Trigonelline hydrochloride
Trigonelline hydrochloride 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
- EINECS 228-119-5
- CAS:
- 6138-41-6
- MF:
- C7H8ClNO2
- MW:
- 173.6
- EINECS:
- 228-119-5
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Inhibitors
- Alkaloids
- Biochemistry
- Pyridine Alkaloids
- Pyridinium Compounds
- API
- Mol File:
- 6138-41-6.mol
Trigonelline hydrochloride Chemical Properties
- Melting point:
- ~260 °C (dec.)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Methanol (Slightly), Water
- form
- Solid
- color
- White to Off-White
- Merck
- 14,9694
- BRN
- 3734169
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C7H7NO2.ClH/c1-8-4-2-3-6(5-8)7(9)10;/h2-5H,1H3;1H
- InChIKey
- TZSYLWAXZMNUJB-UHFFFAOYSA-N
- SMILES
- C1=[N+](C)C=CC=C1C([O-])=O.[H]Cl
- CAS DataBase Reference
- 6138-41-6(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 22-24/25-36-26
- WGK Germany
- 3
- HS Code
- 29333990
MSDS
- Language:English Provider:SigmaAldrich
Trigonelline hydrochloride Usage And Synthesis
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.)
Chemical Properties
It is soluble in organic solvents such as methanol, ethanol, and DMSO, and is derived from fenugreek.
Uses
Trigonelline (chloride) is an alkaloid found in plants and coffee. Trigonelline is a product of niacin metabolism that is excreted in urine.
in vivo
Trigonelline chloride decreases bone mineralization and tends to worsen bone mechanical properties in streptozotocin-induced diabetic rats. In nicotinamide/streptozotocin-treated rats, Trigonelline chloride significantly increases bone mineral density (BMD) and tends to improve cancellous bone strength. Trigonelline chloride differentially affects the skeletal system of rats with streptozotocin-induced metabolic disorders, intensifying the osteoporotic changes in streptozotocin-treated rats and favorably affecting bones in the non-hyperglycemic (nicotinamide/streptozotocin-treated) rats[2].
target
Beta Amyloid
IC 50
HSV-1
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 Alkaloid
N. Mohamadi, F. Sharififar, M. Pournamdari, M. Ansari, J. Dietary Suppl. 2018, 15, 207.
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