N,N'-(2-chloro-1,4-phenylene)bis[4-[(4-chloro-2-nitrophenyl)azo]-3-hydroxynaphthalene-2-carboxamide] (CED0172381)

Record Information

Version

1.0

Creation Date

2016-06-03 12:55:06 UTC

Update Date

2026-08-22 14:00:00 UTC

Accession Number

CHEM045188

Identification

Common Name

N,N'-(2-chloro-1,4-phenylene)bis[4-[(4-chloro-2-nitrophenyl)azo]-3-hydroxynaphthalene-2-carboxamide]

Class

Small Molecule

Description

N,N'-(2-chloro-1,4-phenylene)bis[4-[(4-chloro-2-nitrophenyl)azo]-3-hydroxynaphthalene-2-carboxamide] belongs to the naphthalenecarboxylic acids and derivatives, a subclass of naphthalenes within the organic compounds. With an average molecular weight of 850.02 g/mol, N,N'-(2-chloro-1,4-phenylene)bis[4-[(4-chloro-2-nitrophenyl)azo]-3-hydroxynaphthalene-2-carboxamide] is a heavy molecule. It has the chemical formula C40H23Cl3N8O8 and is classified as a benzenoid. This compound is used as an industrial pigment. It has been recorded as being released from drinking water and water supplies, with oral exposure being the recorded route of exposure.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-[2-(4-Chloro-2-nitrophenyl)hydrazin-1-ylidene]-N-{2-chloro-4-[({4-[2-(4-chloro-2-nitrophenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalen-2-yl}(hydroxy)methylidene)amino]phenyl}-3-oxo-3,4-dihydronaphthalene-2-carboximidate	Generator

Chemical Formula

C₄₀H₂₃Cl₃N₈O₈

Average Molecular Mass

850.020 g/mol

Monoisotopic Mass

848.070 g/mol

CAS Registry Number

35869-64-8

IUPAC Name

4-[2-(4-chloro-2-nitrophenyl)hydrazin-1-ylidene]-N-{2-chloro-4-[({4-[2-(4-chloro-2-nitrophenyl)hydrazin-1-ylidene]-3-oxo-3,4-dihydronaphthalen-2-yl}(hydroxy)methylidene)amino]phenyl}-3-oxo-3,4-dihydronaphthalene-2-carboximidic acid

Traditional Name

4-[2-(4-chloro-2-nitrophenyl)hydrazin-1-ylidene]-N-{2-chloro-4-[({4-[2-(4-chloro-2-nitrophenyl)hydrazin-1-ylidene]-3-oxonaphthalen-2-yl}(hydroxy)methylidene)amino]phenyl}-3-oxonaphthalene-2-carboximidic acid

SMILES

OC(=NC1=CC(Cl)=C(C=C1)N=C(O)C1=CC2=CC=CC=C2C(=NNC2=C(C=C(Cl)C=C2)N(=O)=O)C1=O)C1=CC2=CC=CC=C2C(=NNC2=C(C=C(Cl)C=C2)N(=O)=O)C1=O

InChI Identifier

InChI=1S/C40H23Cl3N8O8/c41-22-9-12-31(33(17-22)50(56)57)46-48-35-25-7-3-1-5-20(25)15-27(37(35)52)39(54)44-24-11-14-30(29(43)19-24)45-40(55)28-16-21-6-2-4-8-26(21)36(38(28)53)49-47-32-13-10-23(42)18-34(32)51(58)59/h1-19,46-47H,(H,44,54)(H,45,55)

InChI Key

MEDUCLLDAABWSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenecarboxylic acids and derivatives. Naphthalenecarboxylic acids and derivatives are compounds containing a naphthalene moiety, which bears a carboxylic acid group or a derivative at one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalenecarboxylic acids and derivatives

Alternative Parents

Substituents

2-naphthalenecarboxylic acid or derivatives
Nitrobenzene
Anilide
Nitroaromatic compound
Phenylhydrazine
N-arylamide
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Monocyclic benzene moiety
C-nitro compound
Cyclic ketone
Ketone
Secondary carboxylic acid amide
Organic nitro compound
Carboxamide group
Carboxylic acid derivative
Organic 1,3-dipolar compound
Hydrazone
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxoazanium
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organohalogen compound
Organic oxide
Organochloride
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	0.00023 g/L	ALOGPS
logP	5.92	ALOGPS
logP	12.54	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	3.22	ChemAxon
pKa (Strongest Basic)	2.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	239.74 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	229.02 m³·mol⁻¹	ChemAxon
Polarizability	84.66 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0005-0100401090-9441e215c24dfab061d2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udl-1109612280-44f12aef494bb1b6b42a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a5l-0902300000-a14f442c9f9ed8c18399	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0000000090-61aaa2b69937799447f4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0000100090-de50cbb9139a87f8419c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fdo-0529701000-534b7918f6c73312dd26	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
4481.0	Log mg/kg	[2500:8000]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available
615	Eye Makeup Products	Personal care & cosmetics	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	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	945.09
Click to view 3D structure	Streptokinase A	P10520	Streptococcus pyogenes serotype M1	Predicted (SEA)	1464.5
Click to view 3D structure	DNA (cytosine-5)-methyltransferase 1	P26358	Humans	Predicted (SEA)	520.656
Click to view 3D structure	Small ubiquitin-related modifier 1	P63165	Humans	Predicted (SEA)	551.64
Click to view 3D structure	Nonstructural protein 1	Q194T2	Influenza A virus	Predicted (SEA)	325.488
Click to view 3D structure	Genome polyprotein	P29990	dengue virus type 2	Predicted (SEA)	441.016
Click to view 3D structure	Zinc finger protein mex-5	Q9XUB2	Caenorhabditis elegans	Predicted (SEA)	197.581
Click to view 3D structure	Sodium-dependent organic anion transporter	Q3KNW5	Humans	Predicted (SEA)	83.2208
Click to view 3D structure	Apoptotic protease-activating factor 1	O14727	Humans	Predicted (SEA)	564.563
Click to view 3D structure	Beta-casein	P02666	Bovine	Predicted (SEA)	47.488
Click to view 3D structure	Phospholipase A2	P04054	Humans	Predicted (SEA)	469.664
Click to view 3D structure	ATP-dependent molecular chaperone HSP82	C4YTQ8	Candida albicans (strain WO-1) (Yeast)	Predicted (SEA)	1823.93
Click to view 3D structure	Cysteine protease ATG4B	Q9Y4P1	Humans	Predicted (SEA)	507.655
Click to view 3D structure	Envelope glycoprotein gp160	Q6QLK5	Human immunodeficiency virus 1	Predicted (SEA)	265.544
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	6595.15
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	5616.51
Click to view 3D structure	Cyclin-dependent kinase 2	P24941	Humans	Predicted (SEA)	5505.81
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	2726.2
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	3184.66
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	2786.69
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	2737.02
Click to view 3D structure	Protein S100-A4	P26447	Humans	Predicted (SEA)	23.4326
Click to view 3D structure	Dual specificity protein phosphatase 3	P51452	Humans	Predicted (SEA)	1483.03
Click to view 3D structure	Cyclin-dependent kinase 1	P06493	Humans	Predicted (SEA)	5259.42
Click to view 3D structure	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Q9BHT9	Plasmodium berghei	Predicted (SEA)	923.992