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Showing NP-Card for N,N-Dimethylaniline (NP0001086)

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Record Information
Version2.0
Created at2005-11-16 15:48:42 UTC
Updated at2021-10-07 20:40:08 UTC
NP-MRD IDNP0001086
Secondary Accession NumbersNone
Natural Product Identification
Common NameN,N-Dimethylaniline
DescriptionN,N-Dimethylaniline, also known as dimethylaminobenzene or dimethylphenylamine, belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group. N,N-dimethylaniline is a tertiary amine that is aniline in which the amino hydrogens are replaced by two methyl groups. It is a tertiary amine and a dimethylaniline. N,N-dimethylaniline appears as a yellow to brown colored oily liquid with a fishlike odor. It is less dense than water and insoluble in water. Its flash point is 150 °F, and is toxic by ingestion, inhalation, and skin absorption. N,N-Dimethylaniline was used to make dyes and as a solvent. Outside of the human body, N,N-Dimethylaniline has been detected, but not quantified in several different foods, such as common mushrooms, strawberries, feijoa, limes, and black-eyed pea.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0001086 (N,N-Dimethylaniline)


  Mrv1652305271900232D          

  9  9  0  0  0  0            999 V2000
    0.0000    0.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114   -0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    1.0051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114   -1.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -1.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    1.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6  9  1  0  0  0  0
M  END
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3D MOL for NP0001086 (N,N-Dimethylaniline)

HMDB0001020
     RDKit          3D
N,N-Dimethylaniline
 20 20  0  0  0  0  0  0  0  0999 V2000
    1.7363    1.2825    1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087    0.1769    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2866   -0.7033   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0850   -0.0189   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0410    0.8187    0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    0.6482    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -0.3882   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8891   -1.2215   -1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.0571   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413    1.3024    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    2.2429    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873    1.1377    1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853   -0.4455   -1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903   -1.7818   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605   -0.6254    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727    1.6426    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    1.3105    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010   -0.5582   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462   -2.0373   -1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -1.7251   -1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
M  END
Download

3D SDF for NP0001086 (N,N-Dimethylaniline)


  Mrv1652305271900232D          

  9  9  0  0  0  0            999 V2000
    0.0000    0.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114   -0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0037    1.0051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7114   -1.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -1.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    1.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7152    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0001086

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3

> <INCHI_KEY>
JLTDJTHDQAWBAV-UHFFFAOYSA-N

> <FORMULA>
C8H11N

> <MOLECULAR_WEIGHT>
121.1796

> <EXACT_MASS>
121.089149357

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.313161482170822

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N,N-dimethylaniline

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.0812896746666665

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.02458858699553

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
40.486599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dimethylaniline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0001086 (N,N-Dimethylaniline)

HMDB0001020
     RDKit          3D
N,N-Dimethylaniline
 20 20  0  0  0  0  0  0  0  0999 V2000
    1.7363    1.2825    1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087    0.1769    0.2166 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2866   -0.7033   -0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0850   -0.0189   -0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0410    0.8187    0.5108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    0.6482    0.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8493   -0.3882   -0.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8891   -1.2215   -1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5396   -1.0571   -0.8155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413    1.3024    2.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543    2.2429    0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7873    1.1377    1.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853   -0.4455   -1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903   -1.7818   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605   -0.6254    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6727    1.6426    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1323    1.3105    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9010   -0.5582   -0.6992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2462   -2.0373   -1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -1.7251   -1.2469 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  3 15  1  0
  5 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
M  END
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PDB for NP0001086 (N,N-Dimethylaniline)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       0.000   0.344   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.328  -0.414   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.335  -0.414   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.007   1.876   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.328  -1.960   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.335  -1.960   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.314   2.642   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.335   2.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -2.740   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9                                                       
CONECT    6    3    9                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5    6                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for NP0001086 (N,N-Dimethylaniline)

COMPND    HMDB0001020
HETATM    1  C1  UNL     1       1.736   1.283   1.051  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.309   0.177   0.217  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.287  -0.703  -0.351  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.085  -0.019  -0.028  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.041   0.819   0.511  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.392   0.648   0.288  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.849  -0.388  -0.499  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.889  -1.222  -1.034  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.540  -1.057  -0.815  1.00  0.00           C  
HETATM   10  H1  UNL     1       1.141   1.302   2.009  1.00  0.00           H  
HETATM   11  H2  UNL     1       1.554   2.243   0.562  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.787   1.138   1.373  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.485  -0.445  -1.429  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.990  -1.782  -0.275  1.00  0.00           H  
HETATM   15  H6  UNL     1       3.261  -0.625   0.168  1.00  0.00           H  
HETATM   16  H7  UNL     1      -0.673   1.643   1.136  1.00  0.00           H  
HETATM   17  H8  UNL     1      -3.132   1.310   0.715  1.00  0.00           H  
HETATM   18  H9  UNL     1      -3.901  -0.558  -0.699  1.00  0.00           H  
HETATM   19  H10 UNL     1      -2.246  -2.037  -1.653  1.00  0.00           H  
HETATM   20  H11 UNL     1       0.198  -1.725  -1.247  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4
CONECT    3   13   14   15
CONECT    4    5    5    9
CONECT    5    6   16
CONECT    6    7    7   17
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   20
END
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SMILES for NP0001086 (N,N-Dimethylaniline)

CN(C)C1=CC=CC=C1
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INCHI for NP0001086 (N,N-Dimethylaniline)

InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3
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View in JSmol
Synonyms
ValueSource
DimethylaminobenzeneChEBI
DimethylanilineChEBI
DimethylphenylamineChEBI
N,N-Dimethyl-N-phenylamineChEBI
N,N-DimethylbenzenamineChEBI
N,N-DimethylbenzeneamineChEBI
N,N-DimethylphenylamineChEBI
N,N-(Dimethylamino)benzeneHMDB
N,N-Dimethyl-benzenamineHMDB
N,N-Dimethylaniline sulfate (1:1)HMDB
N,N-Dimethylaniline hydrochlorideHMDB
N,N-Dimethylaniline hydroiodideHMDB
Chemical FormulaC8H11N
Average Mass121.1796 Da
Monoisotopic Mass121.08915 Da
IUPAC NameN,N-dimethylaniline
Traditional Namedimethylaniline
CAS Registry Number121-69-7
SMILES
CN(C)C1=CC=CC=C1
InChI Identifier
InChI=1S/C8H11N/c1-9(2)8-6-4-3-5-7-8/h3-7H,1-2H3
InChI KeyJLTDJTHDQAWBAV-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
Citrus sinensisLOTUS Database
Citrus X sinensis (L.) Osbeck (pro. sp.)FooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentDialkylarylamines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Benzenoid
  • Monocyclic benzene moiety
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point2.5 °CNot Available
Boiling Point193.00 to 194.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1.45 mg/mLNot Available
LogP2.31Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility14.4 g/LALOGPS
logP2.05ALOGPS
logP2.08ChemAxon
logS-0.92ALOGPS
pKa (Strongest Basic)5.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area3.24 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.49 m³·mol⁻¹ChemAxon
Polarizability14.31 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001020
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005128
KNApSAcK IDNot Available
Chemspider ID924
KEGG Compound IDC02846
BioCyc IDNN-DIMETHYLANILINE
BiGG IDNot Available
Wikipedia LinkDimethylaniline
METLIN ID5949
PubChem Compound949
PDB IDNot Available
ChEBI ID16269
Good Scents IDrw1263451
References
General References
  1. DeBruin LS, Josephy PD, Pawliszyn JB: Solid-phase microextraction of monocyclic aromatic amines from biological fluids. Anal Chem. 1998 May 1;70(9):1986-92. [PubMed:9599591 ]
  2. Berckmans RJ, Boer P: An inexpensive method for sensitive enzymatic determination of oxalate in urine and plasma. Clin Chem. 1988 Jul;34(7):1451-5. [PubMed:3390916 ]
  3. Raza H, Bhagwat SV, John A: Flavin-containing monooxygenase activity in camel tissues: comparison with rat and human liver enzymes. Comp Biochem Physiol C Toxicol Pharmacol. 2004 Dec;139(4):289-93. [PubMed:15683840 ]
  4. Headley JV, Maxwell DB, Swyngedouw C, Purdy JR: Determination of combined residues of metalaxyl and 2,6-dimethylaniline metabolites in urine by gas chromatography/mass spectrometry. J AOAC Int. 1996 Jan-Feb;79(1):117-23. [PubMed:8620103 ]
  5. Sponza DT, Oztekin R: Dephenolization, dearomatization and detoxification of olive mill wastewater with sonication combined with additives and radical scavengers. Ultrason Sonochem. 2014 May;21(3):1244-57. doi: 10.1016/j.ultsonch.2013.10.011. Epub 2013 Oct 23. [PubMed:24315030 ]