Compound: 4-Dimethylaminopyridine
SMILES: n1ccc(N(C)C)cc1
InChIKey: VHYFNPMBLIVWCW-UHFFFAOYSA-N
Synonyms: 4-Dimethylaminopyridine, 1122-58-3, N,N-Dimethylpyridin-4-amine, dmap, 4-(Dimethylamino)pyridine, 4-Pyridinamine, N,N-dimethyl-, PFP1R6P0S8, DTXSID0044369, 4-DMAP, DTXCID8024369, 4-[dimethylamino]pyridine, RefChem:98776, 214-353-5, p-Dimethylaminopyridine, N,N-DIMETHYL-4-PYRIDINAMINE, N-(4-Pyridyl)dimethylamine, N,N-Dimethyl-4-aminopyridine, Pyridine, 4-(dimethylamino)-, MFCD00006418, 887925-31-7, 4-dimethylamino-pyridine, 4-(dimethylamino)-pyridine, Valaciclovir EP Impurity G, 4-Dimethylaminopyridine (DMAP), 4-Dimethylaminepyridine, dimethyl-4-pyridylamine, 4-(dimethylamino) pyridine, dimethyl-pyridin-4-yl-amine, n,n'-dimethyl-4-pyridinamine, CHEMBL3561645, PYRIDINE, 4-DIMETHYLAMINO-, N,N-dimethyl-N-(4-pyridinyl)amine, 4-Pyridinamine,N,N-dimethyl-, hydrobromide, hydrate (1:1:2), CCRIS 6176, 4-DIMETHYLAMINO PYRIDINE, gamma-(Dimethylamino)pyridine, 4-dimethylaminopyridin, dimethylpyridin-4-ylamine, EINECS 214-353-5, UNII-PFP1R6P0S8, BRN 0110354, 4-(n,n-dimethylamino)pyridine, JGD, 4dimethylaminopyridine, 4-dimethlaminopyridine, 4-dimethyaminopyridine, 4-dimethylaminopridine, 4-dimethylaminopyridme, 4-dimethylammopyridine, 4-dimetylaminopyridine, 4-dimethlyaminopyridine, 4-dimethylaminopiridine, 4-dimethylaminopryidine, 4-dimethylamino pyridin, 4-dimetylamino-pyridine, Valaciclovir impurity G, 4-dimethylarninopyridine, p-dimethylamino pyridine, p-dimethylamino-pyridine, 4 -dimethylaminopyridine, 4(dimethylamino)pyridine, 4- dimethylaminopyridine, 4-di methylaminopyridine, 4-di-methylaminopyridine, 4-dimethy-laminopyridine, 4-dimethylamine pyridine, 4-dimethylaminopyridine-, para-dimethylaminopyridine, 4-(dimethyamino)pyridine, 4-dimetylamino- pyridine, 4(dimethylamino) pyridine, 4-(dimethyiamino)pyridine, 4-(dimethyl)aminopyridine, 4-(dimethylamino)pryidine, 4-di-methylamino-pyridine, 4-dimethylamino- pyridine, SCHEMBL189, 4-(dimethylarnino)pyridine, dimethyl-pyridin-4yl-amine, dimethylpyridin-4-yl-amine, p-(dimethylamino)-pyridine, DMAP [MI], 4- (dimethylamino)pyridine, 4-(dimethlyamino)-pyridine, 4-(dimethyl amino)pyridine, 4-(dimethyl-amino)pyridine, n,n-dimethylpyridin-4-amin, p-N,N-dimethylaminopyridine, 4-(Dimethylamino-)pyridine, Valaciclovir impurity G CRS, 4-(dimethyl amino) pyridine, 4-(dimethyl-amino)-pyridine, N,N dimethyl-4-pyridinamine, N,N-dimethyl 4-pyridinamine, 4-(Dimethylamino)- pyridine, N,N-Dimethy-4-aminopyridine, 4(N,N dimethylamino)pyridine, 4(N,N-dimethylamino)pyridine, 5-22-09-00112 (Beilstein Handbook Reference), N,N-dimethyl-4-pyridineamine, N,N-dimethylpyridine-4-amine, SCHEMBL746483, 4-(N,N-dimethyamino)pyridine, 4-(N,N-dimetylamino)pyridine, n,n-dimethyl-4-amino pyridine, N,N-dimethyl-pyridin-4-amine, N,N-dimethylpyridin -4-amine, 4-(N,N-dimethyiamino)pyridine, 4-(N,N-dimethyl)aminopyridine, N, N-dimethyl-4-aminopyridine, orb2664816, orb3026002, SCHEMBL1628057, SCHEMBL3821459, .gamma.-(Dimethylamino)pyridine, para-N,N-dimethylamino-pyridine, 4-(n,n,-dimethylamino)pyridine, 4-(n,n-dimethylamino)-pyridine, 4-Dimethykaminopyridine (DMAP), 4-Dimethylaminopyridine, Prilled, 4-(N, N-dimethylamino)pyridine, 4-(N,N dimethylamino)-pyridine, 4-(N,N'-dimethylamino)pyridine, 4-(N,N-dimethyl amino)pyridine, 4-(N,N-dimethyl-amino)pyridine, 4-(N,N-dimethylamino) pyridine, N,N-dimethyl-pyridin-4-yl-amine, 4-(N, N-dimethylamino) pyridine, 4-(N, N-dimethylamino)-pyridine, 4-(N,N'-dimethylamino) pyridine, CHEBI:182593, para-(N,N-dimethylamino) pyridine, (4-DMAP);4-Dimethylaminopyridine, 4-(dimethylamino)pyridine (DMAP), 4-(Dimethylamino)pyridine; >99%, 4--(N,N'-dimethylamino) pyridine, HY-Y1089, STR00352, Tox21_302184, BDBM50556493, CX1367, EBC-14686, MSK001144, SBB008765, STK865133, AKOS000120170, CS-W008903, DMAP; N4,N4-Dimethylpyridin-4-amine, FD00992, MSK001144-100A, PS-4600, SB40777, MSK001144-1000A, NCGC00257546-01, 4-(N, AC-13385, BP-21319, DA-19672, PD074147, 4-(Dimethylamino)pyridine, prilled, 99%, CAS-1122-58-3, DB-016064, D1450, NS00008104, ST51047398, EN300-20577, AR-360/40355729, F001704, Q229897, 4-(Dimethylamino)pyridine, purum, >=98.0% (NT), 4-(Dimethylamino)pyridine, ReagentPlus(R), >=99%, 4-(Dimethylamino)pyridine, puriss., >=99.0% (NT), F0001-0270, Z104478964, 4-(Dimethylamino)pyridine, pharmaceutical impurity standard, VALACICLOVIR HYDROCHLORIDE IMPURITY G [EP IMPURITY], 4-(Dimethylamino)pyridine Solution in Acetonitrile, 1000ug/mL, 4-(Dimethylamino)pyridine Solution in Acetonitrile, 100ug/mL, VALACICLOVIR HYDROCHLORIDE HYDRATE IMPURITY G [EP IMPURITY], InChI=1/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H, Valaciclovir impurity G, European Pharmacopoeia (EP) Reference Standard, 4-(Dimethylamino)pyridine, ChemDose(TM) tablets, Loading: 0.04 mmol tablet.
Theoretical properties:
molecular_formula: C7H10N2
molecular_weight: 122.17 g/mol
exact_mass: 122.084398327 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 9
topological_polar_surface_area: 16.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
vapor_pressure: 1.0 [mmHg]
Descriptions:
pubchem: 4-Dimethylaminopyridine is a dialkylarylamine and a tertiary amino compound.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH3)2NC5H4N.  This white solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe2 substituent.
Because of its basicity, DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement, Staudinger synthesis of β-lactams and many more. DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxiliary type amides.