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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
—— heptafluoro propanethiol 422-90-2 C3HF7S
heptafluoro propanethiol
—— 2,4-bis(methylthio)-6-(2-thienyl)pyrimidine 103191-90-8 C10H10N2S3
2,4-bis(methylthio)-6-(2-thienyl)pyrimidine
—— 3-thiophenyl-3-sulfolene 64741-13-5 C10H10O2S2
3-thiophenyl-3-sulfolene
—— bis(t-butylthio)cyclopropenethione 56651-14-0 C11H18S3
bis(t-butylthio)cyclopropenethione
—— N-<2''-(dimethylamino)ethyl>-2-(methylthio)-6-thien-2'-ylpyrimidin-4-amine 109658-78-8 C13H18N4S2
N-<2''-(dimethylamino)ethyl>-2-(methylthio)-6-thien-2'-ylpyrimidin-4-amine
—— 2-(tert-butylsulfonyl)acetic acid 36610-02-3 C6H12O4S
2-(tert-butylsulfonyl)acetic acid
—— (4-bromophenyl)(phenylethynyl)sulfane 63707-19-7 C14H9BrS
(4-bromophenyl)(phenylethynyl)sulfane
—— (4-methylpentyl)(phenyl)sulfane 1455-19-2 C12H18S
(4-methylpentyl)(phenyl)sulfane
—— 1,1-Ethenediamine, N,N,N',N'-tetraethyl-2-(methylthio)-2-(2-thienylthio)- 193749-94-9 C15H26N2S3
1,1-Ethenediamine, N,N,N',N'-tetraethyl-2-(methylthio)-2-(2-thienylthio)-
—— Thiokohlensaeure-di-isopropylester 57024-81-4 C7H14O2S
Thiokohlensaeure-di-isopropylester
—— 1-methylthio-4-(3',5'-dimethylpyrazol-1'-yl)-pyridazino[4,5-d]pyridazine 17640-68-5 C12H12N6S
1-methylthio-4-(3',5'-dimethylpyrazol-1'-yl)-pyridazino[4,5-d]pyridazine
—— 1,4-bis(methylthio)pyridazino[4,5-d]pyridazine 17412-14-5 C8H8N4S2
1,4-bis(methylthio)pyridazino[4,5-d]pyridazine
—— 1-ethoxypropyl isothiocyanate 190662-61-4 C6H11NOS
1-ethoxypropyl isothiocyanate
—— 7-hydroxy-2-isopropylsulfanyl-4<i>H</i>-thiazolo[4,5-<i>b</i>]pyridin-5-one 70604-15-8 C9H10N2O2S2
7-hydroxy-2-isopropylsulfanyl-4<i>H</i>-thiazolo[4,5-<i>b</i>]pyridin-5-one
—— Bis(ethylthio)(heptafluoropropyl)methane 145327-73-7 C8H11F7S2
Bis(ethylthio)(heptafluoropropyl)methane
—— β-bromo-β-trifluoromethyl dithiocrotonic ester 485403-03-0 C6H5BrF4S2
β-bromo-β-trifluoromethyl dithiocrotonic ester
—— (4S)-4-benzyl-3-[(E,2R)-3-dicyclohexylboranyloxy-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pent-3-enoyl]-1,3-oxazolidin-2-one 273753-67-6 C33H48BNO4S2
(4S)-4-benzyl-3-[(E,2R)-3-dicyclohexylboranyloxy-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pent-3-enoyl]-1,3-oxazolidin-2-one
—— 2-(ethylthio)-7-hydroxy[1,3]thiazolo[4,5-b]pyridin-5(4H)-one 70604-06-7 C8H8N2O2S2
2-(ethylthio)-7-hydroxy[1,3]thiazolo[4,5-b]pyridin-5(4H)-one
—— (2,3-dimethylbutyl)(phenyl)sulfane 91638-67-4 C12H18S
(2,3-dimethylbutyl)(phenyl)sulfane
—— p-tolyl 3,5-O-(tetra-isopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside 204918-57-0 C24H42O5SSi2
p-tolyl 3,5-O-(tetra-isopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside
—— (2R)-1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pentane-1,3-dione 273753-54-1 C21H27NO4S2
(2R)-1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pentane-1,3-dione
—— 7-hydroxy-2-(methylthio)[1,3]thiazolo[4,5-b]pyridin-5(4H)-one 70604-07-8 C7H6N2O2S2
7-hydroxy-2-(methylthio)[1,3]thiazolo[4,5-b]pyridin-5(4H)-one
—— 1,5-dinonylidene-thio carbonohydrazide 6623-29-6 C19H38N4S
1,5-dinonylidene-thio carbonohydrazide
—— 1,5-bis-decylidene-thio carbonohydrazide 6623-30-9 C21H42N4S
1,5-bis-decylidene-thio carbonohydrazide
—— 1,5-didodecylidene-thio carbonohydrazide 7400-39-7 C25H50N4S
1,5-didodecylidene-thio carbonohydrazide
—— 5-acetonylthio-3-methylthio-4-isothiazolecarbonitrile 76336-97-5 C8H8N2OS3
5-acetonylthio-3-methylthio-4-isothiazolecarbonitrile
—— methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate 54820-00-7 C9H12N2O2S
methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate
—— 3-methanesulfinyl-5-methylsulfanyl-isothiazole-4-carbonitrile 25882-60-4 C6H6N2OS3
3-methanesulfinyl-5-methylsulfanyl-isothiazole-4-carbonitrile
—— 2-hydrazino-7-methyl-4H-pyrazolo[5,4-e]-1,3,4-thiadiazine 316188-73-5 C5H8N6S
2-hydrazino-7-methyl-4H-pyrazolo[5,4-e]-1,3,4-thiadiazine
—— (E)-phenyl(3,3,3-trifluoroprop-1-en-1-yl)sulfane 102687-66-1 C9H7F3S
(E)-phenyl(3,3,3-trifluoroprop-1-en-1-yl)sulfane
—— Methyl 2-(6-methyl-2-morpholin-4-ylpyrimidin-4-yl)sulfanylacetate 347343-81-1 C12H17N3O3S
Methyl 2-(6-methyl-2-morpholin-4-ylpyrimidin-4-yl)sulfanylacetate
—— 4-Isothiazolecarbonitrile, 5-((cyanomethyl)thio)-3-(methylthio)- 72436-95-4 C7H5N3S3
4-Isothiazolecarbonitrile, 5-((cyanomethyl)thio)-3-(methylthio)-
—— N-cyclohexanoylthiourea 1428451-09-5 C8H14N2OS
N-cyclohexanoylthiourea
—— 3-chloro-5-methylsulfanyl-isothiazole-4-carbonitrile 3889-65-4 C5H3ClN2S2
3-chloro-5-methylsulfanyl-isothiazole-4-carbonitrile
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)carbothiohydrazide 135885-30-2 C4H8N6S2
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)carbothiohydrazide
—— 1-bromo-1-(ethylsulfonyl)ethane 6668-12-8 C4H9BrO2S
1-bromo-1-(ethylsulfonyl)ethane
—— β,β,β-Trichloroethyl S-3,6-Diisopropylpyrazin-2-ylthiolcarbonate 107292-16-0 C13H17Cl3N2O2S
β,β,β-Trichloroethyl S-3,6-Diisopropylpyrazin-2-ylthiolcarbonate
—— phenyl dithio-2-furoate 59014-94-7 C11H8OS2
phenyl dithio-2-furoate
—— 3-ethanesulfonyl-butan-2-one 800374-25-8 C6H12O3S
3-ethanesulfonyl-butan-2-one
—— 2-oxo-1-oxa-4-thiaspiro <4.4> nonan-3-ylacetic acid 134767-82-1 C9H12O4S
2-oxo-1-oxa-4-thiaspiro <4.4> nonan-3-ylacetic acid
—— 1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-ol 115413-14-4 C11H13Cl3O2S
1-Phenylsulfanyl-3-(2,2,2-trichloroethoxy)propan-2-ol
—— <Ethylthio(thiocarbonyloxy)>essigsaeure 96594-23-9 C5H8O3S2
<Ethylthio(thiocarbonyloxy)>essigsaeure
—— 2-{4-[(Difluoromethyl)sulfanyl]phenyl}-5-propylpyrimidine 139030-66-3 C14H14F2N2S
2-{4-[(Difluoromethyl)sulfanyl]phenyl}-5-propylpyrimidine
—— (E)-9-methyl-1,5-dithiacyclonon-8-ene 144227-17-8 C8H14S2
(E)-9-methyl-1,5-dithiacyclonon-8-ene
—— <i>N</i>-fluorosulfonyl-<i>S</i>,<i>S</i>-dimethyl-sulfimide 19445-05-7 C2H6FNO2S2
<i>N</i>-fluorosulfonyl-<i>S</i>,<i>S</i>-dimethyl-sulfimide
—— Bicyclo<3.1.1>hept-1-yl-phenylthioether 142133-77-5 C13H16S
Bicyclo<3.1.1>hept-1-yl-phenylthioether
—— 1,1,3-trimethyl-3-(2-(1,3,3-trimethylthioureido)ethyl)thiourea 202073-21-0 C10H22N4S2
1,1,3-trimethyl-3-(2-(1,3,3-trimethylthioureido)ethyl)thiourea
—— (ethylthio)propoxymethane 88071-13-0 C6H14OS
(ethylthio)propoxymethane
—— 1-octylthiocyclohexene 4922-46-7 C14H26S
1-octylthiocyclohexene
—— S-ethyl O-(ethoxycarbonylmethyl) dithiocarbonate 153648-57-8 C7H12O3S2
S-ethyl O-(ethoxycarbonylmethyl) dithiocarbonate