Pamoic acid supplier | CasNO.130-85-8

Name
Pamoic acid
EINECS 204-998-0
CAS No. 130-85-8
Article Data9
CAS DataBase
Density 1.499 g/cm³
Solubility practically insoluble in water
Melting Point ≥300ºC (dec.)
Formula C₂₃H₁₆O₆
Boiling Point 642.7 ºC at 760 mmHg
Molecular Weight 388.376
Flash Point 356.5ºC
Transport Information
Appearance Fine Yellow Powder
Safety 26-45-36/37/39-22
Risk Codes 36/37/38-48-41-20/21/22
Molecular Structure
Hazard Symbols Xn
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;
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

Conditions	Yield
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

...Expand

: 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

Conditions	Yield
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

...Expand

: 50-00-0
formaldehyd

: 92-70-6
3-Hydroxy-2-naphthoic acid

acid solution: acid solution

: 130-85-8
Pamoic acid

...Expand

: 50-00-0
formaldehyd

: 92-70-6
3-Hydroxy-2-naphthoic acid

alkaline solution: alkaline solution

: 130-85-8
Pamoic acid

...Expand

: 508233-74-7
vortioxetine

: 130-85-8
Pamoic acid

: vortioxetine semi pamoic acid salt

Conditions

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

: bis(bupivacaine) pamoic acid

Conditions

Conditions	Yield
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

Conditions	Yield
In water for 1h; pH=~ 8.5 - 9;	99%

: 104632-26-0
pramipexole

: 130-85-8
Pamoic acid

: pramipexole pamoate

Conditions

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

: 132539-06-1
zyprexa

: 130-85-8
Pamoic acid

: olanzapine pamoate monohydrate

Conditions

Conditions	Yield
Stage #1: Pamoic acid With ammonium hydroxide In water Stage #2: zyprexa With hydrogenchloride; water at 25 - 30℃; Reagent/catalyst;	97%
Stage #1: zyprexa; Pamoic acid In dimethyl sulfoxide at 20 - 25℃; for 0.333333h; Stage #2: With water In dimethyl sulfoxide at 20 - 40℃; for 1.16667h;

: 50-49-7
impramine

: 130-85-8
Pamoic acid

: imipramine pamoate

Conditions

Conditions	Yield
In ethyl acetate at 20 - 50℃; Solvent; Temperature;	96%

: 14252-80-3, 2180-92-9, 27262-45-9, 27262-47-1, 38396-39-3
racemic bupivacaine

: 130-85-8
Pamoic acid

: mono(bupivacaine) pamoic acid

Conditions

Conditions	Yield
In methanol; acetone Heating;	90%
In methanol; acetone	90%

: 830346-49-1
{(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

: 130-85-8
Pamoic acid

: 352303-67-4
(2-fluoro-3-methoxyphenyl)boronic acid

: 3-[2(R)-amino-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methylpyrimidine-2,4(1H,3H)-dione pamoic acid salt

Conditions

Conditions	Yield
Stage #1: {(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester; (2-fluoro-3-methoxyphenyl)boronic acid With sodium carbonate In 1,4-dioxane; water for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 95 - 100℃; Inert atmosphere; Stage #3: Pamoic acid Further stages;	90%

Yield

Stage #1: {(R)-2-[5-bromo-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester; (2-fluoro-3-methoxyphenyl)boronic acid With sodium carbonate In 1,4-dioxane; water for 0.25h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 95 - 100℃; Inert atmosphere;
Stage #3: Pamoic acid Further stages;

90%

...Expand

: 39565-07-6
7-amino-2,4-dimethyl-1,8-naphthyridine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 130-85-8
Pamoic acid

: C10H11N3*C23H16O6*C3H7NO

Conditions

Conditions	Yield
In methanol at 20℃;	88.23%

...Expand

: 1953-04-4, 98125-73-6
Galantamine hydrobromide

: 130-85-8
Pamoic acid

: galantamine bishydroxynaphthoate

Conditions

Conditions	Yield
Stage #1: Galantamine hydrobromide With sodium hydroxide In ethanol for 0.5h; Stage #2: Pamoic acid In dimethyl sulfoxide at 20℃; for 6h; Temperature; Solvent;	88.2%
In dimethyl sulfoxide at 25℃; for 6h; Solvent; Temperature;	78.55%

: 1-(8-bromopyrido[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-4-yl)-N-methylazetidin-3-amine

: 130-85-8
Pamoic acid

: 1-(8-bromopyrido[2,3-e][1,2,4]triazolo[4,3-a]pyrazin-4-yl)-N-methylazetidin-3-amine 4,4'-methylenebis(3-hydroxy-2-naphthoic acid) salt

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h;	88%

: 124937-51-5
(R)-(+)-tolterodine

: 130-85-8
Pamoic acid

: tolterodine palmoate

Conditions

Conditions	Yield
In water at 20℃; for 4h; Temperature;	87.27%

: 832720-85-1
3-[2(R)-{3-cyanopropylamino}-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methylpyrimidine-2,4-(1H,3H)-dione

: 130-85-8
Pamoic acid

: C32H29F5N4O3*C23H16O6

Conditions

Conditions	Yield
In methanol at 60 - 65℃; for 3h;	87%

: 59803-98-4
5-bromo-6-(imidazolin-2-ylamino)-quinoxaline

: 130-85-8
Pamoic acid

: 1084892-10-3
brimonidine pamoate

Conditions

Conditions	Yield
In ethanol; dimethyl sulfoxide at 20 - 65℃; Product distribution / selectivity;	86%
In 1-methyl-pyrrolidin-2-one; water at 70℃; Product distribution / selectivity;
at 60 - 70℃; Product distribution / selectivity;

: imipramine hydrochloride

: 121-44-8
triethylamine

: 130-85-8
Pamoic acid

: 1357157-28-8
imipramine pamoate mono-triethylammonium salt

Conditions

Conditions	Yield
In water for 3h;	86%

...Expand

: 100-39-0
benzyl bromide

: 130-85-8
Pamoic acid

: 217327-71-4
C51H40O6

Conditions

Conditions	Yield
With potassium carbonate	85%

: 175591-23-8
tapentadol

: 130-85-8
Pamoic acid

: tapentadol hemiembonate

Conditions

Conditions	Yield
In ethanol for 1h;	83.3%

: 1477-42-5
4-methyl-1,3-benzothiazol-2-amine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 130-85-8
Pamoic acid

: 4C8H8N2S*2C23H16O6*4C3H7NO

Conditions

Conditions	Yield
In ethanol at 20℃;	80.42%

...Expand

: 91374-21-9
Ropinirole

: 130-85-8
Pamoic acid

: ropinirole pamoate

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 20℃;	80.4%

: 546-68-9
titanium(IV) isopropylate

: 71-23-8
propan-1-ol

: 107-15-3
ethylenediamine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 130-85-8
Pamoic acid

: (Me2NH2)8[(Ti4(embonate)6)]·4(n-propanol)·2(ethylenediamine)·6(N,N-dimethylformamide)

Conditions

Conditions	Yield
at 100℃; for 72h; High pressure;	78%

...Expand

: 99755-59-6
rotigotine

: 130-85-8
Pamoic acid

: rotigotine pamoate

Conditions

Conditions	Yield
In water; dimethyl sulfoxide at 20℃;	77.4%

Pamoic acid Chemical Properties

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):

Pamoic acid 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.

Pamoic acid Production

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

Pamoic acid 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.

Pamoic acid Consensus Reports

Reported in EPA TSCA Inventory.

Pamoic acid 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

Product Name

Pamoic acid

Synthetic route

Pamoic acid Chemical Properties

Pamoic acid Uses

Pamoic acid Production

Pamoic acid Toxicity Data With Reference

Pamoic acid Consensus Reports

Pamoic acid Safety Profile

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