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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
—— 6-Hydrazino-2-methylsulfanyl-pyrimidin-4-ol 116222-18-5 C5H8N4OS
6-Hydrazino-2-methylsulfanyl-pyrimidin-4-ol
—— 2,3-Dihydro-2,2-dimethyl-7-benzo[b]thiophenesulfonylisocyanate 87254-65-7 C11H11NO3S2
2,3-Dihydro-2,2-dimethyl-7-benzo[b]thiophenesulfonylisocyanate
—— 1,2,3,4,5-pentafluoro-6-[(2,3,5,6-tetrafluorophenyl)sulfanyl]benzene 1927-90-8 C12HF9S
1,2,3,4,5-pentafluoro-6-[(2,3,5,6-tetrafluorophenyl)sulfanyl]benzene
—— 3-Methyl-2-thiophenesulfonyl isocyanate 88100-86-1 C6H5NO3S2
3-Methyl-2-thiophenesulfonyl isocyanate
—— 1-(1,3-dithian-2-yl)-1-(4,5-dihydrofuryl)-3,3-dimethyl-butan-2-one 117632-29-8 C13H22O2S2
1-(1,3-dithian-2-yl)-1-(4,5-dihydrofuryl)-3,3-dimethyl-butan-2-one
—— 5-chlorothiophene-2-sulfonyl isocyanate 898227-18-4 C5H2ClNO3S2
5-chlorothiophene-2-sulfonyl isocyanate
—— n-butylthiocarbamic acid S-hexyl ester 120904-03-2 C11H23NOS
n-butylthiocarbamic acid S-hexyl ester
—— <(Z)-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)methyl>phosphonsaeure-diisopropylester 113250-20-7 C14H24N3O4PS
<(Z)-(6-Ethoxy-5,6-dihydro-6-methylthiazolo<3,2-b><1,2,4>triazol-5-yliden)methyl>phosphonsaeure-diisopropylester
—— Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate 137152-60-4 C16H15ClO2S
Ethyl 2-(4-chlorophenyl)-2-phenylsulfanylacetate
—— Thiopropionsaeure-tert.-butylamid 5827-77-0 C7H15NS
Thiopropionsaeure-tert.-butylamid
—— N-(<i>sec</i>-butyl)-N'-(<i>tert</i>-butyl)-thiourea 14327-00-5 C9H20N2S
N-(<i>sec</i>-butyl)-N'-(<i>tert</i>-butyl)-thiourea
—— {5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester 141992-67-8 C15H22N4O2S2
{5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid ethyl ester
—— {5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester 141992-73-6 C16H22N4O2S2
{5-[4-(2-Methyl-piperidin-1-yl)-but-2-ynylsulfanyl]-[1,3,4]thiadiazol-2-yl}-carbamic acid allyl ester
—— 6-Phenyl-5,7-dithiophen-2-yl-2,3-dihydrophospholo[3,4-b][1,4]dithiine 1256167-82-4 C20H15PS4
6-Phenyl-5,7-dithiophen-2-yl-2,3-dihydrophospholo[3,4-b][1,4]dithiine
—— 5,6,7-Triphenyl-2,3-dihydrophospholo[3,4-b][1,4]dithiine 1256167-83-5 C24H19PS2
5,6,7-Triphenyl-2,3-dihydrophospholo[3,4-b][1,4]dithiine
—— 1-Nonyl-thioharnstoff 58349-09-0 C10H22N2S
1-Nonyl-thioharnstoff
—— N-tert.Butyl-N'-(2-hydroxyaethyl)-thioharnstoff 29146-57-4 C7H16N2OS
N-tert.Butyl-N'-(2-hydroxyaethyl)-thioharnstoff
—— 5-hydroxy-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one 841292-26-0 C17H10O3S2
5-hydroxy-7-((2-naphthyl)sulfanyl)benzo[1,3]oxathiol-2-one
—— N-Isobutyl-N'-tert.-butylthioharnstoff 25347-76-6 C9H20N2S
N-Isobutyl-N'-tert.-butylthioharnstoff
—— 1,6-Bis(tert-butylsulfanyl)hexane 117856-68-5 C14H30S2
1,6-Bis(tert-butylsulfanyl)hexane
—— N-tert-butyl-N'-ethylthiourea 14326-97-7 C7H16N2S
N-tert-butyl-N'-ethylthiourea
—— <i>S</i>-<i>tert</i>-butyl-isothiourea 926-07-8 C5H12N2S
<i>S</i>-<i>tert</i>-butyl-isothiourea
—— <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-propyl-thiourea 14326-98-8 C8H18N2S
<i>N</i>-<i>tert</i>-butyl-<i>N</i>'-propyl-thiourea
—— 3-dimethylsulfonio-2,4-dioxapentanide 7039-28-3 C7H12O2S
3-dimethylsulfonio-2,4-dioxapentanide
—— 1-Heptyl-1-methylthiourea 1026532-23-9 C9H20N2S
1-Heptyl-1-methylthiourea
—— N-Butyl-N'-tert.-butyl-thioharnstoff 13120-05-3 C9H20N2S
N-Butyl-N'-tert.-butyl-thioharnstoff
—— O-methyl tert-butylcarbamothioate 14128-40-6 C6H13NOS
O-methyl tert-butylcarbamothioate
—— (E)-1-(phenylthio)-2-methyl-3,5-dioxahex-1-ene 114250-52-1 C11H14O2S
(E)-1-(phenylthio)-2-methyl-3,5-dioxahex-1-ene
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-tert-butyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine 958022-96-3 C24H29BrN10O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)thio]-9-{2-[1-(1-tert-butyl-1H-tetrazol-5-yl)piperidin-4-yl]ethyl}-9H-purin-6-amine
—— 2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[4-(tetrahydropyran-2-yloxy)butyl]malonic acid diethyl ester 873869-48-8 C24H42N4O6S
2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[4-(tetrahydropyran-2-yloxy)butyl]malonic acid diethyl ester
—— 4-(Ethylsulfanyl)-2,3-dimethyl-1-oxo-1lambda~5~-pyridine 112895-13-3 C9H13NOS
4-(Ethylsulfanyl)-2,3-dimethyl-1-oxo-1lambda~5~-pyridine
—— 5-Benzylsulfanyl-1-t-butyltetrazole 273730-79-3 C12H16N4S
5-Benzylsulfanyl-1-t-butyltetrazole
—— 1-tert-Butyl-5-[(prop-2-en-1-yl)sulfanyl]-1H-tetrazole 87996-17-6 C8H14N4S
1-tert-Butyl-5-[(prop-2-en-1-yl)sulfanyl]-1H-tetrazole
—— 7-acetyl-1,1,3,3,6-pentamethyl-5-oxa-8-thiaspiro[3.4]oct-6-ene-2-one 1450644-22-0 C13H18O3S
7-acetyl-1,1,3,3,6-pentamethyl-5-oxa-8-thiaspiro[3.4]oct-6-ene-2-one
—— 4'-acetyl-5'-methylspiro[adamantane-2,2'-[1,3]-oxathiole] 1450644-24-2 C15H20O2S
4'-acetyl-5'-methylspiro[adamantane-2,2'-[1,3]-oxathiole]
—— 1,1'-ethylen-bis(3-tert-butylthioharnstoff) 13057-37-9 C12H26N4S2
1,1'-ethylen-bis(3-tert-butylthioharnstoff)
—— Diethyl 2-[3-(1-tert-butyltetrazol-5-yl)sulfanylpropyl]-2-[10-(oxan-2-yloxy)decyl]propanedioate 873869-49-9 C30H54N4O6S
Diethyl 2-[3-(1-tert-butyltetrazol-5-yl)sulfanylpropyl]-2-[10-(oxan-2-yloxy)decyl]propanedioate
—— 2-(Diethylamino)ethanethioamide 114087-84-2 C6H14N2S
2-(Diethylamino)ethanethioamide
—— 1-tert-Butyl-5-(methylthio)-1H-tetrazol 59772-97-3 C6H12N4S
1-tert-Butyl-5-(methylthio)-1H-tetrazol
—— 2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[1,3]-dioxolan-2-ylmethylmalonic acid diethyl ester 873869-43-3 C19H32N4O6S
2-[3-(1-tert-butyl-1H-tetrazole-5-sulfanyl)propyl]-2-[1,3]-dioxolan-2-ylmethylmalonic acid diethyl ester
—— N-(cyanomethyl)-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide 439574-48-8 C18H15N5OS2
N-(cyanomethyl)-2-methyl-5-(2-(pyridin-2-ylamino)thiazol-5-ylthio)benzamide
—— (4-amino-phenyl)-(4-methylamino-phenyl)-sulfide 100796-43-8 C13H14N2S
(4-amino-phenyl)-(4-methylamino-phenyl)-sulfide
—— <i>N</i>-methyl-4-(4-nitro-phenylsulfanyl)-aniline 144829-58-3 C13H12N2O2S
<i>N</i>-methyl-4-(4-nitro-phenylsulfanyl)-aniline
—— 2-[(2-chlorophenyl)-hydroxy-methyl]-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one 852165-00-5 C18H17ClN4O2S
2-[(2-chlorophenyl)-hydroxy-methyl]-3-(2-methylsulfanyl-pyrimidin-4-yl)-6,7-dihydro-5H-pyrazolo[1,2-a]pyrazol-1-one
—— 2-aminoethanethioamide 105301-27-7 C2H6N2S
2-aminoethanethioamide
—— (+/-)-tert-butyl-thiocarbamic acid O-(cyclohex-2-enyl) ester 405238-17-7 C11H19NOS
(+/-)-tert-butyl-thiocarbamic acid O-(cyclohex-2-enyl) ester
—— N-tert-butyl-N'-cyclopentyl thiourea 70498-31-6 C10H20N2S
N-tert-butyl-N'-cyclopentyl thiourea
—— <i>tert</i>-butyl-dithiocarbamic acid 94607-38-2 C5H11NS2
<i>tert</i>-butyl-dithiocarbamic acid
—— di(but-3-enyl) disulfide 61704-47-0 C8H14S2
di(but-3-enyl) disulfide
—— N,N'-[Sulfanediyldi(4,1-phenylene)]di(4,5-dihydro-1,3-thiazol-2-amine) 112464-35-4 C18H18N4S3
N,N'-[Sulfanediyldi(4,1-phenylene)]di(4,5-dihydro-1,3-thiazol-2-amine)