ChemicalBook > CAS DataBase List > Sinapyl alcohol

Sinapyl alcohol

Product Name
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
Formula Weight
210.23
MOL File
537-33-7.mol
More
Less

Sinapyl alcohol Property

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)
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
More
Less

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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
404586
Product name
Sinapyl alcohol
Purity
technical grade, 80%
Packaging
100mg
Price
$203
Updated
2024/03/01
TRC
Product number
S486823
Product name
Sinapyl alcohol
Packaging
25mg
Price
$175
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS137914
Product name
Sinapyl alcohol
Packaging
5mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS137914
Product name
Sinapyl alcohol
Packaging
10mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FS137914
Product name
Sinapyl alcohol
Packaging
25mg
Price
$150
Updated
2021/12/16
More
Less

Sinapyl alcohol Chemical Properties,Usage,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

537-33-7, Sinapyl alcoholRelated Search:


  • 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