Cannabis Compound Database: Showing Compound Card for 2-Methyl-2-propanamine (CDB000512)

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Record Information

Version

1.0

Created at

2020-03-19 00:41:02 UTC

Updated at

2020-11-18 16:35:13 UTC

CannabisDB ID

CDB000512

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

2-Methyl-2-propanamine

Description

2-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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1,1-Dimethylethanamine	ChEBI
1,1-Dimethylethylamine	ChEBI
2-Methyl-2-propanamine	ChEBI
2-Methyl-2-propylamine	ChEBI
Erbumine	ChEBI
t-Butylamine	ChEBI
TERTIARY-butylamine	ChEBI
Trimethylaminomethane	ChEBI
Tert-butylamine perchlorate	HMDB
Tert-butylamine hydrobromide	HMDB
Tert-butylamine monolithium salt	HMDB
Tert-butylamine thiocyanate	HMDB
Tert-butylamine, conjugate acid	HMDB
Tert-butylamine hydrochloride	HMDB
Tert-butylamine hydroiodide	HMDB
Tert-butylamine sulfate (2:1)	HMDB

Chemical Formula

C₄H₁₁N

Average Molecular Weight

73.14

Monoisotopic Molecular Weight

73.0891

IUPAC Name

2-methylpropan-2-amine

Traditional Name

erbumine

CAS Registry Number

Not Available

SMILES

CC(C)(C)N

InChI Identifier

InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3

InChI Key

YBRBMKDOPFTVDT-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.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Monoalkylamines

Alternative Parents

Substituents

Organopnictogen compound
Hydrocarbon derivative
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary aliphatic amine (CHEBI:44639 )

Ontology

Disposition

Source:

Endogenous

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.81	ALOGPS
logP	0.43	ChemAxon
logS	0.13	ALOGPS
pKa (Strongest Basic)	10.65	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	23.72 m³·mol⁻¹	ChemAxon
Polarizability	9.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Methyl-2-propanamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9000000000-69479f16fd2059a57b2c	Spectrum
Predicted GC-MS	2-Methyl-2-propanamine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-9000000000-ebd1875b5083c38b882c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-57af107db3ac49095b22	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-da9508380dc009487d35	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-50788e0c93f870191287	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-b816b98a5cb6d6e8d323	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fr-9000000000-9cc531309380fe338991	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-75a7c62b05253470c6bc	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-4f2c773189cc6353f03f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-1398b3c94c7e4a370a6b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-ec2c51ce9a0f917d7249	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-ec2c51ce9a0f917d7249	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-27559c7f5f114ddb6fa4	2021-09-25	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0143690

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB093425

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-15151

BiGG ID

Not Available

Wikipedia Link

Tert-Butylamine

METLIN ID

Not Available

PubChem Compound

6385

PDB ID

Not Available

ChEBI ID

44639

References

General References

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 ]

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

Structure for CDB000512 (2-Methyl-2-propanamine)