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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
—— 6-(trimethylsilyl)-1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol 288304-19-8 C18H26OSSi
6-(trimethylsilyl)-1-(1'-phenylthiocyclopropyl)hex-5-yn-1-ol
—— (5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one 628687-63-8 C28H42O5S
(5R)-3-[(S)-13-hydroxy-13-((S)-5-oxotetrahydrofuran-2-yl)tridecyl]-5-methyl-3-(phenylsulfanyl)dihydrofuran-2-one
—— 6-hydroxy-6-(1-phenylthiocyclopropyl)-hexan-2-one 288304-25-6 C15H20O2S
6-hydroxy-6-(1-phenylthiocyclopropyl)-hexan-2-one
—— 7-(2,6-Dimethylphenyl)sulfanyl-6-methoxy-1-phenyl-4-phenylmethoxynaphthalen-2-amine 1427470-21-0 C32H29NO2S
7-(2,6-Dimethylphenyl)sulfanyl-6-methoxy-1-phenyl-4-phenylmethoxynaphthalen-2-amine
—— 5,17-dioxa-2,8,10,12,14,20,22,24-octathiatricyclo<19.3.0.0<sup>9,13</sup>>tetraicosa1(21),9(13)-diene-11,23-dithione 144694-67-7 C14H16O2S10
5,17-dioxa-2,8,10,12,14,20,22,24-octathiatricyclo<19.3.0.0<sup>9,13</sup>>tetraicosa1(21),9(13)-diene-11,23-dithione
—— 2,5,8,18-Tetraoxa-15,21-dithiatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene 26736-20-9 C20H24O4S2
2,5,8,18-Tetraoxa-15,21-dithiatricyclo[20.4.0.09,14]hexacosa-1(26),9,11,13,22,24-hexaene
—— 2-(2-Bromo-allylsulfanyl)-thiophene 84761-96-6 C7H7BrS2
2-(2-Bromo-allylsulfanyl)-thiophene
—— bis-(2-carbamimidoylmercapto-ethyl)-ether 89582-55-8 C6H14N4OS2
bis-(2-carbamimidoylmercapto-ethyl)-ether
—— bis(2-thiocyanatoethyl)ether 4617-17-8 C6H8N2OS2
bis(2-thiocyanatoethyl)ether
—— 5,17,29-trioxa-2,8,10,12,14,20,22,24,26,32,34,36dodecathiatetracyclo<31.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>>hexatriaconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione 144710-99-6 C21H24O3S15
5,17,29-trioxa-2,8,10,12,14,20,22,24,26,32,34,36dodecathiatetracyclo<31.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>>hexatriaconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione
—— 5,17,29,41,-tetraoxa-2,8,10,12,14,20,22,24,26,32,34,36,38,44,46,48-hexadecathiapentacyclo<443.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>.0<sup>33,37</sup>>octatetraconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione 144694-68-8 C28H32O4S20
5,17,29,41,-tetraoxa-2,8,10,12,14,20,22,24,26,32,34,36,38,44,46,48-hexadecathiapentacyclo<443.3.0.0<sup>9,13</sup>.0<sup>21,25</sup>.0<sup>33,37</sup>>octatetraconta-1(33),9(13),21(25),33(37)-tetraene-11,23,35,47-tetrathione
—— 5-oxo-2,8,10,12-tetrathiabicyclo<7.3.0>dodec-1(9)ene-11-thione 144694-66-6 C7H8OS5
5-oxo-2,8,10,12-tetrathiabicyclo<7.3.0>dodec-1(9)ene-11-thione
—— 1,5-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-3-oxapentane 499992-35-7 C8H12N6OS4
1,5-bis[(5-amino-1,3,4-thiadiazol-2-yl)thio]-3-oxapentane
—— Methyl 3-(3-oxocyclopentyl)-3-phenylsulfanylpropanoate 84837-80-9 C15H18O3S
Methyl 3-(3-oxocyclopentyl)-3-phenylsulfanylpropanoate
—— 1-(Ethylsulfonylmethyl)cyclohexane-1-carboxylic acid 865469-72-3 C10H18O4S
1-(Ethylsulfonylmethyl)cyclohexane-1-carboxylic acid
—— 2-<1-butylsulfanyl-1-(methylsulfanyl)ethyl>pyridine 219879-89-7 C12H19NS2
2-<1-butylsulfanyl-1-(methylsulfanyl)ethyl>pyridine
—— Allyl 2-(5-Bromothienyl) Sulfide 84021-63-6 C7H7BrS2
Allyl 2-(5-Bromothienyl) Sulfide
—— 4-amino-S-(4-methylbenzyl)mercaptobenzene 42497-94-9 C14H15NS
4-amino-S-(4-methylbenzyl)mercaptobenzene
—— 1 370847-39-5 C15H16N2OS
1
—— (Ethylthio)tris(methylthio)allen 137840-75-6 C8H14S4
(Ethylthio)tris(methylthio)allen
—— 3-amino-5-(4-methylphenylmethylthio)-1,2,4-triazole 312275-49-3 C10H12N4S
3-amino-5-(4-methylphenylmethylthio)-1,2,4-triazole
—— 5-((4-methylbenzyl)thio)-1,3,4-thiadiazol-2-amine 154347-43-0 C10H11N3S2
5-((4-methylbenzyl)thio)-1,3,4-thiadiazol-2-amine
—— 4-cyclohexyl-2-(4-methyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile 1383539-67-0 C19H21N3OS
4-cyclohexyl-2-(4-methyl-benzylsulfanyl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile
—— bis-mercaptomethyl-phosphinic acid 20428-23-3 C2H7O2PS2
bis-mercaptomethyl-phosphinic acid
—— 1,1,2,2-Tetrakis-(2-chloro-ethanesulfonyl)-ethene 84400-70-4 C10H16Cl4O8S4
1,1,2,2-Tetrakis-(2-chloro-ethanesulfonyl)-ethene
—— Tetrakis-p-tolylmercaptoethen 39090-59-0 C30H28S4
Tetrakis-p-tolylmercaptoethen
—— N-Dimethylaminomethyl-n-butylsulfid 62142-30-7 C7H17NS
N-Dimethylaminomethyl-n-butylsulfid
—— 2-(2-methyl-1,3-dithiolan-2-yl)acetaldehyde 65726-46-7 C6H10OS2
2-(2-methyl-1,3-dithiolan-2-yl)acetaldehyde
—— N<sup>1</sup>,N<sup>1</sup>,N<sup>8</sup>,N<sup>8</sup>-tetramethyl-2,7-dithiaoctane-1,8-diamine 1369273-08-4 C10H24N2S2
N<sup>1</sup>,N<sup>1</sup>,N<sup>8</sup>,N<sup>8</sup>-tetramethyl-2,7-dithiaoctane-1,8-diamine
—— [2-(4-chloro-benzyl)-4-fluoro-benzyl]dimethylamine 1044573-09-2 C15H15ClFNS
[2-(4-chloro-benzyl)-4-fluoro-benzyl]dimethylamine
—— {4-[4-chloro-2-(4-chlorophenylsulfanyl)benzenesulfinyl]phenyl} dimethylamine 1044573-06-9 C20H17ClFNOS2
{4-[4-chloro-2-(4-chlorophenylsulfanyl)benzenesulfinyl]phenyl} dimethylamine
—— 3,4-dihydro-2-ethoxy-6-methyl-5-(phenylthio)-2H-pyran 83666-42-6 C14H18O2S
3,4-dihydro-2-ethoxy-6-methyl-5-(phenylthio)-2H-pyran
—— 2,2,4-tribromo-4-chloro-1,3-dithietane 1,1,3,3-tetraoxide 86022-14-2 C2Br3ClO4S2
2,2,4-tribromo-4-chloro-1,3-dithietane 1,1,3,3-tetraoxide
—— 5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole 1312711-61-7 C14H10F2N2OS
5-(difluoromethoxy)-2-(phenylsulfanyl)-1H-benzimidazole
—— 2-<3-oxo-2-(phenylthio)butyl>pyrrole 83666-51-7 C14H15NOS
2-<3-oxo-2-(phenylthio)butyl>pyrrole
—— 5-(difluoromethoxy)-2-(thiophen-2-ylsulfanyl)-1H-benzimidazole 1312711-70-8 C12H8F2N2OS2
5-(difluoromethoxy)-2-(thiophen-2-ylsulfanyl)-1H-benzimidazole
—— 2-[(4-tert-butylphenyl)sulfanyl]-5-(difluoromethoxy)-1H-benzimidazole 1312711-64-0 C18H18F2N2OS
2-[(4-tert-butylphenyl)sulfanyl]-5-(difluoromethoxy)-1H-benzimidazole
—— S-Methyl-xanthogensaeure-<cis-2-methyl-cyclohexylester> 15288-12-7 C9H16OS2
S-Methyl-xanthogensaeure-<cis-2-methyl-cyclohexylester>
—— (+)-<cis-2-Methyl-cyclohexyl>-S-methylxanthogenat 15288-12-7 C9H16OS2
(+)-<cis-2-Methyl-cyclohexyl>-S-methylxanthogenat
—— S-Methyl-xanthogensaeure-<trans-2-methyl-cyclohexylester> 15288-12-7 C9H16OS2
S-Methyl-xanthogensaeure-<trans-2-methyl-cyclohexylester>
—— trans-2-Methyl-cyclohexyl-S-methyl-xanthogenat 15288-12-7 C9H16OS2
trans-2-Methyl-cyclohexyl-S-methyl-xanthogenat
—— bis(1-methyl-1H-indol-3-yl)sulfide 1449520-48-2 C18H16N2S
bis(1-methyl-1H-indol-3-yl)sulfide
—— (2S,3R)-1-[(2S,6R)-6-allyl-3,6-dihydro-2H-pyran-2-yl]-4-phenylthio-3-methyl-2-butanol 618095-75-3 C19H26O2S
(2S,3R)-1-[(2S,6R)-6-allyl-3,6-dihydro-2H-pyran-2-yl]-4-phenylthio-3-methyl-2-butanol
—— phenyl (E)-propenyl sulphide 16336-50-8 C9H10S
phenyl (E)-propenyl sulphide
—— S-allyl dithiocarbazate 6427-33-4 C4H8N2S2
S-allyl dithiocarbazate
—— (2S,6R)-6-allyl-2-[(2S,3S)-2,3-epoxy-4-phenylthiobut-1-yl]-3,6-dihydro-2H-pyran 618095-74-2 C18H22O2S
(2S,6R)-6-allyl-2-[(2S,3S)-2,3-epoxy-4-phenylthiobut-1-yl]-3,6-dihydro-2H-pyran
—— 2,5-di(benzylthio)-1,3,4-thiadiazole 10106-21-5 C16H14N2S3
2,5-di(benzylthio)-1,3,4-thiadiazole
—— 3,5-bis-allylsulfanyl-isothiazole-4-carbonitrile 4886-08-2 C10H10N2S3
3,5-bis-allylsulfanyl-isothiazole-4-carbonitrile
—— 6-chloro-3-methylthio-1,4,2-benzodithiazine 1,1-dioxide 113922-99-9 C8H6ClNO2S3
6-chloro-3-methylthio-1,4,2-benzodithiazine 1,1-dioxide
—— 5-methylsulfanyl-thiazole 40982-34-1 C4H5NS2
5-methylsulfanyl-thiazole