533-08-4

Basic information

• Product Name: Tigloidine
• Synonyms: 3alpha-(Tigloyloxy)tropane;Tiglic acid 3alpha-tropanyl ester;Tropine tiglate (ester);Tropyl 2,3-dimethylacrylate
• CAS NO: 533-08-4
• Molecular Formula: C13H21NO2
• Molecular Weight: 223.31134
• Mol File: 533-08-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 181.5-183 °C
• Boiling Point: 290.2±33.0 °C(Predicted)
• Appearance: /
• Density: 1.06±0.1 g/cm3(Predicted)
• PKA: 10.03±0.40(Predicted)
• CAS DataBase Reference: Tigloidine(CAS DataBase Reference)
• NIST Chemistry Reference: Tigloidine(533-08-4)
• EPA Substance Registry System: Tigloidine(533-08-4)

Safety Data

• Hazardous Substances Data: 533-08-4(Hazardous Substances Data)

Usage

General Description

Tigloidine is a natural chemical compound found in certain plants, particularly in the Tigloydine family. It is known for its strong antimicrobial properties and is currently being studied for its potential applications in medicine and agriculture. Tigloidine is believed to have the ability to inhibit the growth of various types of bacteria and fungi, making it a promising candidate for the development of new antibiotics and antifungal agents. Additionally, research has shown that this compound may have potential as a natural pesticide, as it has been found to be effective at controlling pests and pathogens in agricultural settings. Overall, tigloidine is a valuable chemical with a range of potential uses in various industries.

InChI:InChI=1/C13H21NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h4,10-12H,5-8H2,1-3H3/b9-4+

Upstream product

• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 2292-08-2 tropine hydrochloride 
• 120-29-6 3-tropanol 

Relevant articles and documents

Specificities of the enzymes of N-alkyltropane biosynthesis in Brugmansia and Datura

The enzymes N-methylputrescine oxidase (MPO), the tropine-forming tropinone reductase (TRI), the pseudotropine-forming tropinone reductase (TRII), the tropine:acyl-CoA transferase (TAT) and the pseudotropine:acyl-CoA transferase (PAT) extracted from transformed root cultures of Datura stramonium and a Brugmansia candida x aurea hybrid were tested for their ability to accept a range of alternative substrates. MPO activity was tested with N-alkylputrescines and N-alkylcadaverines as substrates. TRI and TRII reduction was tested against a series of N-alkylnortropinones, N- alkylnorpelletierines and structurally related ketones as substrates. TAT and PAT esterification tests used a series of N-substituted tropines, pseudotropines, pelletierinols and pseudopelletierinols as substrates to assess the formation of their respective acetyl and tigloyl esters. The results generally show that these enzymes will accept alien substrates to varying degrees. Such studies may shed some light on the overall topology of the active sites of the enzymes concerned.