Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Hydrocarbons and derivatives >  5-Heptylresorcinol

5-Heptylresorcinol

Basic information Safety Supplier Related

5-Heptylresorcinol Basic information

Product Name:
5-Heptylresorcinol
Synonyms:
  • SPHEROPHORAL
  • 1,3-Benzenediol, 5-heptyl-
  • 5-Heptyl-1,3-benzenediol
  • 5-HEPTYLRESORCINOL
  • 5-Heptylbenzene-1,3-diol
  • 5-HEPTYLRESORCINOL 95%
  • spherophorol
  • 3,5-Dihydroxyheptylbenzene
CAS:
500-67-4
MF:
C13H20O2
MW:
208.3
EINECS:
207-909-3
Mol File:
500-67-4.mol
More
Less

5-Heptylresorcinol Chemical Properties

Melting point:
55-57°C
Boiling point:
342.3±12.0 °C(Predicted)
Density 
1.033±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator, under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
9.57±0.10(Predicted)
color 
White to Off-White
InChI
InChI=1S/C13H20O2/c1-2-3-4-5-6-7-11-8-12(14)10-13(15)9-11/h8-10,14-15H,2-7H2,1H3
InChIKey
QENPJKGENOZEEJ-UHFFFAOYSA-N
SMILES
C1(O)=CC(CCCCCCC)=CC(O)=C1
NIST Chemistry Reference
5-Heptylresorcinol(500-67-4)
More
Less

5-Heptylresorcinol Usage And Synthesis

Uses

5-Heptylresorcinol and other alkylhydroxybenzenes have been used to study the protective effect in Saccharomyces cerevisiae against oxidative and radiation-caused damage.

Definition

5-Heptylresorcinol is one of the main volatile compounds present in F. japonicum stem oils (6.5%) which presented apparent antioxidant and antibacterial capacities[1]. It is a cannabinoid compound related to the structure of cannabinoids, which has been shown to have cannabinoid effects in animals and humans.

Biological Activity

5-Heptylresorcinol binds to CB1 receptor with high strength and selectivity, and has been shown to induce low metabolism in mice by selectively binding CB1 at large doses

Synthesis

To a solution of 1-heptyl-3,5-dimethoxy-Benzene (388 mg, 1.41 mmol) in dry CH2Cl2 (47 mL) at -78 °C under an argon atmosphere was added boron tribromide (3.4 mL, 1 M solution in CH2Cl2). Following this addition, the reaction temperature was gradually raised over a period of 3 h to 0 °C, and the stirring continued at that temperature until the reaction was completed (28 h). Unreacted boron tribromide was destroyed by adding methanol at -78 °C. The resulting mixture was warmed at room temperature and stirred for 40 min, and the volatiles were removed in vacuo. The residue was diluted with EtOAc and washed with saturated NaHCO3 solution, water, and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. Purification by flash column chromatography (45% diethyl etherpetroleum ether) afforded 340 mg (97% yield) of the compound as a slightly brown viscous oil: 5-Heptylresorcinol (. The synthesis was carried out as described for 5-Heptylresorcinol by using 15 (1.18 g, 5 mmol) and boron tribromide (11 mL, 11 mmol, 1 M solution in CH2Cl2) in anhydrous CH2Cl2 (40 mL): yield 91% (0.95 g); slightly brown solid; mp 53-54 °C (lit.63 mp 55-56 °C); spectral and analytical data were reported previously.

References

[1] Wei Q R, et al. Composition and Antioxidative and Antibacterial Activities of the Essential Oil from Farfugium japonicum. Molecules, 2023; 28: 2774.

5-HeptylresorcinolSupplier

Xiamen Work-For-World Medcine Co., Ltd Gold
Tel
15921822462; 15921822462
Email
keqingyong@wfwmed.com
Taizhou Blazer Biomedical Technology Co., Ltd. Gold
Tel
0523-86112008 13915404123
Email
sales@blazerbio.com
Nataorganic material (suzhou) Co., Ltd. Gold
Tel
13555462360
Email
luojx@natachem.com
Shanghai Arbor Chemical Co., Ltd.
Tel
021-60451682 15021268886
Email
sales@arborchemical.com
Finetech Industry Limited
Tel
027-87465837 19945049750
Email
sales@finetechnology-ind.com