DIAZOMETHANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	CH2N2
Molecular Weight	42.04
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C=[N+]=[N-]

InChI

InChIKey=YXHKONLOYHBTNS-UHFFFAOYSA-N

InChI=1S/CH2N2/c1-3-2/h1H2

HIDE SMILES / InChI

Molecular Formula	CH2N2
Molecular Weight	42.04
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Synthesis of 6,8-dihydroxy-3-(2'-acetyl-3',5'-dihydroxyphenyl)methylisocoumarin related to feralolide.	2004-08	15214491
Design and evaluation of inhibitors for dipeptidyl peptidase I (Cathepsin C).	2004-07-15	15196986
Quantitation of metabolites of the nerve agents sarin, soman, cyclohexylsarin, VX, and Russian VX in human urine using isotope-dilution gas chromatography-tandem mass spectrometry.	2004-07-09	15239858
Selective coupling of methylene groups at a Rh/Os core, yielding C2, C3, or C4 fragments: roles of the adjacent metals in carbon-carbon bond formation.	2004-06-30	15212555
Functionalised 2,3-dimethyl-3-aminotetrahydrofuran-4-one and N-(3-oxo-hexahydrocyclopenta[b]furan-3a-yl)acylamide based scaffolds: synthesis and cysteinyl proteinase inhibition.	2004-06-01	15142551
In-vitro metabolism of isotetrandrine, a bisbenzylisoquinoline alkaloid, in rat hepatic S9 fraction by high-performance liquid chromatography-atmospheric pressure ionization mass spectrometry.	2004-06	15231040
The diazocarbene (CNN) molecule: characterization of the X 3Sigma- and A 3Pi electronic states.	2004-05-22	15267965
Reaction of tetramethylpiperidine N-oxides with persistent triplet diphenylcarbenes.	2004-05-21	15136806
Enzyme cleavable and biotinylated photoaffinity ligand with diazirine.	2004-05-17	15109630
Optimizing the determination of haloacetic acids in drinking waters.	2004-04-30	15117068
Novel lipoxygenase inhibitors, tetrapetalone B, C, and D from Streptomyces sp.	2004-04	15118321
One-carbon chain extension of esters to alpha-chloroketones: a safer route without diazomethane.	2004-03-05	14987022
Mono- and dinuclear molybdenum complexes with sterically demanding cycloheptatrienyl ligands.	2004-02-07	15252558
On the 1,3-dipolar cycloaddition reactions of indenone with N-N-C dipoles: density functional theory calculations.	2004-02	14747085
Analytical derivatization-a tool for determination of orotic acid.	2004-01-25	14670749
Diastereoselective electrochemical carboxylation of chiral alpha-bromocarboxylic acid derivatives: an easy access to unsymmetrical alkylmalonic ester derivatives.	2004-01-23	14725464
Ultrastructural analysis of hippocampal pyramidal neurons from apolipoprotein E-deficient mice treated with a cathepsin inhibitor.	2004-01	15173631
Tetrapetalone A, a novel lipoxygenase inhibitor from Streptomyces sp.	2004-01	14745171
Synthesis of photoaffinity probes [2(')-iodo-4(')-(3(")-trifluoromethyldiazirinyl)phenoxy]-D-glucopyranoside and [(4(')-benzoyl)phenoxy]-D-glucopyranoside for the identification of sugar-binding and phlorizin-binding sites in the sodium/D-glucose cotransporter protein.	2003-12-01	14622961
Inhibition of dipeptidyl peptidase I in the human mast cell line HMC-1: blocked activation of tryptase, but not of the predominant chymotryptic activity.	2003-12-01	14609749
Methylation of dihydroquercetin acetates: synthesis of 5-O-methyldihydroquercetin.	2003-12	14695797
Aryldiazomethanes for universal labeling of nucleic acids and analysis on DNA chips.	2003-11-20	14624647
Experimental and theoretical investigation of reversible interconversion, thermal reactions, and wavelength-dependent photochemistry of diazo Meldrum's acid and its diazirine isomer, 6,6-dimethyl-5,7-dioxa-1,2-diaza-spiro[2,5]oct-1-ene-4,8-dione.	2003-11-19	14611254
Cross-linking of Escherichia coli formamidopyrymidine-DNA glycosylase to DNA duplexes containing photoactivatable phenyl(trifluoromethyl)diazirine groups.	2003-10-21	14565453
Aryldiazomethane derivatives as reagents for site specific labeling of nucleic acids at phosphate.	2003-10-21	14565421
A zero-length diazirine photoactive nucleoside.	2003-10-21	14565261
Lycopene oxidation product enhances gap junctional communication.	2003-10	12909274
Derivatisation in gas chromatographic determination of acidic herbicides in aqueous environmental samples.	2003-10	12904959
"One-pot" methylation of N-Nosyl-alpha-amino acid methyl esters with diazomethane and their coupling to prepare N-methyl dipeptides.	2003-09-19	12968894
How nucleophilic are diazo compounds?	2003-09-05	12953192
A theoretical exploration of the 1,3-dipolar cycloadditions onto the sidewalls of (n,n) armchair single-wall carbon nanotubes.	2003-08-27	12926971
The role of steric and electronic interactions in the stereocontrol of the asymmetric 1,3-dipolar reactions of 5-ethoxy-3-p-(S)-tolylsulfinylfuran-2(5H)-ones with diazoalkanes: theoretical calculations and experimental evidences.	2003-08-22	12919012
Multiresidue determination of acidic pesticides in water by HPLC-DAD with confirmation by GC-MS using conversion to the methyl ester with trimethylsilyldiazomethane.	2003-08	12908950
Vitamin E analogues as inducers of apoptosis: structure-function relation.	2003-06-16	12799642
Josef Rudinger Memorial Lecture 2002. The chemistry of the opioid receptor binding sites.	2003-06	12846480
Metallacarbenes from diazoalkanes: an experimental and computational study of the reaction mechanism.	2003-05-28	12785793
1,3-dithiolanes from cycloadditions of alicyclic and aliphatic thiocarbonyl ylides with thiones: regioselectivity.	2003-05-23	12772300
Comparative enantiocontrol with allyl phenyldiazoacetates in asymmetric catalytic intramolecular cyclopropanation.	2003-05-05	12666246
Lysosomal activation is a compensatory response against protein accumulation and associated synaptopathogenesis--an approach for slowing Alzheimer disease?	2003-05	12769185
Simple and stereospecific homologation of urethane-protected alpha-amino acids to their higher homologs using HBTU.	2003-05	12662356
[New photoreactive cleavable reagents with (trifluoromethyl)diazirine group].	2003-04-24	12708321
Tin(II) chloride catalyzed reactions of diazodiphenylmethane with vicinal diols in an aprotic solvent. The reactions with cis- and trans-1,2-cyclohexanediols and 1,2-propanediol.	2003-04-22	12681920
Synthesis and transformations of a pyrazole containing alpha, beta-didehydro-alpha-amino acid derivatives.	2003-04	12707809
Wavelength-dependent photochemistry of Diazo Meldrum's acid and its spirocyclic isomer, Diazirino Meldrum's acid: Wolff rearrangement versus isomerization.	2003-02-12	12568587
Degree of tumour vascularity correlates with drug accumulation and tumour response upon TNF-alpha-based isolated hepatic perfusion.	2003-01-27	12610519
Quantitative determination of benazepril and benazeprilat in human plasma by gas chromatography-mass spectrometry using automated 96-well disk plate solid-phase extraction for sample preparation.	2003-01-05	12450539
Development of an analytical scheme for simazine and 2,4-D in soil and water runoff from ornamental plant nursery plots.	2003-01-01	12502379
Sensitive and accurate quantitation of monoepoxy fatty acids in thermoxidized oils by gas-liquid chromatography.	2002-12-20	12489863
Pd0 mechanism of palladium-catalyzed cyclopropanation of alkenes by CH2N2: a DFT study.	2002-11-27	12440918
Nitrogen extrusion from pyrazoline-substituted porphyrins and chlorins using long wavelength visible light.	2002-11-21	12510267

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:48:54 GMT 2025` Edited by `admin` on `Mon Mar 31 18:48:54 GMT 2025`
Record UNII	60A625P70P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIAZOMETHANE

Systematic Name

English

AZIMETHYLENE

Preferred Name

English

DIAZOMETHANE [MI]

Common Name

English

DIAZOMETHANE [IARC]

Common Name

English

DIAZOMETHANE [HSDB]

Common Name

English

Code System Code Type Description

HSDB

1628