8-Methoxypsoralen
- CAS No.
- 298-81-7
- Chemical Name:
- 8-Methoxypsoralen
- Synonyms
- XANTHOTOXIN;METHOXSALEN;Uvadex;Xanthoxin;AMMOIDIN;9-Methoxy-7H-furo[3,2-g]chromen-7-one;8-MOP;Oxsoralen;Methoxalen;Methoxsale
- CBNumber:
- CB6733540
- Molecular Formula:
- C12H8O4
- Molecular Weight:
- 216.19
- MOL File:
- 298-81-7.mol
- Modify Date:
- 2024/4/25 13:42:50
| Melting point | 148-150 °C(lit.) |
|---|---|
| Boiling point | 276.6°C (rough estimate) |
| Density | 1.1344 (rough estimate) |
| refractive index | 1.4270 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | H2O: slightly soluble |
| form | Needle-Like Crystals or Powder |
| color | white to yellow |
| Water Solubility | PRACTICALLY INSOLUBLE |
| Merck | 14,5988 |
| BRN | 196453 |
| LogP | 1.523 (est) |
| CAS DataBase Reference | 298-81-7(CAS DataBase Reference) |
| NIST Chemistry Reference | Methoxsalen(298-81-7) |
| IARC | 1 (Vol. 24, Sup 7, 100A) 2012 |
| EPA Substance Registry System | Methoxsalen (298-81-7) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H317-H341-H351 | |||||||||
| Precautionary statements | P202-P261-P280-P301+P312-P302+P352-P308+P313 | |||||||||
| Hazard Codes | Xn,T | |||||||||
| Risk Statements | 22-43-46-45-34 | |||||||||
| Safety Statements | 36/37-53-45-36/37/39-26 | |||||||||
| RIDADR | 3216 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | LV1400000 | |||||||||
| F | 10 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29322090 | |||||||||
| Toxicity | LD50 i.p. in rats: 470 ±30 mg/kg (Hakim) | |||||||||
| NFPA 704 |
|
8-Methoxypsoralen price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | M3501 | 8-Methoxypsoralen analytical standard | 298-81-7 | 1G | ₹3539.78 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR3040 | Methoxsalen pharmaceutical secondary standard, certified reference material | 298-81-7 | 500MG | ₹12394.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M3501 | 8-Methoxypsoralen analytical standard | 298-81-7 | 5G | ₹14094.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 56448 | Xanthotoxin analytical standard | 298-81-7 | 50MG | ₹9601.78 | 2022-06-14 | Buy |
| TCI Chemicals (India) | X0009 | Xanthotoxin min. 98.0 % | 298-81-7 | 100MG | ₹1800 | 2022-05-26 | Buy |
8-Methoxypsoralen Chemical Properties,Uses,Production
Description
8-Methoxypsoralen (8-MOP) and other psoralens are naturally found in plants, including common fruit and vegetable crops.
Chemical Properties
White to cream-colored, crystalline solid; odorless. Slightly soluble in alcohol; practically insoluble in water. Combustible.
Uses
8-Methoxypsoralen, is used in Photochemotherapy (methoxsalen with long wave ultraviolet radiation) is indicated for the repigmentation of idiopathic vitiligo. It is also used in Photopheresis (methoxsalen with long wave ultraviolet radiation of white blood cells) is indicated for use with the UVAR* System in the palliative treatment of the skin manifestations of cutaneous T-cell lymphoma.
Indications
Methoxsalen has effects similar to those of trioxsalen. Methoxsalen is superior to trioxsalen in producing erythema and tanning and is the drug used in PUVA therapy. Methoxsalen is also available as a 1% lotion.
Definition
ChEBI: A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis.
General Description
Odorless white to cream-colored crystalline solid. Bitter taste followed by tingling sensation.
Air & Water Reactions
Sensitive to light and air. Insoluble in water.
Reactivity Profile
8-Methoxypsoralen is incompatible with strong oxidizing agents.
Fire Hazard
Flash point data for 8-Methoxypsoralen are not available; however, 8-Methoxypsoralen is probably combustible.
Contact allergens
This fur(an)ocoumarin is an phototoxic compound that causes phototoxic dermatitis. Many plants of the Apiaceae–Umbelliferae and most of the Rutaceae family contain 5-methoxypsoralen and 8-methoxypsoralen. Their spectra is in the UVA range (300–360 nm). It is used in combination with UVA to treat various skin disorders such as psoriasis.
Safety Profile
Confirmed carcinogen. Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. A drug used to treat slun diseases.
Environmental Fate
The industrial use of 8-MOP results in its release into the environment through multiple pathways, and its existence as a natural substance in plants further expands exposure to the environment. Airborne 8-MOP will exist in the vapor and particulate phases, and will be degraded in air by reaction with photochemically produced hydroxyl radicals, with an estimated half-life of approximately 1.2 h, it may also be subject to direct photolysis by sunlight. Particulate 8-MOP will be removed from the atmosphere by wet or dry deposition. If released into the soil, it is expected to have high mobility and is not expected to volatilize. 8-MOP does not biodegrade. In aqueous environments, 8-MOP is not expected to hydrolyze, it will, however, adsorb to suspended solids and sediment. Due to 8-MOP’Ks resistance to degradation by many routes, it is expected to remain in the environment for a prolonged period, and as such will also be subject to long-range transport. 8-MOP has an estimated bioconcentration factor (BCF) of 9, meaning that bioconcentration and bioaccumulation are low in aquatic organisms.
Purification Methods
Purify xanthotoxin by recrystallisation from *C6H6/pet ether (b 60-80o) to give silky needles, or from EtOH/Et2O to give rhombic prisms or from hot H2O to give needles. It is soluble in aqueous alkali due to ring opening of the cyclic lactone but recyclises upon acidification. It has UV max in EtOH at 219, 249 and 300nm (log 4.32, 4.35 and 4.06) and 1H NMR in CDCl3 with at 7.76 (d, 1H, J 10 Hz), 7.71 (d, 1H, J 2.5 Hz), 7.38 (s, 1H), 6.84 (d, 1H, J 2.5 Hz), 6.39 (d, 1H, J 10 Hz) and 4.28 (s, 3H)ppm. [Nore & Honkanen J Heterocycl Chem 17 985 1980.] It is a DNA intercalator, is used in the treatment of dermal diseases, and is a human carcinogen [Tessman et al. Biochemistry 24 1669 1985.] [Beilstein 19 I 711, 19/6 V 15.]
8-Methoxypsoralen Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| chakrachem Lifesciences | +91 9902744663 | Hyderabad, India | 451 | 58 | Inquiry |
| Biosyn Research Chemicals | +91-91-9346022300 +91-9346022300 | Telangana, India | 465 | 58 | Inquiry |
| Himpharm | +91-9816648055 +91-9816664455 | Himachal Pradesh, India | 29 | 58 | Inquiry |
| Solara Active Pharma Sciences Ltd | +91-8046632100 +91-7075706520 | Bangalore, India | 65 | 58 | Inquiry |
| Wanbury Limited | +91-2271963222 +91-2267942222 | Maharashtra, India | 17 | 58 | Inquiry |
| Inga Pharmaceuticals | +91-2228202932 +91-2228202932 | Maharashtra, India | 38 | 58 | Inquiry |
| Namiex Chemicals Private Limited | +91-1862225256 +91-9988625256 | Punjab, India | 13 | 58 | Inquiry |
| Ambe Phytoextracts Private Limited | +91-1143764376 +91-1143764376 | New Delhi, India | 37 | 58 | Inquiry |
| The Gwalior Forest Products Ltd | +91-9301541750 +91-9425429994 | Madhya Pradesh, India | 11 | 58 | Inquiry |
| Indo Phytochem Pharmaceuticals | +91-9315656907 +91-9816687908 | Himachal Pradesh, India | 11 | 58 | Inquiry |
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