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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
—— S-Methyl-N-butenyl-(3)-isothioharnstoff 89533-97-1 C6H12N2S
S-Methyl-N-butenyl-(3)-isothioharnstoff
—— 3-hydroxy-2,2-dimethylpropanethioamide 1195769-50-6 C5H11NOS
3-hydroxy-2,2-dimethylpropanethioamide
—— 3-Amino-1-mercapto-hexan 89585-33-1 C6H15NS
3-Amino-1-mercapto-hexan
—— 2-Amino-2-methylpentanethiol 13893-25-9 C6H15NS
2-Amino-2-methylpentanethiol
—— (S)-1-<2-Methyl-butyl>-thioharnstoff 89582-52-5 C6H14N2S
(S)-1-<2-Methyl-butyl>-thioharnstoff
—— 3-Mercapto-3-aethyl-2-amino-pentan 680-71-7 C7H17NS
3-Mercapto-3-aethyl-2-amino-pentan
—— 4-[(2,4-Difluorophenyl)thio]-3-(trifluoromethyl)benzenamine 1178386-08-7 C13H8F5NS
4-[(2,4-Difluorophenyl)thio]-3-(trifluoromethyl)benzenamine
—— 3-Aminocyclohex-2-ene-1-thione 106055-09-8 C6H9NS
3-Aminocyclohex-2-ene-1-thione
—— N-Hydroxy-3-methyl-4-[(1-methylethyl)thio]benzenecarboximidamide 1216335-21-5 C11H16N2OS
N-Hydroxy-3-methyl-4-[(1-methylethyl)thio]benzenecarboximidamide
—— N-Chloracetyl-thioharnstoff 51112-58-4 C3H5ClN2OS
N-Chloracetyl-thioharnstoff
—— S-(formylamino)methyl thioacetate 1142178-80-0 C4H7NO2S
S-(formylamino)methyl thioacetate
—— Methyl-thiocarbamic acid O-(1-methyl-allyl) ester 188400-03-5 C6H11NOS
Methyl-thiocarbamic acid O-(1-methyl-allyl) ester
—— N-(2-methylsulfanyl-ethyl)-thioacetamide 786686-71-3 C5H11NS2
N-(2-methylsulfanyl-ethyl)-thioacetamide
—— n-Butylchlormethylsulfoxid 36963-19-6 C5H11ClOS
n-Butylchlormethylsulfoxid
—— Allylchlormethylsulfon 73082-90-3 C4H7ClO2S
Allylchlormethylsulfon
—— S-methyl N-(chloromethyl)-N-ethylcarbamothioate 39073-88-6 C5H10ClNOS
S-methyl N-(chloromethyl)-N-ethylcarbamothioate
—— 2-(2-chloro-phenylsulfanyl)-pentan-3-one 105906-34-1 C11H13ClOS
2-(2-chloro-phenylsulfanyl)-pentan-3-one
—— 1-(3-Chloropropylsulfanyl)but-1-yne 80637-19-0 C7H11ClS
1-(3-Chloropropylsulfanyl)but-1-yne
—— 1<i>t</i>-chloromethanesulfonyl-buta-1,3-diene 66761-83-9 C5H7ClO2S
1<i>t</i>-chloromethanesulfonyl-buta-1,3-diene
—— Acetamide, N-(6-amino-1-butyl-1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl)-N-cyclopentyl-2-[(2-methylphenyl)thio]- 1301760-18-8 C22H30N4O3S
Acetamide, N-(6-amino-1-butyl-1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl)-N-cyclopentyl-2-[(2-methylphenyl)thio]-
—— 3-[(4-Hydroxyphenyl)sulfanyl]butanoic acid 918828-26-9 C10H12O3S
3-[(4-Hydroxyphenyl)sulfanyl]butanoic acid
—— 3-[(3-Amino-3-oxopropyl)sulfinyl]propanoic acid 1182913-24-1 C6H11NO4S
3-[(3-Amino-3-oxopropyl)sulfinyl]propanoic acid
—— 2-[(Quinolin-4-yl)sulfanyl]benzoic acid 88350-80-5 C16H11NO2S
2-[(Quinolin-4-yl)sulfanyl]benzoic acid
—— Ethanol, 2-[cyclohexyl[2-(phenylthio)ethyl]amino]- 1459253-82-7 C16H25NOS
Ethanol, 2-[cyclohexyl[2-(phenylthio)ethyl]amino]-
—— (1-Methylcyclohexyl)thiourea 1192067-14-3 C8H16N2S
(1-Methylcyclohexyl)thiourea
—— 2-Butanone, 1-(1H-1,2,4-triazol-5-ylthio)- 1251381-41-5 C6H9N3OS
2-Butanone, 1-(1H-1,2,4-triazol-5-ylthio)-
—— N-Propyl-4-[(1,3,4-thiadiazol-2-ylthio)methyl]-1,2,3-thiadiazol-5-amine 1250389-80-0 C8H11N5S3
N-Propyl-4-[(1,3,4-thiadiazol-2-ylthio)methyl]-1,2,3-thiadiazol-5-amine
—— N1-(1-Methylethyl)-1-[4-(methylthio)phenyl]-1,2-ethanediamine 1247556-05-3 C12H20N2S
N1-(1-Methylethyl)-1-[4-(methylthio)phenyl]-1,2-ethanediamine
—— 2-[[(6-Amino-3-pyridinyl)methyl]thio]phenol 1249564-27-9 C12H12N2OS
2-[[(6-Amino-3-pyridinyl)methyl]thio]phenol
—— 4-(2-Pyridinylthio)pentanoic acid 1247746-12-8 C10H13NO2S
4-(2-Pyridinylthio)pentanoic acid
—— 4-(2-Thiazolylthio)pentanoic acid 1247885-10-4 C8H11NO2S2
4-(2-Thiazolylthio)pentanoic acid
—— [(3R,4R)-3,4-dihydroxy-5-(4-methylphenyl)sulfanyloxolan-3-yl]methyl 2-chloroacetate 1334533-15-1 C14H17ClO5S
[(3R,4R)-3,4-dihydroxy-5-(4-methylphenyl)sulfanyloxolan-3-yl]methyl 2-chloroacetate
—— p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-α-D-erythrofuranoside 1334533-16-2 C21H21ClO5S
p-tolyl 3-C-chloroacetoxymethyl-2,3-O-(S)-benzylidene-1-thio-α-D-erythrofuranoside
—— diethyl (1S,2S,3S,4S,5S)-3-methyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate 1334997-75-9 C20H27NO6S
diethyl (1S,2S,3S,4S,5S)-3-methyl-2-(4-methylphenyl)sulfanyl-5-nitrocyclohexane-1,4-dicarboxylate
—— diethyl (1S,2S,3S,4S,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-octylcyclohexane-1,4-dicarboxylate 1334997-77-1 C27H41NO6S
diethyl (1S,2S,3S,4S,5S)-2-(4-methylphenyl)sulfanyl-5-nitro-3-octylcyclohexane-1,4-dicarboxylate
—— 4-[(4-Methoxypyrimidin-2-yl)amino]-2-(m-tolylsulfanyl)benzonitrile 1333950-24-5 C19H16N4OS
4-[(4-Methoxypyrimidin-2-yl)amino]-2-(m-tolylsulfanyl)benzonitrile
—— 2-(3-Chlorophenyl)sulfanyl-4-[(4-methoxypyrimidin-2-yl)amino]benzonitrile 1333950-23-4 C18H13ClN4OS
2-(3-Chlorophenyl)sulfanyl-4-[(4-methoxypyrimidin-2-yl)amino]benzonitrile
—— N-[4-chloro-3-(3-chlorophenyl)sulfanyl-phenyl]-4-methoxy-pyrimidin-2-amine 1333950-21-2 C17H13Cl2N3OS
N-[4-chloro-3-(3-chlorophenyl)sulfanyl-phenyl]-4-methoxy-pyrimidin-2-amine
—— 4-[(4-Cyclopropylpyrimidin-2-yl)amino]-2-phenylsulfanyl-benzonitrile 1333950-25-6 C20H16N4S
4-[(4-Cyclopropylpyrimidin-2-yl)amino]-2-phenylsulfanyl-benzonitrile
—— (1R,3R,5R,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-11-8 C19H28O3SSi
(1R,3R,5R,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— 6,6,6-Trifluorohexylmercaptan 914642-05-0 C6H11F3S
6,6,6-Trifluorohexylmercaptan
—— 3-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]-2-(propylamino)propanenitrile 1247243-32-8 C9H14N4OS
3-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]-2-(propylamino)propanenitrile
—— 2-chloro-4-(trifluoromethylthio)-aniline 99479-67-1 C7H5ClF3NS
2-chloro-4-(trifluoromethylthio)-aniline
—— 2-Hexanone, 6-[(4-methyl-2-pyrimidinyl)thio]- 1250920-31-0 C11H16N2OS
2-Hexanone, 6-[(4-methyl-2-pyrimidinyl)thio]-
—— 4-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]butanoic acid 98321-77-8 C7H10N2O3S
4-[(5-Methyl-1,3,4-oxadiazol-2-yl)thio]butanoic acid
—— (<sup>124</sup>I)-PUH71 1352930-11-0 C18H21IN6O2S
(<sup>124</sup>I)-PUH71
—— 2-(2-(trifluoromethyl)phenylthio)phenol 1254831-60-1 C13H9F3OS
2-(2-(trifluoromethyl)phenylthio)phenol
—— 3-phenyl-6,7-dihydro-thiazolo[3,2-<i>a</i>][1,3,5]triazine-2,4-dione 30006-89-4 C11H9N3O2S
3-phenyl-6,7-dihydro-thiazolo[3,2-<i>a</i>][1,3,5]triazine-2,4-dione
—— 1-Cyclopropyl-5-(3-pyrrolidinylthio)-1H-tetrazole 1248106-67-3 C8H13N5S
1-Cyclopropyl-5-(3-pyrrolidinylthio)-1H-tetrazole
—— N-(2-Hydroxypropyl)-N-methyl-2-(4-pyridinylthio)acetamide 1247227-08-2 C11H16N2O2S
N-(2-Hydroxypropyl)-N-methyl-2-(4-pyridinylthio)acetamide