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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:36:20 UTC
Update Date2022-03-07 03:18:13 UTC
HMDB IDHMDB0240222
Secondary Accession NumbersNone
Metabolite Identification
Common NameThonzylamine
DescriptionThonzylamine, also known as tonamil, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. In humans, thonzylamine is involved in the thonzylamine h1-antihistamine action pathway. Thonzylamine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Thonzylamine.
Structure
Data?1563892731
Synonyms
ValueSource
TonamilKegg
NeohetramineHMDB, MeSH
ThonzylamineHMDB
2-((2-(dimethylamino)Ethyl)(4-methoxybenzyl)amino)pyrimidineMeSH, HMDB
Thonzylamine hydrochlorideMeSH, HMDB
AnahistMeSH, HMDB
HistazylamineMeSH, HMDB
PiristinaMeSH, HMDB
ResistabMeSH, HMDB
ThonzyleneMeSH, HMDB
AmbistaminMeSH, HMDB
Thonzylamine monohydrochlorideMeSH, HMDB
Chemical FormulaC16H22N4O
Average Molecular Weight286.379
Monoisotopic Molecular Weight286.179361344
IUPAC NameN-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine
Traditional Namethonzylamine
CAS Registry Number91-85-0
SMILES
COC1=CC=C(CN(CCN(C)C)C2=NC=CC=N2)C=C1
InChI Identifier
InChI=1S/C16H22N4O/c1-19(2)11-12-20(16-17-9-4-10-18-16)13-14-5-7-15(21-3)8-6-14/h4-10H,11-13H2,1-3H3
InChI KeyGULNIHOSWFYMRN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Anisole
  • Benzylamine
  • Methoxybenzene
  • Dialkylarylamine
  • Alkyl aryl ether
  • Aminopyrimidine
  • Monocyclic benzene moiety
  • Pyrimidine
  • Heteroaromatic compound
  • Tertiary amine
  • Tertiary aliphatic amine
  • Organoheterocyclic compound
  • Ether
  • Azacycle
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available167.334http://allccs.zhulab.cn/database/detail?ID=AllCCS00000858
Predicted Molecular Properties
PropertyValueSource
logP2.4ALOGPS
logP2.42ChemAxon
logS-2.6ALOGPS
pKa (Strongest Basic)8.62ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area41.49 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity86.19 m³·mol⁻¹ChemAxon
Polarizability32.42 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+167.79531661259
DarkChem[M-H]-172.84631661259
DeepCCS[M+H]+173.21630932474
DeepCCS[M-H]-170.85830932474
DeepCCS[M-2H]-203.74430932474
DeepCCS[M+Na]+179.30930932474
AllCCS[M+H]+168.732859911
AllCCS[M+H-H2O]+165.232859911
AllCCS[M+NH4]+171.932859911
AllCCS[M+Na]+172.832859911
AllCCS[M-H]-173.432859911
AllCCS[M+Na-2H]-173.532859911
AllCCS[M+HCOO]-173.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ThonzylamineCOC1=CC=C(CN(CCN(C)C)C2=NC=CC=N2)C=C13082.7Standard polar33892256
ThonzylamineCOC1=CC=C(CN(CCN(C)C)C2=NC=CC=N2)C=C12235.3Standard non polar33892256
ThonzylamineCOC1=CC=C(CN(CCN(C)C)C2=NC=CC=N2)C=C12193.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Thonzylamine EI-B (Non-derivatized)splash10-05fr-9720000000-8a7d4d036feab1e4ee542017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Thonzylamine EI-B (Non-derivatized)splash10-05fr-9720000000-8a7d4d036feab1e4ee542018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thonzylamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ab9-9450000000-72e6f4295340c602c1542017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thonzylamine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 10V, Positive-QTOFsplash10-000i-0090000000-ca7acc0acee8c90c9ee12017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 20V, Positive-QTOFsplash10-00kf-1090000000-a3fcfc88d52e5058e5e22017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 40V, Positive-QTOFsplash10-006x-9640000000-a942ebc7240fba1569912017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 10V, Negative-QTOFsplash10-000i-0090000000-822f872495fe6099d45e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 20V, Negative-QTOFsplash10-01p9-1290000000-1272fa384ec5fd19b77e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 40V, Negative-QTOFsplash10-0btd-3920000000-408e8d6d8b20a0c1db892017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 10V, Negative-QTOFsplash10-000i-0290000000-6e7a5ccb6d35446e2ee02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 20V, Negative-QTOFsplash10-01vo-3940000000-36a300465081f7c172dd2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 40V, Negative-QTOFsplash10-0a4m-2900000000-2376b8b46f16feeb464a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 10V, Positive-QTOFsplash10-000i-0090000000-b339c29b20510f7d0aaa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 20V, Positive-QTOFsplash10-00dr-4690000000-2c5717d3701b4eec68672021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thonzylamine 40V, Positive-QTOFsplash10-00di-7920000000-5631894acb184578eb972021-09-22Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11235
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5258
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkThonzylamine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. ARMINIO JJ, SWEET CC: The prophylaxis and treatment of the common cold with neohetramine (thonzylamine hydrochloride). Ind Med Surg. 1949 Dec;18(12):509-11. [PubMed:15393969 ]