13750-81-7

Basic information

• Product Name: 1-Methyl-2-imidazolecarboxaldehyde
• Synonyms: TIMTEC-BB SBB004338;1-METHYLIMIDAZOLE-2-CARBOXALDEHYDE;1-METHYL-1H-IMIDAZOLE-2-CARBALDEHYDE;1-METHYL-2-IMIDAZOLECARBOXALDEHYDE;Imidazole-2-carboxaldehyde, 1-methyl-;1-Methyl-1H-Imidazole-2-Carbal;1-METHYL-2-IMIDAZOLECARBOXALDEHYDE 98%;1-Methyl-1H-imidazole-2-carbaldehyde ,98%
• CAS NO: 13750-81-7
• Molecular Formula: C₅H₆N₂O
• Molecular Weight: 110.11
• Product Categories: Aldehydes;Imidazoles & Benzimidazoles;Imidazol&Benzimidazole;Imidazoles & Benzimidazoles;Building Blocks;Heterocyclic Building Blocks;Imidazoles;Building Blocks;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks
• Mol File: 13750-81-7.mol
• Article Data: 39

Chemical Properties

• Melting Point: 36-39 °C(lit.)
• Boiling Point: 70-74 °C1 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.2111 (rough estimate)
• Vapor Pressure: 0.0212mmHg at 25°C
• Refractive Index: 1.5090 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.17±0.25(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1-Methyl-2-imidazolecarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-2-imidazolecarboxaldehyde(13750-81-7)
• EPA Substance Registry System: 1-Methyl-2-imidazolecarboxaldehyde(13750-81-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 13750-81-7(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow crystalline mass,

Uses

Different sources of media describe the Uses of 13750-81-7 differently. You can refer to the following data:
1. It is an important raw material and intermediate used in organic synthesis, Pharmaceuticals, agrochemicals and dyestuffs.
2. 1-Methyl-2-imidazolecarboxaldehyde may be used in the synthesis of:Schiff basesligand N,N-dimethyl-N′-(1-methylimidazole-2-ylmethyl)-ethylenediamine[(bis(1-methylimidazol-2-yl)methyl)(2-(pyridyl-2-yl)ethyl)amine]

Synthesis Reference(s)

Journal of Medicinal Chemistry, 26, p. 121, 1983 DOI: 10.1021/jm00356a001

General Description

1-Methyl-2-imidazolecarboxaldehyde is a heterocyclic building block. It affords tripodal ligands on condensation reaction with tris-(2-aminoethyl)amine (tren). These tripodal ligands react with iron(III) salts in the presence of air to afford iron(II) complexes. Its vibrational spectral studies have been reported.

InChI:InChI=1/C5H6N2O/c1-7-3-2-6-5(7)4-8/h2-4H,1H3

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 107-31-3 Methyl formate 
• 68-12-2 N,N-dimethyl-formamide 
• 109-94-4 formic acid ethyl ester 
• 74-83-9 methyl bromide 
• 10111-08-7 2-imidazolecarbaldehyde 
• 288-32-4 1H-imidazole 
• 67-56-1 methanol 
• 1346749-97-0 2-[(1-methylimidazol-2-yl)methoxy]isoindoline-1,3-dione 
• 74-88-4 methyl iodide 
• 17334-08-6 1-methyl-2-hydroxymethylimidazole 
• 50-00-0 formaldehyd 
• 51081-36-8 2-lithium-N-methylimidazole 

Downstream Products

• 67319-03-3 bis(1-methyl-2-imidazolyl)hydroxymethane 
• 290374-51-5 2-hydroxy-2-(1-methyl-2-imidazolyl)acetonitrile 
• 475475-51-5 2-[(diphenylphosphinoyl)hydroxymethyl]-1-methylimidazole 
• 503443-65-0 2-Benzenesulfonyl-2-((1S,3S,3aS,4R,4aS,8aR,9aS)-1-methoxy-3-methyl-dodecahydro-naphtho[2,3-c]furan-4-yl)-1-(1-methyl-1H-imidazol-2-yl)-ethanol 
• 61582-32-9 cis-3-(1-methyl-1H-imidazol-2-yl)acrylonitrile 
• 40972-00-7 trans-3-(1-methyl-1H-imidazol-2-yl)acrylonitrile 
• 162521-49-5 2-({[(1-methyl-2-imidazolyl)methyl]amino}methyl)phenol 
• 808139-30-2 2,3-dichloro-N-[5-[[2-hydroxy-2-(1-methyl-1H-imidazol-2-yl)ethyl]thio]-3-methoxypyrazin-2-yl]-N-[[2-(trimethylsilyl)ethoxy]methyl]-benzenesulfonamide 
• 370594-56-2 (S)-2-(4-(N-Boc-N-2-picolylaminomethyl) benzoyl)-5-((1-methylimidazol-2-ylmethyl)amino) valerate 1-naphthalenemethylamide 
• 45515-45-5 1-methyl-1H-imidazole-2-carbonitrile 
• 860344-03-2 methyl 4-{[(1-methylimidazol-2-yl)methyl]amino}benzoate 
• 864911-83-1 (4-dipropylamino-butyl)-(4-[[(1H-imidazol-2-ylmethyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl]-benzyl)-carbamic acid t-butyl ester 
• 675138-71-3 N-(4-dipropylaminomethyl-phenyl)-4-{[(1-methyl-1H-imidazol-2-ylmethyl)amino]methyl}-benzamide 

Relevant articles and documents

Battlement-shaped 1D coordination polymer based on a bis(N-methylimidazole- 2-yl)butadiyne ligand

Bis(N-methylimidazole-2-yl)butadiyne (bmib) has been prepared starting from N-methylimidazole following two different pathways. Bmib fluoresces and is capable of forming 1D coordination polymers by clamping together metal units. The molecular structure of a zinc coordination polymer based on bmib and zinc acetate resembles a battlement of a fortress.

Structure-Activity Relationships for Reactivators of Organophosphorus-Inhibited Acetylcholinesterase: Quaternary Salts of 2-imidazole

A series of 1,3-disubstituted-2-imidazolium halides were prepared and evaluated in vitro with respect to their ability to reactivate acetylcholinesterase inhibited by ethyl p-nitrophenyl methylphosphonate (EPMP) and 3,3-dimethyl-2-butyl methylphosphonofluoridate (GD).The compounds conform to the general formula +*Cl-, where R = CH3, (CH2)3CH3, (CH2)7CH3, CH2C6H5, CH2C10H7, (CH2)3C6H5, CH(CH3)2, CH2C(CH3)3, and CH(CH3)C(CH3)3.For comparison we also evaluated three known pyridinium reactivators, 2-PAM, HI-6, and toxogonin.The imidazolium aldoximes exhibit oxime acid dissociation constants (pKa) in the range 7.9-8.1, bracketing the value of 8.0, believed to be optimal for acetylcholinesterase reactivation.With imidazolium compound in excess over inhibited enzyme, the kinetics of reactivation are well behaved for EPMP-inhibited AChE and depend on the nature of the alkyl ether group R.For GD-inhibited AChE, maximal reactivation was used to compare compounds becouse rapid phosphonyl enzyme dealkylation and enzyme reihibition complicate interpretation of kinetic constants.

The synthesis of tripodal nitrogen donor ligands and their characterization as PdIIMe2 and PdIIIMe derivatives

New tripod ligands containing pyridin-2-yl (py), N-methylimidazol-2-yl (mim), and pyrazol-1-yl (pz) groups have been made by addition of 2-bromopyridine to deprotonated (py)(mim)CH2 or (mim)2CH2 to form (py)2(mim)CH and (py)(mim)2CH, or by simple condensation reactions of (pz)2CO with (mim)CHO or (py)CHO to form (pz)2(mim)CH and (pz)2(py)CH.The ligands may have general application in coordination and organometallic chemistry, especially bis(pyrazol-1-yl)(pyridin-2-yl)methane , which can be readily synthesized and is an unsymmetrical tripod closely relatedto (pz)3CH and (py)3CH.Dimethylpalladium(II) and methyl(iodo)palladium(II) complexes of the ligands have been isolated, and compared with complexes of (pz)3CH, (py)3CH and (pz)4C.

Tuning the optical properties of BODIPY dyes by N-rich heterocycle conjugation using a combined synthesis and computational approach

The increased number of N-atoms induced a blueshift in absorption and a gain in fluorescence quantum yield, from 750 nm and ～0% for pyrrole to 635 nm and ～40% for triazole, respectively. DFT calculations indicated a decrease in HOMO energy levels with the

Multi-substituted amine compound and its preparation and use (by machine translation)

The invention belongs to the field of medical technology, in particular, the present invention provides the following formula I shown multi-substituted amine compound or its isomer or its pharmaceutically acceptable salt, ester, prodrug or hydrate, its pharmaceutical composition, preparation method thereof and its use in the preparation of medicine for treating aids in use. The compound or pharmaceutical composition containing the compound can be used as an inhibitor for inhibiting HIV integrase with LEDGF/p75 between protein - protein interaction and HIV integrase dimerization, then can be used for the treatment of aids. . (by machine translation)