Pamoic Acid (HCID 8546)

Overview

Pamoic acid is a dicarboxylic acid. It is functionally related to a 2-naphthoic acid. It is a conjugate acid of a pamoate(2-).

Names & identifiers

Preferred name: Pamoic Acid
IUPAC: 4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid
English name: Pamoic acid
Molecular formula: C23H16O6
Molecular weight: 388.37

Names & synonyms

PAMOIC ACID130-85-8Embonic acid4,4'-Methylenebis(3-hydroxy-2-naphthoic acid)Pamosaeure2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-4-[(3-carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acidDTXSID90489847RRQ8QZ38NNSC-301882-Naphthalenecarboxylic acid, 4,4'-methylenebis(3-hydroxy-4,4'-methylenebis(3-hydroxynaphthalene-2-carboxylic acid)

Show more names

PamoicPaMoic aciPamic acidPalMer acidPamuric acidPamoicAcid98%EMBIONIC ACIDPamoicAcid>

DTXCID9028910CHEBI:501864-((3-carboxy-2-hydroxynaphthalen-1-yl)methyl)-3-hydroxynaphthalene-2-carboxylic acidRefChem:858447204-998-0C23H16O6NSC30188MFCD00004079

Database identifiers

CAS: 130-85-8
PubChem CID: 8546
DTXSID: DTXSID9048984
ChEMBL: CHEMBL177880
ChEBI: CHEBI:50186
UNII: 7RRQ8QZ38N
EC Number: 204-998-0
Nikkaji: J10.641K

Properties

Computed structural properties

XLogP: 5.8
Topological polar surface area: 115 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 6
Rotatable bonds: 4
Heavy atoms: 29
Formal charge: 0
Complexity: 568

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 300 °C · ≥300 °C (dec.)
Boiling point: 434.1 °C · 434.1°C (rough estimate)
Density: 1.2472 · 1.2472 (rough estimate)
refractive index: 1.4593 · 1.4593 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in nitrobenzene, pyridine
form: Crystalline Powder
pka: 2.67 · 2.67±0.30(Predicted)
color: Yellow to yellow-green
Water Solubility: PRACTICALLY INSOLUBLE
Merck: 14 · 14,7005
BRN: 901319 · 901319
InChI: 1S/C23H16O6/c24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29/h1-10,24-25H,11H2,(H,26,27)(H,28,29)
InChIKey: WLJNZVDCPSBLRP-UHFFFAOYSA-N
SMILES: OC(=O)c1cc2ccccc2c(Cc3c(O)c(cc4ccccc34)C(O)=O)c1O
CAS DataBase Reference: 130 · 130-85-8(CAS DataBase Reference)
FDA UNII: 7 RRQ8QZ38N · 7RRQ8QZ38N
EPA Substance Registry System: 2 · 2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy- (130-85-8)
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 305 · P305+P351+P338-P261-P280a-P304+P340-P405-P501a
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi,Xn
Risk Statements: 36 · 36/37/38-48-41-37/38-20/21/22
Safety Statements: 26 · 26-36-45-36/37/39-22
WGK Germany: 3 · 3
RTECS: 2180000 · QL2180000
TSCA: TSCA listed
HS Code: 29182990 · 29182990
Storage Class: 11 · 11 - Combustible Solids
Toxicity: 100 mg · eye-rbt 100 mg MOD FCTOD7 20,573,82
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (15.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 09-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/23671

2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-: Environment tier I assessment

Hazard Classes and CategoriesAcute Tox. 4 (15.3%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: QL2180000
hs_code: 29182990
Toxicity: eye-rbt 100 mg MOD FCTOD7 20,573,82
risk_code: 36/37/38-48-41-37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi,Xn
safety_code: 26-36-45-36/37/39-22
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P305+P351+P338-P261-P280a-P304+P340-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing Information2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-: ACTIVE

Applications · 3 items

UsesAgonist of the orphan G protein-coupled receptor GPR35: a potent activator of extracellular signal-regulated kinase and β-arrestin2 with antinociceptive activity. Used as an inhibitor in the real-time fluorescence enzymatic characterization study of specialized human DNA polymerases.

UsesPamoic acid is used in preparation of repository derivatives of medicinal agents, used in pharmacology to increase the solubility of a drug in water.

General DescriptionPharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.