4-Dimethylaminopyridine

Athanor · official

C₇H₁₀N₂ · 122.17 g/mol

IUPAC name: N,N-dimethylpyridin-4-amine

Also called DMAP, acylation catalyst

Reagents Rings

Open in Athanor

Drawn from its SMILES with RDKit

DangerToxic if swallowed · Fatal in contact with skin · Causes severe skin burns and eye damage · Causes skin irritation · Causes serious eye damage · Causes serious eye irritation · Toxic if inhaled · May cause respiratory irritation · Causes damage to organs · Toxic to aquatic life with long lasting effects

Names and identifiers

IUPAC name: N,N-dimethylpyridin-4-amine
Synonyms: DMAP, acylation catalyst, N,N-Dimethylpyridin-4-amine
+ 36 more
dmap, 4-(Dimethylamino)pyridine, 4-Pyridinamine, N,N-dimethyl-, DTXSID0044369, PFP1R6P0S8, 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, 4-DIMETHYLAMINO PYRIDINE, 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, CHEMBL3561645, PYRIDINE, 4-DIMETHYLAMINO-, N,N-dimethyl-N-(4-pyridinyl)amine, 4-Pyridinamine,N,N-dimethyl-, hydrobromide, hydrate (1:1:2), CCRIS 6176, gamma-(Dimethylamino)pyridine, 4-dimethylaminopyridin, dimethylpyridin-4-ylamine, EINECS 214-353-5, UNII-PFP1R6P0S8, BRN 0110354
Molecular formula: C₇H₁₀N₂
Empirical formula: C₇H₁₀N₂
Molecular weight: 122.17 g/mol
Exact mass: 122.08440
CAS number: 1122-58-3
PubChem CID: 14284
Canonical SMILES: CN(C)C1=CC=NC=C1
Isomeric SMILES: CN(C)C1=CC=NC=C1
InChI: InChI=1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3
InChIKey: VHYFNPMBLIVWCW-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

Appearance: Large Crystals[1]

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms: 9
Rings: 1
Aromatic rings: 1
Fraction sp³ carbons (Fsp3): 0.29
H-bond donors: 0
H-bond acceptors: 2
Rotatable bonds: 1
TPSA (Å²): 16.1
Formal charge: 0
XLogP3: 1.3 PubChem
Complexity: 75 PubChem
Stereocenters: None
Double-bond geometry: None specified
Point group: Cs of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C68.82%
H8.25%
N22.93%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: 1.15 Crippen (Wildman and Crippen 1999)
log S (water solubility): -1.75 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 1.89 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 122.17
log P ≤ 5 (Crippen): 1.15
H-bond donors ≤ 5: 0
H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 522 company reports to ECHA. Source [2].

Corrosive
Acute toxicity
Harmful or irritant
Health hazard
Environmental hazard

H301Toxic if swallowed (98.9% of reports)
H310Fatal in contact with skin (70.3% of reports)
H314Causes severe skin burns and eye damage (32.2% of reports)
H315Causes skin irritation (59.4% of reports)
H318Causes serious eye damage (32.8% of reports)
H319Causes serious eye irritation (49.4% of reports)
H331Toxic if inhaled (36% of reports)
H335May cause respiratory irritation (37.9% of reports)
H370Causes damage to organs (17% of reports)
H411Toxic to aquatic life with long lasting effects (36% of reports)

Precautionary statements: P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P308+P316, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P391, P403+P233, P405, P501

View all classifications (2)

[2] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 1.1% (6 of 522) of reports.
[2] European Chemicals Agency (ECHA) · 522 reports · DangerH301, H310, H314, H315, H318, H319, H331, H335, H370, H411

Safety data sheets on the supplier’s page: LGC Standards, Thermo Fisher Scientific, TargetMol.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
[2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[3]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
[6]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[7]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[8]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.