4-Hydroxyphenylacetic acid
- CAS No.
- 156-38-7
- Chemical Name:
- 4-Hydroxyphenylacetic acid
- Synonyms
- 2-(4-hydroxyphenyl)acetic acid;P-HYDROXYPHENYLACETIC ACID;PHPA;4-Hydroxybenzeneacetic acid;4-carboxymethylphenol;Benzeneacetic acid, 4-hydroxy-;4-Hydroxyphenylacetic;4-hydrophenylacetic acid;4-hydroxybenzeneaceticacid;NSC 27460
- CBNumber:
- CB6314323
- Molecular Formula:
- C8H8O3
- Molecular Weight:
- 152.15
- MDL Number:
- MFCD00004347
- MOL File:
- 156-38-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 148-151 °C(lit.) |
|---|---|
| Boiling point | 234.6°C (rough estimate) |
| Density | 1.2143 (rough estimate) |
| vapor pressure | 0.007Pa at 25℃ |
| refractive index | 1.4945 (estimate) |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | 50g/l |
| pka | 4.50±0.10(Predicted) |
| form | Crystalline Powder |
| color | White to cream or light tan |
| PH | 2.0-2.4 (30g/l, H2O, 20℃) |
| Water Solubility | Soluble in dimethyl sulfoxide and methanol. Slightly soluble in water. |
| BRN | 1448766 |
| InChI | 1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11) |
| InChIKey | XQXPVVBIMDBYFF-UHFFFAOYSA-N |
| SMILES | OC(=O)Cc1ccc(O)cc1 |
| LogP | 0.75 at 25℃ |
| CAS DataBase Reference | 156-38-7(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 3J9SHG0RCN |
| NIST Chemistry Reference | Benzeneacetic acid, 4-hydroxy-(156-38-7) |
| EPA Substance Registry System | Benzeneacetic acid, 4-hydroxy- (156-38-7) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | AI2680000 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | TSCA listed | |||||||||
| HS Code | 29182990 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| REACH Registrations | Active | |||||||||
| NFPA 704 |
|
4-Hydroxyphenylacetic acid price More Price(84)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | H50004 | 4-Hydroxyphenylacetic acid 98% | 156-38-7 | 5g | $30.7 | 2026-04-30 | Buy |
| Sigma-Aldrich | H50004 | 4-Hydroxyphenylacetic acid 98% | 156-38-7 | 25g | $56.1 | 2026-04-30 | Buy |
| Sigma-Aldrich | 55206 | 4-Hydroxyphenylacetic acid analytical standard | 156-38-7 | 10MG | $53.5 | 2022-05-15 | Buy |
| Sigma-Aldrich | 55206 | 4-Hydroxyphenylacetic acid analytical standard | 156-38-7 | 50MG | $108 | 2022-05-15 | Buy |
| TCI Chemical | H0290 | 4-Hydroxyphenylacetic Acid >99.0%(GC)(T) | 156-38-7 | 25g | $22 | 2026-04-30 | Buy |
4-Hydroxyphenylacetic acid Chemical Properties, Uses, Production
Description
4-Hydroxyphenylacetic acid is an acetate derivative used in the acylation of phenols and amines1. It is an active component of Chinese herb Aster tataricus which had been widely used in China for the treatment of pulmonary diseases, HBV, and carcinoma. It is an active metabolite of amino acid metabolism. Study has also shown that it can attenuate inflammation and edema through suppressing hypertonic and hypoxic induction of HIF-1α in seawater aspiration-induced lung injury in rats. In chemical industry, it is an intermediate used to synthesize atenolol and 3, 4-dihydroxyphenylacetic acid.
Referrence
[1] Liu, Zhongyang, et al. "4-Hydroxyphenylacetic Acid Attenuated Inflammation and Edema via Suppressing HIF-1α in Seawater Aspiration-Induced Lung Injury in Rats." International Journal of Molecular Sciences 15.7(2014):12861-84.
[2] Ng, T.B.; Liu, F.; Lu, Y.; Cheng, C.H.; Wang, Z. Antioxidant activity of compounds from the medicinal herb Aster tataricus. Comp. Biochem. Physiol. 2003, 136, 109–115.
[3] Du, L.; Mei, H.F.; Yin, X.; Xing, Y.Q. Delayed growth of glioma by a polysaccharide from Aster tataricus involve upregulation of Bax/Bcl-2 ratio, activation of caspase-3/8/9, and downregulation of the Akt. Tumour Biol. 2014, 35, 1819–1825.
[4] Zhang, Z., Liu, J., Li, Y., Wang, Y., Zheng, X., Wang, F., Tong, T., Miao, D., Li, W., Chen, L., & Wang, L. (2024). 4-Hydroxyphenylacetic Acid, a microbial-derived metabolite of Polyphenols, inhibits osteoclastogenesis by inhibiting ROS production. International Immunopharmacology, 143, Article 113571. https://doi.org/10.1016/j.intimp.2024.113571
Chemical Properties
4-Hydroxyphenylacetic acid is a white to cream or light tan crystalline powder. sublimation. Insoluble in cold water, soluble in hot water, ether, ethanol, ethyl acetate. In the case of ferric chloride, it is a purple-green precipitate. It is used as a pharmaceutical raw material for the synthesis of cephalosporin antibiotics, antipyretic analgesics.
Uses
A compound present in olive oil. An important fine chemical intermediate with broad prospects for application development.
Uses
It is used as a reagent in the acylation of phenols and amines. It is also used for fluorometric determination of oxidative enzymes.
Preparation
4-Hydroxyphenylacetic acid is synthesized by diazotization and hydrolysis of 4-aminophenylacetic acid.
4-aminophenylacetic acid and alkali solution are prepared into sodium salt, and then sulfuric acid is added. Cool to 0°C, control the temperature at 0-5°C, and add sodium nitrate solution dropwise, and the reaction is completed for 0.5h. The obtained diazonium was added dropwise to dilute sulfuric acid at 90-95°C for about 1 hour, and the reaction was continued for 1 hour. The reaction solution was decolorized and filtered, cooled and extracted with ethyl acetate, and the extract was recovered with ethyl acetate to obtain 4-Hydroxyphenylacetic acid. The yield is about 85%.
Definition
ChEBI: 4-hydroxyphenylacetic acid is a monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a plant metabolite, a fungal metabolite, a human metabolite and a mouse metabolite. It is a monocarboxylic acid and a member of phenols. It derives from an acetic acid. It is a conjugate acid of a 4-hydroxyphenylacetate.
Flammability and Explosibility
Not classified
Biological Activity
4-Hydroxyphenylacetic acid (4-HPA) is an important microbial-derived metabolite of polyphenols in the intestinal tract[4].
Purification Methods
Crystallise the acid from water or Et2O/pet ether. The p-bromophenacyl ester has m 117o (from EtOH). [Beilstein 10 II 112, 10 III 430, 10 IV 543.]
4-Hydroxyphenylacetic acid Preparation Products And Raw materials
Raw materials
1of3
Preparation Products
1of2
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd. | 13396369453 18678026865 | sdfantai@163.com | China | 904 | 58 |
| Wuxi Jingyao Bio-Technology Co., Ltd. | 88770633 13961738808 | jingyaobiotech@126.com | China | 389 | 55 |
| Shouguang Jiasheng Chemical Co., Ltd. | 0536-7971999 13583611556 | sgjiasheng@hotmail.com | China | 300 | 58 |
| Jinan Dexinjia Bio&Tech Co., Ltd | 0531-82375880 15098789112 | 3845379039@qq.com | China | 1457 | 58 |
| Shandong Xibang Biological Technology Development Co. LTD | 0536-3611186 15063661551 | 196056703@qq.com | China | 59 | 58 |
| Shanghai Yanze Chemical Co., Ltd | 19901447308 19962611955 | 260924549@qq.com | China | 2151 | 58 |
| Jinan Finer Chemical Co., Ltd | 0531-88989535 15605411732 | sales@finerchem.com | China | 492 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
Related articles
- Biological Activity of 4-Hydroxyphenylacetic acid
- 4-Hydroxyphenylacetic acid is a compound found in olive oil and beer. It can be used in the synthesis of the pharmaceutical mo....
- May 21,2026
View Latest Price from 4-Hydroxyphenylacetic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-18 | 4-Hydroxyphenylacetic acid
156-38-7
|
$750.00-980.00 | 1kg | 99% | 5000 | HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD | |
 |
2026-09-18 | 4-Hydroxyphenylacetic acid
156-38-7
|
1KG | 99% | 100KG | Jinan Finer Chemical Co., Ltd | ||
 |
2026-09-16 | 4-Hydroxyphenylacetic acid
156-38-7
|
$10.00 | 1kg | 99% | 20tons | Nantong Provichem Biotech Co., Ltd. |
-
- 4-Hydroxyphenylacetic acid
156-38-7
- $750.00-980.00
- 99%
- HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
-
- 4-Hydroxyphenylacetic acid
156-38-7
- $0.00
- 99%
- Jinan Finer Chemical Co., Ltd
-
- 4-Hydroxyphenylacetic acid
156-38-7
- $10.00
- 99%
- Nantong Provichem Biotech Co., Ltd.
