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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
—— 2-chloro-5-(2-chloroethylthio)thiophene 333782-98-2 C6H6Cl2S2
2-chloro-5-(2-chloroethylthio)thiophene
—— 2-chloro-5-[[(5-(p-aminophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-95-7 C14H11ClN4OS
2-chloro-5-[[(5-(p-aminophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(p-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-84-4 C14H9ClFN3OS
2-chloro-5-[[(5-(p-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 5-<(2H)formyl>-3-methyl-6-phenylthiouracil 344251-03-2 C12H10N2O3S
5-<(2H)formyl>-3-methyl-6-phenylthiouracil
—— 2-chloro-5-[[(5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257843-04-1 C12H8ClN3OS2
2-chloro-5-[[(5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(p-(dimethylamino)phenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-97-9 C16H15ClN4OS
2-chloro-5-[[(5-(p-(dimethylamino)phenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(o-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-82-2 C14H9ClFN3OS
2-chloro-5-[[(5-(o-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257843-02-9 C12H8ClN3O2S
2-chloro-5-[[(5-(furan-2-yl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(o-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-86-6 C14H9Cl2N3OS
2-chloro-5-[[(5-(o-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(p-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-88-8 C14H9Cl2N3OS
2-chloro-5-[[(5-(p-chlorophenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-76-4 C15H12ClN3OS
2-chloro-5-[[(5-(p-tolyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2,3-dihydro-3,3-ethylenedioxy-2-(1H-imidazol-1-yl-methyl)-5-methylbenzo<b>thiophene 121899-63-6 C15H16N2O2S
2,3-dihydro-3,3-ethylenedioxy-2-(1H-imidazol-1-yl-methyl)-5-methylbenzo<b>thiophene
—— 2-chloro-5-[[(5-(p-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-90-2 C14H10ClN3O2S
2-chloro-5-[[(5-(p-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 2-chloro-5-[[(5-(o-tolyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1223721-63-8 C15H12ClN3OS
2-chloro-5-[[(5-(o-tolyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— exo-tert-butyl (1S,2R,4R)-2-{[5-(4-chlorophenylsulfanyl)thiophene-2-carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 500604-93-3 C22H25ClN2O3S2
exo-tert-butyl (1S,2R,4R)-2-{[5-(4-chlorophenylsulfanyl)thiophene-2-carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate
—— 2-chloro-5-[4-(methylthio)benzyl]pyridine 1613043-16-5 C13H12ClNS
2-chloro-5-[4-(methylthio)benzyl]pyridine
—— (E)-1-(phenylthio)vinylstannane —— C21H36OSSn
(E)-1-(phenylthio)vinylstannane
—— ethyl 2-(methylsulfanyl)phenylpropiolate 157889-58-2 C12H12O2S
ethyl 2-(methylsulfanyl)phenylpropiolate
—— 3-phenylthiopenta-2,4-dien-1-ol 214466-82-7 C11H12OS
3-phenylthiopenta-2,4-dien-1-ol
—— 2-(ortho-chlorobenzylthio)-6-aminouracil 333411-14-6 C11H10ClN3OS
2-(ortho-chlorobenzylthio)-6-aminouracil
—— 2-amino-5-[(2-chlorobenzyl)sulfanyl][1,3]thiazolo[4,5-d]pyrimidin-7-ol 259100-95-3 C12H9ClN4OS2
2-amino-5-[(2-chlorobenzyl)sulfanyl][1,3]thiazolo[4,5-d]pyrimidin-7-ol
—— bis(5-chloro-2-thienyl) sulfide 53381-41-2 C8H4Cl2S3
bis(5-chloro-2-thienyl) sulfide
—— (2R)-1-{2-[(2R)2-hydroxy-3-methoxypropyl]-1,3-dithian-2-yl}-3-methoxypropan-2-ol 404914-41-6 C12H24O4S2
(2R)-1-{2-[(2R)2-hydroxy-3-methoxypropyl]-1,3-dithian-2-yl}-3-methoxypropan-2-ol
—— 2-Chlor-1-(4-chlor-2-amino-phenylmercapto)-benzol 3169-65-1 C12H9Cl2NS
2-Chlor-1-(4-chlor-2-amino-phenylmercapto)-benzol
—— (R,E)-2-amino-4-(tridecylthio)but-3-en-1-ol 1266326-14-0 C17H35NOS
(R,E)-2-amino-4-(tridecylthio)but-3-en-1-ol
—— deuterio-thioketene 70231-70-8 C2H2S
deuterio-thioketene
—— 4-methylthiophenyl-2-pyridinylmethanamine 95899-05-1 C13H14N2S
4-methylthiophenyl-2-pyridinylmethanamine
—— 2-nitro-3-thienyl-4'-nitrophenylsulfide 51679-11-9 C10H6N2O4S2
2-nitro-3-thienyl-4'-nitrophenylsulfide
—— 2,2'-dinitro-3,3'-dithienylsulfide 64729-08-4 C8H4N2O4S3
2,2'-dinitro-3,3'-dithienylsulfide
—— 4-phenylsulfanylphenoxyethyl tetrahydro-2H-pyran-2-yl ether 445283-57-8 C19H22O3S
4-phenylsulfanylphenoxyethyl tetrahydro-2H-pyran-2-yl ether
—— 2-amino-3,4-dimethylphenyl-2-nitro-3-thienylsulfide 239791-36-7 C12H12N2O2S2
2-amino-3,4-dimethylphenyl-2-nitro-3-thienylsulfide
—— N,N-Dimethyl-pentafluorthiopropionhydrazid 4454-49-3 C5H7F5N2S
N,N-Dimethyl-pentafluorthiopropionhydrazid
—— [4-chloro-6-(2,4,6-trimethyl-anilino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester 50892-19-8 C17H20ClN3O2S
[4-chloro-6-(2,4,6-trimethyl-anilino)-pyrimidin-2-ylsulfanyl]-acetic acid ethyl ester
—— 13,17-dithiabicyclo<10.6.0>octadec-1(12)-ene 98051-68-4 C16H28S2
13,17-dithiabicyclo<10.6.0>octadec-1(12)-ene
—— 3-mercaptopropyl propionylcarbamodithioate 1206892-93-4 C7H13NOS3
3-mercaptopropyl propionylcarbamodithioate
—— 5-ethyl-2-ethylmercapto-pyrimidine 98490-18-7 C8H12N2S
5-ethyl-2-ethylmercapto-pyrimidine
—— diisopentyl-thiocarbamic acid <i>S</i>-methyl ester 100387-11-9 C12H25NOS
diisopentyl-thiocarbamic acid <i>S</i>-methyl ester
—— Cyclopentadienthion 77825-99-1 C5H4S
Cyclopentadienthion
—— 4-o-Tolylsulfanylmethyl-phenylamine; hydrochloride 87740-21-4 C14H15NS*ClH
4-o-Tolylsulfanylmethyl-phenylamine; hydrochloride
—— 6-Chloro-3-methylthiopyridazine-1-oxide 40954-07-2 C5H5ClN2OS
6-Chloro-3-methylthiopyridazine-1-oxide
—— Diisopropyl-dithiocarbamic acid 6-methyl-pyridin-3-yl ester 882029-24-5 C13H20N2S2
Diisopropyl-dithiocarbamic acid 6-methyl-pyridin-3-yl ester
—— 3-Hydroxy-6-methylthio-pyridazin 66089-72-3 C5H6N2OS
3-Hydroxy-6-methylthio-pyridazin
—— 1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carboxylic acid 1429321-59-4 C11H12N2O4S2
1,1-Dioxo-3-propan-2-ylimino-1lambda6,4,2-benzodithiazine-7-carboxylic acid
—— 5-n-propylthio-1,3,4-oxadiazole-2-carbonyl chloride 62373-39-1 C6H7ClN2O2S
5-n-propylthio-1,3,4-oxadiazole-2-carbonyl chloride
—— tris(2,2,6,6-tetramethyl-8-{[2-(morpholin-4-yl)ethyl]carbonyl}-benzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 1374260-17-9 C58H73N3O10S12
tris(2,2,6,6-tetramethyl-8-{[2-(morpholin-4-yl)ethyl]carbonyl}-benzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
—— 5-isopropylthio-1,3,4-oxadiazole-2-carbonyl chloride 62373-38-0 C6H7ClN2O2S
5-isopropylthio-1,3,4-oxadiazole-2-carbonyl chloride
—— 2,3-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone 58950-91-7 C4H6O4S2
2,3-dihydro-1λ<sup>6</sup>,4λ<sup>6</sup>-dithiine-1,1,4,4-tetrone
—— 1-Thia-10-aza<2.2>metacyclophane 165391-94-6 C14H13NS
1-Thia-10-aza<2.2>metacyclophane
—— 1-[3-[(3,5-Dibromophenyl)methylsulfanyl]phenyl]guanidine 1314034-09-7 C14H13Br2N3S
1-[3-[(3,5-Dibromophenyl)methylsulfanyl]phenyl]guanidine
—— 3-(2-Morpholin-4-ylethylsulfanyl)aniline 223442-33-9 C12H18N2OS
3-(2-Morpholin-4-ylethylsulfanyl)aniline