5613-08-1

Basic information

• Product Name: 4-Carbamoyl-1-methylpyridiniumiodide
• Synonyms: 4-Carbamoyl-1-methylpyridinium iodide; 1-Methylisonicotinamide iodide ; 4-carbamoyl-1-methylpyridinium
• CAS NO: 5613-08-1
• Molecular Formula: C7H9N2O+
• Molecular Weight: 0
• Mol File: 5613-08-1.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 4-Carbamoyl-1-methylpyridiniumiodide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Carbamoyl-1-methylpyridiniumiodide(5613-08-1)
• EPA Substance Registry System: 4-Carbamoyl-1-methylpyridiniumiodide(5613-08-1)

Safety Data

• Hazardous Substances Data: 5613-08-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H8N2O/c1-9-4-2-6(3-5-9)7(8)10/h2-5H,1H3,(H-,8,10)/p+1

Upstream product

• 1453-82-3 isonicotinamide 
• 74-88-4 methyl iodide 
• 1194-04-3 4-cyano-N-methylpyridinium iodide 

Downstream Products

• 6433-99-4 1-Methyl-2-oxo-1,2-dihydro-isonicotinamid 
• 75532-96-6 1-methyl-1,2,5,6-tetrahydropyridine-4-carboxamide 
• 75532-97-7 1-Methyl-1,2-dihydro-pyridine-4-carboxylic acid amide 

Relevant articles and documents

The Formation and Double Decomposition of Pyridoxal Isonicotinoylhydrazone Dimethiodide Mediated by Iron(II) Salts

Iron(II) ions are shown to induce a hitherto unknown nitrogen-centred metathesis ('hydrazine metathesis')of pyridoxal isonicotinoylhydrazone dimethiodide (1) into the symmetrical hydrazine derivatives pyridoxal azine dimethiodide (7) and dimethiodide of bis-isonicotinoyl hydrazide (8) together with isonicotinoylamide methiodide (9) in a ratio 2:1:1, respectively.

Carbamyl Analogues of Potent Nicotinic Agonists: Pharmacology and Computer-Assisted Molecular Modeling Study

To investigate how the substitution of NH2 for CH3 affects the activity of three, potent, semirigid nicotinic agonists, carbamyl analogues were synthesized.The carbamyl agonists were 1-methyl-4-carbamyl-1,2,3,6-tetrahydropyridine methiodide (1), 1-methyl-4-carbamylpiperidine methiodide (2), and 1-methyl-4-carbamylpiperazine methiodide (3).Their potencies (reciprocals of the equipotent molar ratios) at the frog neuromuscular junction with reference to carbamylcholine were 0.77, 0.052, and 0.15, respectively.The acetyl analogues were more potent by factors of 65, 175, and 17, respectively.Explanations for this variable reduction in activity were sought by using computer-assisted molecular mechanics and calculations of electrostatic potential contours.Bioactive conformations of 1-3 were assigned on the basis of a well-supported pharmacophore and the ground-state conformation of the highly potent (50 times that of carbamylcholine) prototype, isoarecolone methiodide (4).Agonist 3 and its acetyl analogue superimposed closely in their ground-state, bioactive conformations, and the differences in their electrostatic potential contours were the least among the three pairs.Accordingly, their potencies differed the least.Agonists 1 and 2 both showed greater differences (with respect to their acetyl analogues) in their electrostatic potential contours and greater differences in potency.Agonist 2, in addition, could achieve the bioactive conformation only at the expense of 2.8 kcal mol-1, and, correspondingly, its activity relative to its acetyl analogue was lowest of all.

Two red salts derived from yellow 4-cyano-1-methylpyridinium iodide: 1,1′,1″-trimethyl-4,4′,4″-(1,3,5-triazin-2,4,6-triyl)tripyridinium trisiodide and 4-cyano-1-methylpyridinium triiodide

Crystal structures of 1,1′,1″-trimethyl-4,4′,4″-(1,3,5-triazin-2,4,6-triyl)tripyridinium trisiodide (m.p. 383 °C) and 4-cyano-1-methylpyridinium triiodide (m.p. 118 °C) are described. These red salts were obtained unexpectedly from yellow 4-cyano-1-methylpyridinium iodide in either water or methanol solution in contact with insoluble heavy metal chlorides under ambient conditions. Neither compound is widely described in the chemical literature.

Preparation and in vitro evaluation of monoquaternary inhibitors of brain cholinesterases

Acetylcholinesterase inhibitors are currently of high interest due to the many reasons. Among them, Alzheimer's disease drugs are of great interest. In this study, eleven monoquaternary pyridinium salts substituted by different groups (electron donors and

Reaction of N-alkylpyridinium salts with hydroxylamine

1-Methylpyridinium salts showed no reaction with excessive hydroxylamine, but nicotinic acid derivatives in HMPT gave the corresponding N-oxides. 3-Acetyl-1-methylpyridinium iodide generated the hydroximino-pyridine 1-oxide 13 and the isoxazoles 14, 15E,

Second-order hyperpolarizability of pyridinium cations

The second-order hyperpolarizability (β) of pyridinium cations with cutoff (λco) shorter than 400 nm were studied by semiempirical calculation and the hyper-Rayleigh scattering (HRS) technique. The β value of 4-dimethylaminopyridinium (λco= 390 nm) was evaluated to be about 1.5 times larger than that of p-nitroaniline (λco= 473 nm) in methanolic solution using 1064 nm light as a fundamental beam.

Carbon-13 NMR Characterization of the Bispyridinium Oximes, Toxogonin, HS-3, HS-6 and HI-6

The structure of the bispyridinium oximes, toxogonin, HS-3, HS-6 and HI-6, used as antidotes in organophosphorus poisoning, is confirmed by 13C NMR spectroscopy.The 13C NMR spectra of the corresponding monopyridinium precursors substantiate the signal assignment in the bispyridinium oxime spectra.In all oximes studied the hydroxyiminomethyl group (-CH=N-OH) exists in the syn configuration.The 13C signal differences also readily allow analysis of binary mixtures of the oximes and provide an easy method for monitoring their stability.