Thonzylamine (CED0027205)

Record Information

Version

1.0

Creation Date

2016-06-03 11:23:38 UTC

Update Date

2026-08-19 16:58:53 UTC

Accession Number

CHEM043879

Identification

Common Name

Thonzylamine

Class

Small Molecule

Description

Thonzylamine is an organic compound with the chemical formula C16H22N4O and an average molecular weight of 286.38 g/mol. Thonzylamine belongs to the anisoles, a subclass of phenol ethers within the organic compounds. This compound is associated with three recorded sources, specifically healthcare, pharmaceuticals, and veterinary products, where it is utilized in antihistamines, nasal preparations, and antipruritics. The recorded route of exposure for this substance is oral. In terms of its biological activity, thonzylamine interacts with six recorded protein targets. It acts as an antagonist of the Histamine H1 receptor (HRH1) as well as the Muscarinic acetylcholine receptors M1 (CHRM1), M2 (CHRM2), and M3 (CHRM3). Additionally, it targets two other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Tonamil	Kegg
Neohetramine	HMDB, MeSH
Thonzylamine	HMDB
2-((2-(dimethylamino)Ethyl)(4-methoxybenzyl)amino)pyrimidine	MeSH, HMDB
Thonzylamine hydrochloride	MeSH, HMDB
Anahist	MeSH, HMDB
Histazylamine	MeSH, HMDB
Piristina	MeSH, HMDB
Resistab	MeSH, HMDB
Thonzylene	MeSH, HMDB
Ambistamin	MeSH, HMDB
Thonzylamine monohydrochloride	MeSH, HMDB

Chemical Formula

C₁₆H₂₂N₄O

Average Molecular Mass

286.379 g/mol

Monoisotopic Mass

286.179 g/mol

CAS Registry Number

91-85-0

IUPAC Name

N-[2-(dimethylamino)ethyl]-N-[(4-methoxyphenyl)methyl]pyrimidin-2-amine

Traditional Name

thonzylamine

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 Key

GULNIHOSWFYMRN-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.

Kingdom

Super Class

Class

Sub Class

Direct Parent

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 Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	2.4	ALOGPS
logP	2.42	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	86.19 m³·mol⁻¹	ChemAxon
Polarizability	32.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-05fr-9720000000-8a7d4d036feab1e4ee54	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-05fr-9720000000-8a7d4d036feab1e4ee54	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0ab9-9450000000-72e6f4295340c602c154	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-ca7acc0acee8c90c9ee1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00kf-1090000000-a3fcfc88d52e5058e5e2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-9640000000-a942ebc7240fba156991	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-822f872495fe6099d45e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01p9-1290000000-1272fa384ec5fd19b77e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0btd-3920000000-408e8d6d8b20a0c1db89	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0290000000-6e7a5ccb6d35446e2ee0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01vo-3940000000-36a300465081f7c172dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4m-2900000000-2376b8b46f16feeb464a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-b339c29b20510f7d0aaa	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-4690000000-2c5717d3701b4eec6867	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-7920000000-5631894acb184578eb97	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
756.0	Log mg/kg	[430:1300]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
304	Antipruritics	Healthcare, pharmaceuticals & veterinary products	Not Available
389	Nasal preparations	Healthcare, pharmaceuticals & veterinary products	Not Available
393	Antihistamines	Healthcare, pharmaceuticals & veterinary products	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available

Pathways

5 pathways

Thonzylamine H1-Antihistamine Action

Thonzylamine Drug Metabolism Action Pathway

Thonzylamine H1 Antihistamine Smooth Muscle Relaxation Action Pathway

Thonzylamine H1-Antihistamine Blood Vessel Constriction Action Pathway

Thonzylamine H1-Antihistamine Immune Response Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	42.4278
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	65.7047
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	79.9511
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	117.708
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	83.7658
Click to view 3D structure	Histamine H1 receptor	P31389	Cavia porcellus	Predicted (SEA)	14.6357
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	59.3211
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	41.3379
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	46.8652
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	310.696
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	131.02
Click to view 3D structure	Histamine H4 receptor	Q9H3N8	Humans	Predicted (SEA)	35.7328
Click to view 3D structure	Histamine H1 receptor	P31390	Rattus norvegicus	Predicted (SEA)	18.8395
Click to view 3D structure	Solute carrier family 2, facilitated glucose transporter member 8	Q9NY64	Humans	Predicted (SEA)	4.28171
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	198.905
Click to view 3D structure	E3 ubiquitin-protein ligase RNF4	P78317	Humans	Predicted (SEA)	7.16213
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	179.209
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	146.901
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	270.059
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	341.369
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	503.451
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28221	Humans	Predicted (SEA)	203.186
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	132.655
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	199.528
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	397.887