U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H10N2
Molecular Weight 122.1677
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-Dimethylaminopyridine

SMILES

CN(C)C1=CC=NC=C1

InChI

InChIKey=VHYFNPMBLIVWCW-UHFFFAOYSA-N
InChI=1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3

HIDE SMILES / InChI

Molecular Formula C7H10N2
Molecular Weight 122.1677
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Nucleophilicities and carbon basicities of pyridines.
2007
Synthesis and characterization of hyperbranched polyglycerol hydrogels.
2006-11
Isopinocampheylborane derivatives with >99% ee via the DMAP complex.
2006-08-18
Colchitaxel, a coupled compound made from microtubule inhibitors colchicine and paclitaxel.
2006-06-30
Asymmetric [3 + 2] annulations catalyzed by a planar-chiral derivative of DMAP.
2006-06-28
Esterification of 7-theophyllineacetic acid with diethylene glycol monomethyl ether.
2006-06
Surface plasmon resonance spectroscopy study of electrostatically adsorbed layers.
2006-05-09
Synthesis and structural characterization of the first metal organic thallium antimonide.
2006-05-07
[Determination of T-2 toxin in cereal grains by high performance liquid chromatography with fluorescence detection after immunoaffinity column clean-up and precolumn derivatization].
2006-05
Enantioselective TADMAP-catalyzed carboxyl migration reactions for the synthesis of stereogenic quaternary carbon.
2006-01-25
Tuning the electronic communication and rates of intramolecular electron transfer of dimers of trinuclear ruthenium clusters: bridging and ancillary ligand effects.
2006-01-23
Amphiphilic poly(L-lactide)-b-dendritic poly(L-lysine)s synthesized with a metal-free catalyst and new dendron initiators: chemical preparation and characterization.
2006-01
Microwave-assisted synthesis of deuterium labeled estrogen fatty acid esters.
2006-01
Luminescence ranging from red to blue: a series of copper(I)-halide complexes having rhombic {Cu2(mu-X)2} (X = Br and I) units with N-heteroaromatic ligands.
2005-12-26
Covalently networked monolayer-protected nanoparticle films.
2005-11-22
Synthesis and rheological properties of polylactide/poly(ethylene glycol) multiblock copolymers.
2005-11-04
Enantioselective total synthesis of octalactin a using asymmetric aldol reactions and a rapid lactonization to form a medium-sized ring.
2005-11-04
Pharmacological and rAAV gene therapy rescue of visual functions in a blind mouse model of Leber congenital amaurosis.
2005-11
NMR and EPR studies of low-spin Fe(III) complexes of meso-tetra-(2,6-disubstituted phenyl)porphyrinates complexed to imidazoles and pyridines of widely differing basicities.
2005-10-17
Design and synthesis of a new type of ferrocene-based planar chiral DMAP analogues. A new catalyst system for asymmetric nucleophilic catalysis.
2005-10-14
Intervalence-resonant Raman spectroscopy of strongly coupled mixed-valence cluster dimers of ruthenium.
2005-10-13
Synthesis of phosphatidylcholine: an improved method without using the cadmium chloride complex of sn-glycero-3-phosphocholine.
2005-10
Synthesis of cyclo-2,4,6-triarsa-1,3,5-triazanes from cyclo-2,4-diarsa-1,3-diazanes demonstrating the general influence of substituent steric strain on the relative stability of pnictazane oligomers.
2005-08-08
The DMAP-catalyzed acetylation of alcohols--a mechanistic study (DMAP = 4-(dimethylamino)pyridine).
2005-08-05
Drug release from the enzyme-degradable and pH-sensitive hydrogel composed of glycidyl methacrylate dextran and poly(acrylic acid).
2005-08
Assessment of 4-(dimethylamino)pyridine as a capping agent for gold nanoparticles.
2005-07-05
[Cascade reactions of unsaturated xanthates and related reactions: computer-assisted molecular design and analysis of reaction mechanisms].
2005-06
Preparation of biodegradable networks by photo-crosslinking lactide, epsilon-caprolactone and trimethylene carbonate-based oligomers functionalized with fumaric acid monoethyl ester.
2005-06
Binding cooperativity of two different Lewis acid groups at the edge of ferrocene.
2005-04-22
Kinetics of ring inversion in strongly nonplanar iron(III) octaalkyltetraphenylporphyrinates.
2005-04-18
Control of electron acceptor ability with ligands (L) in photoinduced electron transfer from zinc porphyrin or zinc phthalocyanine to [Ru3(mu3-O)(mu-CH3COO)6L3]+.
2005-03-07
Cu(II) acetate- and Mn(III) acetate-mediated radical reactions of [60]fullerene with ketonic compounds.
2005-03-07
Dinuclear bis-beta-diketonato ligand derivatives of iron(III) and copper(II) and use of the latter as components for the assembly of extended metallo-supramolecular structures.
2005-03-07
Development of cloned pig embryos by nuclear transfer following different activation treatments.
2005-03
Template-assisted cross olefin metathesis.
2005-02-18
C5H4-BR2 bending in ferrocenylboranes: a delocalized through-space interaction between iron and boron.
2005-01-07
Vitamin D3-based conjugates for topical treatment of psoriasis: synthesis, antiproliferative activity, and cutaneous penetration studies.
2005-01
Picosecond kinetics of excited-state charge separation in 4-(dimethylamino)pyridine.
2005-01
Anticancer properties of propofol-docosahexaenoate and propofol-eicosapentaenoate on breast cancer cells.
2005
Trapping 4-fluorobenzyl chloride in human plasma with chemical derivatization followed by quantitative bioanalysis using high-performance liquid chromatography/tandem mass spectrometry.
2005
Gallium halide induced heterocycle expansion of dihalodiphosphadiaryldiazanes [(XPNR)2] to the corresponding triphosphatriazanes [(XPNR)3].
2004-12-27
Steady-state and laser flash photolysis study of the carbon-carbon bond fragmentation reactions of 2-arylsulfanyl alcohol radical cations.
2004-11-26
Biologically relevant tetraazamacrocyclic complexes of manganese: synthetic, spectral, antimicrobial, antifertility and antiinflammatory approach.
2004-11
Rational design of an L-histidine-derived minimal artificial acylase for the kinetic resolution of racemic alcohols.
2004-10-06
Synthesis and structure of selected quaternary N-(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-D,L-ribitol-5-yl)ammonium salts.
2004-10-04
Concerning the mechanism of the ring opening of propylene oxide in the copolymerization of propylene oxide and carbon dioxide to give poly(propylene carbonate).
2004-09-08
Asymmetric catalysis with "planar-chiral" derivatives of 4-(dimethylamino)pyridine.
2004-08
Novel polymer-supported coupling/dehydrating reagents for use in organic synthesis.
2004-07-21
Chemical valorization of forest and agricultural by-products. Obtention, chemical characteristics, and mechanical behavior of a novel family of hydrophobic films.
2004-05
The solution synthesis of antisense oligonucleotide-peptide conjugates directly linked via phosphoramide bond by using a fragment coupling approach.
2004
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:01:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:01:05 GMT 2025
Record UNII
PFP1R6P0S8
Record Status Validated (UNII)
Record Version
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Name Type Language
VALACYCLOVIR RELATED COMPOUND G
USP   USP-RS  
Preferred Name English
4-Dimethylaminopyridine
Systematic Name English
VALACYCLOVIR RELATED COMPOUND G [USP-RS]
Common Name English
VALACICLOVIR HYDROCHLORIDE IMPURITY G [EP IMPURITY]
Common Name English
DMAP [MI]
Common Name English
VALACYCLOVIR RELATED COMPOUND G [USP IMPURITY]
Common Name English
4-(Dimethylamino)pyridine
Systematic Name English
VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY G [EP IMPURITY]
Common Name English
N,N-Dimethylpyridin-4-amine
Systematic Name English
4-Dimethylaminopyridine (DMAP)
Common Name English
N,N-Dimethyl-4-aminopyridine
Common Name English
Code System Code Type Description
PUBCHEM
14284
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-353-5
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
WIKIPEDIA
4-DIMETHYLAMINOPYRIDINE
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID0044369
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
MESH
C003885
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
RS_ITEM_NUM
1707894
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
CAS
1122-58-3
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
MERCK INDEX
m4703
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY Merck Index
FDA UNII
PFP1R6P0S8
Created by admin on Mon Mar 31 18:01:05 GMT 2025 , Edited by admin on Mon Mar 31 18:01:05 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (TLC)
EP
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Related Record Type Details
ACTIVE MOIETY