29054-08-8

Basic information

• Product Name: 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID
• Synonyms: 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID;2-Methyl-d3-propionic--d3 Acid;Isobutyric-d6 Acid;KQNPFQTWMSNSAP-WFGJKAKNSA-N
• CAS NO: 29054-08-8
• Molecular Formula: C₄H₈O₂
• Molecular Weight: 94.14
• Product Categories: Intermediates, Isotope Labelled Compounds, Miscellaneous Reagents
• Mol File: 29054-08-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID(29054-08-8)
• EPA Substance Registry System: 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID(29054-08-8)

Safety Data

• Hazardous Substances Data: 29054-08-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID is used as an intermediate in the synthesis of novel inhibitors for the signal transducer and activators of transcription 3 (STAT3) signaling pathway. This application is significant because the STAT3 pathway plays a crucial role in various cellular processes, including cell growth, differentiation, and apoptosis. Modulating this pathway can lead to the development of new therapeutic strategies for a range of diseases, including cancer and autoimmune disorders.
Used in Research and Development:
In the field of research and development, 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID serves as a valuable tool for studying the mechanisms of various biological processes. Its isotopic labeling allows researchers to track and monitor the behavior of molecules in complex biological systems, providing insights into the underlying molecular interactions and pathways. This information can be instrumental in the design and development of new drugs and therapies.
Used in Analytical Chemistry:
2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID can be employed as a labeled internal standard in analytical chemistry, particularly in mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy. Its isotopic composition provides a unique signature that can be used to accurately quantify and identify target molecules in complex samples, such as biological tissues and environmental samples. This application is essential for ensuring the accuracy and reliability of analytical results in various fields, including drug development, environmental monitoring, and forensic science.
Used in Chemical Synthesis:
In addition to its applications in the pharmaceutical industry, 2-METHYL-D3-PROPIONIC-3,3,3-D3 ACID can also be used as a building block in the synthesis of various organic compounds. Its unique isotopic composition can be exploited to create novel molecules with specific properties, such as enhanced stability, improved bioavailability, or altered biological activity. This makes it a valuable resource for the development of new materials and compounds with potential applications in various industries, including pharmaceuticals, agriculture, and materials science.

Upstream product

• 14575-07-6 diethyl dimethylmalonate-d₆ 
• 15719-64-9 methylammonium carbonate 
• 223134-74-5 methylpropanoic acid [²H₇] 
• 127074-27-5 ethyl 2-(methyl-d3)propanoate-3,3,3-d3 
• 119089-87-1 dimethylmalonic acid 
• 52809-76-4 1,1,1,3,3,3-hexadeuterio-2-bromopropane 
• 124-38-9 carbon dioxide 
• 75788-05-5 2-(hexadeuterioisopropylidene)-1,3-dithiane 

Downstream Products

• 72182-69-5 [2',2',2',3,3,3-2H]6-isobutanol 
• 1584651-49-9 geronic acid-d₆ 
• 1446146-99-1 C₁₄H₁₂⁽²⁾H₆N₂O 
• 1258239-54-1 2-methyl-D₃-propionic acid-3,3,3-D₃-benzyl ester 

Relevant articles and documents

DEUTERATED MGL-3196 COMPOUND AND USE THEREOF

Disclosed are a compound as shown in formula (I) or optical isomers, pharmaceutically acceptable salts, prodrugs, hydrates or solvates thereof, wherein R1-R10 are independently selected from H and D, respectively, and not all are H. Compared to the undeuterated control compound MGL3 196, the compound of formula (I) or the optical isomers, pharmaceutically acceptable salts, prodrugs, hydrates or solvates thereof has/have better agonistic activity on thyroid hormone receptor p (THR-p), has/have a longer half-life and a lower clearance rate, has/have better metabolic stability and pharmacokinetic properties, and has/have excellent application prospects in the preparation of THR-p agonists and drugs for treating indications to which THR-p agonists are applicable, including dyslipidemia, hypercholesterolemia, nonalcoholic steatohepatitis (NASH) and nonalcoholic fatty liver disease (NAFLD).

Isobutyric acid D7 synthesis method and isobutyric acid D6 synthesis method

The invention provides an isobutyric acid D7 synthesis method. The isobutyric acid D7 synthesis method comprises the following steps of: taking 2-bromopropane-D7, magnesium and carbon dioxide as raw materials, and carrying out Grignard reaction to prepare a compound isobutyric acid D7. The invention also provides a isobutyric acid D6 synthesis method. The isobutyric acid D6 synthesis method comprises the following steps of: taking isobutyric acid-D7 and water as raw materials, and preparing the compound isobutyric acid D6 under an alkaline condition. According to the isobutyric acid D7 synthesis method and the isobutyric acid D6 synthesis method, 2-bromopropane-D7 which can be directly purchased and is moderate in price is directly used as the raw material, the isobutyric acid D7 is directly synthesized through Grignard reaction, the synthesis steps are short, the yield is 71%, hydrogen and deuterium exchange is adopted when the isobutyric acid D7 is used for synthesizing the isobutyric acid D6, the route is short, and the yield is 78.6%.

THYROID HORMONE RECEPTOR AGONISTS AND USES THEREOF

Described herein are methods and compositions for the treatment of conditions, diseases, or disorders associated with thyroid hormone receptor activity. The methods and compositions disclosed herein include the use of at least one thyroid hormone receptor agonist.

Substituted pyridazinone compound

The invention provides a pharmaceutical composition of a substituted pyridazinone compound, and application thereof. The substituted pyridazinone compound is a compound as shown in formula (I), or a pharmaceutically acceptable salt, prodrug, hydrate or solvent compound, crystalline form, stereoisomer or isotopic variant thereof. The compound, namely a THR-beta agonist, can be used for treating and/or preventing diseases regulated by thyroid hormone analogs.

Coupling Reaction of Enol Derivatives with Silyl Ketene Acetals Catalyzed by Gallium Trihalides

A cross-coupling reaction between enol derivatives and silyl ketene acetals catalyzed by GaBr3took place to give the corresponding α-alkenyl esters. GaBr3showed the most effective catalytic ability, whereas other metal salts such as BF3?OEt2, AlCl3, PdCl2, and lanthanide triflates were not effective. Various types of enol ethers and vinyl carboxylates as enol derivatives are amenable to this coupling. The scope of the reaction with silyl ketene acetals was also broad. We successfully observed an alkylgallium intermediate by using NMR spectroscopy, suggesting a mechanism involving anti-carbogallation among GaBr3, an enol derivative, and a silyl ketene acetal, followed by syn-β-alkoxy elimination from the alkylgallium. Based on kinetic studies, the turnover-limiting step of the reaction using a vinyl ether and a vinyl carboxylate involved syn-β-alkoxy elimination and anti-carbogallation, respectively. Therefore, the leaving group had a significant effect on the progress of the reaction. Theoretical calculations analysis suggest that the moderate Lewis acidity of gallium would contribute to a flexible conformational change of the alkylgallium intermediate and to the cleavage of the carbon?oxygen bond in the β-alkoxy elimination process, which is the turnover-limiting step in the reaction between a vinyl ether and a silyl ketene acetal.

β-Carotene autoxidation: Oxygen copolymerization, non-vitamin A products, and immunological activity

Carotenoids are reported to have immunological effects independent of vitamin A activity. Although antioxidant activity has been suggested as a basis of action, the ability of carotenoids to autoxidize to numerous non-vitamin A products with immunological activity is an alternative yet to be fully explored. We have undertaken a systematic study of β-carotene autoxidation and tested the product mixture for immunological activity. Autoxidation proceeds predominantly by oxygen copolymerization, leading to a defined, reproducible product corresponding to net uptake of almost 8 molar equivalents of oxygen. The product, termed OxC-beta, empirical formula C40H60O 15 versus C40H56 for β-carotene, contains more than 30% oxygen (w/w) and 85% β-carotene oxygen copolymers (w/w) as well as minor amounts of many C8-C18 norisoprenoid compounds. No vitamin A or higher molecular weight norisoprenoids are present. The predominance of polymeric products has not been reported previously. The polymer appears to be a less polymerized form of sporopollenin, a biopolymer found in exines of spores and pollen. Autoxidations of lycopene and canthaxanthin show a similar predominance of polymeric products. OxC-beta exhibits immunological activity in a PCR gene expression array, indicating that carotenoid oxidation produces non-vitamin A products with immunomodulatory potential.

Synthesis of [13C] and [2H] susbstituted methacrylic acid, [13C] and [2H] substituted methyl methacrylate and/or related compounds

The present invention is directed to labeled compounds of the formulae wherein Q is selected from the group consisting of —S—, —S(═O)—, and —S(═O)2—, Z is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure wherein R1, R2, R3, R4 and R5 are each independently selected from the group consisting of hydrogen, a C1-C4 lower alkyl, a halogen, and an amino group selected from the group consisting of NH2, NHR and NRR′ where R and R′ are each independently selected from the group consisting of a C1-C4 lower alkyl, an aryl, and an alkoxy group, and X is selected from the group consisting of hydrogen, a C1-C4 lower alkyl group, and a fully-deuterated C1-C4 lower alkyl group. The present invention is also directed to a process of preparing labeled compounds, e.g., process of preparing [13C]methacrylic acid by reacting a (CH3CH2O—13C(O)—13CH2)— aryl sulfone precursor with 13CHI to form a (CH3CH2O—13C(O)—13C(13CH3)2)— aryl sulfone intermediate, and, reacting the (CH3CH2O—13C(O)—13C(13CH3)2)— aryl sulfone intermediate with sodium hydroxide, followed by acid to form [13C]methacrylic acid. The present invention is further directed to a process of preparing [2H8]methyl methacrylate by reacting a (HOOC—C(C2H3)2— aryl sulfinyl intermediate with CD3I to form a (2H3COOC—C(C2H3)2)— aryl sulfinyl intermediate, and heating the(2H3COOC—C(C2H3)2)— aryl sulfinyl intermediate at temperatures and for time sufficient to form [2H8]methyl methacrylate.

Intermediacy of ion neutral complexes in the fragmentation of short-chain dialkyl sulfides

The main fragmentation processes after electron ionization of butyl methyl and butyl ethyl sulfides are rationalized by the intermediacy of the ion neutral complex [RSH · methylcyclopropane](+·) as demonstrated by extensive labeling and collision activation studies.

Collision-induced Dissociations of Carboxylate Negative Ions from 2-Ethylbutanoic, 2-Methylpropanoic, and Pivalic Acids. An Isotopic Labelling Study

Deprotonation of Et2CHCO2H yields Et2CHCO21-.On collisional activation this ion forms CO2-., CH2=CH-, and MeCH=CH-.In addition, elimination of H. and Et. yield Et(R)C=CO2-. (R=Et and H, respectively).The elimination of Et. is not a simple cleavage but occurs by loss of H. from a methyl group followed by loss of ethene.The carboxylate ion also rearranges to ; this species decomposes to OH-, , and also eliminates the elements of C3H8 and CH4.All fragmentations have been studied using 2H and 13C labelling: for example it is proposed that loss of CH4 from occurs by a six-centre stepwise process in which the first step (formation of an incipient methyl anion) is rate determining.The collisional activation mass spectra of Et2CHCO2-, Me2CHCO2-, and Me3CCO2- are different, all showing characteristic decompositions.For example, all three ions eliminate methane; the mechanism is different in each case.

Photostimulated Nucleophilic Aromatic Substitution for Halides with Carbon Nucleophiles. Preparative and Mechanistic Aspects

The photo-SRN1 reaction operates efficiently with enolate anions derived from simple ketones and esters, but 2-lithio-1,3-dithiane gives low yields.The sluggish and inefficient reaction of dialkyl-substituted ketone and ester enolates is traced to hydrogen atom transfer from the carbon adjacent to the enolate anion to the transient phenyl radical.The first systematic survey of intramolecular coupling of keton enolate anions shows that six-, seven-, eight-, and ten-membered rings can be formed, although the β-hydrogen transfer becomes important in certain cases.