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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
—— O-(1-methoxy-2-ethyl-2-methylvinyl) S-ethyl dithiocarbonate 123311-28-4 C9H16O2S2
O-(1-methoxy-2-ethyl-2-methylvinyl) S-ethyl dithiocarbonate
—— trans-4-hydroxy-3-phenylsulfenylcyclohex-1-ene 107657-92-1 C12H14OS
trans-4-hydroxy-3-phenylsulfenylcyclohex-1-ene
—— <i>N</i>-methyl-2-(2-methylsulfanyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetamide 14352-19-3 C9H13N3O2S
<i>N</i>-methyl-2-(2-methylsulfanyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-5-yl)-acetamide
—— 2-methyl-2-(methylsulfonyl)propan-1-amine 1249028-10-1 C5H13NO2S
2-methyl-2-(methylsulfonyl)propan-1-amine
—— 4-<(4-amino-3-cyanophenyl)thio>benzoic acid, methyl ester 74761-57-2 C15H12N2O2S
4-<(4-amino-3-cyanophenyl)thio>benzoic acid, methyl ester
—— 3-(1-methylpiperidin-4-yl)-5-((4-(trifluoromethyl)phenyl)thio)-1H-indazole 1172131-11-1 C20H20F3N3S
3-(1-methylpiperidin-4-yl)-5-((4-(trifluoromethyl)phenyl)thio)-1H-indazole
—— 1-<2-(2-methylphenylthio)phenyl>-1-(2,3,5,6-tetramethylphenyl)methanol 94008-82-9 C24H26OS
1-<2-(2-methylphenylthio)phenyl>-1-(2,3,5,6-tetramethylphenyl)methanol
—— 2-[6-(tert-butoxycarbonyl-methyl-amino)-1-(3,5-difluoro-benzyl)-1H-indol-3-ylsulfanyl]-benzoic acid 868673-30-7 C28H26F2N2O4S
2-[6-(tert-butoxycarbonyl-methyl-amino)-1-(3,5-difluoro-benzyl)-1H-indol-3-ylsulfanyl]-benzoic acid
—— 3-(4-chlorobutyrylthio)-4-phenyl-3-isothiazoline-5-thione 78224-78-9 C13H12ClNOS3
3-(4-chlorobutyrylthio)-4-phenyl-3-isothiazoline-5-thione
—— (E)-2-azido-2,4,5,6-tetradeoxy-6-(undecylsulfonyl)-D-erythro-hex-4-enitol 1193092-05-5 C17H33N3O4S
(E)-2-azido-2,4,5,6-tetradeoxy-6-(undecylsulfonyl)-D-erythro-hex-4-enitol
—— tert-butyl [1-(4-{[3-nitro-6-(phenylthio)pyridin-2-yl]amino}phenyl)cyclobutyl]carbamate 1416775-56-8 C26H28N4O4S
tert-butyl [1-(4-{[3-nitro-6-(phenylthio)pyridin-2-yl]amino}phenyl)cyclobutyl]carbamate
—— Bis-(1,4,5,6,7,7-hexachlorbicyclo<2.2.1>hept-5-en-2-yl)sulfon 3473-49-2 C14H6Cl12O2S
Bis-(1,4,5,6,7,7-hexachlorbicyclo<2.2.1>hept-5-en-2-yl)sulfon
—— methyl 2-((1S,2S,3S,4R)-4-(5-amino-6-chloro-2-(propylthio)-pyrimidin-4-ylamino)-2,3-dihydroxycyclopentyloxy)acetate 1402150-07-5 C15H23ClN4O5S
methyl 2-((1S,2S,3S,4R)-4-(5-amino-6-chloro-2-(propylthio)-pyrimidin-4-ylamino)-2,3-dihydroxycyclopentyloxy)acetate
—— 2-methyl-3<i>t</i>-<i>p</i>-tolylsulfanyl-acryloyl chloride 121159-55-5 C11H11ClOS
2-methyl-3<i>t</i>-<i>p</i>-tolylsulfanyl-acryloyl chloride
—— 2-[6-amino-1-pyridin2-ylmethyl-1H-indol-3-ylsulfanyl]-benzonitrile 868672-74-6 C21H16N4S
2-[6-amino-1-pyridin2-ylmethyl-1H-indol-3-ylsulfanyl]-benzonitrile
—— N-methyl-2-((3-nitropyridin-2-yl)thio)benzamide 1235455-02-3 C13H11N3O3S
N-methyl-2-((3-nitropyridin-2-yl)thio)benzamide
—— 3,3-Bis(ethylthio)dithioacrylsaeure-ethylester 74477-35-3 C9H16S4
3,3-Bis(ethylthio)dithioacrylsaeure-ethylester
—— N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-ylsulfanyl)-phenyl]-2,4-difluoro-benzenesulfonamide 717898-27-6 C23H21F2N5O2S2
N-[4-(4-amino-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-5-ylsulfanyl)-phenyl]-2,4-difluoro-benzenesulfonamide
—— 4-[(2,2-diethoxyethyl)amino]-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile 1476056-52-6 C13H20N4O3S
4-[(2,2-diethoxyethyl)amino]-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile
—— 4-ethyl-2-(propylthio)phenol 1569262-78-7 C11H16OS
4-ethyl-2-(propylthio)phenol
—— dimethyl (2-(phenylthio)-5-tert-butyl-1-cyclohex-3-yl)malonate 85894-99-1 C21H28O4S
dimethyl (2-(phenylthio)-5-tert-butyl-1-cyclohex-3-yl)malonate
—— N-(1-Thiophenyl-2,2-dichlor)-hexylacetamid 62998-93-0 C14H19Cl2NOS
N-(1-Thiophenyl-2,2-dichlor)-hexylacetamid
—— gold(1+);6-methoxycarbonylsulfanyl-2,3-dihydro-1,4-dithiine-5-thiolate;triphenylphosphane 217190-10-8 C24H22AuO2PS4
gold(1+);6-methoxycarbonylsulfanyl-2,3-dihydro-1,4-dithiine-5-thiolate;triphenylphosphane
—— 4,5-Dihydro-1-methyl-8-(2-pyridinylsulfanyl)-1H-thieno[3,4-g]indazole-6-carboxamide 364763-76-8 C16H14N4OS2
4,5-Dihydro-1-methyl-8-(2-pyridinylsulfanyl)-1H-thieno[3,4-g]indazole-6-carboxamide
—— 2,4-diamino-6-(methylthio)pyrimidine-5-carbonitrile 112637-64-6 C6H7N5S
2,4-diamino-6-(methylthio)pyrimidine-5-carbonitrile
—— 7-Aethyl-7-pentyl-<1,4,6,8>dioxa-dithia-cyclononan-6,6,8,8-tetraoxid 22059-87-6 C12H24O6S2
7-Aethyl-7-pentyl-<1,4,6,8>dioxa-dithia-cyclononan-6,6,8,8-tetraoxid
—— 5-[(4-methylphenyl)thio]-4-nitro-1H-pyrazole 1273586-54-1 C10H9N3O2S
5-[(4-methylphenyl)thio]-4-nitro-1H-pyrazole
—— Methoxycarbonyl-2-aminoethyl trisulfane hydrochloride 94839-65-3 C4H9NO2S3*ClH
Methoxycarbonyl-2-aminoethyl trisulfane hydrochloride
—— 1-acetoxy-2-phenylthiocyclohexane 133775-38-9 C14H18O2S
1-acetoxy-2-phenylthiocyclohexane
—— phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α-L-lyxo-hexopyranoside 863503-05-3 C14H17N3O3S
phenyl 4-O-acetyl-3-azido-1-thio-2,3,6-trideoxy-α-L-lyxo-hexopyranoside
—— 4-[4-(4-Carbonochloridoylphenyl)sulfanylphenyl]sulfanylbenzoyl chloride 19362-86-8 C20H12Cl2O2S2
4-[4-(4-Carbonochloridoylphenyl)sulfanylphenyl]sulfanylbenzoyl chloride
—— 3-thiophen-2-yl-thioacrylic acid <i>S</i>-phenyl ester 34844-01-4 C13H10OS2
3-thiophen-2-yl-thioacrylic acid <i>S</i>-phenyl ester
—— 3-phenyl-2-phenylimino-thiazolidine-4,5-dione 5-[(4-anilino-[1,3,5]triazin-2-yl)-hydrazone] 36943-95-0 C24H18N8OS
3-phenyl-2-phenylimino-thiazolidine-4,5-dione 5-[(4-anilino-[1,3,5]triazin-2-yl)-hydrazone]
—— 4-Ethyl-4-propyl-1,7,3,5-dioxadithionan 27259-27-4 C10H20O2S2
4-Ethyl-4-propyl-1,7,3,5-dioxadithionan
—— (2S,3R)-2-Ethoxycarbonylamino-3-p-tolylsulfanyl-2-trifluoromethyl-butyric acid methyl ester 184636-36-0 C16H20F3NO4S
(2S,3R)-2-Ethoxycarbonylamino-3-p-tolylsulfanyl-2-trifluoromethyl-butyric acid methyl ester
—— (E)-methyl 3-(4-fluorophenylthio)-2-methyl-2-propenoate 1154688-53-5 C11H11FO2S
(E)-methyl 3-(4-fluorophenylthio)-2-methyl-2-propenoate
—— 4-Butylthio-2-isopropyl-5-propylimidazol 37716-69-1 C13H24N2S
4-Butylthio-2-isopropyl-5-propylimidazol
—— 2-Hexylsulfonyl-aethylbromid 5756-14-9 C8H17BrO2S
2-Hexylsulfonyl-aethylbromid
—— 1,3-bis(methylsulfanyl)propane;tetrabromotitanium 309957-44-6 C5H12Br4S2Ti
1,3-bis(methylsulfanyl)propane;tetrabromotitanium
—— (1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)(p-tolyl)sulfane 1629186-26-0 C24H17F3S
(1-phenyl-3-(trifluoromethyl)naphthalen-2-yl)(p-tolyl)sulfane
—— 5-methylcyclopenta-1,3-diene;neodymium(3+);N-phenyl-1-phenylsulfanylmethanimidate 377081-78-2 C50H48N2Nd2O2S2
5-methylcyclopenta-1,3-diene;neodymium(3+);N-phenyl-1-phenylsulfanylmethanimidate
—— Phenyl-(5,6,6-trichlor-hex-5-enyl)-sulfid 16427-22-8 C12H13Cl3S
Phenyl-(5,6,6-trichlor-hex-5-enyl)-sulfid
—— (2-Acetylamino-phenyl)-(2,4,5-trinitro-phenyl)-sulfid 24034-21-7 C14H10N4O7S
(2-Acetylamino-phenyl)-(2,4,5-trinitro-phenyl)-sulfid
—— methyl (Z)-3-(dimethylamino)-2-(phenylthio)acrylate 1649501-89-2 C12H15NO2S
methyl (Z)-3-(dimethylamino)-2-(phenylthio)acrylate
—— 1,9-Bis(methylthio)dipyridazo<4,5-b:4',5'-e>-1,4-dithiin 28009-19-0 C10H8N4S4
1,9-Bis(methylthio)dipyridazo<4,5-b:4',5'-e>-1,4-dithiin
—— thiocyanatoruthenocene 1584163-40-5 C11H9NRuS
thiocyanatoruthenocene
—— 2-chloro-1-methylsulfanyldodecane 75712-11-7 C13H27ClS
2-chloro-1-methylsulfanyldodecane
—— (E)-2-((4-chlorophenyl)thio)-3-(2-cyanovinyl)-9,10-dimethoxy-4-oxo-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonitrile 1463869-20-6 C25H18ClN3O3S
(E)-2-((4-chlorophenyl)thio)-3-(2-cyanovinyl)-9,10-dimethoxy-4-oxo-6,7-dihydro-4H-pyrido[2,1-a]isoquinoline-1-carbonitrile
—— (Z)-2-Amino-3-[3-[(E)-(Z)-2-amino-1,2-dicyano-vinylimino]-2-[1,3]dithiolan-2-ylidene-prop-(E)-ylideneamino]-but-2-enedinitrile 121733-70-8 C14H10N8S2
(Z)-2-Amino-3-[3-[(E)-(Z)-2-amino-1,2-dicyano-vinylimino]-2-[1,3]dithiolan-2-ylidene-prop-(E)-ylideneamino]-but-2-enedinitrile
—— 2-Methanesulfonyl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-ene 59056-07-4 C11H18O2S
2-Methanesulfonyl-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-ene