CAS 616-47-7|1-methyl-1H-imidazole|1-methylimidazole|1-Methylimidazole|1-Methyl-1H-imidazole 99%|N-METHYLIMIDAZOLE|N-Methylimidazole|1-methyl-1H-imidazole|1-甲基咪唑|1-Methylimidazole|Araldite DY 07...

General Information

Structure

Molecular Formula

C₄H₆N₂

Molecular Mass

82.10384

Exact Mass

82.0530982

Charge

InChI

InChI=1S/C4H6N2/c1-6-3-2-5-4-6/h2-4H,1H3

InChIKey

MCTWTZJPVLRJOU-UHFFFAOYSA-N

Canonic Smiles

Cn1cncc1

Isomeric Smiles

Cn1ccnc1

Calculated Properties

JChem

LogD (pH = 7.4)

0.03

LogD (pH = 5.5)

-0.42

Log P

0.08

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

6.58

Polar Surface Area

17.82

Polarizability

8.59

Molar Refractivity

23.91

LOG S

0.40

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

1-methyl-1H-imidazole

IUPAC Traditional name

1-methylimidazole

Synonyms

1-Methylimidazole1-Methyl-1H-imidazole 99%N-METHYLIMIDAZOLEN-Methylimidazole1-methyl-1H-imidazole1-甲基咪唑1-MethylimidazoleAraldite DY 070DY 070NSC 880641-Methyl-1H-imidazoleN1-MethylimidazoleCap B (1-methylimidazole 12% in acetonitrile/pyridine 78 : 10)1-甲基咪唑溶液Cap B (1-methylimidazole 16% in THF)1-甲基咪唑溶液Cap B （10% 1-甲基咪唑溶于 THF）Cap B (1-methylimidazole 10% in THF)1-Methylimidazole solutionCap B (1-methylimidazole 10% in THF/pyridine 8 : 1)N-Methylimidazole1-Methylimidazole

Names and Identifiers

Registration numbers

EC Number

210-484-7

Beilstein Number

105197

CAS Number

616-47-7

PubChem SID

248600814650628024885291248459761609658482489697585318747

MDL Number

PubChem CID

Wikipedia Title

CHEMBL

Chemspider ID

CHEBI ID

ACToR Database

SABIO-RK Database

Gmelin ID

BRENDA Database

2.7.7.121.14.15.15.3.99.54.1.1.152.3.2.5

NMRShiftDB Database

9750

BindingDB Database

7884

BRENDA Ligand Database

SureChEMBL Database

BKMS React Database

DrugBank ID

CompTox Database

Registration numbers

Properties

Physical Property

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB02671

Drug information: experimental

MP Biomedicals

02151655

Purity: 99% 1 ml = approx. 1.03 g A catalyst for mild acetylation of hydroxy compounds.

Wikipedia

1-Methylimidazole

Sigma Aldrich

M50834

Packaging
100, 500 g in glass bottle
3 kg in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

67560

Other Notes
Catalyst for the mild analytical acetylation of hydroxy compounds1,2

06849

Application
1-Methylimidazole has been used in a study to elaborate on the use of differential scanning calorimetry as a new indirect method for determination of vaporization enthalpies. 1-Methylimidazole has also been used in a study that analyzed the base content in in-service oils by Fourier Transform Infrared Spectroscopy.

28881

Application
Reagent used in the phosphite triester method of oligonucleotide synthesis for the capping of the remaining free 5’-hydroxyl groups by acetylation. Reagent is suitable for use on Milligen 7500 synthesizers.

15628

73267

Application
Reagent used in the phosphite triester method of oligonucleotide synthesis for the capping of the remaining free 5′-hydroxylgroups by acetylation. Reagent is suitable for use on ABI, Beckmann synthesizers.

336092

Packaging
1, 2 L in Sure/Seal™
View returnable container options.
100 mL in Sure/Seal™
200 L in Pure-Pac™ 1

TRC

M312980

A metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.

ChEBI

CHEBI:113454

A 1H-imidazole having a methyl substituent at the N-1 position.

Molecule Details

References

PubChem Literature

From Data Sources

• Dee, L.A., et al., Anal. Chem., 52: 572 (1980).

• Paterson, J.R., et al.: Biochem. Biophys. Res. Comm., 116, 449 (1983)

• Taurog, A., et al.: Endocrinology, 124, 30 (1989).

• Undergoes lithiation at the 2-position. Reaction of the Li derivative with ketones followed by dehydration with acetic anhydride is a good route to 2-alkylideneimidazoles: Synthesis, 78 (1990). Likewise, reaction with benzonitrile gives the 2-benzoyl derivative, the carbonyl group of which undergoes Wittig methylenation: Synth. Commun., 20, 321 (1990).

• Reacts with acid chlorides, including chloroformates, to give N-acylimidazolium salts, which are useful reagents for the acylation of, for example, amino acids: Bull. Soc. Chim. Fr., 1021 (1973).

• Useful base for peptide coupling, etc. See, e.g.: J. Chem. Soc., Chem. Commun., 2223 (1995). For peptide reagents, see Appendix 6.

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties

• RDKit

• JChem

Data Source

• Academic Data

• Commercial Catalog

Names and Identifiers

• IUPAC name

• IUPAC Traditional name

• Synonyms

Registration numbers

• EC Number

• Beilstein Number

• CAS Number

• PubChem SID

• MDL Number

• PubChem CID

• Wikipedia Title

• CHEMBL

• Chemspider ID

• CHEBI ID

• ACToR Database

• SABIO-RK Database

• Gmelin ID

• BRENDA Database

• NMRShiftDB Database

• BindingDB Database

• BRENDA Ligand Database

• SureChEMBL Database

• BKMS React Database

• DrugBank ID

• CompTox Database

Registration numbers

Properties

• Physical Property

• Safety Information

• Product Information

Related Proteins

Molecular Spectra

Molecule Details

• DrugBank

• MP Biomedicals

• Wikipedia

• Sigma Aldrich

• TRC

• ChEBI

Molecule Details

References

• PubChem Literature

• From Data Sources

Bioactivity

• PubChem BioAssay

IUPAC name

1-methyl-1H-imidazole

IUPAC Traditional name

1-methylimidazole

Synonyms

Beilstein Number

MDL Number

PubChem CID

Wikipedia Title

ACToR Database

SABIO-RK Database

NMRShiftDB Database

BindingDB Database

BRENDA Ligand Database

SureChEMBL Database

BKMS React Database

CompTox Database

DB02671

Drug information: experimental

MP Biomedicals

02151655

Purity: 99% 1 ml = approx. 1.03 g A catalyst for mild acetylation of hydroxy compounds.

Sigma Aldrich

M50834

Packaging
100, 500 g in glass bottle
3 kg in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

67560

Other Notes
Catalyst for the mild analytical acetylation of hydroxy compounds1,2

06849

28881

15628

73267

336092

Packaging
1, 2 L in Sure/Seal™
View returnable container options.
100 mL in Sure/Seal™
200 L in Pure-Pac™ 1

TRC

M312980

A metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.

ChEBI

CHEBI:113454

A 1H-imidazole having a methyl substituent at the N-1 position.

From Data Sources

• Dee, L.A., et al., Anal. Chem., 52: 572 (1980).

• Paterson, J.R., et al.: Biochem. Biophys. Res. Comm., 116, 449 (1983)

• Taurog, A., et al.: Endocrinology, 124, 30 (1989).

• Useful base for peptide coupling, etc. See, e.g.: J. Chem. Soc., Chem. Commun., 2223 (1995). For peptide reagents, see Appendix 6.

Physical Property

198 °C(lit.)

Flash Point

Density

Melting Point

Vapor Pressure

0.4 mmHg ( 20 °C)

Auto Ignition Point

977 °F

Refractive Index

Apperance

Pale Yellow Oil

Safety Information

Product Information

16-26-36/37/39-45

Flammable (F)

11-19-20/21/22-34-37

11-20/21/22-34

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Flammable gases, category 1

Flammable aerosols, categories 1,2

Flammable liquids, categories 1,2,3

Self-reactive substances and mixtures, Types B,C,D,E,F

Pyrophoric liquids, category 1

Pyrophoric solids, category 1

Self-heating substances and mixtures

Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3

Organic peroxides, Types B,C,D,E,F

P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A

Molecule

ID:2397