Promethazine hydrochloride (CED0003430)

Record Information

Version

1.0

Creation Date

2016-05-22 03:30:25 UTC

Update Date

2026-04-05 16:03:43 UTC

Accession Number

CHEM016400

Identification

Common Name

Promethazine hydrochloride

Class

Small Molecule

Description

Promethazine hydrochloride is an organic compound with the chemical formula C17H21ClN2S and an average molecular weight of 320.88 g/mol. Promethazine hydrochloride belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. It is further categorized under the superclass of organoheterocyclic compounds. The compound is found in or released from nine recorded sources. These sources include building and construction materials such as floors, ladders, stairs and ramps, and sunshades awnings or outside screens. Additionally, it is associated with electrical and electronic equipment, specifically amplifiers, antennas, and adjustable resistors.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-10-(2-(Dimethylamino)propyl)phenothiazine monohydrochloride	ChEBI
10-(2-Dimethylamino-1-propyl)phenothiazine hydrochloride	ChEBI
10-(3-Dimethylaminoisopropyl)phenothiazine hydrochloride	ChEBI
Fenergan	ChEBI
N-(2'-Dimethylamino-2'-methyl)ethylphenothiazine hydrochloride	ChEBI
N-(2-Dimethylaminopropyl-1)phenothiazine hydrochloride	ChEBI
Phenergan	ChEBI
Promethazine HCL	ChEBI
Promethegan	Kegg
Phenargan	MeSH
Phensedyl	MeSH
Promet	MeSH
Remsed	MeSH
Atosil	MeSH
Diphergan	MeSH
Hydrochloride, promethazine	MeSH
Pipolfen	MeSH
Pipolphen	MeSH
Promethazine	MeSH
Isopromethazine	MeSH
Proazamine	MeSH
Prometazin	MeSH
Prothazin	MeSH
Pyrethia	MeSH
Diprazin	MeSH
Rumergan	MeSH

Chemical Formula

C₁₇H₂₁ClN₂S

Average Molecular Mass

320.880 g/mol

Monoisotopic Mass

320.111 g/mol

CAS Registry Number

58-33-3

IUPAC Name

dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]amine hydrochloride

Traditional Name

promethazine hydrochloride

SMILES

Cl.CC(CN1C2=CC=CC=C2SC2=CC=CC=C12)N(C)C

InChI Identifier

InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H

InChI Key

XXPDBLUZJRXNNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
Para-thiazine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Thioether
Azacycle
Hydrocarbon derivative
Amine
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Hydrochloride
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydrochloride (CHEBI:8462 )

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	0.024 g/L	ALOGPS
logP	4.52	ALOGPS
logP	4.29	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	9.05	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.5 m³·mol⁻¹	ChemAxon
Polarizability	31.9 Å³	ChemAxon
Number of Rings	3	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
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-2920000000-cbbf85c11b72828a87d8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-8ddd3dc3f4dcc47f954b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-8ddd3dc3f4dcc47f954b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-8ddd3dc3f4dcc47f954b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-3dfa69aacf6b2b81a059	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-3dfa69aacf6b2b81a059	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0009000000-3dfa69aacf6b2b81a059	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
230.0	Log mg/kg	[130:410]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
497	Floors	Building & Construction	Not Available
498	Ladders	Building & Construction	Not Available
500	Stairs And Ramps	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
504	Adjustable Resistors	Electrical & Electronic Equipment	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	17.2825
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	27.0137
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	24.8339
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	8.87481
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	10.3539
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	11.9888
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	4.51525
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	8.09632
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	2.02408
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	5.83869
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	4.35956
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	3.65891
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	11.5217
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	6.61718
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	3.19182
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	6.07224
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	5.2159
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	1.94623
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	15.9591
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	6.15009
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	31.6846
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	55.1951
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	21.4864
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	16.504
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	3.03612