407-64-7

Basic information

• Product Name: (4-hydroxy-4-oxobutyl)-trimethylazanium
• Synonyms: (4-hydroxy-4-oxobutyl)-trimethylazanium;4-Trimethylammoniobutanoic acid;gamma-butyrobetaine;3-Carboxylato-N,N,N-trimethyl-1-propanaminium;4-(Trimethylaminio)butyric acid anion;4-Trimethylaminiobutyrate;Actinine;Butyrobetaine
• CAS NO: 407-64-7
• Molecular Formula: C₇H₁₅NO₂
• Molecular Weight: 146.2069
• Mol File: 407-64-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0-3031.3Pa at 20-25℃
• CAS DataBase Reference: (4-hydroxy-4-oxobutyl)-trimethylazanium(CAS DataBase Reference)
• NIST Chemistry Reference: (4-hydroxy-4-oxobutyl)-trimethylazanium(407-64-7)
• EPA Substance Registry System: (4-hydroxy-4-oxobutyl)-trimethylazanium(407-64-7)

Safety Data

• Hazardous Substances Data: 407-64-7(Hazardous Substances Data)

Usage

Description

(4-hydroxy-4-oxobutyl)-trimethylazanium, with the molecular formula C8H17NO2, is an organic quaternary ammonium compound. It features a 4-hydroxy-4-oxobutyl group, which is a four-carbon chain with both a hydroxy and a ketone functional group, attached to a trimethylazanium group. This positively charged nitrogen atom is surrounded by three methyl groups. (4-hydroxy-4-oxobutyl)-trimethylazanium may find applications in the pharmaceutical industry, organic synthesis, and as a chemical intermediate in various industrial processes. Careful handling and adherence to safety protocols are essential due to potential health hazards.

Uses

Used in Pharmaceutical Industry:
(4-hydroxy-4-oxobutyl)-trimethylazanium is used as a chemical intermediate for the development of new pharmaceutical compounds, leveraging its unique structural features to create novel drugs with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, (4-hydroxy-4-oxobutyl)-trimethylazanium serves as a key building block for the creation of more complex organic molecules, contributing to the advancement of chemical research and the development of new materials.
Used as a Chemical Intermediate in Industrial Processes:
(4-hydroxy-4-oxobutyl)-trimethylazanium is utilized as a chemical intermediate in various industrial processes, where its unique properties can be harnessed to produce a range of products, from chemicals to materials with specific applications.

InChI:InChI=1/C7H15NO2/c1-8(2,3)6-4-5-7(9)10/h4-6H2,1-3H3/p+1

Upstream product

• 16630-27-6 γ-butyrobetaine ethyl ester 
• 68367-39-5 4-N,N,N-trimethylammonium-n-butylic acid ethyl ester bromide 
• 6538-82-5 (3-carboxy-allyl)-trimethyl-ammonium; chloride 
• 693-11-8 4-dimethylamino-butyric acid 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 56-12-2 4-amino-n-butyric acid 
• 67-66-3 chloroform 
• 115307-86-3 (3-ethoxycarbonyl-propyl)-trimethyl-ammonium; hydroxide 
• 541-15-1 L-carnitine 
• 14075-13-9 γ-butyrobetaine methyl ester 
• 64595-66-0 4-(trimethylamino)butyraldehyde 

Downstream Products

• 96-48-0 4-butanolide 
• 75-50-3 trimethylamine 
• 591-81-1 4-hydroxybutanoic acid 
• 541-15-1 L-carnitine 
• 14075-13-9 γ-butyrobetaine methyl ester 

Relevant articles and documents

Inhibition, crystal structures, and in-solution oligomeric structure of aldehyde dehydrogenase 9A1

Aldehyde dehydrogenase 9A1 (ALDH9A1) is a human enzyme that catalyzes the NAD+-dependent oxidation of the carnitine precursor 4-trimethylaminobutyraldehyde to 4-N-trimethylaminobutyrate. Here we show that the broad-spectrum ALDH inhibitor diethylaminobenzaldehyde (DEAB) reversibly inhibits ALDH9A1 in a time-dependent manner. Possible mechanisms of inhibition include covalent reversible inactivation involving the thiohemiacetal intermediate and slow, tight-binding inhibition. Two crystal structures of ALDH9A1 are reported, including the first of the enzyme complexed with NAD+. One of the structures reveals the active conformation of the enzyme, in which the Rossmann dinucleotide-binding domain is fully ordered and the inter-domain linker adopts the canonical β-hairpin observed in other ALDH structures. The oligomeric structure of ALDH9A1 was investigated using analytical ultracentrifugation, small-angle X-ray scattering, and negative stain electron microscopy. These data show that ALDH9A1 forms the classic ALDH superfamily dimer-of-dimers tetramer in solution. Our results suggest that the presence of an aldehyde substrate and NAD+ promotes isomerization of the enzyme into the active conformation.

Characterization of amino acid-derived betaines by electrospray ionization tandem mass spectrometry

Betaines belong to the naturally occurring osmoprotectants or compatible solutes present in a variety of plants, animals and microorganisms. In recent years, metabolomic techniques have been emerging as a fundamental tool for biologists because the constellation of these molecules and their relative proportions provide with information about the actual biochemical condition of a biological system. Therefore, identification and characterization of biologically important betaines are crucial, especially for metabolomic studies. Most of the natural betaines are derived from amino acids and related homologues. Although, theoretically, all the amino acids can be converted to corresponding betaines by simple methylation of the amine group, only a few of the amino acid-derived betaines were fully characterized in the literature. Here, we report a combined electrospray ionization tandem and high-resolution mass spectrometry study of all the betaines derived from amino acids, including the isomeric betaines. The decomposition pathway of protonated, sodiated and potassiated molecule ions that enable unambiguous characterization of the betaines including the isomeric betaines and overlapping ionic species of different betaines is distinctive. Copyright

A METHOD FOR PREPARING HIGH PURITY 3-CARBOXY-N,N,N-TRIMETHYL-1-PROPANAMINIUM HYDROXIDE INNER SALT

The invention relates to preparation of high purity 3-carboxy-N,N,N-trimethyl-1-propanaminium hydroxide inner salt by saponification of 3-trimethylaminiumbutanoic acid ester salt and following precipitation of inorganic salts with carbon dioxide or sulfur dioxide.