3,4,5-三甲氧基肉桂酸 | 90-50-6

→现货商城点击进入

中文名称：3,4,5-三甲氧基肉桂酸
英文名称：3,4,5-Trimethoxycinnamic acid
CAS No.：90-50-6 分子式：C₁₂H₁₄O₅ 分子量：238.236564159393
如需查看该化合物的详细结构式,mol文件,smile, InChi 请点击：3,4,5-三甲氧基肉桂酸结构式
MSDS：3,4,5-三甲氧基肉桂酸msds 价格行情：3,4,5-三甲氧基肉桂酸价格 PubChem CID：735755
国内供应商

3,4,5-三甲氧基肉桂酸的其他展现形式

相关化合物

反式-3,4,5-三甲氧基肉桂酸 trans-3-(3,4,5-trimethoxyphenyl)acrylic acid CAS No.：20329-98-0

肉桂酸钠 Sodium cinnamate CAS No.：538-42-1

反-4-羟基-3-甲氧基肉桂酸 trans-4-Hydroxy-3-methoxycinnamic acid CAS No.：537-98-4

阿魏酸 Ferulic acid CAS No.：1135-24-6

3-甲氧基肉桂酸 3-(3-Methoxyphenyl)acrylic acid CAS No.：6099-04-3

3,4-二甲氧基肉桂酸 3-(3,4-Dimethoxyphenyl)acrylic acid CAS No.：2316-26-9

简介

3,4,5-Trimethoxycinnamic acid 是从远志中分到的苯丙素类化合物，具有抗应激作用，能够延长动物的睡眠时间。3,4,5-Trimethoxycinnamic acid 能够增强 GAD65 和 GABAA 受体 γ 亚基，但对 α和 β 亚基没有作用。

名称和标识符

MDL	MFCD00004388
InChIKey	YTFVRYKNXDADBI-UHFFFAOYSA-N
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)
SMILES	O=C(C=CC1C=C(OC)C(OC)=C(OC)C=1)O
BRN	153783

别名信息

- 中文别名 -

3,4,5-三甲氧基肉桂酸 3,4,5-三甲氧基苯丙烯酸 3,4,5三甲氧基肉桂酸 3,4,5-三甲氧基肉桂 3,4,5-三甲氧基肉桂酸,主体成分为反式 3,4,5-三甲氧基肉桂酰氯 3.4.5-三甲氧基肉桂酰氯 3-(3,4,5-三甲氧基)苯基-2-丙烯 3-(3,4,5-三甲氧基苯基)丙烯酸三甲基硅烷基乙炔锂 3,4,5-三甲氧基苯乙烯酸(3,4,5-三甲氧基肉桂酸) 三甲氧基肉桂酸

+展开

- 英文别名 -

3,4,5-Trimethoxycinnamic acid 3,4,5-Trimethoxycinnamic (2E)-3-(3,4,5-Trimethoxyphenyl)acrylic acid 3-(3,4,5-trimethoxyphenyl)-2-Propenoic acid (TriMethylsilyl)ethynyllithiuM 3,4,5-trimethoxy-cinnamicaci 3,4,5-Trimethoxyzimtsure 5-TriMethoxycinnaMic acid o-methylsinapicacid RARECHEM BK HC T328 TRIMETHOXYCINNAMICACID Cinnamic acid, 3,4,5-trimethoxy- (6CI,7CI,8CI) 3,4,5-Trimethoxyphenylacrylic acid 3-(3,4,5-Trimethoxyphenyl)propenoic acid NSC66175 3-(3,4,5-Trimethoxyphenyl)-2-propenoicacid O-Methylsinapic acid Trimethoxycinnamic acid 3-(3,4,5-trimethoxyphenyl)acrylic acid SINAPIC ACID METHYL ETHER 3,4,5-Trimethoxy cinnamic acid 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)- (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, (2E)- Cinnamic acid, 3,4,5-trimethoxy- 3,4,5-Trimethoxy-trans-cinnamic acid SR-01000773278-2 3,4,5-Trimethoxyphenylacrylate 3, 4, 5-Trimethoxycinnamic Acid 3,4,5-trimethoxykanelsyre EN300-16919 Cinnamic acid,4,5-trimethoxy- AC-16693 HMS2232E22 HY-W012123 NCGC00095563-02 T1104 W-100329 F3284-8534 Spectrum5_000448 BRN 1537834 NSC-66175 MLS002207275 3,4,5-Trimethoxycinnamic acid (TMCA) AC-24565 3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid 90-50-6 3,4,5-Trimethoxycinnamic acid, 97% 3-(3,5-Trimethoxyphenyl)-2-propenoic acid AS-871/13102032 3,4,5-Trimethoxycinnamic acid, analytical reference material 646E4CC1-F441-40D8-B1BB-87A43D1B3600 C9096D920O (e)-3,4,5-trimethoxycinnamic acid MLS000757621 AS-11999 CHEBI:566519 Cinnamic acid, 3,4,5-trimethoxy-, (E)- 3,4,5-Trimethoxy cinnamate 3,5-Trimethoxycinnamic acid BS-4465 2-Propenoic acid,4,5-trimethoxyphenyl)- (2E)-3-(3,4,5-trimethoxyphenyl)acrylic acid 20329-98-0 AC-34784 SDCCGMLS-0066950.P001 bmse010224 BBL011951 3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid UNII-C9096D920O LS-54183 STK500969 BDBM232204 Q30061098 CS-W012839 3,4,5-Trimethoxycinnamic acid, predominantly trans HMS3886I07 2-10-00-00354 (Beilstein Handbook Reference) 3,4,5-Trimethoxybenzeneacrylic acid AKOS000120453 s4961 (E)-3-(3,4,5-trimethoxyphenyl) acrylic acid DTXSID701298647 MFCD00004388 SPECTRUM290032 EN300-832999 SMR000371917 (2E)-3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoic acid CCG-39479 trans-3,4,5-Trimethoxycinnamic acid (E)-3-(3,4,5-trimethoxyphenyl)acrylicacid 3,4,5-TRIMETHOXYCINNAMIC ACID NSC 66175 BSPBio_002796 EINECS 201-999-8 O-Methylsinapate SR-01000773278 BRD-K63758740-001-02-3 Z2315575393 CHEMBL501235 2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, (E)- NCGC00095563-01 SCHEMBL207441 (E)-3-(3,4,5-trimethoxyphenyl)acrylic acid 3,4,5-Trimethoxycinnamic acid, pred. trans 3-(3,4,5-Trimethoxyphenyl)-2-propenoic acid (ACI) Cinnamic acid, 3,4,5-trimethoxy- (6CI, 7CI, 8CI) 3-(3,4,5-Trimethoxyphenyl)acrylic acid

+展开

物化性质

实验特性

LogP	1.81020
PSA	64.99000
折射率	1.4571 (estimate)
沸点	396.4℃ at 760 mmHg
熔点	125-127 °C (lit.)
闪点	151.5℃
溶解度	3040 mg/L @ 25 °C (est)
颜色与性状	White cryst.
溶解性	溶于热水和氯仿。
密度	1.1416 (rough estimate)

计算特性

精确分子量	238.08400
氢键供体数量	1
氢键受体数量	5
可旋转化学键数量	5
同位素质量	238.084124
重原子数量	17
复杂度	262
同位素原子数量	0
确定原子立构中心数量	0
不确定原子立构中心数量	0
确定化学键立构中心数量	1
不确定化学键立构中心数量	0
共价键单元数量	1
疏水参数计算参考值（XlogP）	1.4
表面电荷	0
拓扑分子极性表面积	65
分子量	238.24

安全信息纠错

RTECS号	GE0722000
WGK Germany	2
安全说明	S24/25
危险品标志	Xi
危险品运输编号	NONH for all modes of transport
危害声明	H315; H319; H335
警示性声明	P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501
储存条件	Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
信号词	Warning
TSCA	Yes
HazardClass	IRRITANT

国际标准相关数据

EINECS

66175

海关数据

海关编码

2916399090

海关数据

中国海关编码：

2916399090

概述：

2916399090 其他芳香一元羧酸. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

申报要素：

品名, 成分含量, 用途, 丙烯酸、丙烯酸盐或酯应报明包装

Summary：

2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

合成路线

合成路线：1 步

反应条件：查看详情

参考文献 :: Synthesis and pharmacological activities of 4-aryl-3,4-dihydrocoumarin derivatives

Sun, Jie; et al, Zhongguo Yaowu Huaxue Zazhi, 2011, 21(1), 19-24

合成路线：1 步

反应条件：查看详情

参考文献 :: Synthesis of diverse analogues of Oenostacin and their antibacterial activities

Srivastava, Vandana; et al, Bioorganic & Medicinal Chemistry, 2007, 15(1), 518-525

合成路线：1 步

反应条件：查看详情

参考文献 :: Preparation of 3,4,5-trimethoxycinnamic acid

Zhang, Guanggui; et al, Zhongguo Yiyao Gongye Zazhi, 2007, 38(11), 761-762

合成路线：3 步

反应条件：查看详情

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; rt; rt → reflux; 5 h, reflux
2.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ; 30 min, rt
3.1 Catalysts: Piperidine Solvents: Pyridine ; 3 h, 50 °C
3.2 Reagents: Hydrochloric acid Solvents: Water ; pH 5

参考文献 :: Synthesis of biphenyl compounds

Ren, Zhou-yang; et al, Yunnan Daxue Xuebao, 2006, 28(5), 425-431

合成路线：1 步

反应条件：查看详情

参考文献 :: Competitive formation of β-amino acids, propenoic, and ylidenemalonic acids by the Rodionov reaction from malonic acid, aldehydes, and ammonium acetate in alcoholic medium

Lebedev, A. V.; et al, Russian Journal of General Chemistry, 2005, 75(7), 1113-1124

合成路线：1 步

反应条件：查看详情

参考文献 :: Excavating precursors from the traditional Chinese herb Polygala tenuifolia and Gastrodia elata: synthesis, anticonvulsant activity evaluation of 3,4,5-trimethoxycinnamic acid (TMCA) ester derivatives

Zhao, Zefeng; et al, Bioorganic Chemistry, 2019, 88,

合成路线：1 步

反应条件：

参考文献 :: Chemical investigation of flavonoid constituents of Zanthoxylum ovalifolium (Wt) (N. O. Rutaceae)

Adinarayana, D.; et al, Acta Ciencia Indica, 1988, 14(2), 143-6

合成路线：2 步

反应条件：查看详情

1.1 Reagents: Phosphorus oxychloride ; 0.5 h, cooled; 1 h, rt; rt → 60 °C; 2 h, 60 °C; 75 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ; neutralized, cooled; < 10 °C
2.1 Reagents: Pyridine Catalysts: Piperidine ; 2 h, 90 °C; 90 °C → rt
2.2 Reagents: Hydrochloric acid Solvents: Water

参考文献 :: Preparation of 3,4,5-trimethoxycinnamic acid

Zhang, Guanggui; et al, Zhongguo Yiyao Gongye Zazhi, 2007, 38(11), 761-762

合成路线：1 步

反应条件：查看详情

参考文献 :: Synthesis, biological evaluation and mechanism study of chalcone analogues as novel anti-cancer agents

Chen, Jie; et al, RSC Advances, 2015, 5(83), 68128-68135

合成路线：1 步

反应条件：查看详情

参考文献 :: Pore size engineering of hexagonal mesoporous carbon nitride (HMCN) for high catalytic performance in the synthesis of α, β-unsaturated acid and its derivatives

Palani, Elamathi; et al, Applied Surface Science, 2019, 463, 481-491

合成路线：2 步

反应条件：查看详情

参考文献 :: Excavating precursors from the traditional Chinese herb Polygala tenuifolia and Gastrodia elata: synthesis, anticonvulsant activity evaluation of 3,4,5-trimethoxycinnamic acid (TMCA) ester derivatives

Zhao, Zefeng; et al, Bioorganic Chemistry, 2019, 88,

合成路线：1 步

反应条件：查看详情

参考文献 :: Cinnamides as selective small-molecule inhibitors of a cellular model of breast cancer stem cells

Germain, Andrew R.; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(6), 1834-1838

合成路线：2 步

反应条件：查看详情

1.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ; 30 min, rt
2.1 Catalysts: Piperidine Solvents: Pyridine ; 3 h, 50 °C
2.2 Reagents: Hydrochloric acid Solvents: Water ; pH 5

参考文献 :: Synthesis of biphenyl compounds

Ren, Zhou-yang; et al, Yunnan Daxue Xuebao, 2006, 28(5), 425-431

合成路线：1 步

反应条件：查看详情

参考文献 :: Aqueous Extract of Acacia concinna Pods: An Efficient Surfactant Type Catalyst for Synthesis of 3-Carboxycoumarins and Cinnamic Acids via Knoevenagel Condensation

Chavan, Hemant V.; et al, ACS Sustainable Chemistry & Engineering, 2013, 1(8), 929-936

合成路线：1 步

反应条件：查看详情

1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ; 10 min, 5 °C; 5 °C → 25 °C; 8 h, 25 °C → reflux
1.2 Solvents: Water
1.3 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran , Water ; 3 h, reflux
1.4 Reagents: Hydrochloric acid Solvents: Diethyl ether , Water ; acidified

参考文献 :: Copper/silver-mediated decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na

Yin, Jun; et al, Synthesis, 2014, 46(5), 607-612

合成路线：3 步

反应条件：查看详情

1.1 Reagents: Potassium carbonate Solvents: Acetone ; rt; 30 min, rt
1.2 rt; rt → 60 °C; 2 h, 60 °C
1.3 Reagents: Water
2.1 Reagents: Phosphorus oxychloride ; 0.5 h, cooled; 1 h, rt; rt → 60 °C; 2 h, 60 °C; 75 °C
2.2 Reagents: Sodium hydroxide Solvents: Water ; neutralized, cooled; < 10 °C
3.1 Reagents: Pyridine Catalysts: Piperidine ; 2 h, 90 °C; 90 °C → rt
3.2 Reagents: Hydrochloric acid Solvents: Water

参考文献 :: Preparation of 3,4,5-trimethoxycinnamic acid

Zhang, Guanggui; et al, Zhongguo Yiyao Gongye Zazhi, 2007, 38(11), 761-762

合成路线：4 步

反应条件：查看详情

1.1 Reagents: Potassium carbonate Solvents: Acetone ; 30 h, rt
2.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; rt; rt → reflux; 5 h, reflux
3.1 Reagents: Pyridinium chlorochromate Solvents: Dichloromethane ; 30 min, rt
4.1 Catalysts: Piperidine Solvents: Pyridine ; 3 h, 50 °C
4.2 Reagents: Hydrochloric acid Solvents: Water ; pH 5

参考文献 :: Synthesis of biphenyl compounds

Ren, Zhou-yang; et al, Yunnan Daxue Xuebao, 2006, 28(5), 425-431

合成路线：1 步

反应条件：查看详情

参考文献 :: One-pot two-step synthesis of 4-vinylphenols from 4-hydroxy substituted benzaldehydes under microwave irradiation: a new perspective on the classical Knoevenagel-Doebner reaction

Sinha, Arun K.; et al, Tetrahedron, 2007, 63(4), 960-965