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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-(4-methylphenylthio)-2,2-dichloroethanal 139488-05-4 C9H8Cl2OS
2-(4-methylphenylthio)-2,2-dichloroethanal
—— 2-[1-methyl-1-(p-tolylsulfanylmethyl)but-3-enyl]cyclopentanone 565184-56-7 C18H24OS
2-[1-methyl-1-(p-tolylsulfanylmethyl)but-3-enyl]cyclopentanone
—— 4-Methylthio-3-phenyl-2-thioxo-3-cyclobutenon 61087-72-7 C11H8OS2
4-Methylthio-3-phenyl-2-thioxo-3-cyclobutenon
—— trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran 134903-65-4 C21H32O2S
trans-2-(3'-methoxy-2',5'-dimethylhex-5'-en-2'-yl)-3-(p-tolylthio)tetrahydropyran
—— N-(2-Cyanoethyl)-N-ethylthiourea 59670-00-7 C6H11N3S
N-(2-Cyanoethyl)-N-ethylthiourea
—— 3,6-difluoro-4,5-bisphenyl-thiophthalonitrile 25579-67-3 C20H10F2N2S2
3,6-difluoro-4,5-bisphenyl-thiophthalonitrile
—— tetrakis(phenylsulfanyl)phthalonitrile 25693-95-2 C32H20N2S4
tetrakis(phenylsulfanyl)phthalonitrile
—— 5-Aethylthiooxazol-4-carbonitril 60957-12-2 C6H6N2OS
5-Aethylthiooxazol-4-carbonitril
—— phenyl(4-phenylbutan-2-yl)sulfane 61836-03-1 C16H18S
phenyl(4-phenylbutan-2-yl)sulfane
—— 1,7,3,5-Dioxadithionan-4-ol, 4-propyl- 39486-42-5 C8H16O3S2
1,7,3,5-Dioxadithionan-4-ol, 4-propyl-
—— N-[3-(4-fluorophenyl)sulfanylpropoxy]acetamide 1027290-92-1 C11H14FNO2S
N-[3-(4-fluorophenyl)sulfanylpropoxy]acetamide
—— 2,5-dibromo-1,4-bis(methylthio)benzene 84910-84-9 C8H8Br2S2
2,5-dibromo-1,4-bis(methylthio)benzene
—— <i>N</i>-ethyl-<i>N</i>'-allyl-<i>N</i>-hydroxy-thiourea 1379222-61-3 C6H12N2OS
<i>N</i>-ethyl-<i>N</i>'-allyl-<i>N</i>-hydroxy-thiourea
—— 4-(5-isoquinolylsulfanyl)-1,2-benzenediamine 203113-11-5 C15H13N3S
4-(5-isoquinolylsulfanyl)-1,2-benzenediamine
—— 3-Thiophenecarboxaldehyde, 5-[(dimethylamino)methyl]-2-(ethylthio)- 61211-52-7 C10H15NOS2
3-Thiophenecarboxaldehyde, 5-[(dimethylamino)methyl]-2-(ethylthio)-
—— (Z)-5-(2,4-bis(p-tolylthio)benzylidene)-2-thioxothiazolidin-4-one 1489285-33-7 C24H19NOS4
(Z)-5-(2,4-bis(p-tolylthio)benzylidene)-2-thioxothiazolidin-4-one
—— 1-methyl hydrogen 2-(phenylthio)succinate 79749-85-2 C11H12O4S
1-methyl hydrogen 2-(phenylthio)succinate
—— 2-decyl-1,3-propanedithiol 112054-11-2 C13H28S2
2-decyl-1,3-propanedithiol
—— 5-Methylthiooxazol-4-carbonitril 60957-11-1 C5H4N2OS
5-Methylthiooxazol-4-carbonitril
—— (2R,3S,4S)-3-Hydroxy-2-methyl-4-phenylsulfanylheptan-1-ol 144015-76-9 C14H22O2S
(2R,3S,4S)-3-Hydroxy-2-methyl-4-phenylsulfanylheptan-1-ol
—— 1,1-di(phenylthio)pentan-2-ol 833480-07-2 C17H20OS2
1,1-di(phenylthio)pentan-2-ol
—— (4S)-3-<(2R,3S,4S)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxoheptyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one 143955-40-2 C20H29NO4S
(4S)-3-<(2R,3S,4S)-3-Hydroxy-2-methyl-4-phenylsulfanyl-1-oxoheptyl>-4-(1-methylethyl)-1,3-oxazolidin-2-one
—— 1,2-bis-ethylsulfanyl-hexane 99868-43-6 C10H22S2
1,2-bis-ethylsulfanyl-hexane
—— methyl 3-methyl-2-(phenylthio)butanoate 79749-84-1 C12H16O2S
methyl 3-methyl-2-(phenylthio)butanoate
—— 4-(2-cyanoethylthio)-1,3-dithiole-2-one 503302-36-1 C6H5NOS3
4-(2-cyanoethylthio)-1,3-dithiole-2-one
—— Wsiqwhkvdfmaci-uhfffaoysa- 741702-30-7 C8H8O2S5
Wsiqwhkvdfmaci-uhfffaoysa-
—— 1-methyl hydrogen 2-isopropyl-2-(phenylthio)succinate 79749-86-3 C14H18O4S
1-methyl hydrogen 2-isopropyl-2-(phenylthio)succinate
—— 5-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-1,3,4-thiadiazole-2-thione 1119425-24-9 C10H9ClN2S3
5-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-1,3,4-thiadiazole-2-thione
—— 1-ethyl hydrogen 2-ethyl-2-(phenylthio)succinate 79749-88-5 C14H18O4S
1-ethyl hydrogen 2-ethyl-2-(phenylthio)succinate
—— 3-Benzyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione 1226914-65-3 C16H13ClN2S3
3-Benzyl-5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 7-Bromo-1-(2,6-dichlorophenyl)-6-(2,4-difluorophenyl)sulfanyl-3,4-dihydropyrido[3,2-d]pyrimidin-2-one 547756-25-2 C19H10BrCl2F2N3OS
7-Bromo-1-(2,6-dichlorophenyl)-6-(2,4-difluorophenyl)sulfanyl-3,4-dihydropyrido[3,2-d]pyrimidin-2-one
—— 3-Benzyl-5-methylsulfanyl-1,3,4-thiadiazole-2-thione 1226914-64-2 C10H10N2S3
3-Benzyl-5-methylsulfanyl-1,3,4-thiadiazole-2-thione
—— 2-phenylsulfanyl-quinoline-4-carboxylic acid ethyl ester 6949-89-9 C18H15NO2S
2-phenylsulfanyl-quinoline-4-carboxylic acid ethyl ester
—— (1S,2R)-2-((methylthio)-thiocarbonyloxy)-cyclopentanecarboxylic acid ethyl ester 864682-70-2 C10H16O3S2
(1S,2R)-2-((methylthio)-thiocarbonyloxy)-cyclopentanecarboxylic acid ethyl ester
—— (phenylthio)acetic acid sodium salt 1641-35-6 C8H7O2S*Na
(phenylthio)acetic acid sodium salt
—— 2-(3-Chloro-5-methyl-phenylsulfanyl)-6-fluoro-benzonitrile 348168-92-3 C14H9ClFNS
2-(3-Chloro-5-methyl-phenylsulfanyl)-6-fluoro-benzonitrile
—— 8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-bromoethyl)purin-6-amine 958027-19-5 C14H11Br2N5O2S
8-[(6-Bromo-1,3-benzodioxol-5-yl)sulfanyl]-9-(2-bromoethyl)purin-6-amine
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3-[2-(4-isopropylpiperazin-1-yl)ethyl]-3H-purin-6-amine 958020-43-4 C21H26BrN7O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-3-[2-(4-isopropylpiperazin-1-yl)ethyl]-3H-purin-6-amine
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-bromoethyl)purin-6-amine 958027-20-8 C14H11Br2N5O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-3-(2-bromoethyl)purin-6-amine
—— N,N-dimethyl-1-(methylthio)-2-heptyn-1-amine 1001233-99-3 C10H19NS
N,N-dimethyl-1-(methylthio)-2-heptyn-1-amine
—— N-ethyl-2-(2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)acetamide 741702-39-6 C9H11NOS5
N-ethyl-2-(2-sulfanylidene-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)acetamide
—— (1-Chloro-octylsulfanyl)-benzene 59456-92-7 C14H21ClS
(1-Chloro-octylsulfanyl)-benzene
—— 4-Pentyloxy-4-propyl-[1,7,3,5]dioxadithionane 3,3,5,5-tetraoxide 64000-61-9 C13H26O7S2
4-Pentyloxy-4-propyl-[1,7,3,5]dioxadithionane 3,3,5,5-tetraoxide
—— N,N-dimethyl-1-(methylthio)-4,4-diethoxy-2-butyn-1-amine 1001234-01-0 C11H21NO2S
N,N-dimethyl-1-(methylthio)-4,4-diethoxy-2-butyn-1-amine
—— 6-(2,4-difluorophenyl)-3-(4-isopropylthiazol-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole 1257424-32-0 C15H13F2N5S2
6-(2,4-difluorophenyl)-3-(4-isopropylthiazol-2-yl)-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— Benzenediazonium, (phenylthio)- 64256-06-0 C12H9N2S+
Benzenediazonium, (phenylthio)-
—— 3-(cyclohex-1-enyl)-1,2-heptadienyl methyl sulfide 1001234-45-2 C14H22S
3-(cyclohex-1-enyl)-1,2-heptadienyl methyl sulfide
—— N,N-dimethyl-1-(methylthio)-3-(cyclohex-1-yl)-2-propyn-1-amine 1001233-97-1 C12H19NS
N,N-dimethyl-1-(methylthio)-3-(cyclohex-1-yl)-2-propyn-1-amine
—— 2,4-diethyl-1,3-dithietane 1,1,3,3-tetraoxide 175399-29-8 C6H12O4S2
2,4-diethyl-1,3-dithietane 1,1,3,3-tetraoxide
—— didodecyl disulfone 13603-71-9 C24H50O4S2
didodecyl disulfone