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94673

Supelco

4-(Dimethylamino)pyridine

pharmaceutical impurity standard

Synonym(s):

Valaciclovir Related Compound G (USP), Valaciclovir impurity G (PhEur), N,N-Dimethylpyridin-4-amine, DMAP

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About This Item

Empirical Formula (Hill Notation):
C7H10N2
CAS Number:
Molecular Weight:
122.17
Beilstein/REAXYS Number:
110354
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:

grade

analytical standard

assay

≥90.0% (TLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤10% related substanced TLC impurities
≤5% residual solvents (NMR)
<5.0 wt. % water

mp

108-110 °C (lit.)

solubility

76 g/L at 20 °C

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

CN(C)c1ccncc1

InChI

1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3

Inchi Key

VHYFNPMBLIVWCW-UHFFFAOYSA-N

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General description

4-(Dimethylamino)pyridine (DMAP) is an excellent catalyst for acylation of hindered alcohols and in chemical transformations. It is highly nucleophilic in nature.[1]

Application

A highly efficient catalyst for acylation reactions
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1

target_organs

Nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

255.2 °F

flash_point_c

124 °C


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Configurationally Stable Biaryl Analogues of 4-(Dimethylamino) pyridine: A Novel Class of Chiral Nucleophilic Catalysts.
Spivey, Alan C., et al.
The Journal of Organic Chemistry, 64.26, 9430-9443 (1999)
A M van Wijk et al.
Analytical and bioanalytical chemistry, 400(5), 1375-1385 (2011-03-30)
A generic LC-MS/MS method was developed for the analysis of potentially genotoxic alkyl halides. A broad selection of alkyl halides were derivatized using 4-dimethylaminopyridine in acetonitrile. The reaction conditions for derivatization, i.e., solvent, reaction time, temperature and concentration of alkyl
Masahiro Murakami et al.
Acta biomaterialia, 10(11), 4723-4729 (2014-07-20)
The objective of this study is to design a drug delivery system (DDS) for the in vivo promotion of macrophage recruitment. As the drug, a water-insoluble agonist of sphingosine-1-phosphate type 1 receptor (SEW2871) was selected. SEW2871 (SEW) was water-solubilized by
Hangxiang Wang et al.
Journal of the American Chemical Society, 133(31), 12220-12228 (2011-07-19)
Catalysts hold promise as tools for chemical protein modification. However, the application of catalysts or catalyst-mediated reactions to proteins has only recently begun to be addressed, mainly in in vitro systems. By radically improving the affinity-guided DMAP (4-dimethylaminopyridine) (AGD) catalysts
Chenghu Yan et al.
Biomacromolecules, 10(8), 2013-2018 (2009-09-03)
An effective method for grafting L-lactide (LA) from unmodified cellulose by ring-opening polymerization (ROP) in homogeneous mild conditions is presented. By using 4-dimethylaminopyridine (DMAP) as an organic catalyst, cellulose-graft-poly(L-lactide) (cellulose-g-PLLA) copolymers with a molar substitution (MS(PLLA)) of PLLA in a

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