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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
—— Carbonic acid, (dicyclohexylamino)thioxomethyl ethyl ester 5439-73-6 C16H27NO3S
Carbonic acid, (dicyclohexylamino)thioxomethyl ethyl ester
—— isopropyl 2-chloro-2-phenylthioacetate 255876-18-7 C11H13ClO2S
isopropyl 2-chloro-2-phenylthioacetate
—— dicyclohexylcarbamothioyl N,N-dicyclohexylcarbamodithioate 5439-78-1 C26H44N2S3
dicyclohexylcarbamothioyl N,N-dicyclohexylcarbamodithioate
—— 3-(Methoxycarbonyl)-2-(2-(phenylthio)ethyl)-4,5-dihydrofuran 131905-83-4 C14H16O3S
3-(Methoxycarbonyl)-2-(2-(phenylthio)ethyl)-4,5-dihydrofuran
—— (2R)-2-[3-chloro-4-(methylsulfanyl)phenyl]-3-cyclopentylpropanoic acid 588940-80-1 C15H19ClO2S
(2R)-2-[3-chloro-4-(methylsulfanyl)phenyl]-3-cyclopentylpropanoic acid
—— 4-(o-aminophenythio)-N-butyl-4-phenylbutyramide 89569-11-9 C20H26N2OS
4-(o-aminophenythio)-N-butyl-4-phenylbutyramide
—— 6-(5-isoquinolylsulfanyl)-7-nitroquinoxaline 203338-87-8 C17H10N4O2S
6-(5-isoquinolylsulfanyl)-7-nitroquinoxaline
—— tert.-Butyl(2-nitro-5-(phenylthio)phenyl)acetate 89278-19-3 C18H19NO4S
tert.-Butyl(2-nitro-5-(phenylthio)phenyl)acetate
—— 2-(5-chloro-2-nitrophenylthio)aniline 105837-12-5 C12H9ClN2O2S
2-(5-chloro-2-nitrophenylthio)aniline
—— O,O'-Dimethyl S,S'-methylene biscarbonodithioate 89364-30-7 C5H8O2S4
O,O'-Dimethyl S,S'-methylene biscarbonodithioate
—— 5-(3,5-Dichlorophenylthio)-1,2-bis-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole 178980-42-2 C18H22Cl2N4O4S
5-(3,5-Dichlorophenylthio)-1,2-bis-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole
—— 5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-(3-carbamoyloxypropyl)-4-isopropyl-1H-imidazole 178980-46-6 C19H24Cl2N4O4S
5-(3,5-Dichlorophenylthio)-1-(2-carbamoyloxyethyl)-2-(3-carbamoyloxypropyl)-4-isopropyl-1H-imidazole
—— (4-chloromethyl-phenyl)-(4-nitro-phenyl)-sulfide 100398-42-3 C13H10ClNO2S
(4-chloromethyl-phenyl)-(4-nitro-phenyl)-sulfide
—— 4,4'-Bis-(phenylthio)-azoxybenzol 5333-73-3 C24H18N2OS2
4,4'-Bis-(phenylthio)-azoxybenzol
—— 5,6-dihydro-6-phenyl-4H-s-triazolo<3,4-e><1,6>benzothiazocine 89569-01-7 C17H15N3S
5,6-dihydro-6-phenyl-4H-s-triazolo<3,4-e><1,6>benzothiazocine
—— 2-(Propylsulfonyl)cyclohexanon 85058-04-4 C9H16O3S
2-(Propylsulfonyl)cyclohexanon
—— 5,6-dimethyl-3-(phenylthio)pyridazine-4-carbonitrile 93824-73-8 C13H11N3S
5,6-dimethyl-3-(phenylthio)pyridazine-4-carbonitrile
—— 5-Methyl-2-(phenylthio)hexyl-phenylsulfid 66164-98-5 C19H24S2
5-Methyl-2-(phenylthio)hexyl-phenylsulfid
—— 5-Methyl-2-(phenylthio)hexan-1-ol 61829-50-3 C13H20OS
5-Methyl-2-(phenylthio)hexan-1-ol
—— 5-Methyl-2-phenylthiohexanal 66332-73-8 C13H18OS
5-Methyl-2-phenylthiohexanal
—— 2-(3-Butenylsulfonyl)-1-cyclohexanon 89730-09-6 C10H16O3S
2-(3-Butenylsulfonyl)-1-cyclohexanon
—— 2-(Hexylsulfonyl)-1-cyclohexanon 89729-99-7 C12H22O3S
2-(Hexylsulfonyl)-1-cyclohexanon
—— 3-methyl-5-(pyridin-2-ylsulfanyl)-3H-imidazole-4-carbaldehyde 1258283-09-8 C10H9N3OS
3-methyl-5-(pyridin-2-ylsulfanyl)-3H-imidazole-4-carbaldehyde
—— 3-tert-butylthio-4-hydroxy-6-methyl-2-pyrone 53603-44-4 C10H14O3S
3-tert-butylthio-4-hydroxy-6-methyl-2-pyrone
—— 2-methylthio-4,6-pyrimidinyl ditriflate 154499-78-2 C7H4F6N2O6S3
2-methylthio-4,6-pyrimidinyl ditriflate
—— phenyl 2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside 931095-45-3 C12H15FO4S
phenyl 2-deoxy-2-fluoro-1-thio-α-D-mannopyranoside
—— Dicyclohexyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane 1186034-81-0 C22H32N3PS
Dicyclohexyl-[[1-(phenylsulfanylmethyl)triazol-4-yl]methyl]phosphane
—— 6-methyl-2-methylthio-4-pyrimidinyl triflate 154499-79-3 C7H7F3N2O3S2
6-methyl-2-methylthio-4-pyrimidinyl triflate
—— 2-chloro-3-(4-bromophenylthio)-4-aminopyridine 1235872-84-0 C11H8BrClN2S
2-chloro-3-(4-bromophenylthio)-4-aminopyridine
—— potassium N,N-di-n-propylthiocarbamate 115981-32-3 C7H14NOS*K
potassium N,N-di-n-propylthiocarbamate
—— 3,12-dioxa-7,8-dithiatetradecane-1,14-diol 1316759-69-9 C10H22O4S2
3,12-dioxa-7,8-dithiatetradecane-1,14-diol
—— 2-chloro-3-(phenylthio)pyridin-4-amine 1235876-44-4 C11H9ClN2S
2-chloro-3-(phenylthio)pyridin-4-amine
—— (1E,3E)-1-bromo-4-(phenylthio)-1,3-butadiene-1,2,3,4-d4 188802-32-6 C10H9BrS
(1E,3E)-1-bromo-4-(phenylthio)-1,3-butadiene-1,2,3,4-d4
—— tert-butyl-dimethyl-[2-[(2S,6S)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane 1373398-03-8 C23H38O2SSi
tert-butyl-dimethyl-[2-[(2S,6S)-2-[(2R)-2-methyl-3-phenylsulfanylpropyl]-3,6-dihydro-2H-pyran-6-yl]ethoxy]silane
—— 2-[(1R,2R,4R)-4-(2-Methoxy-ethoxymethoxy)-2-methylsulfanylmethoxymethyl-cyclopentyl]-oxirane 231291-47-7 C14H26O5S
2-[(1R,2R,4R)-4-(2-Methoxy-ethoxymethoxy)-2-methylsulfanylmethoxymethyl-cyclopentyl]-oxirane
—— 2(S)-methyl-3-(methyl sulfonyl)propionic acid t-butyl ester 143225-00-7 C9H18O4S
2(S)-methyl-3-(methyl sulfonyl)propionic acid t-butyl ester
—— 4-Amino-6-methylsulfanylpyrimidine-5-carbonitrile 900479-85-8 C6H6N4S
4-Amino-6-methylsulfanylpyrimidine-5-carbonitrile
—— 6,16,19,29-Tetraoxa-3,9,11,24,26,32-hexathia-13,22,39,40-tetrazatetracyclo[32.3.1.110,13.122,25]tetraconta-1(38),10(40),25(39),34,36-pentaene-12,23-dione 1041201-03-9 C26H36N4O6S6
6,16,19,29-Tetraoxa-3,9,11,24,26,32-hexathia-13,22,39,40-tetrazatetracyclo[32.3.1.110,13.122,25]tetraconta-1(38),10(40),25(39),34,36-pentaene-12,23-dione
—— 3,5-dimethylphenyl ethyl xanthate 89816-83-1 C11H14OS2
3,5-dimethylphenyl ethyl xanthate
—— 2-i-Propyl-propan-1,3-dithiol 24330-59-4 C6H14S2
2-i-Propyl-propan-1,3-dithiol
—— 2-[β-(1-pyrrolidinyl)ethylthio]phenyl-N-phenylbenzthioimidate hydrochloride 78455-24-0 C25H26N2S2*ClH
2-[β-(1-pyrrolidinyl)ethylthio]phenyl-N-phenylbenzthioimidate hydrochloride
—— 2-[β-(1-pyrrolidinyl)ethylthio]phenol 78455-23-9 C12H17NOS
2-[β-(1-pyrrolidinyl)ethylthio]phenol
—— isopropyl 2-(pentylsulfonyl) diazoacetate 1424362-21-9 C10H18N2O4S
isopropyl 2-(pentylsulfonyl) diazoacetate
—— 4-methoxy-4-{4-[4-(2-methyl-1,3-dioxolan-2-yl)benzyloxy]-2-methylthiopyrimidin-6-yl}tetrahydropyran 161386-27-2 C22H28N2O5S
4-methoxy-4-{4-[4-(2-methyl-1,3-dioxolan-2-yl)benzyloxy]-2-methylthiopyrimidin-6-yl}tetrahydropyran
—— (2R,3R,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6-fluoro-2-methyl-5-phenylsulfanyl-tetrahydro-pyran 306768-24-1 C24H43FO3SSi2
(2R,3R,4S,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6-fluoro-2-methyl-5-phenylsulfanyl-tetrahydro-pyran
—— 4-(4-bromo-2-methylthiopyrimidin-6-yl)-4-methoxytetrahydropyran 161386-32-9 C11H15BrN2O2S
4-(4-bromo-2-methylthiopyrimidin-6-yl)-4-methoxytetrahydropyran
—— N,N'-hexanediyl bis-dithiocarbamic acid diphenyl ester 1370652-54-2 C20H24N2S4
N,N'-hexanediyl bis-dithiocarbamic acid diphenyl ester
—— 4-diethoxymethyl-2-hexylsulfanyl-6-methylpyrimidine 863672-51-9 C16H28N2O2S
4-diethoxymethyl-2-hexylsulfanyl-6-methylpyrimidine
—— 4-(trifluoromethyl)-2-(methylthio)-6-(thiophen-2-yl)pyridine-3-carbonitrile 285980-91-8 C12H7F3N2S2
4-(trifluoromethyl)-2-(methylthio)-6-(thiophen-2-yl)pyridine-3-carbonitrile
—— 2-(2-oxopropylthio)-4-(trifluoromethyl)-6-(thiophen-2-yl)pyridine-3-carbonitrile 332869-24-6 C14H9F3N2OS2
2-(2-oxopropylthio)-4-(trifluoromethyl)-6-(thiophen-2-yl)pyridine-3-carbonitrile