Showing Compound Card for 2-Methyl-2-propanamine (CDB000512)

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Record Information
Version1.0
Created at2020-03-19 00:41:02 UTC
Updated at2020-11-18 16:35:13 UTC
CannabisDB IDCDB000512
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name2-Methyl-2-propanamine
Description2-Methyl-2-propanamine, also known as trimethylaminomethane or 1,1-dimethylethylamine, belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing a primary aliphatic amine group. A primary aliphatic amine that is ethylamine substituted by two methyl groups at position 1. 2-Methyl-2-propanamine with the molecular formula (CH3)3CNH2 is a strong basic compound (based on its pKa). 2-Methyl-2-propanamine is a colorless liquid with a typical amine-like odor. 2-Methyl-2-propanamine or tert-Butylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and isobutylamine. 2-Methyl-2-propanamine is produced commercially by direct amination of isobutylene using zeolite catalysts. In the laboratory, it can be prepared by the hydrogenolysis of 2,2-dimethylethylenimine, or via tert-butylphthalimide. 2-Methyl-2-propanamine is used as an intermediate in the preparation of the sulfenamides such as N-tert-butyl-2-benzothiazylsulfenamide and N-tert-butyl-2-benzothiazylsulfenimide. In pharmacology under the name erbumine, 2-methyl-2-propanamine has been used as a counterion in drug substances such as perindopril erbumine. 2-methyl-2-propanamine has also been found in the volatile fraction of Cannabis sativa samples obtained from police seizures (PMID: 26657499 ) and is likely a smoke component of marijuana ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,1-DimethylethanamineChEBI
1,1-DimethylethylamineChEBI
2-Methyl-2-propanamineChEBI
2-Methyl-2-propylamineChEBI
ErbumineChEBI
t-ButylamineChEBI
TERTIARY-butylamineChEBI
TrimethylaminomethaneChEBI
Tert-butylamine perchlorateHMDB
Tert-butylamine hydrobromideHMDB
Tert-butylamine monolithium saltHMDB
Tert-butylamine thiocyanateHMDB
Tert-butylamine, conjugate acidHMDB
Tert-butylamine hydrochlorideHMDB
Tert-butylamine hydroiodideHMDB
Tert-butylamine sulfate (2:1)HMDB
Chemical FormulaC4H11N
Average Molecular Weight73.14
Monoisotopic Molecular Weight73.0891
IUPAC Name2-methylpropan-2-amine
Traditional Nameerbumine
CAS Registry NumberNot Available
SMILES
CC(C)(C)N
InChI Identifier
InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3
InChI KeyYBRBMKDOPFTVDT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.81ALOGPS
logP0.43ChemAxon
logS0.13ALOGPS
pKa (Strongest Basic)10.65ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity23.72 m³·mol⁻¹ChemAxon
Polarizability9.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Methyl-2-propanamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-9000000000-69479f16fd2059a57b2cSpectrum
Predicted GC-MS2-Methyl-2-propanamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9000000000-ebd1875b5083c38b882c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9000000000-57af107db3ac49095b222016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9000000000-da9508380dc009487d352016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-50788e0c93f8701912872016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-b816b98a5cb6d6e8d3232016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fr-9000000000-9cc531309380fe3389912016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-75a7c62b05253470c6bc2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-4f2c773189cc6353f03f2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-1398b3c94c7e4a370a6b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-ec2c51ce9a0f917d72492021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-ec2c51ce9a0f917d72492021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-27559c7f5f114ddb6fa42021-09-25View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0143690
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB093425
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-15151
BiGG IDNot Available
Wikipedia LinkTert-Butylamine
METLIN IDNot Available
PubChem Compound6385
PDB IDNot Available
ChEBI ID44639
References
General References
  1. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]