Normethadone (CED0020480)

Record Information

Version

1.0

Creation Date

2016-05-22 07:23:07 UTC

Update Date

2026-08-20 06:14:47 UTC

SynCED ID

CED0020480

Secondary Accession Numbers

CHEM020743

Identification

Common Name

Normethadone

Class

Small Molecule

Description

Normethadone is an organic compound with the formula C20H25NO and an average molecular weight of 295.43 g/mol. Normethadone belongs to the diphenylmethanes, a subclass of benzene and substituted derivatives within the organic compounds. This substance has been identified in four recorded sources, including cough and cold preparations used in healthcare, pharmaceuticals, and veterinary products. It is also associated with electrically stimulated smoking devices in electrical and electronic equipment, food preservation within food processing and cookware, and tobacco product cases among household cleaning and consumer products. The recorded route of exposure for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Phenyldimazone	ChEMBL
HOECHST-10582normethadone	ChEMBL
Nor-methadone	MeSH
Normethadone	MeSH
6-dimethylamino-4,4-Diphenylhexan-3-one	MeSH
Normethadone hydrochloride	MeSH

Chemical Formula

C₂₀H₂₅NO

Average Molecular Mass

295.426 g/mol

Monoisotopic Mass

295.194 g/mol

CAS Registry Number

467-85-6

IUPAC Name

6-(dimethylamino)-4,4-diphenylhexan-3-one

Traditional Name

normethadone

SMILES

CCC(=O)C(CCN(C)C)(C1=CC=CC=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C20H25NO/c1-4-19(22)20(15-16-21(2)3,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14H,4,15-16H2,1-3H3

InChI Key

WCJFBSYALHQBSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Aralkylamine
Gamma-aminoketone
Ketone
Tertiary amine
Tertiary aliphatic amine
Carbonyl group
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	0.0074 g/L	ALOGPS
logP	3.84	ALOGPS
logP	4.59	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.8	ChemAxon
pKa (Strongest Basic)	8.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	20.31 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	92.85 m³·mol⁻¹	ChemAxon
Polarizability	34.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052r-8090000000-e186fb838f24ff9849ed	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	splash10-0002-0090000000-4adab1c20f95d07651c4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f6t-2090000000-4b2d62512084b900feea	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-066r-4950000000-ac9ea714ac74aa6ca8d0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-e8e3245f5bc479ab47c1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-2090000000-6d909e5d5c15525cb0ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00b9-6590000000-b3b6da59b8e351b137ab	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
246.0 Log mg/kg [140:440]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000392	Cough and cold preparations?Cough and cold preparations often contain a variety of synthetic chemicals, including antihistamines, decongestants, and expectorants.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000567	Tobacco Product Cases?Tobacco product cases can serve as a source of synthetic chemical contamination due to the presence of various additives and chemicals used in tobacco processing and product manufacturing.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000671	Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.	Aviation & Aerospace	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem

Pathways

2 pathwaysPathway Source: PathBank

Normethadone Action Pathway

Normethadone Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.415 Applicability Domain 0.605 Statistical Significance 0.0202 Supporting Reference Compounds 527 E-value 157.022
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.379 Applicability Domain 0.605 Statistical Significance 0.0198 Supporting Reference Compounds 861 E-value 153.908
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.375 Applicability Domain 0.605 Statistical Significance 0.0426 Supporting Reference Compounds 1498 E-value 331.871
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.374 Applicability Domain 0.444 Statistical Significance 0.018 Supporting Reference Compounds 562 E-value 140.284
Click to view 3D structure	Kappa-type opioid receptor	P41145	Humans	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.605 Statistical Significance 0.0263 Supporting Reference Compounds 532 E-value 205.133
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.605 Statistical Significance 0.0285 Supporting Reference Compounds 427 E-value 222.26
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	Prediction Confidence Score 0.349 Applicability Domain 0.605 Statistical Significance 0.0053 Supporting Reference Compounds 139 E-value 41.1044
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 0.378 Statistical Significance 0.0091 Supporting Reference Compounds 373 E-value 71.1542
Click to view 3D structure	Pancreatic alpha-amylase	P00689	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.338 Applicability Domain 0.378 Statistical Significance 1.00e-04 Supporting Reference Compounds 2 E-value 0.778492
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.378 Statistical Significance 0.0129 Supporting Reference Compounds 385 E-value 100.192
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.378 Statistical Significance 0.0086 Supporting Reference Compounds 310 E-value 66.7168
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.378 Statistical Significance 0.0082 Supporting Reference Compounds 297 E-value 63.6028
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.333 Statistical Significance 0.0294 Supporting Reference Compounds 686 E-value 229.266
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.319 Applicability Domain 0.378 Statistical Significance 0.0031 Supporting Reference Compounds 98 E-value 24.3668
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.318 Applicability Domain 0.333 Statistical Significance 0.0393 Supporting Reference Compounds 524 E-value 305.87
Click to view 3D structure	Aldehyde oxidase 1	Q9Z0U5	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.316 Applicability Domain 0.605 Statistical Significance 2.00e-05 Supporting Reference Compounds 8 E-value 0.155698
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.316 Applicability Domain 0.333 Statistical Significance 0.066 Supporting Reference Compounds 1103 E-value 513.727
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.314 Applicability Domain 0.333 Statistical Significance 0.0377 Supporting Reference Compounds 593 E-value 293.569
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.312 Applicability Domain 0.333 Statistical Significance 0.0515 Supporting Reference Compounds 823 E-value 400.846
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.312 Applicability Domain 0.333 Statistical Significance 0.0639 Supporting Reference Compounds 955 E-value 497.223
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.311 Applicability Domain 0.371 Statistical Significance 0.0426 Supporting Reference Compounds 541 E-value 331.871
Click to view 3D structure	Muscarinic acetylcholine receptor M1	Q8WMX0	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.378 Statistical Significance 6.60e-04 Supporting Reference Compounds 18 E-value 5.13805
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.309 Applicability Domain 0.474 Statistical Significance 0.0164 Supporting Reference Compounds 203 E-value 127.673
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	Prediction Confidence Score 0.308 Applicability Domain 0.333 Statistical Significance 0.0346 Supporting Reference Compounds 487 E-value 269.358
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.301 Applicability Domain 0.333 Statistical Significance 0.0447 Supporting Reference Compounds 536 E-value 347.908