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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
—— 5-Chloro-1-trifluoromethanesulfonyl-pent-1-yne 196789-91-0 C6H6ClF3O2S
5-Chloro-1-trifluoromethanesulfonyl-pent-1-yne
—— (disulfido)carbamimidic acid <i>tert</i>-butyl ester 42384-69-0 C5H12N2S2
(disulfido)carbamimidic acid <i>tert</i>-butyl ester
—— O-butyl butylthiocarbamate 19708-87-3 C9H19NOS
O-butyl butylthiocarbamate
—— 4-methyl-5-ethylthioxazole 24248-85-9 C6H9NOS
4-methyl-5-ethylthioxazole
—— Thioperoxydicarbonic acid (((HO)C(S))2S2), bis(3-methylbutyl) ester 92038-66-9 C12H22O4S2
Thioperoxydicarbonic acid (((HO)C(S))2S2), bis(3-methylbutyl) ester
—— {(Me3Si)2CH}PH(C6H4-2-SMe) 496868-40-7 C14H27PSSi2
{(Me3Si)2CH}PH(C6H4-2-SMe)
—— N-acetyl cyclohexylmethylsulfoximine 1627203-96-6 C9H17NO2S
N-acetyl cyclohexylmethylsulfoximine
—— 2-Chloro-N-(2-methoxy-ethyl)-N-[2-methyl-1-(4-methylsulfanyl-phenyl)-propenyl]-acetamide 106701-22-8 C16H22ClNO2S
2-Chloro-N-(2-methoxy-ethyl)-N-[2-methyl-1-(4-methylsulfanyl-phenyl)-propenyl]-acetamide
—— Dimethyl-cyclohexyl-sulfonium-iodid 23022-78-8 C8H17S*I
Dimethyl-cyclohexyl-sulfonium-iodid
—— Phosphonothioic acid, methyl-, O-ethyl S-(2-(ethylsulfinyl)ethyl) ester 53151-68-1 C7H17O3PS2
Phosphonothioic acid, methyl-, O-ethyl S-(2-(ethylsulfinyl)ethyl) ester
—— 1-ethanesulfonyl-2-methoxy-ethane 25062-87-7 C5H12O3S
1-ethanesulfonyl-2-methoxy-ethane
—— (3R,5S)-5-(hydroxymethyl)-3-(phenylthio)-2-pyrrolidinone 170885-08-2 C11H13NO2S
(3R,5S)-5-(hydroxymethyl)-3-(phenylthio)-2-pyrrolidinone
—— (3S,5S)-5-(hydroxymethyl)-3-(phenylthio)-2-pyrrolidinone 171034-41-6 C11H13NO2S
(3S,5S)-5-(hydroxymethyl)-3-(phenylthio)-2-pyrrolidinone
—— 5-(2-Methoxyethyl)-4-methyl-N-({6-[(methylcarbamoyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)thiophene-2-sulfonamide 1158784-60-1 C17H23N5O5S3
5-(2-Methoxyethyl)-4-methyl-N-({6-[(methylcarbamoyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)thiophene-2-sulfonamide
—— Iprodione-thiram mixt. 58784-17-1 C19H25Cl2N5O5S2
Iprodione-thiram mixt.
—— phenyl 2-deoxy-1-thio-α-L-fucopyranoside 167012-93-3 C12H16O3S
phenyl 2-deoxy-1-thio-α-L-fucopyranoside
—— N-{[6-Amino-4-(methylthio)pyridin-2-yl]carbamoyl}-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide 1158785-38-6 C15H20N4O4S3
N-{[6-Amino-4-(methylthio)pyridin-2-yl]carbamoyl}-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
—— 4,6-Dimethyl-5-methylthio-2-oxo-1,2-dihydro-pyridin-3-carbonitril 120456-38-4 C9H10N2OS
4,6-Dimethyl-5-methylthio-2-oxo-1,2-dihydro-pyridin-3-carbonitril
—— 5-(1-adamantyl)-3-benzyl-1,3,4-thiadiazoline-2-thione 1257344-12-9 C19H22N2S2
5-(1-adamantyl)-3-benzyl-1,3,4-thiadiazoline-2-thione
—— SS-prop-2-enyl-2-methyldithioperoxypropanoate 118087-48-2 C7H12OS2
SS-prop-2-enyl-2-methyldithioperoxypropanoate
—— 1,2,3,4-Tetrachloro-5,6-bis(methylsulfanyl)benzene 36731-42-7 C8H6Cl4S2
1,2,3,4-Tetrachloro-5,6-bis(methylsulfanyl)benzene
—— 8,11-Diisopropylidene-1,4,7-trithia-cycloundec-9-yne 164857-79-8 C14H20S3
8,11-Diisopropylidene-1,4,7-trithia-cycloundec-9-yne
—— 2-(2-bromophenyl)sulfanyl-1,4-dimethoxybenzene 1310713-05-3 C14H13BrO2S
2-(2-bromophenyl)sulfanyl-1,4-dimethoxybenzene
—— 1,3-bis-methanesulfonyl-propan-2-ol 64487-76-9 C5H12O5S2
1,3-bis-methanesulfonyl-propan-2-ol
—— 2-(4-chlorophenyl)sulfanyl-1,4-dimethoxybenzene 940097-74-5 C14H13ClO2S
2-(4-chlorophenyl)sulfanyl-1,4-dimethoxybenzene
—— Ethyl (E)-4-O-(tert-butyldiphenylsilyl)-2,3,7,8,9-pentadeoxy-9-(phenylthio)-α-D-erythro-L-glycero-nona-2,7-dienopyranoside 164227-29-6 C33H40O4SSi
Ethyl (E)-4-O-(tert-butyldiphenylsilyl)-2,3,7,8,9-pentadeoxy-9-(phenylthio)-α-D-erythro-L-glycero-nona-2,7-dienopyranoside
—— (1R, 2R)-2-(phenylthio)cyclohexanol 102917-46-4 C12H16OS
(1R, 2R)-2-(phenylthio)cyclohexanol
—— 6-Phenylsulfanyl-hexanal 127871-84-5 C12H16OS
6-Phenylsulfanyl-hexanal
—— N-Dodecyl-N'-(2-Hydroxyaethyl)thioharnstoff 92867-35-1 C15H32N2OS
N-Dodecyl-N'-(2-Hydroxyaethyl)thioharnstoff
—— 4-((2-hydroxyphenyl)thio)benzonitrile 1248796-07-7 C13H9NOS
4-((2-hydroxyphenyl)thio)benzonitrile
—— 2,2,2-[tris(methylthio)]ethylcyclohexane 480424-99-5 C11H22S3
2,2,2-[tris(methylthio)]ethylcyclohexane
—— methyl(5-(1-methyl-1H-imidazol-2-ylsulphanyl)-2-nitrophenyl)amine 282106-63-2 C11H12N4O2S
methyl(5-(1-methyl-1H-imidazol-2-ylsulphanyl)-2-nitrophenyl)amine
—— 1,3-dimethyl-2-(3-methylamino-4-nitrophenylsulphanyl)-3H-imidazol-1-ium methyl sulphate 282106-62-1 CH3O4S*C12H15N4O2S
1,3-dimethyl-2-(3-methylamino-4-nitrophenylsulphanyl)-3H-imidazol-1-ium methyl sulphate
—— 4,7-Dimethyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one 143703-03-1 C9H9N5OS
4,7-Dimethyl-4H,7H-9-thia-1,3a,4,6,7-pentaaza-cyclopenta[b]naphthalen-8-one
—— thiobis(dibenzo-β-tropolone) 105501-84-6 C30H18O4S
thiobis(dibenzo-β-tropolone)
—— 2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide 33621-22-6 C8H7N3O3S
2-(5-furan-2-yl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetamide
—— 1-ethyl-4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine 871353-35-4 C14H18FNS
1-ethyl-4-[2-fluoro-3-(methylthio)phenyl]-1,2,3,6-tetrahydropyridine
—— 2,2,4-trimethyl-3-phenylthiomethyl-cyclohex-3-en-1-one 162708-83-0 C16H20OS
2,2,4-trimethyl-3-phenylthiomethyl-cyclohex-3-en-1-one
—— [3-(5-cyano-6-oxo-4-thiophen-2-yl-1,6-dihydropyrimidin-2-ylsulfanylmethyl)phenyl]acetic acid 1883602-21-8 C18H13N3O3S2
[3-(5-cyano-6-oxo-4-thiophen-2-yl-1,6-dihydropyrimidin-2-ylsulfanylmethyl)phenyl]acetic acid
—— 5-(phenylthiomethyl)-1H-pyrazol-3(2H)-one 1227692-89-8 C10H10N2OS
5-(phenylthiomethyl)-1H-pyrazol-3(2H)-one
—— 2,5-Bis-benzo[1,3]dithiol-2-yl-1H-pyrrole-3-carbonitrile 183997-64-0 C19H12N2S4
2,5-Bis-benzo[1,3]dithiol-2-yl-1H-pyrrole-3-carbonitrile
—— Phosphorodithioic acid, O-ethyl S-((ethylsulfinyl)methyl) S-(2-methylpropyl) ester 66427-10-9 C9H21O3PS3
Phosphorodithioic acid, O-ethyl S-((ethylsulfinyl)methyl) S-(2-methylpropyl) ester
—— S-[2-(butylamino)ethyl] methylthiolcarbamate 652154-36-4 C8H18N2OS
S-[2-(butylamino)ethyl] methylthiolcarbamate
—— 2,5-dimethyl-2-phenyl-2,3-dihydrobenzothiophen-3-one 681455-37-8 C16H14OS
2,5-dimethyl-2-phenyl-2,3-dihydrobenzothiophen-3-one
—— 2-benzyl-2-(methylthio)thiolane 140696-74-8 C12H16S2
2-benzyl-2-(methylthio)thiolane
—— 2-Isopropyl-2-(methylthio)thiolan 140696-70-4 C8H16S2
2-Isopropyl-2-(methylthio)thiolan
—— 2-Allyl-2-(methylthio)thiolan 140696-73-7 C8H14S2
2-Allyl-2-(methylthio)thiolan
—— 2-Methyl-2-(methylthio)thiolan 140696-68-0 C6H12S2
2-Methyl-2-(methylthio)thiolan
—— 2-Ethyl-2-(methylthio)thiolan 140696-69-1 C7H14S2
2-Ethyl-2-(methylthio)thiolan
—— 2-(4-Methoxyphenylthio)pyrrole 1128077-19-9 C11H11NOS
2-(4-Methoxyphenylthio)pyrrole