58139-03-0

Usage

Uses

Used in Flavor and Fragrance Industry:
2-IODO-6-METHOXYPYRAZINE is used as a flavoring agent for imparting savory and meaty flavors to food products. Its strong aroma profile is particularly suitable for enhancing the taste and smell of broths, soups, and sauces, contributing to a richer and more complex flavor experience.
Used in Alcoholic Beverage Production:
In the beverage industry, 2-IODO-6-METHOXYPYRAZINE is utilized to contribute to the overall aroma and taste profile of alcoholic drinks, adding depth and character to their sensory attributes.
Used in Pharmaceutical Research:
2-IODO-6-METHOXYPYRAZINE is also being explored for its potential pharmaceutical applications, including its anti-cancer and anti-inflammatory properties. Its unique chemical structure and biological activities make it a subject of interest for further research and development in the medical field.

InChI:InChI=1/C5H5IN2O/c1-9-5-3-7-2-4(6)8-5/h2-3H,1H3

Upstream product

• 58138-79-7 2,6-diiodopyrazine 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 

Downstream Products

• 125060-64-2 (3S,4S)-3-(6-Methoxy-pyrazin-2-yl)-1-aza-bicyclo[2.2.1]heptan-3-ol 
• 125060-64-2 3-[2-(6-Methoxypyrazin)yl]-3-hydroxy-1-azabicyclo-[2.2.1]heptane 

Relevant academic research and scientific papers

Identification and synthesis of volatiles released by the myxobacterium Chondromyces crocatus

Cultures of the myxobacterium Chondromyces crocatus on agar plates were analysed by closed-loop-stripping analysis or solid phase micro extraction. The odour profiles consist mainly of pyrazines, sesquiterpenoids and some aromatic compounds, summing up to more than 50 components. Several new pyrazines as 2-(1-hydroxy-1-methylethyl)-3-methoxypyrazine (9), 2-(1-hydroxy-1-methylpropyl)- 3-methoxypyrazine (10), and 2-(1-hydroxy-2-methylpropyl)-3-methoxypyrazine (11) were identified besides several known pyrazines. A major pyrazine occurring in most samples was 2,5-bis-(1-methylethyl)pyrazine (3). While the well known sesquiterpenoid geosmin (1) was present in low amounts, the related compound (1(10)E,5E)-germacradien-11-ol (21) was identified in most samples in larger quantities. Other prominent sesquiterpenoids not reported before from microorganisms were (6S,10S)-6,10-dimethylbicyclo[4.4.0]dec-1-en-3-one (16), which was accompanied by smaller amounts of several derivatives. The biosynthesis of these compounds is discussed in relation to the recently proposed biosynthetic pathways to 1 and 21.

A New Route to Arglecin by Metalation and Cross Coupling of Pyrazines. Metalation of Diazines. XII

The metalation of dihalogeno and halogenomethoxypyrazines was performed.The resulting pyrazines were submitted to a cross-coupling reaction with propargyl alcohol followed, after dehydration, by a catalytic reduction.This gives a new route to the synthesis of a key intermediate in the synthesis of arglecin.

PYRAZINES, PYRIMIDINES AND PYRIDAZINES USEFUL IN THE TREATMENT OF SENILE DEMENTIA

The present invention provides pyrazines, pyridazines or pyrimidines, or salts or prodrugs thereof, substituted on one of the ring carbon atoms thereof with a non-aromatic azacyclic or azabicyclic ring system; and independently substituted on each of the other ring carbon atoms with a substituent of low lipophilicity or a hydrocarbon substituent; which compounds stimulate central muscarinic acetylcholine receptors and therefore are useful in the treatment of neurological and mental illnesses.

Synthesis and muscarinic activity of quinuclidinyl- and (1- azanorbornyl)pyrazine derivatives

The synthesis and cortical muscarinic activity of a novel series of pyrazine-based agonists is described. Quinuclidine and azanorbornane derivatives were prepared either by reaction of lithiated pyrazines with azabicyclic ketones, followed by chlorination and reduction, or by reaction of the lithium enolate of the azabicyclic ester with 2-chloropyrazines followed by ester hydrolysis and decarboxylation. Substitution at all three positions of the heteroaromatic ring has been explored. Optimal muscarinic agonist activity was observed for unsubstituted pyrazines in the azanorbornane series. The exo-1-azanorbornane 18a is one of the most efficacious and potent centrally active muscarinic agonists known. Studies on the 3-substituted derivatives have provided evidence of the preferred conformation of these ligands for optimal muscarinic activity. Substitution at C6 gave ligands with increased affinity and reduced efficacy. Moving the position of the diazine ring nitrogens to give pyrimidine and pyridazine derivatives resulted in a significant loss of muscarinic activity.

Pyrazine compound useful as plant growth regulators

Pyrazine derivatives useful as plant growth regulating agents have the general formula: STR1 and stereoisomers thereof, wherein R1 is C1 -C4 alkyl optionally substituted with halogen, or cyclopropyl optionally substituted with C1 -C4 alkyl; R2 is C1 -C8 alkyl, C2 -C8 alkenyl, or C2 -C8 alkynyl each optionally substituted with halogen; C3 -C6 cycloalkyl, C3 -C6 cycloalkenyl, C3 -C6 cycloalkylalkyl, C3 -C6 cycloalkenylalkyl, phenylalkenyl or phenylalkynyl each optionally substituted on the ring group; R3 is hydrogen or C1 -C4 alkyl; R4 is hydrogen, C1 -C4 alkyl, halogen, alkylamino, cyano, or alkoxy; n is 0 or 1; and salts, ethers, acylates and metal complexes thereof.