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130-85-8

Basic Information
CAS No.: 130-85-8
Name: Pamoic acid
Article Data: 9
Molecular Structure:
Molecular Structure of 130-85-8 (Pamoic acid)
Formula: C23H16O6
Molecular Weight: 388.376
Synonyms: 2-Naphthoicacid, 4,4'-methylenebis[3-hydroxy- (6CI,7CI,8CI);2,2'-Dihydroxy-1,1'-dinaphthylmethane-3,3'-dicarboxylic acid;4,4'-Methylenebis(3-hydroxy-2-naphthalenecarboxylic acid);4,4'-Methylenebis[3-hydroxy-2-naphthoic acid];Bis(2-hydroxy-3-carboxy-1-naphthyl)methane;Embonic acid;KG 122;NSC 30188;NSC 40132;
EINECS: 204-998-0
Density: 1.499 g/cm3
Melting Point: ≥300ºC (dec.)
Boiling Point: 642.7 ºC at 760 mmHg
Flash Point: 356.5ºC
Solubility: practically insoluble in water
Appearance: Fine Yellow Powder
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-48-41-20/21/22
Safety: 26-45-36/37/39-22
PSA: 115.06000
LogP: 4.39140
Synthetic route
50-00-0

formaldehyd

92-70-6

3-Hydroxy-2-naphthoic acid

130-85-8

Pamoic acid

Conditions
ConditionsYield
With sulfuric acid In acetic acid for 10h; Heating;95%
With sodium hydroxide
With sulfuric acid; acetic acid
With sodium hydroxide
50-00-0

formaldehyd

64-19-7

acetic acid

92-70-6

3-Hydroxy-2-naphthoic acid

130-85-8

Pamoic acid

9-(3-Carboxy-2-hydroxy-naphthalen-1-ylmethyl)-2,4-dioxo-4H-1,3-dioxa-2λ5-phospha-anthracen-2-ol anion

130-85-8

Pamoic acid

Conditions
ConditionsYield
With water at 40℃; Rate constant; var. pHs;
50-00-0

formaldehyd

92-70-6

3-Hydroxy-2-naphthoic acid

alkali

alkali

130-85-8

Pamoic acid

50-00-0

formaldehyd

92-70-6

3-Hydroxy-2-naphthoic acid

acid solution

acid solution

130-85-8

Pamoic acid

50-00-0

formaldehyd

92-70-6

3-Hydroxy-2-naphthoic acid

alkaline solution

alkaline solution

130-85-8

Pamoic acid

508233-74-7

vortioxetine

130-85-8

Pamoic acid

vortioxetine semi pamoic acid salt

Conditions
ConditionsYield
With acetic acid; sodium hydroxide In water at 20℃; for 2h;100%
130-85-8

Pamoic acid

bis(bupivacaine) pamoic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; Solvent;99.6%
In methanol; acetone Heating;39.6%
121-44-8

triethylamine

130-85-8

Pamoic acid

bis(triethylammonium) pamoate

Conditions
ConditionsYield
In water for 1h; pH=~ 8.5 - 9;99%
104632-26-0

pramipexole

130-85-8

Pamoic acid

pramipexole pamoate

Conditions
ConditionsYield
In dimethyl sulfoxide; ethyl acetate at 20℃;99%
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Chemistry

Density: 1.499 g/cm3
Flash Point: 356.5 °C
EINECS: 204-998-0
Melting point  300 ºC
Molecular Weight  388.37
Index of Refraction: 1.782
Solubility in water: insoluble
Melting Point: ≥300 °C (dec.)
Molecular Formula  C23H16O
Polar Surface Area: 71.06 Å2 
Molar Refractivity: 108.87 cm3
Molar Volume: 258.9 cm3
Surface Tension: 82.3 dyne/cm
Density: 1.499 g/cm3
Flash Point: 356.5 °C
Enthalpy of Vaporization: 99.68 kJ/mol 
Boiling Point: 642.7 °C at 760 mmHg 
Vapour Pressure: 2.13E-17 mmHg at 25°C
Water Solubility: Practically insoluble 
Appearance: yellow to yellow-green crystalline powder
IUPAC Name: 4-[(3-Carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid 
Synonyms of Pamoic acid (CAS NO.130-85-8): 2,2'-Dihydroxy-1,1'-dinaphthylmethane-3,3'-dicarboxylic acid ; 2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy- ; 4,4'-Methylenebis[3-hydroxy-2-naphthoic acid] ; 4-[(3-Carboxy-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylic acid ; Bis(2-hydroxy-3-carboxy-1-naphthyl)methane ; Embonic acid
Following is the molecular structure of Pamoic acid (CAS NO.130-85-8):

Uses

In pharmacology, the ester form of Pamoic acid (CAS NO.130-85-8) can be used as a counter ion of a drug compund to increase the solubility of the drug in water. The presence of multiple oxygen atoms enables significant hydrogen bonding to occur. Hydrogen bonds facilitate the dissolution of compounds in water.

Production

 Pamoic acid (CAS NO.130-85-8) can be prepared by the reaction of 2-hydroxy-3-naphthoic acid with formaldehyde.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 390mg/kg (390mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 13, Pg. 381, 1978.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. An eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Pamoic acid (CAS NO.130-85-8):
Hazard Codes: Xi,Xn
Xi: Irritant    Xn: Harmful
Risk Statements: 36/37/38-48-41-37/38-20/21/22
36/37/38: Irritating to eyes, respiratory system and skin 
48: Danger of serious damage to health by prolonged exposure 
41: Risk of serious damage to eyes 
37/38: Irritating to respiratory system and skin 
20/21/22: Harmful by inhalation, in contact with skin and if swallowed 
Safety Statements: 26-36-45-36/37/39-22
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
22: Do not breathe dust 
WGK Germany: 3
RTECS: QL2180000
HS Code: 29182990