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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
—— ethyl 5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylate 862111-85-1 C7H8F3N3O2S
ethyl 5-[(2,2,2-trifluoroethyl)thio]-1H-1,2,3-triazole-4-carboxylate
—— 4-(phenethylthio)-1H-pyrrole-2-carboxylic acid 945720-67-2 C13H13NO2S
4-(phenethylthio)-1H-pyrrole-2-carboxylic acid
—— (Ethenesulfinyl)cyclohexane 61926-35-0 C8H14OS
(Ethenesulfinyl)cyclohexane
—— 4-[4-methyl-2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-47-3 C22H18N6OS
4-[4-methyl-2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 4-[4-(3-bromo-benzyloxy)-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol 1076222-46-2 C27H19BrN6O2S
4-[4-(3-bromo-benzyloxy)-2-(1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-phenylsulfanyl]-phenol
—— 2-cyclopentyl-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile 1097630-40-4 C10H14F3NO2S
2-cyclopentyl-2-(3,3,3-trifluoropropylsulfonyl)acetonitrile
—— 4-[2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]phenol 1076222-49-5 C29H21F3N6O2S
4-[2-(2-methyl-1,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-6-ylamino)-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]phenol
—— 2-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenylsulfanyl]-benzothiazole-5-carboxylic acid amide 315225-43-5 C20H11Cl4N3O3S3
2-[2,6-Dichloro-4-(2,4-dichloro-benzenesulfonylamino)-phenylsulfanyl]-benzothiazole-5-carboxylic acid amide
—— 2-(2-Chloro-4-nitro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester 315228-84-3 C15H9ClN2O4S2
2-(2-Chloro-4-nitro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester
—— 1-(6-amino-4-methylsulfanyl-pyridin-2-yl)-3-methyl-urea 1158784-63-4 C8H12N4OS
1-(6-amino-4-methylsulfanyl-pyridin-2-yl)-3-methyl-urea
—— 2-(4-amino-2-chloro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester 315228-98-9 C15H11ClN2O2S2
2-(4-amino-2-chloro-phenylsulfanyl)-benzothiazole-5-carboxylic acid methyl ester
—— (2R)-2-amino-3-[(2-fluorophenyl)sulfanyl]propan-1-ol 866760-14-7 C9H12FNOS
(2R)-2-amino-3-[(2-fluorophenyl)sulfanyl]propan-1-ol
—— 6-methyl-4-methylsulfanyl-pyridin-2-ylamine 1158787-56-4 C7H10N2S
6-methyl-4-methylsulfanyl-pyridin-2-ylamine
—— N-({6-[(2-(tert-butyl-dimethyl-silanyloxy)-ethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide 1158786-11-8 C23H38N4O5S3Si
N-({6-[(2-(tert-butyl-dimethyl-silanyloxy)-ethyl)amino]-4-(methylthio)pyridin-2-yl}carbamoyl)-5-(2-methoxyethyl)-4-methylthiophene-2-sulfonamide
—— 6-(5-methyl-[1,2,4]oxadiazol-3-yl)-4-methylsulfanyl-pyridin-2-ylamine 1158788-72-7 C9H10N4OS
6-(5-methyl-[1,2,4]oxadiazol-3-yl)-4-methylsulfanyl-pyridin-2-ylamine
—— 6-bromomethyl-4-methylsulfanyl-pyridin-2-ylamine 1158787-62-2 C7H9BrN2S
6-bromomethyl-4-methylsulfanyl-pyridin-2-ylamine
—— 2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanol 917383-08-5 C12H19N3OS
2-cyclopropyl-1-{5-[(cyclopropylmethyl)thio]-4-methyl-4H-1,2,4-triazol-3-yl}ethanol
—— tert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate 1259514-38-9 C12H15ClN2O2S
tert-butyl 7-chloro-2,3-dihydro-1H-pyrido[2,3-b][1,4]thiazine-1-carboxylate
—— 5-methylthio-3-pyridinol 910649-52-4 C6H7NOS
5-methylthio-3-pyridinol
—— ethyl 3-(4-chlorophenylthio)benzofuran-2-carboxylate 20798-22-5 C17H13ClO3S
ethyl 3-(4-chlorophenylthio)benzofuran-2-carboxylate
—— 4-(isobutylthio)pyridine-1-oxide 129598-76-1 C9H13NOS
4-(isobutylthio)pyridine-1-oxide
—— 4-(2-Ethoxy-vinyl)-2-methylsulfanyl-pyrimidine 329794-47-0 C9H12N2OS
4-(2-Ethoxy-vinyl)-2-methylsulfanyl-pyrimidine
—— 1-(Phenylsulfanyl)-4-propoxy-9H-thioxanthen-9-one 201862-95-5 C22H18O2S2
1-(Phenylsulfanyl)-4-propoxy-9H-thioxanthen-9-one
—— methyl 2-methylthio-3-(phenylthio)acrylate 1107010-79-6 C11H12O2S2
methyl 2-methylthio-3-(phenylthio)acrylate
—— 2,2,3-Trimethyl-1lambda~6~-thietane-1,1-dione 62501-38-6 C6H12O2S
2,2,3-Trimethyl-1lambda~6~-thietane-1,1-dione
—— 1-aza-8-trifluoromethyl-phenothiazine hydrochloride 158438-82-5 C12H7F3N2S*ClH
1-aza-8-trifluoromethyl-phenothiazine hydrochloride
—— 2,3-Diamino-3-[(4-chlorophenyl)sulfanyl]prop-2-enenitrile 116014-25-6 C9H8ClN3S
2,3-Diamino-3-[(4-chlorophenyl)sulfanyl]prop-2-enenitrile
—— 1-[4-(2-Phenylsulfanylphenoxy)butyl]piperidine;hydrochloride 62232-66-0 C21H28ClNOS
1-[4-(2-Phenylsulfanylphenoxy)butyl]piperidine;hydrochloride
—— 3-[(Prop-2-en-1-yl)sulfanyl]furan 113680-31-2 C7H8OS
3-[(Prop-2-en-1-yl)sulfanyl]furan
—— Sodium(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)methane-sulfonate 203657-68-5 C11H8N3O3S2*Na
Sodium(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)methane-sulfonate
—— 2-{[3-(Triethoxysilyl)propyl]sulfanyl}-1H-imidazole 805244-13-7 C12H24N2O3SSi
2-{[3-(Triethoxysilyl)propyl]sulfanyl}-1H-imidazole
—— Cyclopropyltrifluormethylsulfon 57964-43-9 C4H5F3O2S
Cyclopropyltrifluormethylsulfon
—— (1R,2R)-(-)-2-dimethylamino-1-[4-(methylthio)phenyl]-1,3-propanediol 906548-47-8 C12H19NO2S
(1R,2R)-(-)-2-dimethylamino-1-[4-(methylthio)phenyl]-1,3-propanediol
—— 3-{[(2H-Tetrazol-5-yl)methyl]sulfanyl}aniline 195622-62-9 C8H9N5S
3-{[(2H-Tetrazol-5-yl)methyl]sulfanyl}aniline
—— (3R)-3-Hydroxy-5-(phenylsulfanyl)pentanoic acid 454458-22-1 C11H14O3S
(3R)-3-Hydroxy-5-(phenylsulfanyl)pentanoic acid
—— 2-[3-cyano-4-(4-fluorophenylthio)phenyl]thiazolo[5,4-d]pyrimidine 918880-42-9 C18H9FN4S2
2-[3-cyano-4-(4-fluorophenylthio)phenyl]thiazolo[5,4-d]pyrimidine
—— 3-[2-(3-fluoro-phenylsulfanyl)-phenyl]-propan-1-ol 791642-74-5 C15H15FOS
3-[2-(3-fluoro-phenylsulfanyl)-phenyl]-propan-1-ol
—— 4-{[4-(2-[{(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)phenyl]thio}phenol 643093-61-2 C22H22ClNO2S
4-{[4-(2-[{(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)phenyl]thio}phenol
—— 2-allyl-4-(trifluoromethylthio)phenol 653578-28-0 C10H9F3OS
2-allyl-4-(trifluoromethylthio)phenol
—— 5-ethyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one 918543-38-1 C20H18FNOS
5-ethyl-3-(4-fluoro-phenylthio)-4-methyl-1-phenyl-1H-pyridine-2-one
—— tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-[4-[(4-hydroxyphenyl)thio]phenyl]ethyl]carbamate 643093-69-0 C27H30ClNO4S
tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-[4-[(4-hydroxyphenyl)thio]phenyl]ethyl]carbamate
—— 5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1H-pyridine-2-one 918542-62-8 C14H12FNO2S
5-acetyl-3-(4-fluoro-phenylthio)-4-methyl-1H-pyridine-2-one
—— 3-(4-methoxy-phenylthio)-4,5,6-trimethyl-1-phenyl-1H-pyridine-2-one 918543-42-7 C21H21NO2S
3-(4-methoxy-phenylthio)-4,5,6-trimethyl-1-phenyl-1H-pyridine-2-one
—— 2-phenylsulfanyl-N-(trifluoromethyl)acetamide 50679-32-8 C9H8F3NOS
2-phenylsulfanyl-N-(trifluoromethyl)acetamide
—— 2-Hepten-3-thiol 27482-29-7 C7H14S
2-Hepten-3-thiol
—— 5-[2-(2-benzyloxyethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile 868525-11-5 C22H20N4OS
5-[2-(2-benzyloxyethyl)-5-ethyl-3H-imidazol-4-ylsulfanyl]-isophthalonitrile
—— N-(2-chlorophenyl)-6-morpholin-4-yl-5-nitro-2-(propylthio)pyrimidin-4-amine 640285-23-0 C17H20ClN5O3S
N-(2-chlorophenyl)-6-morpholin-4-yl-5-nitro-2-(propylthio)pyrimidin-4-amine
—— 5-(2-benzyloxymethyl-5-ethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-19-3 C21H18N4OS
5-(2-benzyloxymethyl-5-ethyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile
—— 3-[(2-benzyloxymethyl)-5-trifluoromethyl-1H-imidazol-4-ylsulfanyl]-5-chloro-benzonitrile 897626-35-6 C19H13ClF3N3OS
3-[(2-benzyloxymethyl)-5-trifluoromethyl-1H-imidazol-4-ylsulfanyl]-5-chloro-benzonitrile
—— 5-(2-benzyloxymethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile 868525-46-6 C22H20N4OS
5-(2-benzyloxymethyl-5-isopropyl-3H-imidazol-4-ylsulfanyl)-isophthalonitrile