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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-Chloro-phenylsulfanyl)-2,3-dimethyl-pentanoic acid ethyl ester 1711-26-8 C15H21ClO2S
2-(4-Chloro-phenylsulfanyl)-2,3-dimethyl-pentanoic acid ethyl ester
—— 4-(phenylthio)-7,7-dimethyl-cis-bicyclo<3.3.0>oct-3-en-2-one 82494-86-8 C16H18OS
4-(phenylthio)-7,7-dimethyl-cis-bicyclo<3.3.0>oct-3-en-2-one
—— 3-cyclopropyl-1-(8-methylthio-1,4-benzoxathian-5-yl)propan-1,3-dione 225387-30-4 C15H16O3S2
3-cyclopropyl-1-(8-methylthio-1,4-benzoxathian-5-yl)propan-1,3-dione
—— 4-[(4-trifluoromethyl)pyrimidine-2-thio]-phthalonitrile 1235844-74-2 C13H5F3N4S
4-[(4-trifluoromethyl)pyrimidine-2-thio]-phthalonitrile
—— N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine 1042129-38-3 C16H14N4S
N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine
—— (Z)-1-n-propylthio-2-phenylthio-3-hydroxypropene 1315273-25-6 C12H16OS2
(Z)-1-n-propylthio-2-phenylthio-3-hydroxypropene
—— Ethyl-2-d-cis-4-heptenylthioether 55320-21-3 C9H18S
Ethyl-2-d-cis-4-heptenylthioether
—— Methyl-(2,2,2-trichlor-1,1-difluor-aethyl)-sulfid 5187-49-5 C3H3Cl3F2S
Methyl-(2,2,2-trichlor-1,1-difluor-aethyl)-sulfid
—— 1163301-94-7 C32H22S2
—— prop-2-enyl (2S,3S)-3-methyl-2-[[2-(4-methylphenyl)sulfanylcyclohexylidene]amino]pentanoate 128402-76-6 C22H31NO2S
prop-2-enyl (2S,3S)-3-methyl-2-[[2-(4-methylphenyl)sulfanylcyclohexylidene]amino]pentanoate
—— 2-(4-diethylamino-6-methylsulfanyl-[1,3,5]triazin-2-yl)-1,2-dihydro-pyridazine-3,6-dione 33250-69-0 C12H16N6O2S
2-(4-diethylamino-6-methylsulfanyl-[1,3,5]triazin-2-yl)-1,2-dihydro-pyridazine-3,6-dione
—— 4-<i>tert</i>-butylsulfanyl-6-phenyl-1<i>H</i>-[1,3,5]triazine-2-thione 32710-02-4 C13H15N3S2
4-<i>tert</i>-butylsulfanyl-6-phenyl-1<i>H</i>-[1,3,5]triazine-2-thione
—— 1-oxa-4-thia-8-t-butylspiro[4.5]decane 1900-74-9 C12H22OS
1-oxa-4-thia-8-t-butylspiro[4.5]decane
—— 1,5-bis(3-chlorophenyl)-2,4-diaza-1,3,5-trithia-2,3-pentadiene 1258866-38-4 C12H8Cl2N2S3
1,5-bis(3-chlorophenyl)-2,4-diaza-1,3,5-trithia-2,3-pentadiene
—— 1-(2,5-diethyl-phenylsulfanylmethyl)-piperidine 29090-68-4 C16H25NS
1-(2,5-diethyl-phenylsulfanylmethyl)-piperidine
—— 1-(4-Butyl-phenylsulfanyl)-3-octyloxy-propan-2-ol 24206-92-6 C21H36O2S
1-(4-Butyl-phenylsulfanyl)-3-octyloxy-propan-2-ol
—— dimethyl 2-(2-phenyl-2-(p-tolylthio)ethyl)malonate 1462945-67-0 C20H22O4S
dimethyl 2-(2-phenyl-2-(p-tolylthio)ethyl)malonate
—— Malonic acid ethyl ester 2-phenylsulfanylmethyl-cyclohex-2-enyl ester 139294-30-7 C18H22O4S
Malonic acid ethyl ester 2-phenylsulfanylmethyl-cyclohex-2-enyl ester
—— (S)-9-Isopropenyl-6-methyl-7-phenylsulfanyl-1,4-dioxa-spiro[4.5]decane 75717-29-2 C18H24O2S
(S)-9-Isopropenyl-6-methyl-7-phenylsulfanyl-1,4-dioxa-spiro[4.5]decane
—— 2,3-difluoro-1-(p-tolylthio)benzene 1055876-64-6 C13H10F2S
2,3-difluoro-1-(p-tolylthio)benzene
—— 2-fluoro-1,3-bis(p-tolylthio)benzene 1055876-67-9 C20H17FS2
2-fluoro-1,3-bis(p-tolylthio)benzene
—— S-pentachlorophenyl dimethylthiocarbamate 117552-50-8 C9H6Cl5NOS
S-pentachlorophenyl dimethylthiocarbamate
—— (6-chloro-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester 25381-85-5 C14H13ClN2O3S
(6-chloro-3-oxo-2-phenyl-2,3-dihydro-pyridazin-4-ylsulfanyl)-acetic acid ethyl ester
—— n-Heptyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat 21418-96-2 C14H22N2O3S
n-Heptyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat
—— 35364-34-2 C9H16O2S
—— N-(((4-chlorophenyl)thio)methyl)-N-methylacetamide 1352121-32-4 C10H12ClNOS
N-(((4-chlorophenyl)thio)methyl)-N-methylacetamide
—— Di-(6-propyluracil-5-yl)-sulfid 37737-47-6 C14H18N4O4S
Di-(6-propyluracil-5-yl)-sulfid
—— 2-<i>p</i>-tolylsulfanyl-1<i>H</i>-pyrimidine-4,5,6-trione 5-<i>p</i>-tolylhydrazone 36137-29-8 C18H16N4O2S
2-<i>p</i>-tolylsulfanyl-1<i>H</i>-pyrimidine-4,5,6-trione 5-<i>p</i>-tolylhydrazone
—— 4-(3-Acetylamino-6-chloro-pyridin-2-ylsulfanyl)-3-[(2,4-dinitro-phenyl)-hydrazono]-butyric acid ethyl ester 35070-25-8 C19H19ClN6O7S
4-(3-Acetylamino-6-chloro-pyridin-2-ylsulfanyl)-3-[(2,4-dinitro-phenyl)-hydrazono]-butyric acid ethyl ester
—— 1,3-dimethyl-5-thiocyanatopyrimidine-2,4(1H,3H)-dione 52019-18-8 C7H7N3O2S
1,3-dimethyl-5-thiocyanatopyrimidine-2,4(1H,3H)-dione
—— 138020-50-5 C42H30F10N2PRhS2
—— 2,2-Bis-(pentafluorphenylthio)-propan 56717-79-4 C15H6F10S2
2,2-Bis-(pentafluorphenylthio)-propan
—— 2-Piperidino-2-dithien 35475-93-5 C9H15NS2
2-Piperidino-2-dithien
—— N-[2-(3-Chloro-phenylsulfanyl)-ethyl]-N-methyl-acetamide 115368-24-6 C11H14ClNOS
N-[2-(3-Chloro-phenylsulfanyl)-ethyl]-N-methyl-acetamide
—— Dicrotyl-trithiocarbonat 52894-44-7 C9H14S3
Dicrotyl-trithiocarbonat
—— 2-Brom-1-chlorsulfanyl-aethan 65271-11-6 C2H4BrClS
2-Brom-1-chlorsulfanyl-aethan
—— 2-(p-Thiomethoxyphenyl)isopropylidenecyclopropane 72138-43-3 C13H16S
2-(p-Thiomethoxyphenyl)isopropylidenecyclopropane
—— N-(3'-nitro-2'-pyridinesulfenyloxy)-5-norbornene-2,3-dicarboximide 77800-31-8 C14H11N3O5S
N-(3'-nitro-2'-pyridinesulfenyloxy)-5-norbornene-2,3-dicarboximide
—— 1-[ethoxy(propylsulfanyl)phosphoryl]-3-methylurea 65344-15-2 C7H17N2O3PS
1-[ethoxy(propylsulfanyl)phosphoryl]-3-methylurea
—— 2-(2-carboxy-4-fluorophenylthio)-4,5-difluorobenzoic acid 1062599-15-8 C14H7F3O4S
2-(2-carboxy-4-fluorophenylthio)-4,5-difluorobenzoic acid
—— 1,1,1,2,2,3,4,5,5,6,6,6-Dodecafluoro-hexane 71040-09-0 C6H2F12
1,1,1,2,2,3,4,5,5,6,6,6-Dodecafluoro-hexane
—— 35924-29-9 C21H36N2S3Sn
—— 1-[2-Hydroxy-2-(4-isopropylsulfanyl-phenyl)-1-methyl-ethyl]-pyrrolidin-2-one 72460-74-3 C16H23NO2S
1-[2-Hydroxy-2-(4-isopropylsulfanyl-phenyl)-1-methyl-ethyl]-pyrrolidin-2-one
—— 2-(2-phenylthioethyl)-1-nitrosopyrrolidine 90238-68-9 C12H16N2OS
2-(2-phenylthioethyl)-1-nitrosopyrrolidine
—— (1<i>H</i>-[1,2,4]triazol-3-yl)-dithiocarbonimidic acid benzyl ester methyl ester 41244-76-2 C11H12N4S2
(1<i>H</i>-[1,2,4]triazol-3-yl)-dithiocarbonimidic acid benzyl ester methyl ester
—— perfluoro-2-methyl-1-cyclopentenylsulfenyl chloride 82789-42-2 C6ClF9S
perfluoro-2-methyl-1-cyclopentenylsulfenyl chloride
—— 2-<(2-aminoethyl)thio>imidazole-1-(2-methoxymethyl)ethanol 78949-91-4 C9H17N3O2S
2-<(2-aminoethyl)thio>imidazole-1-(2-methoxymethyl)ethanol
—— Trimethylsilanylmethyl-thiocarbamic acid O-ethyl ester 198825-05-7 C7H17NOSSi
Trimethylsilanylmethyl-thiocarbamic acid O-ethyl ester
—— 1075196-89-2 C18H13N3S
—— 2-(2,6-difluorophenylthio)-N-isopropylbenzamide 1144043-15-1 C16H15F2NOS
2-(2,6-difluorophenylthio)-N-isopropylbenzamide