4-Hexylresorcinol
- Product Name
- 4-Hexylresorcinol
- CAS No.
- 136-77-6
- Chemical Name
- 4-Hexylresorcinol
- Synonyms
- HEXYLRESORCINOL;4-HEXYLRESORCINOL;Hexylcaine;Oxana;ST-37;s.t.37;Adrover;Ascaryl;Hidesol;Prensol
- CBNumber
- CB2725396
- Molecular Formula
- C12H18O2
- Formula Weight
- 194.27
- MOL File
- 136-77-6.mol
4-Hexylresorcinol Property
- Melting point:
- 65-67 °C (lit.)
- Boiling point:
- 333-335 °C (lit.)
- Density
- 1.0010 (rough estimate)
- vapor pressure
- 0.001Pa at 25℃
- refractive index
- 1.5050 (estimate)
- Flash point:
- >100°C
- storage temp.
- 2-8°C
- solubility
- chloroform: 50 mg/mL, clear
- form
- Powder and/or Chunks
- pka
- pKa 9.1 (Uncertain)
- color
- White to pale orange or pale pink
- PH
- 7.7 (0.5g/l, H2O, 20℃)
- Water Solubility
- 0.05 g/100 mL (18 ºC)
- Merck
- 14,4712
- BRN
- 2048312
- Stability:
- Stable. Incompatible with acid chlorides, acid anhydrides, oxidizing agents.
- InChIKey
- WFJIVOKAWHGMBH-UHFFFAOYSA-N
- LogP
- 3.34 at 20℃
- Surface tension
- 36.59mN/m at 1g/L and 20℃
- CAS DataBase Reference
- 136-77-6(CAS DataBase Reference)
- NIST Chemistry Reference
- Hexylresorcinol(136-77-6)
- EPA Substance Registry System
- 4-Hexylresorcinol (136-77-6)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22-36/37/38-20/21/22
- Safety Statements
- 26-36-24/25
- RIDADR
- UN 3077 9 / PGIII
- WGK Germany
- 3
- RTECS
- VH1575000
- TSCA
- Yes
- HS Code
- 29072900
- Hazardous Substances Data
- 136-77-6(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: 550 mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H319Causes serious eye irritation
H411Toxic to aquatic life with long lasting effects
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P273Avoid release to the environment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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
- 8.20647
- Product name
- 4-Hexylresorcinol
- Purity
- for synthesis
- Packaging
- 25g
- Price
- $91.1
- Updated
- 2024/03/01
- Product number
- 8.20647
- Product name
- 4-Hexylresorcinol
- Purity
- for synthesis
- Packaging
- 100g
- Price
- $225
- Updated
- 2024/03/01
- Product number
- 209465
- Product name
- 4-Hexylresorcinol
- Purity
- 98%
- Packaging
- 25g
- Price
- $82
- Updated
- 2024/03/01
- Product number
- 1308307
- Product name
- Hexylresorcinol
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $412
- Updated
- 2024/03/01
- Product number
- 93513
- Product name
- 4-Hexylresorcinol
- Purity
- analytical standard
- Packaging
- 25MG
- Price
- $76.6
- Updated
- 2022/05/15
4-Hexylresorcinol Chemical Properties,Usage,Production
Chemical Properties
slightly red powder
Uses
4-Hexylresorcinol is an inhibitor of transglutaminase-2 in KB cells. Studies indicate that 4-Hexylresorcinol reduces DNA oxidative damage in human lymphocytes. is a substituted dihydroxybenzene used topically as an antiseptic for the treatment of minor skin infections. is a substituted phenol with bactericidal, antihelminthic and potential antineoplastic activities. The combination of 4-Hexylresorcinol and Cisplatin has been shown to inhibit tumor growth, cell growth, and KB cell viability.
Uses
4-Hexylresorcinol is used as the starting material to synthesize a potent immune suppressor, celastramycin A. It is a precursor to prepare resorcinol-sn-glycerol derivatives, that exhibit high affinity for cannabinoid type 1 receptor. It can also be incorporated as a linker while building catenanes. p-Hexylresorcinol shows antiimnflammatory activity acting on the human 5-LO (5-Lipoxygenase) proinflammatory enzyme.
Preparation
The preparation of 4-Hexylresorcinol involves two methods:
The reaction of caproic acid and resorcinol in the presence of a catalyst.
Reduction of hexanoylresorcinol with zinc amalgam and dilute hydrochloric acid.
Definition
ChEBI: 4-hexylbenzene-1,3-diol is a member of resorcinols.
General Description
P-hexylresorcinol appears as pale-yellow viscous liquid (that becomes solid on standing at room temperature) or a peach colored powder. Pungent faintly fatty odor. Sharp astringent taste. (NTP, 1992)
Air & Water Reactions
Insoluble in water.
Reactivity Profile
4-Hexyl-1,3-benzenediol may be sensitive to prolonged exposure to light. Incompatible with acid chlorides, acid anhydrides and oxidizing agents .
Hazard
Irritant to respiratory tract and skin, concentrated solutions are vesicant.
Fire Hazard
Flash point data for 4-Hexyl-1,3-benzenediol are not available. 4-Hexyl-1,3-benzenediol is probably combustible.
Biological Activity
hexylresorcinol is a mushroom tyrosinase inhibitor.tyrosinase, a copper-containing enzyme, is distributed in microorganisms, animals, and plants widely. mushroom tyrosinase has been becoming popular due to its availability and usages in various applications.
Clinical Use
Hexylresorcinol, also known as 4-hexylresorcinol, is a white crystalline substance with a faint phenolic odor. When applied to the tongue it produces a sensation of numbness. It is freely soluble in alcohol but only slightly soluble in water(1–20,000 parts). Hexylresorcinol is an effective antiseptic,possessing both bactericidal and fungicidal properties.The phenol coefficient of hexylresorcinol against S. aureusis 98. As is typical for alkylated phenols, hexylresorcinol possesses surfactant properties. The compound also haslocal anesthetic activity. Hexylresorcinol is formulated into throat lozenges because of its local anesthetic and antisepticproperties. These preparations are probably of little value. Hexylresorcinol (in the concentration in thelozenge) is probably not antiseptic, and the local anestheticproperty can anesthetize the larynx, causing temporary laryngitis.
in vitro
previous results showed hexylresorcinol could inhibit both mono- and di-phenolase activity of mushroom tyrosinase. moreover, hexylresorcinol at 2 μm lengthened the lag period from 98 s to 26. hexylresorcinol could also display reversible inhibition of the enzyme. in addition, the kinetic analyses showed that hexylresorcinol was a competitive inhibitor with the apparent inhibition constant binding with free enzyme to be 0.443 μm for diphenolase [1].
in vivo
previous in vivo study showed that hexylresorcinol could induce chromosome aberrations in mouse eukaryotic cells at doses of 0.5, 0.05, and 0.005 mg/g and the metabolic transformation of hexylresorcinol decreased its genotoxic effect in mice. moreover, the mutagenic effect lasted for 3 days only at the highest dose of hexylresorcinol (0.5 mg/g). thus, hexylresorcinol doses less than 0.5 mg/g were metabolized within two days to the extent of the cytotoxic effect. in addition, hexylresorcinol was transformed at a rate of 0.0025–0.025 mg/day after a single administration to mice [2].
IC 50
1.24 μm
References
[1] chen qx,ke ln,song kk,huang h,liu xd. inhibitory effects of hexylresorcinol and dodecylresorcinol on mushroom (agaricus bisporus) tyrosinase. protein j.2004 feb;23(2):135-41.
[2] margulis ab,ozhiganova iv,bushmanova ov,kolpakov ai,il'inskaia on. hexylresorcinol induces chromosome aberrations in mouse peripheral blood cells. genetika. 2005 aug;41(8):1045-8.
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View Lastest Price from 4-Hexylresorcinol manufacturers
- Product
- 4-Hexylresorcinol 136-77-6
- Price
- US $2877.00-2450.00/ton
- Min. Order
- 1ton
- Purity
- 99%
- Supply Ability
- 500
- Release date
- 2023-09-15
- Product
- 4-Hexylresorcinol 136-77-6
- Price
- US $10.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-28
- Product
- 4-Hexylresorcinol 136-77-6
- Price
- US $150.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-04-26