ContaminantDB: metofenazate

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-06-03 10:27:49 UTC

Update Date

2016-11-09 01:22:50 UTC

Accession Number

CHEM042961

Identification

Common Name

metofenazate

Class

Small Molecule

Description

A phenothiazine derivative having a chloro subsitituent at the 2-position and a 4-substituted 3-(piperazin-1-yl)propyl group at the N-10 position.

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-(4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazinyl)ethyl 3,4,5-trimethoxybenzoate	ChEBI
Methophenazine	ChEBI
Metofenazato	ChEBI
Metofenazatum	ChEBI
Metophenazate	ChEBI
2-(4-(3-(2-Chlorophenothiazin-10-yl)propyl)-1-piperazinyl)ethyl 3,4,5-trimethoxybenzoic acid	Generator
Metophenazic acid	Generator
Metofenazic acid	Generator
2-(4-(3-(2-Chlorophenothiazin-10-yl)-propyl)-1- piperazinyl)-ethyl-3,4,5-trimethoxybenzoate	MeSH
Frenolone	MeSH
Phrenolon	MeSH
Metofenazate difumarate	MeSH
Perphenazintrimethoxybenzoate	MeSH
Metofenazate	MeSH

Chemical Formula

C₃₁H₃₆ClN₃O₅S

Average Molecular Mass

598.160 g/mol

Monoisotopic Mass

597.206 g/mol

CAS Registry Number

388-51-2

IUPAC Name

2-{4-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]piperazin-1-yl}ethyl 3,4,5-trimethoxybenzoate

Traditional Name

metofenazate

SMILES

COC1=CC(=CC(OC)=C1OC)C(=O)OCCN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1

InChI Identifier

InChI=1S/C31H36ClN3O5S/c1-37-26-19-22(20-27(38-2)30(26)39-3)31(36)40-18-17-34-15-13-33(14-16-34)11-6-12-35-24-7-4-5-8-28(24)41-29-10-9-23(32)21-25(29)35/h4-5,7-10,19-21H,6,11-18H2,1-3H3

InChI Key

BAQLUVXNKOTTHU-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
Gallic acid or derivatives
Alkyldiarylamine
M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Diarylthioether
Benzoate ester
Benzoic acid or derivatives
Anisole
Phenoxy compound
Benzoyl
Aryl thioether
Phenol ether
Tertiary aliphatic/aromatic amine
Methoxybenzene
N-alkylpiperazine
Alkyl aryl ether
Aryl chloride
Benzenoid
Aryl halide
Monocyclic benzene moiety
1,4-diazinane
Para-thiazine
Piperazine
Tertiary aliphatic amine
Amino acid or derivatives
Tertiary amine
Carboxylic acid ester
Thioether
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Organohalogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organochloride
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:59116 )
organochlorine compound (CHEBI:59116 )
N-alkylpiperazine (CHEBI:59116 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

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	0.0019 g/L	ALOGPS
logP	5.64	ALOGPS
logP	5.71	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	7.43	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.71 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	165.31 m³·mol⁻¹	ChemAxon
Polarizability	65.47 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0132090000-1c90941a4535ac6fd500	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0473690000-4cad68f7cc3df8e867b3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0591020000-e7e47baa7998e42cdf69	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0416090000-2fcdba3693840953a250	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000b-0937020000-9d586f2d72c326f3e7bc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00l2-1931010000-0c5c86ddd32fd127a00f	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

Not Available

ChEBI ID

59116

PubChem Compound ID

9800

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1154295

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1650428

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=2449225

4. https://www.ncbi.nlm.nih.gov/pubmed/?term=5093540

5. https://www.ncbi.nlm.nih.gov/pubmed/?term=5807396

6. https://www.ncbi.nlm.nih.gov/pubmed/?term=5852480

7. https://www.ncbi.nlm.nih.gov/pubmed/?term=5979465

metofenazate (CHEM042961)

Structure for CHEM042961: metofenazate