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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
—— methyl thieno[2,3-b][1,4]dithiine-3-carboxylate 1000272-79-6 C8H6O2S3
methyl thieno[2,3-b][1,4]dithiine-3-carboxylate
—— (Z)-1-phenyl-2-(4-methylphenyl)sulfanyl-2-hepten-1-ol 445282-52-0 C20H24OS
(Z)-1-phenyl-2-(4-methylphenyl)sulfanyl-2-hepten-1-ol
—— (+/-)-(E)-3-[(Z)-1-phenyl-2-(p-tolylsulfenyl)hept-2-en-1-oxy]methyl acrylate 445282-53-1 C24H28O3S
(+/-)-(E)-3-[(Z)-1-phenyl-2-(p-tolylsulfenyl)hept-2-en-1-oxy]methyl acrylate
—— ethyl 3-(1-phenylthioethyl)pent-3-enoate 108378-46-7 C15H20O2S
ethyl 3-(1-phenylthioethyl)pent-3-enoate
—— 3-Methyl-4-methylthiosydnon 53709-30-1 C4H6N2O2S
3-Methyl-4-methylthiosydnon
—— Methyl 5-hydroxy-7-phenylsulfanylhept-2-ynoate 1612831-56-7 C14H16O3S
Methyl 5-hydroxy-7-phenylsulfanylhept-2-ynoate
—— 3-Tert-butylsulfanyl-5-[(5-methylsulfanyl-1,2,4-thiadiazol-3-yl)sulfanyl]-1,2,4-thiadiazole 913540-21-3 C9H12N4S5
3-Tert-butylsulfanyl-5-[(5-methylsulfanyl-1,2,4-thiadiazol-3-yl)sulfanyl]-1,2,4-thiadiazole
—— butyl 3-(1-phenylthioethyl)pent-3-enoate 108378-49-0 C17H24O2S
butyl 3-(1-phenylthioethyl)pent-3-enoate
—— 3-Methyl-5-[2-[(phenylmethyl)thio]phenyl]-1,3,4-oxadiazol-2(3H)-one 114497-32-4 C16H14N2O2S
3-Methyl-5-[2-[(phenylmethyl)thio]phenyl]-1,3,4-oxadiazol-2(3H)-one
—— 5-(5-Methacryloyloxypenta-1,3-diynyl)-4-methyl-2-methylthiopyrimidine 172696-09-2 C15H14N2O2S
5-(5-Methacryloyloxypenta-1,3-diynyl)-4-methyl-2-methylthiopyrimidine
—— 2-Amino-5-(6-chlorohexylmercapto)-1,3,4-thiadiazole 175075-05-5 C8H14ClN3S2
2-Amino-5-(6-chlorohexylmercapto)-1,3,4-thiadiazole
—— 4-[6-(4-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazin-5-yl]-<i>N</i>,<i>N</i>-dimethyl-aniline 63031-42-5 C18H17FN4S
4-[6-(4-fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazin-5-yl]-<i>N</i>,<i>N</i>-dimethyl-aniline
—— (2E,4E)-6-phenylsulfanylhexa-2,4-dienoyl azide 1026487-11-5 C12H11N3OS
(2E,4E)-6-phenylsulfanylhexa-2,4-dienoyl azide
—— ethyl 6-(phenylthio)hexa-2E,4E-dienoate 191017-55-7 C14H16O2S
ethyl 6-(phenylthio)hexa-2E,4E-dienoate
—— 5-(1'-Chlorovinyl)-4-methyl-2-methylthiopyrimidine 87573-80-6 C8H9ClN2S
5-(1'-Chlorovinyl)-4-methyl-2-methylthiopyrimidine
—— 2-Butoxy-2,3-dihydro-benz[1,4]oxathiin 36259-66-2 C12H16O2S
2-Butoxy-2,3-dihydro-benz[1,4]oxathiin
—— 5-(2-Methylthio-4-methylpyrimidin-5-yl)penta-2,4-diyn-1-ol 157664-66-9 C11H10N2OS
5-(2-Methylthio-4-methylpyrimidin-5-yl)penta-2,4-diyn-1-ol
—— 4-chlorophenyl phenylcarbamodithioate 21167-85-1 C13H10ClNS2
4-chlorophenyl phenylcarbamodithioate
—— 4-benzyl-3-hydroxy-5-[(5-nitrothiazol-2-yl)mercapto]1,2,4-triazole 186371-14-2 C12H9N5O3S2
4-benzyl-3-hydroxy-5-[(5-nitrothiazol-2-yl)mercapto]1,2,4-triazole
—— 2-chloro-2-(phenylthio)cyclopentadecanone 106315-63-3 C21H31ClOS
2-chloro-2-(phenylthio)cyclopentadecanone
—— trans-7-Propenyl-1,5-dithiaspiro(5.12)octadecan-7-ol 68984-56-5 C19H34OS2
trans-7-Propenyl-1,5-dithiaspiro(5.12)octadecan-7-ol
—— 1-diethylamino-3-phenylsulfanyl-propan-2-ol 39735-95-0 C13H21NOS
1-diethylamino-3-phenylsulfanyl-propan-2-ol
—— 8-methyl-1,5-dithiaspiro[5.14]icosan-9-one 68984-59-8 C19H34OS2
8-methyl-1,5-dithiaspiro[5.14]icosan-9-one
—— 7-methyl-1,5-dithia-spiro[5.14]eicosan-9-one 68984-58-7 C19H34OS2
7-methyl-1,5-dithia-spiro[5.14]eicosan-9-one
—— ethyl 2-(4-(isopropylthio)phenyl)acetate 15560-17-5 C13H18O2S
ethyl 2-(4-(isopropylthio)phenyl)acetate
—— 8-Methyl-1,5-dithiaspiro[5.14]eicosane 73453-97-1 C19H36S2
8-Methyl-1,5-dithiaspiro[5.14]eicosane
—— 4-Chloro-4-phenyl-3-phenylsulfanylbutanoyl chloride 60773-94-6 C16H14Cl2OS
4-Chloro-4-phenyl-3-phenylsulfanylbutanoyl chloride
—— 1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane]-1,3-dione 436849-06-8 C11H13NO2S2
1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane]-1,3-dione
—— ethyl 7-(ethoxycarbonyl)-1,4-dithiaspironon-6-ene-6-acetate 436848-60-1 C14H20O4S2
ethyl 7-(ethoxycarbonyl)-1,4-dithiaspironon-6-ene-6-acetate
—— 1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane] 436849-08-0 C11H17NS2
1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane]
—— methyl 2-(4-(2-methoxyethylthio)phenyl)acetate 1363179-31-0 C12H16O3S
methyl 2-(4-(2-methoxyethylthio)phenyl)acetate
—— bis-methanesulfonyl-trisulfane 60411-21-4 C2H6O4S5
bis-methanesulfonyl-trisulfane
—— 1-Tert-butyl-4-(methylsulfanylmethoxy)cyclohexane 82737-63-1 C12H24OS
1-Tert-butyl-4-(methylsulfanylmethoxy)cyclohexane
—— (2R,4S)-4-tert-butyl-2-phenylsulfanylcyclohexan-1-one 60774-46-1 C16H22OS
(2R,4S)-4-tert-butyl-2-phenylsulfanylcyclohexan-1-one
—— 2-benzylthio-4,6-dimethylpyrimidine 3613-70-5 C13H14N2S
2-benzylthio-4,6-dimethylpyrimidine
—— 5-acetyl-4-methyl-2-methylthiopyrimidine thiosemicarbazone 43221-18-7 C9H13N5S2
5-acetyl-4-methyl-2-methylthiopyrimidine thiosemicarbazone
—— 2-(4-((3,5-dimethylisoxazol-4-yl)methylthio)phenyl)acetic acid 1421838-26-7 C14H15NO3S
2-(4-((3,5-dimethylisoxazol-4-yl)methylthio)phenyl)acetic acid
—— 5-(4-carboxymethylphenylthio)thiophene-2-sulfonamide 63032-09-7 C12H11NO4S3
5-(4-carboxymethylphenylthio)thiophene-2-sulfonamide
—— propyl [4-(propylthio)phenyl]acetate 1363179-27-4 C14H20O2S
propyl [4-(propylthio)phenyl]acetate
—— 4-methylamino-8-nitropyrimido[4,5-b]-1,4-benzothiazepine 89046-90-2 C12H9N5O2S
4-methylamino-8-nitropyrimido[4,5-b]-1,4-benzothiazepine
—— 4-methoxy-8-nitropyrimido[4,5-b]-1,4-benzothiazepine 89498-87-3 C12H8N4O3S
4-methoxy-8-nitropyrimido[4,5-b]-1,4-benzothiazepine
—— 4-dimethylamino-8-nitropyrimido[4,5-b]-1,4-benzothiazepine 89046-91-3 C13H11N5O2S
4-dimethylamino-8-nitropyrimido[4,5-b]-1,4-benzothiazepine
—— [1'-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol 1403761-96-5 C19H25N5OS2
[1'-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol
—— 2-(1,3-diphenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-methylphenyl)thiazole 500193-69-1 C25H19N3OS2
2-(1,3-diphenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-methylphenyl)thiazole
—— 2-(3-propyl-1-phenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-methylphenyl)thiazole 500193-63-5 C22H21N3OS2
2-(3-propyl-1-phenyl-4,5-dihydro-5-oxopyrazol-4-thio)-4-(4-methylphenyl)thiazole
—— 2-(tert-butylsulfonyl)-2-propenyl alcohol 134996-37-5 C7H14O3S
2-(tert-butylsulfonyl)-2-propenyl alcohol
—— 1,4,7,10-Tetraoxa-13,15,18,20-tetraazacyclodocosane-14,19-dithione 111039-15-7 C14H28N4O4S2
1,4,7,10-Tetraoxa-13,15,18,20-tetraazacyclodocosane-14,19-dithione
—— 2-allyl-6-chloro-2,3-dihydro-3-hydroxy-2-(1H-1-imidazolylmethyl)benzo[b]thiophene 108781-02-8 C15H15ClN2OS
2-allyl-6-chloro-2,3-dihydro-3-hydroxy-2-(1H-1-imidazolylmethyl)benzo[b]thiophene
—— 1,4,7,10,18-Pentaoxa-13,15,21,23-tetraazacyclopentacosane-14,22-dithione 111039-17-9 C16H32N4O5S2
1,4,7,10,18-Pentaoxa-13,15,21,23-tetraazacyclopentacosane-14,22-dithione
—— 1,14,17-Trioxa-4,6,9,11-tetraazacyclononadecane-5,10-dithione 111039-14-6 C12H24N4O3S2
1,14,17-Trioxa-4,6,9,11-tetraazacyclononadecane-5,10-dithione