7661-42-9

Usage

Uses

Used in Pharmaceutical Industry:
3-Butylisoquinoline is used as an anti-inflammatory agent for its potential to reduce inflammation and alleviate symptoms associated with inflammatory conditions.
3-Butylisoquinoline is used as an anti-cancer agent for its potential to inhibit the growth and proliferation of cancer cells, making it a candidate for cancer treatment and therapy.
Used in Antioxidant Applications:
3-Butylisoquinoline is used as an antioxidant for its significant antioxidant activity, which can help protect cells from oxidative stress and damage.
Used in Neuroprotection:
3-Butylisoquinoline is used for its potential neuroprotective effects, which may help protect neurons and support brain health.
Used in Enzyme Inhibition:
3-Butylisoquinoline is used to inhibit certain enzymes, which can have therapeutic benefits in various conditions and diseases.
Further research into the properties and potential uses of 3-Butylisoquinoline is ongoing, and its applications may expand as more information becomes available.

Upstream product

• 405198-87-0 N-[2-(1-hexynyl)benzyl]-(4-methylbenzyl)sulfonamide 
• 693-02-7 hex-1-yne 
• 39959-51-8 2-iodobenzylamine 
• 129118-11-2 N-methoxy-N-methyl-n-pentanamide 
• 1180487-13-1 (E) 2-(hex-1-yn-1-yl)benzaldehyde O-methyl oxime 
• 947395-76-8 1-(1-azido-methyl)-2-hex-1-ynyl-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 106824-45-7 2-(hex-1-yn-1-yl)benzaldehyde 
• 391611-19-1 tert-Butyl-[1-(2-hex-1-ynyl-phenyl)-meth-(E)-ylidene]-amine 
• 106824-55-9 3-butylisoquinoline 2-oxide 
• 106824-50-4 2-(hex-1-yn-1-yl)benzaldehyde oxime 
• 185427-48-9 [(((CH₃)4C₂O₂)B)(C₄H₉)CCH(B(O₂C₂(CH₃)4))] 
• 212505-57-2 N-(2-iodobenzylidene)-2-methylpropan-2-amine 
• 26260-02-6 2-iodobenzaldehyde 

Relevant academic research and scientific papers

Electrocyclization reactions of annulated 1,2-diazahepta-2,4-dien-6-ynyl anions

Hydrazones 12a,b,f furnish annulated indenone derivatives (6-azafulvenes) 13a-d upon deprotonation with t-BuOK in DMF at 50°C. In contrast, deprotonation of a similar N-methyl hydrazone 12d unexpectedly leads to the isoquinoline derivative 15. Mechanisms

Catalyst and additive free 6-endo-dig cyclization of ortho-alkynylarylaldimines in water: An environmentally friendly access to isoquinolines

A novel and sustainable route for the synthesis of isoquinoline was developed by reacting 2-ethynylbenzaldehyde with ammonium hydroxide in water. This method provides a convenient, atom-economical, and catalyst-free access to diversely substituted isoquinolines with moderate to good yields.

A Commercially Available and User-Friendly Catalyst for Hydroamination Reactions under Technical Conditions

The activity of a simple, commercially available copper salt, [Cu(NCMe)4](BF4) in intramolecular hydroamination reactions of alkynes and allenes is presented. Reactions were successfully carried out in technical acetonitrile in the presence of air. While attempts of alkene hydroamination failed, this catalyst was also found active in intermolecular aza-Michael reactions.

Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature

A simple and cost-efficient nickel catalytic system for the annulation of 2-haloaldimines with alkynes to synthesize 3,4-disubstituted and 3-substituted isoquinolines at room temperature has been developed. The air-stable and inexpensive Ni(dppe)Cl2 was employed as a precatalyst, and Et3N was found to be an essential additive for obtaining high yields. By using this nickel catalytic system one-pot three-component direct synthesis of isoquinolines starting with simple 2-halobenzaldehydes, tert-butylamine, and alkynes were also achieved. These reactions occur in moderate to excellent yields with complete regioselectivity. Moreover, these reactions feature a broad substrate scope, easy scalability, operational simplicity, and excellent practicality.

Synthesis of Polysubstituted Isoquinolines and Related Fused Pyridines from Alkenyl Boronic Esters via a Copper-Catalyzed Azidation/Aza-Wittig Condensation Sequence

An efficient and straightforward synthesis of isoquinolines is reported from internal alkenyl boronic esters, easily prepared from the corresponding 1,2-bis(boronates), via a sequential copper-catalyzed azidation/aza-Wittig condensation. This synthetic method has been used to synthesize quinisocaine, a topical anesthetic used for the treatment of pain and pruritus, and further extended to thieno[2,3-c]pyridines by using 2-thiophenecarboxaldehyde as coupling partner in the first step.

An efficient synthesis of 3-substituted isoquinoline and pyridine derivatives by gold catalyzed intramolecular cyclization from o-alkynyloximes

A one-pot reaction was developed efficiently by AuCl3 catalyzed intramolecular cyclization of aromatic o-alkynyloximes and 2-alkynylcycloalkene- 1-carbaldoximes leading to the formation of isoquinoline and pyridine derivatives with high yields. This methodology has been applied for aromatic as well as aliphatic systems. Aromatic o-alkynyloximes are benzene and naphthalene, whereas electron-donating groups are 4-methoxybenzene, 4-methylbenzene, and 4-methoxy-5-methylbenzene. There are electron-withdrawing groups such as chloro and nitrobenzene o-alkynyl oximes, and the same methodology has been successfully applied to pyridine and piperonal, which is also extended to aliphatic rings such as five-member, six-member, seven-member, and eight-member 2-alkynylcycloalkene-1-carbaldoximes.

Efficient synthesis of isoquinoline derivatives via AgOTf/Cu(OTf) 2-cocatalyzed cyclization of 2-alkynyl benzaldoxime

An efficient, AgOTf and Cu(OTf)2 multicatalytic intramolecular cycloisomerization of 2-alkynylbenzaldoxime is reported. Isoquinoline N-oxides have been found to be deoxygenated to the corresponding quinolines in good yields in dimethylformamide/ dichloroethane (v/v 5:1) as solvent at 120 °C. Copyright Taylor & Francis Group, LLC.

Facile synthesis of 3-substituted isoquinolines derivatives via microwave-assisted tandem three-component coupling cyclization

A novel three-component reaction of o-bromobenzaldehyde, terminal alkynes and tert-butyl amine has been established, which proceeded smoothly to give 3-substituted isoquinolines in good yields in the presence of palladium/copper catalysts under microwave irradiation.

Ag(I)-catalyzed aminofluorination of alkynes: Efficient synthesis of 4-fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines

A silver-catalyzed intramolecular oxidative aminofluorination of alkynes has been developed by using NFSI as a fluorinating reagent. This reaction represents an efficient method for the synthesis of various 4- fluoroisoquinolines and 4-fluoropyrrolo[α]isoquinolines.

Gold-catalyzed synthesis of isoquinolines via intramolecular cyclization of 2-alkynyl benzyl azides

Intramolecular cyclization of 2-alkynyl benzyl azides in the presence of AuCl3 and AgSbF6 in THF under a pressured vial at 100 °C gives the corresponding isoquinolines in good yields. Similarly, the five-membered analogs afford the c