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3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE

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3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE Basic information

Product Name:
3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE
Synonyms:
  • NICOTINAMIDE CHLOROMETHYLATE
  • N-METHYLNICOTINIC ACID AMIDE CHLORIDE SALT
  • N1-METHYLNICOTINAMIDE CHLORIDE
  • TRIGONELLAMIDE CHLORIDE
  • 3-(aminocarbonyl)-1-methyl-pyridiniuchloride
  • 3-carbamoyl-1-methyl-pyridiniuchloride
  • nicotinamidemethochloride
  • nicotinamidemethylchloride
CAS:
1005-24-9
MF:
C7H9ClN2O
MW:
172.61
EINECS:
463-670-7
Product Categories:
  • Pyridinium Compounds
Mol File:
1005-24-9.mol
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3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE Chemical Properties

Melting point:
207-209℃ (water acetone )
storage temp. 
room temp
solubility 
H2O: soluble15mg/mL, clear
form 
crystalline
color 
white
Water Solubility 
almost transparency
Merck 
14,9693
CAS DataBase Reference
1005-24-9(CAS DataBase Reference)
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Safety Information

WGK Germany 
3
RTECS 
UU1925000
HS Code 
2933.39.9200

MSDS

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3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE Usage And Synthesis

Description

Nicotinamide is a precursor of NAD and NADP , which serve essential functions in modulating cellular redox status and controlling signaling and transcriptional events. 1-Methylnicotinamide (MNA) is a primary metabolite of nicotinamide produced by the action of nicotinamide N-methyltransferase (NNMT; ). It demonstrates antithrombotic and anti-inflammatory properties through direct action on the endothelium by a mechanism involving the prostacyclin pathway and by improving nitric oxide bioavailability. Aggressive cancer cell lines are reported to have higher levels of MNA due to increased NNMT-directed transfer of methyl groups from S-adenosyl-L-methionine to nicotinamide, implicating a role for MNA in cancer cell metabolism.

Uses

1-Methylnicotinamide chloride may be used as a standard in the quantification of 1-methylnicotinamide in urine samples using ion pairing reverse-phase high performance liquid chromatography (RP-HPLC).

Uses

Nicotinamide is a precursor of NAD and NADP , which serve essential functions in modulating cellular redox status and controlling signaling and transcriptional events. 1-Methylnicotinamide (MNA) is a primary metabolite of nicotinamide produced by the action of nicotinamide N-methyltransferase (NNMT; ). It demonstrates antithrombotic and anti-inflammatory properties through direct action on the endothelium by a mechanism involving the prostacyclin pathway and by improving nitric oxide bioavailability. Aggressive cancer cell lines are reported to have higher levels of MNA due to increased NNMT-directed transfer of methyl groups from S-adenosyl-L-methionine to nicotinamide, implicating a role for MNA in cancer cell metabolism.

General Description

1-Methylnicotinamide (MNA) is a primary metabolite of nicotinamide produced mainly by nicotinamide N-methyltransferase (NNMT) and exhibits antithrombotic and anti-inflammatory effects.

Biochem/physiol Actions

1-Methylnicotinamide (MNA) is a primary metabolite of nicotinamide produced mainly by nicotinamide N-methyltransferase (NNMT). 1-Methylnicotinamide (MNA) has been shown to have antithrombotic and anti-inflammatory effects. A recent study indicated that MNA may exert antithrombotic and anti-inflammatory effects through direct action on the endothelium, with a vasorelaxing effect by enhancement of NO bioavailability and reduction of eNOS-dependent oxidative stress. Enhanced NNMT activity is a feature of many types of cancer. How much direct involvement MNA has in the tumorigenesis associated with overexpression of NNMT is under investigation. MNA by itself increased mitochondrial Complex I activity and increased cancer cell viability in SH-SY5Y neuroblastoma cells that do not produce NNMT.

Purification Methods

Recrystallise it from MeOH. [Beilstein 22 III/IV 468, 22/2 V 80.]

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