3-Hydroxy-4-methoxycinnamic acid
- CAS No.
- 537-73-5
- Chemical Name:
- 3-Hydroxy-4-methoxycinnamic acid
- Synonyms
- ISOFERULIC ACID;(E)-3-(3-hydroxy-4-Methoxyphenyl)acrylic acid;Isoferulic;Isoferulate;HESPERETIC ACID;3-Hydroxy-4-MethoxycinnaMic Acid (Isoferulic acid);Hesperetate;Isoferulic Aci;HESPERETINIC ACID;AKOS BBS-00006960
- CBNumber:
- CB9178579
- Molecular Formula:
- C10H10O4
- Molecular Weight:
- 194.18
- MDL Number:
- MFCD00004391
- MOL File:
- 537-73-5.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| 3-Hydroxy-4-methoxycinnamic acid, predominantly trans 97% | 103012 | 1g | $45.5 |
| 3-Hydroxy-4-methoxycinnamic acid, predominantly trans 97% | 103012 | 5g | $217 |
| 3-Hydroxy-4-methoxycinnamic Acid >98.0%(T)(HPLC) | H0524 | 1g | $58 |
| 3-Hydroxy-4-methoxycinnamic Acid >98.0%(T)(HPLC) | H0524 | 5g | $228 |
| Isoferulic Acid ≥98% | 22715 | 1g | $36 |
| More product size | |||
| Melting point | 230 °C (dec.)(lit.) |
|---|---|
| Boiling point | 250.62°C (rough estimate) |
| Density | 1.0583 (rough estimate) |
| refractive index | 1.5168 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Soluble in ethanol and methanol. |
| pka | 4.53±0.10(Predicted) |
| form | Solid |
| color | Pale Yellow |
| BRN | 2212760 |
| InChI | InChI=1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13) |
| InChIKey | QURCVMIEKCOAJU-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C=CC1=CC=C(OC)C(O)=C1 |
| LogP | 0.788 (est) |
| CAS DataBase Reference | 537-73-5(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | XSQ2K2G7MC |
| NIST Chemistry Reference | Cinnamic acid, 3-hydroxy-4-methoxy-(537-73-5) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H335-H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37/39-24/25 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | UD3365400 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29189090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
3-Hydroxy-4-methoxycinnamic acid price More Price(92)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 103012 | 3-Hydroxy-4-methoxycinnamic acid, predominantly trans 97% | 537-73-5 | 1g | $45.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | 103012 | 3-Hydroxy-4-methoxycinnamic acid, predominantly trans 97% | 537-73-5 | 5g | $217 | 2026-04-30 | Buy |
| TCI Chemical | H0524 | 3-Hydroxy-4-methoxycinnamic Acid >98.0%(T)(HPLC) | 537-73-5 | 1g | $58 | 2026-04-30 | Buy |
| TCI Chemical | H0524 | 3-Hydroxy-4-methoxycinnamic Acid >98.0%(T)(HPLC) | 537-73-5 | 5g | $228 | 2026-04-30 | Buy |
| Cayman Chemical | 22715 | Isoferulic Acid ≥98% | 537-73-5 | 1g | $36 | 2026-04-30 | Buy |
3-Hydroxy-4-methoxycinnamic acid Chemical Properties,Uses,Production
Chemical Properties
Off-White Crystalline Solid
Uses
3-Hydroxy-4-methoxycinnamic Acid (Isoferulic acid) is a hypoglycemic agent.
Uses
3-Hydroxy-4-methoxycinnamic acid exhibits hypoglycemic properties.
Uses
3-Hydroxy-4-methoxycinnamic acid was used in the synthesis of tranilast and various tranilast analogs (cinnamoyl anthranilates) by genetically engineered Saccharomyces cerevisiae yeast strain. It was also used in the synthesis of glycoside compounds by undergoing glycosidation.
Definition
ChEBI: A ferulic acid consisting of trans-cinnamic acid bearing methoxy and hydroxy substituents at positions 4 and 3 respectively on the phenyl ring.
General Description
3-Hydroxy-4-methoxycinnamic acid, predominantly trans is available as white crystals. 3-Hydroxy-4-methoxycinnamic acid is isolated from the aerial part of Artemisia capillaris, Chinese medicinal plant. It is a component of chinese herbal medicine used for a pain killer and stomachic. It is an efficient acetylcholine inhibitor. 3-Hydroxy-4-methoxycinnamic acid is bioactive metabolite of Spilanthes acmella Murr. It increases the resistance of low-density lipoprotein (LDL) to oxidation.
Synthesis
621-59-0
141-82-2
537-73-5
To a suspension of isovanillin (152 mg, 1.00 mmol) and malonic acid (416 mg, 4.00 mmol) in toluene (5 mL) was added triethylamine (0.70 mL, 5.00 mmol) and N,N-dimethylformamide dimethyl acetal (0.20 mL, 1.50 mmol). The reaction mixture was heated to reflux for 4 hours, subsequently cooled to room temperature and concentrated on a rotary evaporator. The residue was dissolved in 1 M NaOH solution (20 mL) and the resulting solution was washed with dichloromethane (3 x 20 mL). The aqueous phase was acidified to pH 1 by the addition of 3 M HCl. The milky precipitate formed was collected in a Hirsch funnel, washed with dilute hydrochloric acid and air dried. The precipitate was recrystallized by solvent recrystallization in a methanol-water mixture and dried in a vacuum desiccator using phosphorus pentoxide as a drying agent to give trans-3-hydroxy-4-methoxycinnamic acid (164 mg, 85% yield) as a cream-colored crystalline solid.1H NMR spectroscopic data were in agreement with those reported in the literature (McCorkindale, N.J.; McCulloch, A.W. Magrill, D.S.; Caddy, B.; Martin-Smith, M.; Smith, S.J.; Stenlake, J.B. Tetrahedron 1969, 25, 5475).
IC 50
α adrenergic receptor
References
[1] Synthetic Communications, 1995, vol. 25, # 20, p. 3187 - 3197
[2] Chemical Communications, 1998, # 21, p. 2335 - 2336
[3] Tetrahedron, 2007, vol. 63, # 4, p. 960 - 965
[4] Tetrahedron Letters, 2012, vol. 53, # 20, p. 2537 - 2539
[5] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 9, p. 2707 - 2713
3-Hydroxy-4-methoxycinnamic acid Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29812 | 58 |
| Chengdu Biopurify Phytochemicals Ltd. | +86-28-82633860; +8618080483897 | sales@biopurify.com | China | 4616 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19936 | 58 |
| Shanghai Standard Technology Co., Ltd. | 18502101150 | ft-sales@nature-standard.com | CHINA | 1923 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Wuhan ChemNorm Biotech Co.,Ltd. | +86-27-8439 4403 18971486879 | sales@chemnorm.com | CHINA | 2935 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32466 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
View Lastest Price from 3-Hydroxy-4-methoxycinnamic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-01 | 3-Hydroxy-4-methoxycinnamic acid
537-73-5
|
$440.00-456.00 | 10kilograms | 99% | 100tons | Hebei Dangtong Import and export Co LTD | |
 |
2026-06-02 | Isoferulic acid
537-73-5
|
$40.00 | 99.37% | 10g | TargetMol Chemicals Inc. | ||
 |
2023-09-14 | 3-Hydroxy-4-methoxycinnamic acid
537-73-5
|
$100.00 | 1bag | 99 | 5000 | Hebei Fengqiang Trading Co., LTD |
-
- 3-Hydroxy-4-methoxycinnamic acid
537-73-5
- $440.00-456.00
- 99%
- Hebei Dangtong Import and export Co LTD
-
- Isoferulic acid
537-73-5
- $40.00
- 99.37%
- TargetMol Chemicals Inc.
-
- 3-Hydroxy-4-methoxycinnamic acid
537-73-5
- $100.00
- 99
- Hebei Fengqiang Trading Co., LTD
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