| Identification | More | [Name]
3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE | [CAS]
1005-24-9 | [Synonyms]
1-METHYLNICOTINAMIDE CHLORIDE
1-METHYLNICOTINAMIDE CHLORIDE SALT
1-METHYLPYRIDINE-3-CARBOXYLIC ACID AMIDE CHLORIDE
3-CARBAMOYL-1-METHYLPYRIDINIUM CHLORIDE
3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE
N1-METHYLNICOTINAMIDE CHLORIDE
NICOTINAMIDE CHLOROMETHYLATE
N-METHYLNICOTINIC ACID AMIDE CHLORIDE SALT
TRIGONELLAMIDE CHLORIDE
3-(aminocarbonyl)-1-methyl-pyridiniuchloride
3-carbamoyl-1-methyl-pyridiniuchloride
nicotinamidemethochloride
nicotinamidemethylchloride
nipecotamidemethochloride
n-methylnicotinamidechloride
n-methylnicotinic acid amide chloride
3-CARBAMYL-1-METHYLPYRIDINIUM CHLORIDE 98+% | [EINECS(EC#)]
463-670-7 | [Molecular Formula]
C7H9ClN2O | [MDL Number]
MFCD00060042 | [Molecular Weight]
172.61 | [MOL File]
1005-24-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
207-209℃ (water acetone ) | [storage temp. ]
room temp | [solubility ]
H2O: soluble15mg/mL, clear | [form ]
crystalline
| [color ]
white
| [Water Solubility ]
almost transparency | [Merck ]
9693 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING
SKIN PROTECTING | [InChI]
1S/C7H8N2O.ClH/c1-9-4-2-3-6(5-9)7(8)10;/h2-5H,1H3,(H-,8,10);1H | [InChIKey]
BWVDQVQUNNBTLK-UHFFFAOYSA-N | [SMILES]
Cl.[n+]1(cc(ccc1)C(=N)[O-])C | [CAS DataBase Reference]
1005-24-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Description]
Nicotinamide is a precursor of NAD (Item No. 16077) and NADP (Item No. 10004675), 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; Item No. 15138).1 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.2,3 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.4,5 | [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. | [storage]
Store at -20°C | [Purification Methods]
Recrystallise it from MeOH. [Beilstein 22 III/IV 468, 22/2 V 80.] | [References]
[1] THEODORE A. ALSTON Robert H A. Substrate specificity of nicotinamide methyltransferase isolated from porcine liver[J]. Archives of biochemistry and biophysics, 1988, 260 2: Pages 601-608. DOI: 10.1016/0003-9861(88)90487-0
[2] TERESA B DOMAGALA. Nitric oxide production and endothelium-dependent vasorelaxation ameliorated by N1-methylnicotinamide in human blood vessels.[J]. Hypertension, 2012, 59 4: 825-832. DOI: 10.1161/hypertensionaha.111.183210
[3] S CHLOPICKI. 1-Methylnicotinamide (MNA), a primary metabolite of nicotinamide, exerts anti-thrombotic activity mediated by a cyclooxygenase-2/prostacyclin pathway[J]. British Journal of Pharmacology, 2009, 152 2: 230-239. DOI: 10.1038/sj.bjp.0707383 |
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