N-Methylnicotinamide

Base Information

• Chemical Name: N-Methylnicotinamide
• CAS No.: 114-33-0
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.153
• Hs Code.: 2933399090
• European Community (EC) Number: 204-046-4
• NSC Number: 66521
• UNII: X3I82S5L8I
• DSSTox Substance ID: DTXSID00870467
• Nikkaji Number: J60.113F
• Wikipedia: Nicotinyl_methylamide
• Wikidata: Q744041
• Metabolomics Workbench ID: 38259
• ChEMBL ID: CHEMBL11978
• Mol file: 114-33-0.mol

Synonyms:N-METHYL-NICOTINAMIDE;N-methylnicotinamide;N-methylnicotinamide monohydrochloride

Chemical Property of N-Methylnicotinamide

Chemical Property:

• Appearance/Colour: white to light yellow-beige crystalline powder
• Vapor Pressure: 5.3E-05mmHg at 25°C
• Melting Point: 102-105 °C(lit.)
• Refractive Index: 1.529
• Boiling Point: 347.7 °C at 760 mmHg
• PKA: 13.97±0.46(Predicted)
• Flash Point: 164.1 °C
• PSA: 41.99000
• Density: 1.106 g/cm³
• LogP: 0.83210
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methylnicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1=CN=CC=C1
• Uses: N-Methylnicotinamide is a metabolite of Nicotinamide (N407750), which is a water-soluble vitamin B, incorporated within nicotinamide cofactors such as NADH and NADPH. N-Methylnicotinamide is commonly found in the human urine and is used as a biomarker to study diseases such as liver cirrhosis and type 2 diabetes.

Technology Process of N-Methylnicotinamide

There total 12 articles about N-Methylnicotinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

3-pyridinecarboxylic acid ethyl ester (614-18-6) + C2H7AlClN (84738-96-5) → N-Methylnicotinamide (114-33-0)

Guidance literature:

In benzene; for 12h; Heating;

Reference yield: 87.0%

methanol (67-56-1) + nicotinamide (98-92-0,1255150-40-3) → N-Methylnicotinamide (114-33-0)

Guidance literature:

With C₅₄H₄₃ClN₃P₂Ru⁽¹⁺⁾*F₆P^(1-); caesium carbonate; In toluene; at 140 ℃; for 48h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.9b01925

Reference yield: 83.0%

nicotinic acid (59-67-6) + methylamine hydrochloride (593-51-1) → N-Methylnicotinamide (114-33-0)

Guidance literature:

With triethylamine; at 20 ℃; for 0.0166667h;

DOI:10.1080/10426500601047214

upstream raw materials:

3-pyridinecarboxylic acid ethyl ester

methylamine

C₂H₇AlClN

nicotinic acid

Downstream raw materials:

3-(1-methyl-pyrrolidin-2-yl)-pyridine

Refernces

• 1、 Bernardi,L. et al.. "-". . p. 320 - 321. Retrieved 1975.
• 2、 Carvalho, Edinilton Muniz,Rechignat, Lionel,Sousa, Eduardo Henrique Silva De,Lopes, Luiz Gonzaga De Fran?a,Chauvin, Remi,Bernardes-Génisson, Vania. "Mechanistic insights into the: In vitro metal-promoted oxidation of (di)azine hydroxamic acids: Evidence of HNO release and N, O -di(di)azinoyl hydroxylamine intermediate". . p. 11965 - 11973. Retrieved 2020.
• 3、 Suzuki, Hirotsugu,Shiomi, Takahiro,Yoneoka, Kenji,Matsuda, Takanori. "Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis". supporting information. p. 7545 - 7548. Retrieved 2020/10/15.