3,4,5-TRIMETHOXYCINNAMIC ACID
- Product Name
- 3,4,5-TRIMETHOXYCINNAMIC ACID
- CAS No.
- 20329-98-0
- Chemical Name
- 3,4,5-TRIMETHOXYCINNAMIC ACID
- Synonyms
- AKOS BBS-00000775;RARECHEM BK HC T328;OTAVA-BB BB7119152925;Cinepazide Impurities4;Cinepazide Impurities1390;(E)-3,4,5-Trimethoxycinnam;(E)-3,4,5-Trimethoxycinnamic;3,4,5-Trimethoxycinnamic acid;(E)-3,4,5-Trimethoxycinnamic Acid;trans-3,4,5-TriMethoxycinnaMic acid
- CBNumber
- CB4236421
- Molecular Formula
- C12H14O5
- Formula Weight
- 238.24
- MOL File
- 20329-98-0.mol
3,4,5-TRIMETHOXYCINNAMIC ACID Property
- Melting point:
- 125-127 °C(lit.)
- Boiling point:
- 396.4±37.0 °C(Predicted)
- Density
- 1.209±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- powder to crystal
- pka
- 4.48±0.10(Predicted)
- color
- White to Light yellow
- InChI
- InChI=1S/C12H14O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h4-7H,1-3H3,(H,13,14)/b5-4+
- InChIKey
- YTFVRYKNXDADBI-SNAWJCMRSA-N
- SMILES
- C(O)(=O)/C=C/C1=CC(OC)=C(OC)C(OC)=C1
Safety
- Safety Statements
- 24/25
- WGK Germany
- 2
- RTECS
- GE0722000
- HS Code
- 2918.99.4700
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T1104
- Product name
- (E)-3,4,5-Trimethoxycinnamic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $65
- Updated
- 2025/07/31
- Product number
- CD12098120
- Product name
- (E)-3-(3,4,5-Trimethoxyphenyl)acrylicacid
- Purity
- 97%
- Packaging
- 100g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- A359956
- Product name
- (E)-3-(3,4,5-Trimethoxyphenyl)acrylicacid
- Purity
- 98%
- Packaging
- 500g
- Price
- $191
- Updated
- 2021/12/16
- Product number
- A359956
- Product name
- (E)-3-(3,4,5-Trimethoxyphenyl)acrylicacid
- Purity
- 98%
- Packaging
- 5g
- Price
- $7
- Updated
- 2021/12/16
- Product number
- A359956
- Product name
- (E)-3-(3,4,5-Trimethoxyphenyl)acrylicacid
- Purity
- 98%
- Packaging
- 10g
- Price
- $9
- Updated
- 2021/12/16
3,4,5-TRIMETHOXYCINNAMIC ACID Chemical Properties,Usage,Production
Uses
(E)-3,4,5-Trimethoxycinnamic acid (TMCA) is a cinnamic acid substituted by multi-methoxy groups. (E)-3,4,5-Trimethoxycinnamic acid is an orally active and potent GABAA/BZ receptor agonist. (E)-3,4,5-Trimethoxycinnamic exhibits favourable binding affinity to 5-HT2C and 5-HT1A receptor, with IC50 values of 2.5 and 7.6 μM, respectively. (E)-3,4,5-Trimethoxycinnamic acid shows anticonvulsant and sedative activity. (E)-3,4,5-Trimethoxycinnamic acid can be used for the research of insomnia, headache and epilepsy[1][2][3].
Definition
ChEBI: 3,4,5-trimethoxycinnamic acid is a methoxycinnamic acid with three methoxy substituents at the 3-, 4- and 5-positions. It has a role as an allergen. It is a conjugate acid of a 3,4,5-trimethoxycinnamate.
in vivo
(E)-3,4,5-Trimethoxycinnamic acid (0-20 mg/kg, IP, once) shows anti-seizure effects[2].
(E)-3,4,5-Trimethoxycinnamic acid (0-10 mg/kg, Orally, once) enhances hypnotic effects in pentobarbital-treated mice[3].
| Animal Model: | Ault male KunMing-strain mice (18-20 g, maximal electroshock (MES) and pentylenetetrazol (PTZ) models)[2] |
| Dosage: | 5, 10 and 20 mg/kg; 10 mL/kg |
| Administration: | IP, once |
| Result: | Significantly decreased the incidence of MES-induced THE (tonic hindlimb extension) to 50% and 20% of the value of the vehicle controls at 10 and 20 mg/kg. Decreased the incidence of MES-induced THE to only 80% at 5 mg/kg. Significantly delayed the onset of myoclonic jerks (MJ), and decreased the seizure severity and mortality compared with the vehicle-treated animals in PTZ seizure model. The incidence of generalized clonic convulsions (stage 4) disappeared at doses of both 10 and 20 mg/kg. |
| Animal Model: | ICR male mice (25-28 g, 10-12 in each group)[3] |
| Dosage: | 2, 5 and 10 mg/kg |
| Administration: | Orally (p.o.), once, 15 min and 1 h prior to pentobarbital injection |
| Result: | Significantly decreased locomotor activity at 10 mg/kg. Increased NREM and total sleep, but decreased wakefulness. |
IC 50
5-HT1A Receptor: 7.6 μM (IC50); 5-HT2C Receptor: 2.5 μM (IC50); 5-HT2A Receptor: >10 μM (IC50); 5-HT6 Receptor: >10 μM (IC50); 5-HT7 Receptor: >10 μM (IC50)
References
[1] Zhao Z, et al. Research progress in the biological activities of 3,4,5-trimethoxycinnamic acid (TMCA) derivatives. Eur J Med Chem. 2019 Jul 1;173:213-227. DOI:10.1016/j.ejmech.2019.04.009
[2] Chen CY, et al. 3,4,5-Trimethoxycinnamic acid, one of the constituents of Polygalae Radix exerts anti-seizure effects by modulating GABAAergic systems in mice. J Pharmacol Sci. 2016 May;131(1):1-5. DOI:10.1016/j.jphs.2015.07.021
[3] Lee CI, et al. 3,4,5-Trimethoxycinnamic acid (TMCA), one of the constituents of Polygalae Radix enhances pentobarbital-induced sleeping behaviors via GABAAergic systems in mice. Arch Pharm Res. 2013 Oct;36(10):1244-51. DOI:10.1007/s12272-013-0167-6
3,4,5-TRIMETHOXYCINNAMIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3,4,5-TRIMETHOXYCINNAMIC ACID manufacturers
- Product
- 3,4,5-TRIMETHOXYCINNAMIC ACID 20329-98-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-28
- Product
- 3,4,5-TRIMETHOXYCINNAMIC ACID 20329-98-0
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-23
- Product
- 3,4,5-TRIMETHOXYCINNAMIC ACID 20329-98-0
- Price
- US $8.00-2.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-24