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| CAS No.: | 130-85-8 |
|---|---|
| Name: | Pamoic acid |
| Article Data: | 9 |
| Molecular Structure: | |
|
|
|
| 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: |
  Xn
|
| Risk Codes: | 36/37/38-48-41-20/21/22 |
| Safety: | 26-45-36/37/39-22 |
| PSA: | 115.06000 |
| LogP: | 4.39140 |
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| Conditions | Yield |
|---|---|
| With sulfuric acid In acetic acid for 10h; Heating; | 95% |
| With sodium hydroxide | |
| With sulfuric acid; acetic acid | |
| With sodium hydroxide |
- 130-85-8
Pamoic acid
| Conditions | Yield |
|---|---|
| With water at 40℃; Rate constant; var. pHs; |
| Conditions | Yield |
|---|---|
| With acetic acid; sodium hydroxide In water at 20℃; for 2h; | 100% |
- 14252-80-3, 2180-92-9, 27262-45-9, 27262-47-1, 38396-39-3
racemic bupivacaine
- 130-85-8
Pamoic acid
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 20℃; Solvent; | 99.6% |
| In methanol; acetone Heating; | 39.6% |
| Conditions | Yield |
|---|---|
| In water for 1h; pH=~ 8.5 - 9; | 99% |
| Conditions | Yield |
|---|---|
| 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 C23H16O6
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):
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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 .gif){kind=small}
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