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130-85-8

130-85-8 structure
130-85-8 structure
Name pamoic acid
Synonyms Pamoic
1,1'-Methylene-bis(2-hydroxy-3-naphthoic acid)
2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-
4,4-Methylenebis(3-Hydroxy-2-Naphthoic Acid)
EMBIONIC ACID
PAMOIC ACID FREE ACID
2,2'-Dihydroxy-1,1'-dinaphthylmethane-3,3'-dicarboxylic Acid
4,4'-Methylenebis(3-hydroxy-2-naphthoic acid)
Pamoic acid
PAMOIC ACID pure
Embonic acid
4,4'-Methylenedi(3-hydroxy-2-naphthoic Acid)
EINECS 204-998-0
MFCD00004079
Description Pamoic acid is a potent GPR35 agonist with an EC50 of 79 nM. Pamoic acid exhibits neuroprotective and anti-inflammatory properties[1][2].
Related Catalog
Target

EC50: 79 nM (GPR35)[1]

In Vitro GPR35 activation by Pamoic acid may increase the phosphorylation of ERK1/2, which in turn initiates an anti-inflammatory signal by suppressing NF-κB-dependent inflammatory genes[1].
In Vivo In a mouse model of stroke, that GPR35 activation by Pamoic acid (s.c.; 50-100 mg/kg) is neuroprotective. Pharmacological inhibition of GPR35 reveals that Pamoic acid reduces infarcts size in a GPR35 dependent manner. Pamoic acid treatment results in a preferential increment of noninflammatory Ly-6CLo monocytes/macrophages in the ischemic brain along with the reduced neutrophil counts[1].
References

[1]. Ozayra Sharmin, et al. Activation of GPR35 protects against cerebral ischemia by recruiting monocyte-derived macrophages. Sci Rep. 2020 Jun 10;10(1):9400.

[2]. Pingwei Zhao, et al. Targeting of the orphan receptor GPR35 by pamoic acid: a potent activator of extracellular signal-regulated kinase and β-arrestin2 with antinociceptive activity. Mol Pharmacol. 2010 Oct;78(4):560-8.

Density 1.5±0.1 g/cm3
Boiling Point 642.7±55.0 °C at 760 mmHg
Melting Point ≥300 °C (dec.)
Molecular Formula C23H16O6
Molecular Weight 388.38
Flash Point 356.5±28.0 °C
Exact Mass 388.094696
PSA 115.06000
LogP 6.35
Vapour Pressure 0.0±2.0 mmHg at 25°C
Index of Refraction 1.782
Water Solubility PRACTICALLY INSOLUBLE

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL2180000
CHEMICAL NAME :
2-Naphthoic acid, 4,4'-methylenebis(3-hydroxy-
CAS REGISTRY NUMBER :
130-85-8
BEILSTEIN REFERENCE NO. :
0901319
LAST UPDATED :
199701
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C23-H16-O6
MOLECULAR WEIGHT :
388.39
WISWESSER LINE NOTATION :
L66J CQ DVQ B1- BL66J CQ DVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982
TYPE OF TEST :
Rinsed with water
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,573,1982 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
390 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 13,381,1978
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS QL2180000
HS Code 2917399090
50-00-0 structure

50-00-0

92-70-6 structure

92-70-6

~95%

130-85-8 structure

130-85-8

Literature: Journal of Organic Chemistry, , vol. 61, # 11 p. 3865 - 3869
50-00-0 structure

50-00-0

64-19-7 structure

64-19-7

92-70-6 structure

92-70-6

~%

130-85-8 structure

130-85-8

Literature: Chemische Berichte, , vol. 34, p. 4148 Chemische Berichte, , vol. 25, p. 3215 Chemische Berichte, , vol. 61, p. 1001
HS Code 2918290000
Summary HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%
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