Moricizine (CED0013030)

Record Information

Version

1.0

Creation Date

2016-05-25 18:22:12 UTC

Update Date

2026-08-21 22:21:39 UTC

Accession Number

CHEM022158

Identification

Common Name

Moricizine

Class

Small Molecule

Description

Moricizine is an organic compound with the formula C22H25N3O4S and an average molecular weight of 427.52 g/mol. Moricizine belongs to the phenothiazines, a subclass of benzothiazines within the organic compounds. It functions as an inhibitor of the sodium channel protein type 5 subunit alpha (SCN5A). The compound is found in or released from four recorded sources, including healthcare, pharmaceuticals and veterinary products as class i and iii antiarrhythmics, household cleaning and consumer products such as cigar cigarettes and other smoking requisites, and electrically stimulated smoking devices from electrical and electronic equipment. The recorded exposure route for moricizine is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
[10-(3-Morpholin-4-yl-propionyl)-10H-phenothiazin-2-yl]-carbamic acid ethyl ester	ChEBI
EN-313	ChEBI
Ethyl 10-(3-morpholinopropionyl)phenothiazine-2-carbamate	ChEBI
Ethyl 10-(beta-N-morpholinylpropionyl)phenothiazine-2-carbamate	ChEBI
Moracizina	ChEBI
Moracizine	ChEBI
Moracizinum	ChEBI
[10-(3-Morpholin-4-yl-propionyl)-10H-phenothiazin-2-yl]-carbamate ethyl ester	Generator
Ethyl 10-(3-morpholinopropionyl)phenothiazine-2-carbamic acid	Generator
Ethyl 10-(b-N-morpholinylpropionyl)phenothiazine-2-carbamate	Generator
Ethyl 10-(b-N-morpholinylpropionyl)phenothiazine-2-carbamic acid	Generator
Ethyl 10-(beta-N-morpholinylpropionyl)phenothiazine-2-carbamic acid	Generator
Ethyl 10-(β-N-morpholinylpropionyl)phenothiazine-2-carbamate	Generator
Ethyl 10-(β-N-morpholinylpropionyl)phenothiazine-2-carbamic acid	Generator
Hydrochloride, moricizine	HMDB
Moracizin	HMDB
Ethmozin	HMDB
Ethmozine	HMDB
Etmozin	HMDB
Moricizine hydrochloride	HMDB

Chemical Formula

C₂₂H₂₅N₃O₄S

Average Molecular Mass

427.517 g/mol

Monoisotopic Mass

427.157 g/mol

CAS Registry Number

31883-05-3

IUPAC Name

ethyl N-{10-[3-(morpholin-4-yl)propanoyl]-10H-phenothiazin-2-yl}carbamate

Traditional Name

moricizine

SMILES

CCOC(=O)NC1=CC2=C(SC3=CC=CC=C3N2C(=O)CCN2CCOCC2)C=C1

InChI Identifier

InChI=1S/C22H25N3O4S/c1-2-29-22(27)23-16-7-8-20-18(15-16)25(17-5-3-4-6-19(17)30-20)21(26)9-10-24-11-13-28-14-12-24/h3-8,15H,2,9-14H2,1H3,(H,23,27)

InChI Key

FUBVWMNBEHXPSU-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
Beta amino acid or derivatives
Diarylthioether
Aryl thioether
Para-thiazine
Morpholine
Oxazinane
Benzenoid
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Carboximidic acid derivative
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Thioether
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:6997 )
carbamate ester (CHEBI:6997 )
morpholines (CHEBI:6997 )

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	0.034 g/L	ALOGPS
logP	3.04	ALOGPS
logP	3.07	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	6.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.11 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.88 m³·mol⁻¹	ChemAxon
Polarizability	45.27 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0inc-3369000000-87e2c170cd925eacc845	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	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	splash10-004i-2248900000-a5de342702a58418f8c4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-3549100000-266e9a246027e8b95b07	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0ap1-4961000000-43e99c8298fe409d473e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-2009200000-0195601e60bc1db3b119	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0040-4094000000-6715c6954f74a1830093	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000l-9012000000-a2460f3acdec07cd438f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0000900000-4f7fe3392a48ff173951	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0h00-0615900000-d12c7aeadb2d6faff15d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03k9-9712100000-514a90132022cf7fb820	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0001900000-ed776a386df0a192a5fd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-003s-0069500000-4387687d4d41878cc734	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0091000000-a3e07fd29f6979b45155	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
654.0	Log mg/kg	[370:1200]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
285	Antiarrhythmics, class i and iii	Healthcare, pharmaceuticals & veterinary products	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available

Pathways

3 pathways

Moricizine Action Pathway

Moricizine Drug Metabolism

Moricizine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cholinesterase	P06276	Humans	Predicted (SEA)	62.5129
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	99.8027
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	276.598
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	224.128
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	171.424
Click to view 3D structure	Histamine H2 receptor	P25021	Humans	Predicted (SEA)	70.2978
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	284.228
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	197.426
Click to view 3D structure	Alpha-2C adrenergic receptor	P18825	Humans	Predicted (SEA)	116.385
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	57.3749
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	333.117
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	112.103
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	95.0539
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	75.4359
Click to view 3D structure	Muscarinic acetylcholine receptor M4	P08173	Humans	Predicted (SEA)	73.8011
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	171.346
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	178.119
Click to view 3D structure	Histamine H3 receptor	Q9Y5N1	Humans	Predicted (SEA)	154.453
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	268.891
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	137.871
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	268.424
Click to view 3D structure	Glutamate receptor ionotropic, NMDA 2B	Q13224	Humans	Predicted (SEA)	24.0554
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	146.201
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	174.382
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	322.529