6138-41-6

Basic information

• Product Name: Trigonelline hydrochloride
• Synonyms: 1-METHYLPYRIDINIUM-3-CARBOXYLATE HYDROCHLORIDE;N-METHYLNICOTINIC ACID BETAINE HYDROCHLORIDE;TRIGONELLIN HYDROCHLORIDE;TRIGONELLINE HYDROCHLORIDE;TRIGONELLINE HCL;TIMTEC-BB SBB000182;3-carboxy-1-methylpyridinium chloride;Trigonelline chloride
• CAS NO: 6138-41-6
• Molecular Formula: C₇H₈NO₂*Cl
• Molecular Weight: 173.6
• EINECS: 228-119-5
• Product Categories: Alkaloids;Biochemistry;Pyridine Alkaloids;Pyridinium Compounds;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 6138-41-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: ~260 °C (dec.)
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Methanol (Slightly), Water
• Merck: 14,9694
• BRN: 3734169
• CAS DataBase Reference: Trigonelline hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Trigonelline hydrochloride(6138-41-6)
• EPA Substance Registry System: Trigonelline hydrochloride(6138-41-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• Hazardous Substances Data: 6138-41-6(Hazardous Substances Data)

Usage

Description

Trigonelline hydrochloride (N-methylnicotinic acid betaine hydrochloride) is a betaine type pyrimidine alkaloid found in various seeds, including coffee beans. Trigonelline is synthesized from nicotinic acid in many plant species. It has been reported that trigonelline has diverse biological activities, such as hypoglycemic, hypolipidemic, neuroprotective, antimigraine, sedative, memory-improving, antibacterial, antiviral, and anti-tumor activities. (The product is for research purpose only.)

Uses

Trigonelline (chloride) is an alkaloid found in plants and coffee. Trigonelline is a product of niacin metabolism that is excreted in urine.

References

Trigonelline: a plant alkaloid with therapeutic potential for diabetes and central nervous system disease (a review)J. Zhou, L. Chan, S. Zhou, Curr. Med. Chem. 2012, 19, 3523.A Review on Biosynthesis, Analytical Techniques, and Pharmacological Activities of Trigonelline as a Plant AlkaloidN. Mohamadi, F. Sharififar, M. Pournamdari, M. Ansari, J. Dietary Suppl. 2018, 15, 207.

InChI:InChI=1/C7H7NO2.ClH/c1-8-4-2-3-6(5-8)7(9)10;/h2-5H,1H3;1H

Upstream product

• 535-83-1 Trigonelline 
• 1005-24-9 1-methylnicotinamide chloride 

Downstream Products

• 110-86-1 pyridine 
• 59-67-6 nicotinic acid 
• 38078-47-6 1,4-dimethylpyridinium chloride 
• 7680-73-1 N-methylpyridinium chloride 

Relevant articles and documents

PHARMACEUTICAL COMPOSITION AND A PROCESS THEREOF

The present invention relates to a pharmaceutical composition having dopaminergic activity and other related pharmaceutical activities comprising trigonelline or its derivative(s) and 4-hydroxyisoleucine or its derivative(s), optionally along with excipients(s); a process of preparing a pharmaceutical composition comprising trigonelline or its derivative(s) and 4-hydroxyisoleucine or its derivative(s), optionally along with excipients(s), wherein the process comprising steps of: (a) extracting a clear solution containing trigonelline and 4-hydroxyisoleucine from plant source; and (b) optionally precipitating derivative(s) of trigonelline and 4-hydroxyisoleucine from the clear solution and obtaining said composition; and an in-vitro method to increase levels of dopamine or to inhibit prolactin by allowing composition comprising trigonelline or its derivative(s) and 4-hydroxyisoleucine or its derivative(s) to bind to cell receptors.