17301-81-4

Basic information

• Product Name: brucine N-oxide hydrate
• Synonyms: brucine N-oxide hydrate;19-Oxylato-2,3-dimethoxy-10-oxostrychnidine-19-ium;2,3-Dimethoxystrychnidin-10-one 19-oxide;2,3-Dimethoxystrychnidine-10-one 19-oxide;Brucine 19-oxide
• CAS NO: 17301-81-4
• Molecular Formula: C₂₃H₂₆N₂O₅
• Molecular Weight: 428.47822
• EINECS: 241-328-6
• Mol File: 17301-81-4.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: brucine N-oxide hydrate(CAS DataBase Reference)
• NIST Chemistry Reference: brucine N-oxide hydrate(17301-81-4)
• EPA Substance Registry System: brucine N-oxide hydrate(17301-81-4)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 17301-81-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
Brucine N-oxide hydrate is used as a therapeutic agent for treating alcohol-related conditions due to its pharmacological effects on alcohol intakes. It helps in mitigating the negative impacts of alcohol consumption and supports recovery processes.
Used in Pharmacokinetic Studies:
In the field of pharmacokinetics, brucine N-oxide hydrate serves as an alkaloid in rat plasma samples, allowing researchers to study its absorption, distribution, metabolism, and excretion properties. This information is crucial for understanding the compound's behavior in biological systems and optimizing its therapeutic potential.
Used in Research and Development:
Brucine N-oxide hydrate is also utilized in research and development for the discovery of new drugs and therapies. Its unique properties and interactions with biological systems make it a promising candidate for further investigation and potential applications in various medical fields.

InChI:InChI=1/C23H26N2O5/c1-28-16-8-14-15(9-17(16)29-2)24-20(26)10-18-21-13-7-19-23(14,22(21)24)4-5-25(19,27)11-12(13)3-6-30-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+,25+/m0/s1

Upstream product

• 357-57-3 brucine 
• 19443-00-6 10,11-dihydroxystrychnine 
• 357-57-3 brucine 
• 19879-79-9 2,3-dihydroxy-19α-oxy-strychnidin-10-one 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 357-57-3 brucine 
• 357-57-3 brucine 

Relevant articles and documents

Lewis acid-promoted electron transfer deoxygenation of epoxides, sulfoxides, and amine N-oxides: the role of low-valent niobium complexes from NbCl5 and Zn

A mild and operationally simple deoxygenation of epoxides, sulfoxides, and amine N-oxides is described using a sub-stoichiometric amount of low-valent niobium complexes generated in situ from commercially available NbCl5 and zinc dust. The deoxygenation proceeds by a reductive cleavage of polarized O-C/O-N/O-S bonds through a single electron transfer from zinc metal to the niobium-substrate complex due to the high oxophilic nature of the niobium species. The presence of adjacent radical-stabilizing groups is beneficial to epoxide substrates; however the similar prerequisite does not apply to sulfoxides and amine N-oxides, where a broad range of substrates are efficiently deoxygenated in excellent yields.

Chiral tertiary amine N-oxides in asymmetric epoxidation of α,β-unsaturated ketones

Chiral tertiary amine N-oxides have been shown to undergo stereoselective oxygen transfer reaction in the epoxidation of chalcone derivatives with modest to good enantioselectivity.

Effects of N-oxidation on the 15N chemical shifts in the Strychnos alkaloids strychnine and brucine

The effects of N-oxidation on the 15N chemical shifts of the Strychnos alkaloids strychnine and brucine are discussed. The 15N shifts were determined using the inverse-detected, long-range GHMBC experiment at natural abundance. Following N-oxidation, the N-19 resonance shifted downfield from 35.0 ppm in strychnine to 136.3 ppm in the N-19-oxide. The N-19 resonance of brucine shifted downfield from 35.9 to 135.5 ppm in the N-19-oxide. Small upfield shifts were observed for the N-9 resonances of both N-oxides. The 1H and 13C shifts of both N-oxides were assigned using inverse-detected 2D NMR methods to ensure proper assignments of the long-range 1H-15N couplings. Copyright