CAS 130-85-8|Pamoic acid
| Common Name | Pamoic acid | ||
|---|---|---|---|
| CAS Number | 130-85-8 | Molecular Weight | 388.38 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 642.7±55.0 °C at 760 mmHg |
| Molecular Formula | C23H16O6 | Melting Point | ≥300 °C (dec.) |
| MSDS | ChineseUSA | Flash Point | 356.5±28.0 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | pamoic acid |
|---|---|
| Synonym | More Synonyms |
Pamoic acid BiologicalActivity
| 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 | Research Areas >>Inflammation/ImmunologySignaling Pathways >>MAPK/ERK Pathway >>ERKResearch Areas >>Neurological DiseaseSignaling Pathways >>Stem Cell/Wnt >>ERK |
| 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. |
Chemical & Physical Properties
| 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 |
| InChIKey | WLJNZVDCPSBLRP-UHFFFAOYSA-N |
| SMILES | O=C(O)c1cc2ccccc2c(Cc2c(O)c(C(=O)O)cc3ccccc23)c1O |
| Water Solubility | PRACTICALLY INSOLUBLE |
Toxicological Information
CHEMICAL IDENTIFICATION |
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
Safety Information
| Symbol | 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 |
Customs
| 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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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 |
