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Sinapyl alcohol

CAS No.
537-33-7
Chemical Name:
Sinapyl alcohol
Synonyms
SINAPYL ALCOHOL;Sinapic alcohol;p-Synapyl alcohol;SINAPYL ALCOHOL, TECH., 80%;Sinapyl alcohol technical grade, 80%;4-HYDROXY-3,5-DIMETHOXYCINNAMYL ALCOHOL;3,5-DIMETHOXY-4-HYDROXYCINNAMYL ALCOHOL;p-Hydroxy-m,m'-dimethoxycinnamyl alcohol;3-(3,5-Dimethoxy-4-hydroxyphenyl)-2-propen-1-ol;3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propen-1-ol
CBNumber:
CB1381823
Molecular Formula:
C11H14O4
Molecular Weight:
210.23
MDL Number:
MFCD00192441
MOL File:
537-33-7.mol
MSDS File:
SDS
Last updated:2023-09-04 15:51:00

Sinapyl alcohol Properties

Melting point 61-65 °C (lit.)
Boiling point 384.7±37.0 °C(Predicted)
Density 1.205±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Acetonitrile (Slightly), Chloroform (Slightly)
form Oil
pka 10.00±0.40(Predicted)
color Pale Yellow to Yellow
Stability Light Sensitive
LogP 1.361 (est)
FDA UNII 8O6NO04SMV

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
NFPA 704
0
2 0

Sinapyl alcohol price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 404586 Sinapyl alcohol technical grade, 80% 537-33-7 100mg $203 2024-03-01 Buy
TRC S486823 Sinapyl alcohol 537-33-7 25mg $175 2021-12-16 Buy
Biosynth Carbosynth FS137914 Sinapyl alcohol 537-33-7 5mg $65 2021-12-16 Buy
Biosynth Carbosynth FS137914 Sinapyl alcohol 537-33-7 10mg $100 2021-12-16 Buy
Biosynth Carbosynth FS137914 Sinapyl alcohol 537-33-7 25mg $150 2021-12-16 Buy
Product number Packaging Price Buy
404586 100mg $203 Buy
S486823 25mg $175 Buy
FS137914 5mg $65 Buy
FS137914 10mg $100 Buy
FS137914 25mg $150 Buy

Sinapyl alcohol Chemical Properties,Uses,Production

Description

Sinapyl alcohol is an organic compound structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. This phytochemical is one of the monolignols, which are precursor to lignin or lignans. It is also a biosynthetic precursor to various stilbenoids and coumarins.

Uses

Sinapyl alcohol, a monolignol, is a primary lignin monomer. It has been evaluated for anti-inflammatory and antinociceptive activities. It participates in the initial stages in the biosynthesis of lignin. Coupling reactions of sinapyl alcohol and sinapyl p-hydroxybenzoate has been reported. Preparation of sinapyl alcohol by selective 1,2-reduction of corresponding cinnamate esters using diisobutylaluminium hydride as reducing agent has been studied.

Uses

Sinapyl Alcohol is useful for producing nail polish made of wood.

Uses

Sinapyl alcohol may be employed in the preparation of lignin, a highly stable biopolymer.

Definition

ChEBI: Sinapyl alcohol is a primary alcohol, being cinnamyl alcohol hydroxylated at C-4 and methoxylated at C-3 and -5. It has a role as a plant metabolite. It is a primary alcohol, a member of phenols and a dimethoxybenzene. It derives from a cinnamyl alcohol.

General Description

Sinapyl alcohol, a monolignol, is a primary lignin monomer. It has been evaluated for anti-inflammatory and antinociceptive activities. It participates in the initial stages in the biosynthesis of lignin. Coupling reactions of sinapyl alcohol and sinapyl p-hydroxybenzoate has been reported. Preparation of sinapyl alcohol by selective 1,2-reduction of corresponding cinnamate esters using diisobutylaluminium hydride as reducing agent has been studied.

Biological Activity

Sinapyl alcohol is a monolignol and an aglycone form of syringin that has been found in Populus alba and has anti-inflammatory and antinociceptive activities. It is a precursor in the biosynthesis of lignin. Sinapyl alcohol (50, 100, and 200 μM) reduces LPS-induced production of nitrite, prostaglandin E2 (PGE2), and TNF-α in RAW 264.7 cells. Sinapyl alcohol (20 and 30 mg/kg) inhibits acetic acid-induced writhing and increases the latency to paw licking in the hot plate test in mice.

Preparation and handling

Sinapyl alcohol is supplied as a neat oil. A stock solution may be made by dissolving the sinapyl alcohol in the solvent of choice, which should be purged with an inert gas. Sinapyl alcohol is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide. The solubility of sinapyl alcohol in these solvents is approximately 30 mg/ml.
Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent is insignificant, since organic solvents may have physiological effects at low concentrations. Organic solvent-free aqueous solutions of sinapyl alcohol can be prepared by directly dissolving the neat oil in aqueous buffers. The solubility of sinapyl alcohol in PBS (pH 7.2) is approximately 1 mg/ml. We do not recommend storing the aqueous solution for more than one day.

Sinapyl alcohol Preparation Products And Raw materials

Raw materials

Preparation Products

Sinapyl alcohol Suppliers

Global( 70)Suppliers
Supplier Tel Email Country ProdList Advantage
Shenzhen Nexconn Pharmatechs Ltd
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Henan Alfa Chemical Co., Ltd
+8618339805032 alfa4@alfachem.cn China 12759 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
Auschemicals Pty Ltd
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Henan Allgreen Chemical Co.,LTD
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LEAPCHEM CO., LTD.
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Shanghai UCHEM Inc. +862156762820 +86-13564624040 sales@myuchem.com China 6645 58
Energy Chemical 021-021-58432009 400-005-6266 sales8178@energy-chemical.com China 44751 61
SINAPYL ALCOHOL 3,5-DIMETHOXY-4-HYDROXYCINNAMYL ALCOHOL 4-HYDROXY-3,5-DIMETHOXYCINNAMYL ALCOHOL SINAPYL ALCOHOL, TECH., 80% 3-(3,5-Dimethoxy-4-hydroxyphenyl)-2-propen-1-ol 3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propene-1-ol p-Synapyl alcohol 3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propen-1-ol p-Hydroxy-m,m'-dimethoxycinnamyl alcohol Sinapic alcohol Sinapyl alcohol technical grade, 80% 4-[(1E)-3-hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol Phenol, 4-(3-hydroxy-1-propen-1-yl)-2,6-dimethoxy- 537-33-7 HOC6H2OCH32CHCHCH2OH Building Blocks Acyclic Alkenes Organic Building Blocks Benzhydrols, Benzyl & Special Alcohols