ChemFOnt: Showing chemical card for Naphthionic acid (CFc000234974)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:06:17 UTC

Chemfont ID

CFc000234974

Molecule Identification

Common Name

Naphthionic acid

Definition

naphthionic acid, also known as naphthionsaeure or piria's acid, belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Naphthionic acid is an organic compound with the formula C10H6(SO3H)(NH2). naphthionic acid is a moderately basic compound (based on its pKa). It is one of several aminonaphthalenesulfonic acids, derivatives of naphthalene containing both amine and sulfonic acid functional groups. It is used in the synthesis of azo dyes such as Rocceline (a. k. a. Solid Red A), during which the amino group of the acid (in the form of a salt) is diazotated and then coupled with, in the case mentioned, β-naphthol. It is prepared by treating 1-aminonaphthalene with sulfuric acid. It is a white solid, although commercial samples can appear gray.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Naphthylamine-4-sulfonic acid	ChEBI
4-Amino-1-naphthalene sulfonic acid	ChEBI
4-Aminonaphthalin-1-sulfonsaeure	ChEBI
alpha-Naphthylamine-4-sulfonic acid	ChEBI
alpha-Naphthylamine-p-sulfonic acid	ChEBI
Naphthionsaeure	ChEBI
Piria's acid	ChEBI
Piria-saeure	ChEBI
1-Naphthylamine-4-sulfonate	Generator
1-Naphthylamine-4-sulphonate	Generator
1-Naphthylamine-4-sulphonic acid	Generator
4-Amino-1-naphthalene sulfonate	Generator
4-Amino-1-naphthalene sulphonate	Generator
4-Amino-1-naphthalene sulphonic acid	Generator
4-Aminonaphthalin-1-sulphonsaeure	Generator
a-Naphthylamine-4-sulfonate	Generator
a-Naphthylamine-4-sulfonic acid	Generator
a-Naphthylamine-4-sulphonate	Generator
a-Naphthylamine-4-sulphonic acid	Generator
alpha-Naphthylamine-4-sulfonate	Generator
alpha-Naphthylamine-4-sulphonate	Generator
alpha-Naphthylamine-4-sulphonic acid	Generator
Α-naphthylamine-4-sulfonate	Generator
Α-naphthylamine-4-sulfonic acid	Generator
Α-naphthylamine-4-sulphonate	Generator
Α-naphthylamine-4-sulphonic acid	Generator
a-Naphthylamine-p-sulfonate	Generator
a-Naphthylamine-p-sulfonic acid	Generator
a-Naphthylamine-p-sulphonate	Generator
a-Naphthylamine-p-sulphonic acid	Generator
alpha-Naphthylamine-p-sulfonate	Generator
alpha-Naphthylamine-p-sulphonate	Generator
alpha-Naphthylamine-p-sulphonic acid	Generator
Α-naphthylamine-p-sulfonate	Generator
Α-naphthylamine-p-sulfonic acid	Generator
Α-naphthylamine-p-sulphonate	Generator
Α-naphthylamine-p-sulphonic acid	Generator
Naphthionate	Generator
4-Amino-1-naphthalenesulfonic acid	MeSH
4-Aminonaphthalene-1-sulfonic acid	MeSH
4-Aminonaphthalenesulfonic acid	MeSH
Naphthionic acid, cobalt salt	MeSH
Naphthionic acid, copper (2+) salt (2:1)	MeSH
Naphthionic acid, magnesium (2:1) salt	MeSH
Naphthionic acid, monosodium salt	MeSH

Chemical Formula

C₁₀H₉NO₃S

Average Molecular Weight

223.25

Monoisotopic Molecular Weight

223.030314328

IUPAC Name

4-aminonaphthalene-1-sulfonic acid

Traditional Name

naphthionic acid

CAS Registry Number

84-86-6

SMILES

NC1=CC=C(C2=CC=CC=C12)S(O)(=O)=O

InChI Identifier

InChI=1S/C10H9NO3S/c11-9-5-6-10(15(12,13)14)8-4-2-1-3-7(8)9/h1-6H,11H2,(H,12,13,14)

InChI Key

NRZRRZAVMCAKEP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-naphthalene sulfonates. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalene sulfonic acids and derivatives

Direct Parent

1-naphthalene sulfonates

Alternative Parents

Substituents

1-naphthalene sulfonate
1-naphthalene sulfonic acid or derivatives
Arylsulfonic acid or derivatives
1-sulfo,2-unsubstituted aromatic compound
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Organosulfur compound
Organonitrogen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

aminonaphthalenesulfonic acid (CHEBI:38219 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.14 g/L	ALOGPS
logP	-0.92	ALOGPS
logP	1.09	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	2.68	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	57.83 m³·mol⁻¹	ChemAxon
Polarizability	21.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Naphthionic acid

METLIN ID

Not Available

PubChem Compound

6790

PDB ID

Not Available

ChEBI ID

38219

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Naphthionic acid (CFc000234974)

MOL for CFc000234974 (Naphthionic acid)

3D MOL for CFc000234974 (Naphthionic acid)

3D SDF for CFc000234974 (Naphthionic acid)

3D-SDF for CFc000234974 (Naphthionic acid)

PDB for CFc000234974 (Naphthionic acid)

3D PDB for CFc000234974 (Naphthionic acid)

SMILES for CFc000234974 (Naphthionic acid)

INCHI for CFc000234974 (Naphthionic acid)

Structure for CFc000234974 (Naphthionic acid)

3D Structure for CFc000234974 (Naphthionic acid)