Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H9NO |
| Molecular Weight | 87.1204 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)C(C)=O
InChI
InChIKey=FXHOOIRPVKKKFG-UHFFFAOYSA-N
InChI=1S/C4H9NO/c1-4(6)5(2)3/h1-3H3
| Molecular Formula | C4H9NO |
| Molecular Weight | 87.1204 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
N,N-Dimethylacetamide (DMA) is a multipurpose reagent which delivers its own H, C, N and O atoms for the synthesis of a variety of compounds under a number of different experimental conditions. N,N-Dimethylacetamide is a water-miscible solvent, FDA approved as excipient and therefore widely used as drug-delivery vehicle. It has been shown that DMA is epigenetically active since it binds bromodomains and inhibits osteoclastogenesis and inflammation. DMA has a potential as an anti-osteoporotic agent via the inhibition of osteoclast mediated bone resorption and enhanced bone regeneration. N,N-Dimethylacetamide is used as a polar solvent in organic synthesis as well as in reactions involving strong bases such as sodium hydroxide. N,N-Dimethylacetamide finds application as a reaction medium in the production of pharmaceuticals, agrochemicals, dyes and plasticizers. It is widely used in polymer industry due to its high solving power for high molecular-weight polymers and synthetic resins. It plays an important role as a catalyst in various reactions viz. cyclization, halogenation, cynidation, alkylation and dehydrogenation and increases the yield of main products. It is also used as an extracting agent for oil and gases, in paint removers, in the production of photo-resist stripping compounds and as booster solvent in coatings.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Elimination of oxidative degradation during the per-O-methylation of carbohydrates. | 2003 Dec 31 |
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| Zebrafish sperm cryopreservation with N,N-dimethylacetamide. | 2003 Nov |
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| Characterization of solid-state forms of celecoxib. | 2003 Nov |
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| Zebrafish sperm cryopreservation. | 2004 |
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| Experimental validation of theoretical potassium and sodium cation affinities of amides by mass spectrometric kinetic method measurements. | 2004 |
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| Molar mass distribution of a commercial aliphatic hyperbranched polyester based on 2,2-bis(methylol)propionic acid. | 2004 Apr 23 |
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| Kinetics of degradation and oil solubility of ester prodrugs of a model dipeptide (Gly-Phe). | 2004 Aug |
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| Inclusion by a fluorenyl host with volatile guests: structures, thermal stability and kinetics. | 2004 Aug 21 |
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| Beta-cyclodextrin as a suitable solubilizing agent for in situ absorption study of poorly water-soluble drugs. | 2004 Aug 6 |
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| Solubilizing excipients in oral and injectable formulations. | 2004 Feb |
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| Protein interaction networks by proteome peptide scanning. | 2004 Jan |
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| Transdermal iontophoresis of insulin: IV. Influence of chemical enhancers. | 2004 Jan 9 |
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| Two polymorphs of cobalt(II) imidazolate polymers synthesized solvothermally by using one organic template N,N-dimethylacetamide. | 2004 Jul 26 |
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| One-step synthesis and characterization of difunctionalized N-confused tetraphenylporphyrins. | 2004 Jul 9 |
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| Solubilization behavior of poorly soluble drugs with combined use of Gelucire 44/14 and cosolvent. | 2004 Jun |
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| A catalytic synthesis of thiosilanes and silthianes: palladium nanoparticle-mediated cross-coupling of silanes with thio phenyl and thio vinyl ethers through selective carbon-sulfur bond activation. | 2004 Jun 16 |
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| Ruthenium- and rhodium-catalyzed direct carbonylation of the ortho C-H bond in the benzene ring of N-arylpyrazoles. | 2004 Jun 25 |
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| Structure-activity relationships of a novel class of endothelin receptor selective antagonists; 6-carboxy-2-isopropylamino-5,7-diarylcyclopenteno[1,2-b]pyridines. | 2004 Mar 22 |
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| Chemical valorization of forest and agricultural by-products. Obtention, chemical characteristics, and mechanical behavior of a novel family of hydrophobic films. | 2004 May |
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| Preparation, characterization, and solution viscosity of polystyrene-block-polyisoprene nanofiber fractions. | 2004 May 25 |
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| Effect of processing on Celecoxib and its solvates. | 2004 Nov |
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| Matrix media selection for the determination of residual solvents in pharmaceuticals by static headspace gas chromatography. | 2004 Nov 19 |
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| Synthesis and spectroscopy of a series of substituted N-confused tetraphenylporphyrins. | 2004 Oct 29 |
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| Oral formulation of a novel antiviral agent, PG301029, in a mixture of gelucire 44/14 and DMA (2:1, wt/wt). | 2005 Apr 8 |
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| Alginate-based in situ gelling suspensions and emulsions comprising N4-alkyloxycarbonyl derivatives of cytosine: zero-order release and effect of physicochemical properties. | 2005 Aug |
|
| Evaluation of sample recovery of malodorous livestock gases from air sampling bags, solid-phase microextraction fibers, Tenax TA sorbent tubes, and sampling canisters. | 2005 Aug |
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| The burden borne by urease. | 2005 Aug 10 |
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| Covalent molecular assembly of oligoimide ultrathin films in supercritical and liquid solvent media. | 2005 Aug 16 |
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| Use of low volatility mobile phases in electroosmotic thin-layer chromatography. | 2005 Aug 19 |
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| X-ray structures and homolysis of some alkylcobalt(III) phthalocyanine complexes. | 2005 Dec 26 |
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| [Headspace GC/MS analysis of residual vinyl chloride and vinylidene chloride in polyvinyl chloride and polyvinylidene chloride products]. | 2005 Feb |
|
| Low-temperature (180 K) crystal structures of tetrakis-mu-(niflumato)di(aqua)dicopper(II) N,N-dimethylformamide and N,N-dimethylacetamide solvates, their EPR properties, and anticonvulsant activities of these and other ternary binuclear copper(II)niflumate complexes. | 2005 Feb |
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| The first nitro-substituted heteroscorpionate ligand. | 2005 Feb 21 |
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| FTIR analysis of cellulose treated with sodium hydroxide and carbon dioxide. | 2005 Feb 28 |
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| Solvent effects on coupling yields during rapid solid-phase synthesis of CGRP(8-37) employing in situ neutralization. | 2005 Jan |
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| Tailored cellulose esters: synthesis and structure determination. | 2005 Jan-Feb |
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| Mono- and beta,beta-double-Heck reactions of alpha,beta-unsaturated carbonyl compounds in aqueous media. | 2005 May 27 |
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| Solvent effects in the interaction of methyl-beta-cyclodextrin with solvatochromic merocyanine dyes. | 2005 May 7 |
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| One-electron reduction potential for oxygen- and sulfur-centered organic radicals in protic and aprotic solvents. | 2005 Nov 16 |
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| Influence of the supramolecular structure and physicochemical properties of cellulose on its dissolution in a lithium chloride/N,N-dimethylacetamide solvent system. | 2005 Sep-Oct |
|
| The use of acridine orange base (AOB) as molecular probe to characterize nonaqueous AOT reverse micelles. | 2006 Apr 1 |
|
| Analysis of amides in the air by sampling with SPME and detection by GC-FID. | 2006 Feb |
|
| Animal genetic resources conservation in the Netherlands and Europe: poultry perspective. | 2006 Feb |
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| The effect of commonly used vehicles on canine hematology and clinical chemistry values. | 2006 Jan |
|
| Dual mesomorphic assemblage of chitin normal acylates and rapid enthalpy relaxation of their side chains. | 2006 Jan |
|
| Size-exclusion chromatography of technical lignins in dimethyl sulfoxide/water and dimethylacetamide. | 2006 Jan 13 |
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| Dynamic dissolution of persimmon leaves in DMSO and DMAc and the influence of acid-base interactions. | 2006 Jan 15 |
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| Studies of the condensation of sulfones with ketones and aldehydes. | 2006 Jan 20 |
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| The effect of DMA level on morphology and fertilising ability of Japanese quail (Coturnix japonica) spermatozoa. | 2006 Jan 20 |
|
| Convenient and efficient Pd-catalyzed regioselective oxyfunctionalization of terminal olefins by using molecular oxygen as sole reoxidant. | 2006 Jan 9 |
Patents
Sample Use Guides
Rats: N,N-Dimethylacetamide (DMA) was administered once a week via i.p. injections (92 ul DMA plus 108 ul PBS per 100 gr. rat).
Route of Administration:
Intraperitoneal
N,N-Dimethylacetamide (DMA) inhibits the binding activity of BRD2 and BRD4 with an IC50 value of 11 mM and 6 mM, respectively. RAW264.7 cells were seeded on a 24-well culture plate and treated with RANKL alone or with different concentrations of DMA (1.25 mM, 2.5 mM, 5mM). After 6 days of incubation, TRAP activity was measured.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:06:52 GMT 2023
by
admin
on
Fri Dec 15 15:06:52 GMT 2023
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| Record UNII |
JCV5VDB3HY
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| Record Status |
Validated (UNII)
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| Record Version |
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C013959
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100000078530
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DIMETHYLACETAMIDE
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m4518
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127-19-5
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C29274
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1368874
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SUB12488MIG
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JCV5VDB3HY
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3138
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C45678
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84254
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31374
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