloheptane> 89572-07-6 C13H16S2
spiro<1,3-benzodithiole-2,1'-cycloheptane>
—— bis[2-(2-{2,4,6-tris[bis(trimethylsilyl)methyl]phenylsulfanyl}phenylsulfanyl)phenyl]disulfide 863551-41-1 C78H134S6Si12
bis[2-(2-{2,4,6-tris[bis(trimethylsilyl)methyl]phenylsulfanyl}phenylsulfanyl)phenyl]disulfide
—— 2-phenyl-1,4-benzodithiin 38300-97-9 C14H10S2
2-phenyl-1,4-benzodithiin
—— spiro<1,3-benzodithiole-2,1'-cyclopentane> 78309-08-7 C11H12S2
spiro<1,3-benzodithiole-2,1'-cyclopentane>
—— 2-isopropyl-1,3-benzodithiole 63212-18-0 C10H12S2
2-isopropyl-1,3-benzodithiole
—— 2-ethyl-1,3-benzodithiole 142181-66-6 C9H10S2
2-ethyl-1,3-benzodithiole
—— 1-Aza-2,3-dichlorothianthrene 158696-59-4 C11H5Cl2NS2
1-Aza-2,3-dichlorothianthrene
—— 3-methyl-1,5-benzodithiepine 105450-05-3 C10H12S2
3-methyl-1,5-benzodithiepine
—— 1,2-bis(allylthio)benzene 1204588-97-5 C12H14S2
1,2-bis(allylthio)benzene
—— 2-[2-(1,3-Benzodithiol-2-yl)ethyl]-1,3-benzodithiole 73786-17-1 C16H14S4
2-[2-(1,3-Benzodithiol-2-yl)ethyl]-1,3-benzodithiole
—— 2-(2,2-Dimethyl-propylidene)-benzo[1,3]dithiole 110166-35-3 C12H14S2
2-(2,2-Dimethyl-propylidene)-benzo[1,3]dithiole
—— 2-p-tolyl-1,4-benzodithiin 89572-26-9 C15H12S2
2-p-tolyl-1,4-benzodithiin
—— 22,23,24,25-tetrahydro-5H,14H-tribenzo[b,h,n][1,7,10,16,4,13]tetrathiadiazacycloicosine-6,15(7H,16H)-dione 1227404-52-5 C26H26N2O2S4
22,23,24,25-tetrahydro-5H,14H-tribenzo[b,h,n][1,7,10,16,4,13]tetrathiadiazacycloicosine-6,15(7H,16H)-dione
—— 2-benzylidene-benzo[1,3]dithiole 38300-94-6 C14H10S2
2-benzylidene-benzo[1,3]dithiole
—— bis(3-bromopropyl)sulfide 73373-22-5 C6H12Br2S
bis(3-bromopropyl)sulfide
—— 2,6,10-trithiabicyclo<9.4.0>pentadeca-11(1),12,14-triene 72110-17-9 C12H16S3
2,6,10-trithiabicyclo<9.4.0>pentadeca-11(1),12,14-triene
—— 1,2-bis(dichloro-s-triazynylthio)benzene 1021451-00-2 C12H4Cl4N6S2
1,2-bis(dichloro-s-triazynylthio)benzene
—— 3-(4-methylphenylthio)butanoic acid 1080-08-6 C11H14O2S
3-(4-methylphenylthio)butanoic acid
—— 1-ethyl-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-1-methyl-urea 745827-35-4 C20H25N5OS
1-ethyl-3-[2-(3-isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-1-methyl-urea
—— 4,4'-dicarboxydiphenyl sulfide 4919-48-6 C14H10O4S
4,4'-dicarboxydiphenyl sulfide
—— 4,4'-diazidodiphenyl sulfide 6427-97-0 C12H8N6S
4,4'-diazidodiphenyl sulfide
—— 4,4'-Bis-(4-chlor-benzyliden-amino)-diphenyl-sulfid 3430-63-5 C26H18Cl2N2S
4,4'-Bis-(4-chlor-benzyliden-amino)-diphenyl-sulfid
—— 2,2'-diamino-6,6'-dibenzthiazolyl sulphide 53357-07-6 C14H10N4S3
2,2'-diamino-6,6'-dibenzthiazolyl sulphide
—— 4.4'-Bis-benzylidenamino-diphenylsulfid 3430-68-0 C26H20N2S
4.4'-Bis-benzylidenamino-diphenylsulfid
—— 5-N-[3-[3-[[5-[bis(2-methylpropyl)carbamoyl]-2,2-dimethyl-1,3-dithiolane-4-carbonyl]amino]propylamino]propyl]-2,2-dimethyl-4-N,4-N-bis(2-methylpropyl)-1,3-dithiolane-4,5-dicarboxamide 869193-32-8 C36H67N5O4S4
5-N-[3-[3-[[5-[bis(2-methylpropyl)carbamoyl]-2,2-dimethyl-1,3-dithiolane-4-carbonyl]amino]propylamino]propyl]-2,2-dimethyl-4-N,4-N-bis(2-methylpropyl)-1,3-dithiolane-4,5-dicarboxamide
—— N,N'-di(tert-butoxycarbonyl)-N''-[4-(4-aminophenylsulfanyl)phenyl]guanidine 1196966-07-0 C23H30N4O4S
N,N'-di(tert-butoxycarbonyl)-N''-[4-(4-aminophenylsulfanyl)phenyl]guanidine
—— bis(2-chloroethyl)[4-{4-[bis(2-chloroethyl)amino]phenylthio}phenyl]amine 189639-02-9 C20H24Cl4N2S
bis(2-chloroethyl)[4-{4-[bis(2-chloroethyl)amino]phenylthio}phenyl]amine
—— 4,4'-Bis-(4-methoxy-benzyliden-amino)-diphenyl-sulfid 3430-65-7 C28H24N2O2S
4,4'-Bis-(4-methoxy-benzyliden-amino)-diphenyl-sulfid
—— 4,4'-di(benzylthiocarbamoylamino)diphenylsulfide 162781-17-1 C28H26N4S3
4,4'-di(benzylthiocarbamoylamino)diphenylsulfide
—— 4,4'-di(phenylthiocarbamoylamino)diphenylsulfide 162781-32-0 C26H22N4S3
4,4'-di(phenylthiocarbamoylamino)diphenylsulfide
—— bis(4-diphenylamino)-4,4'-diaminodiphenylsulfide 1013336-07-6 C36H30N4S
bis(4-diphenylamino)-4,4'-diaminodiphenylsulfide
—— 3-Phenylsulfanyl-pentanoic acid methyl ester 94143-89-2 C12H16O2S
3-Phenylsulfanyl-pentanoic acid methyl ester