76076-35-2

Basic information

• Product Name: 3-Quinolinethiol
• Synonyms: 3-Mercaptoquinoline;3-Quinolinethiol;quinoline-3-thiol
• CAS NO: 76076-35-2
• Molecular Formula: C₉H₇NS
• Molecular Weight: 161.227
• Mol File: 76076-35-2.mol

Chemical Properties

• Boiling Point: 303.8±15.0 °C(Predicted)
• Appearance: /
• Density: 1.246±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: pK1:2.33(＋1);pK2:6.13(0) (20°C)
• CAS DataBase Reference: 3-Quinolinethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Quinolinethiol(76076-35-2)
• EPA Substance Registry System: 3-Quinolinethiol(76076-35-2)

Safety Data

• Hazardous Substances Data: 76076-35-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
3-Quinolinethiol serves as an intermediate in the production of various dyes, pharmaceuticals, and pesticides. Its unique chemical structure allows it to be a key component in the synthesis of a wide range of organic compounds.
Used in Antimicrobial Applications:
Leveraging its antimicrobial properties, 3-Quinolinethiol has been studied for its potential use in treating various diseases. Its ability to combat microorganisms makes it a candidate for further research and development in the medical field.
However, it is crucial to handle 3-Quinolinethiol with care due to its toxic nature upon ingestion, inhalation, and skin contact, necessitating proper safety measures during its use and production.

Upstream product

• 1262675-55-7 3-acetylthioquinoline 
• 51934-46-4 3-Methylsulfenylquinoline 
• 5332-24-1 3-bromoquinoline 
• 580-17-6 3-aminoquinoline 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 159182-40-8 quinoline-3-sulfonyl chloride 
• 1207164-22-4 3-(benzylthio)quinoline 
• 1426231-98-2 C₂₃H₂₆Cl₂N₄O₂S 

Relevant articles and documents

Synthesis and antibacterial activity of novel ketolides with 11,12-quinoylalkyl side chains

A series of quinoylalkyl side chains was designed and synthesized, followed by introduction into ketolides by coupling with building block 6 or 32. The corresponding targets 7a–n, 33b, and 33e were tested for their in vitro activities against a series of macrolide-sensitive and macrolide-resistant pathogens. Some of them showed a similar antibacterial spectrum and comparable activity to telithromycin. Among them, two C2-F ketolides, compounds 33b and 33e, displayed excellent activities against macrolide-sensitive and macrolide-resistant pathogens.

Erythromycin A ketolide antibiotic derivatives containing quinoline substituent group, and preparation methods and applications thereof

The invention discloses a series of erythromycin A ketolide antibiotic derivatives containing quinoline substituent group, represented by a formula I. The invention also provides preparation methods and applications of the derivatives, and side-chain inte

Antidepressant and antipsychotic activity of new quinoline- and isoquinoline-sulfonamide analogs of aripiprazole targeting serotonin 5-HT 1A/5-HT2A/5-HT7 and dopamine D 2/D3 receptors

A series of new quinoline- and isoquinoline-sulfonamide analogs of aripiprazole was synthesized to explore the influence of two structural features-replacement of ether/amide moiety with sulfonamide one, and localization of a sulfonamide group in the azine moiety. In contrast to aripiprazole, compound 33 (N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl) quinoline-7-sulfonamide) and 39 (N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl) butyl)isoquinoline-3-sulfonamide) displaying multireceptor 5-HT 1A/5-HT2A/5-HT7/D2/D3 profile, and behaving as 5-HT1A agonists, D2 partial agonists, and 5-HT2A/5-HT7 antagonists, produced significant antidepressant activity in FST in mice. On the other hand, their 4-isoquinolinyl analog 40 (N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butyl) isoquinoline-4-sulfonamide), with similar receptor binding and functional profile, additionally displayed remarkable antipsychotic properties in the MK-801-induced hyperlocomotor activity in mice.

A simple, base-free preparation of S-aryl thioacetates as surrogates for aryl thiols

A mild method for the preparation of S-aryl thioacetates by hetero cross-coupling reactions of aryl bromides or aryl triflates with potassium thioacetate is described. The reaction proceeded smoothly in toluene at 110°C, mediated by catalytic Pd2(dba)3 in combination with CyPF-tBu as the ligand. Neither the presence of a base nor microwave conditions were required. The formed S-aryl thioacetate proved to be stable under flash chromatographic conditions and could be rapidly converted into the corresponding thiol under mildly basic conditions.

From haloquinolines and halopyridines to quinoline- and pyridinesulfonyl chlorides and sulfonamides

The action of sodium methanethiolate (in boiling DMF) towards haloazines (i.e. chloro- or bromo-pyridines and quinolines) (1) (with halogen substituent in non-aza-activated position) causes sequentially halogen ipso-substitution to methylthioazines (2) and then S-demethylation to azinethiolates (3A), which were: i) subjected to S-methylation, ii) oxidized to diazinyl disulfides (4) and iii) oxidatively chlorinated to azinesulfonyl chlorides (5). α- and γ-pyridine- and quinolinesulfonyl chlorides (5a, 5c, 5d and 5f) were prepared by oxidative chlorination of respective disulfides (4) performed in conc. hydrochloric acid and characterized by 1H and 13C NMR spectra. All azinesulfonyl chlorides (5) were effectively converted to corresponding azinesulfonamides (6).

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