1005-24-9 Usage
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
Different sources of media describe the Uses of 1005-24-9 differently. You can refer to the following data:
1. 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).
2. 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 1005-24-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,0 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1005-24:
(6*1)+(5*0)+(4*0)+(3*5)+(2*2)+(1*4)=29
29 % 10 = 9
So 1005-24-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H9N2O.ClH/c1-9-4-2-3-6(5-9)7(8)10;/h2-5H,1H3,(H2,8,10);1H
1005-24-9Relevant articles and documents
Physical Organic Studies on Bimolecular Reactions in Reversed Micelles: Addition of Cyanide Ion to the N-Methyl-3-carbamoylpyridinium Ion in Hexadecyltrimethylammonium Bromide Reversed Micelles
Goto, Ayako,Kishimoto, Hiroshi
, p. 73 - 78 (1990)
The bimolecular reaction of cyanide (CN-) ion with N-methyl-3-carbamoylpyridinium (S+) ion, in the water pool of the reversed-micellar system water/ hexadecyltrimethylammonium bromide (HTAB)/ chloroform-isooctane (3:2, v/v) has been studied at various temperatures (15-40 deg C) by measuring spectrophotometrically the decrease of the absorption due to S+ (265 nm) and the increase of the absorption due to the addition product (340 nm).The results of the reaction series were examined throughout with respect to the molar ratio of water to HTAB, R.Since the rate and equilibrium constants of the bimolecular reaction are affected by the method in which the concentrations of reactants are defined or by fixing the extent of reaction space, the water pool is assumed to be the sole reaction space and the rate and equilibrium constants in the water pool, k2w and Kw, which are based on the modified concentrations of the reaction species, have been evaluated.It is found that terms of k2w and Kw, the smaller the value of R, the more the addition reaction is enhanced.From the relationships between Kw and k2w vs. temperature, the standard and activation enthalpies of reaction, ΔH and ΔH, respectively, have been calculated.The behavior of ΔH and ΔH as well as Kw and k2w is found to differ in reactions which have R below and above ca.3.To explain the enhancement of the reaction due to the specific field effect of the water pool and the retardation of the reaction due to electrostatic interactions among S+ ions, the involvement of CN- and HTAB ions is proposed.The differing behaviour in the reactions is more clearly manifested in the thermodynamic and kinetic diagrams of enthalpy vs. entropy, which give separate plots corresponding to R both below and above ca.3.In addition, the effect of varying the CN- ion concentration is discussed and is found to be consistent with the situation described above.
Direct observation of NADH radical cation generated in reactions with one-electron oxidants
Zielonka, Jacek,Marcinek, Andrzej,Adamus, Jan,Gebicki, Jerzy
, p. 9860 - 9864 (2003)
The formation of NADH radical cation in reactions with one-electron oxidants was observed for the first time. Transient products involving two tautomeric (keto and enol) forms of radical cation and neutral radical were spectroscopically characterized by means of pulse radiolysis. The kinetics of the decay of keto radical cation and neutral radical was investigated. The pKa value of the enol form of NADH radical cation was determined. The simple analogues of NADH and NAD+, namely, 1-methyl-1,4-dihydronicotinamide and it oxidized form, were studied for comparison.
