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Published TCIMAIL newest issue No.197
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CAS RN: 484-20-8 | Product Number: B2840
Bergapten
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Purity: >98.0%(GC)
Synonyms:
- 4-Methoxyfuro[3,2-g]benzopyran-7-one
- 5-Methoxypsoralen
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 1G |
€107.00
|
Contact Us | 27 |
|
| 5G |
€343.00
|
6 | 2 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | B2840 |
| Purity / Analysis Method | >98.0%(GC) |
| Molecular Formula / Molecular Weight | C__1__2H__8O__4 = 216.19 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Condition to Avoid | Light Sensitive |
| CAS RN | 484-20-8 |
| Reaxys Registry Number | 19560 |
| PubChem Substance ID | 87558737 |
| Merck Index (14) | 1157 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(GC) | min. 98.0 % |
| Melting point | 189.0 to 193.0 °C |
| NMR | confirm to structure |
Properties (reference)
| Melting Point | 191 °C |
| Maximum Absorption Wavelength | 480(MeOH) nm |
| Solubility (soluble in) | Ether |
| Solubility (slightly sol. in) | Alcohol, Benzene, Chloroform |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H317 : May cause an allergic skin reaction. H350 : May cause cancer. |
| Precautionary Statements | P261 : Avoid breathing dust. P201 : Obtain special instructions before use. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P362 + P364 : Take off contaminated clothing and wash it before reuse. P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention. |
Related Laws:
| EC Number | 207-604-5 |
| RTECS# | LV1300000 |
Transport Information:
| HS Number | 2932209090 |
Application
5-Methoxypsoralen (5-MOP): A Photosensitizer in Combination with UV-A irradiation, called PUVA
5-Methoxypsoralen (5-MOP), 8-methoxypsoralen (8-MOP) [X0009] and 4,5',8-trimethylpsoralen [T2267] are naturally occurring linear psoralens (furocoumarins). They have been successfully used as photosensitizers in combination with UV-A irradiation which is called the psoralen-based PUVA (psoralen + UV-A) to manage dermatological diseases, such as psoriasis, vitiligo and cancer. Reportedly, the most important mechanism implies the [2 + 2] cycloaddition photoreaction of psoralen and a DNA pyrimidine nucleobase. The formation of psoralen-pyrimidine adducts prevents the division of the injured cells. In another photoreaction, the activated psoralen can transfer energy to molecular oxygen to generate reactive radicals or excited singlet oxygen which becomes prone to damage the membrane of the harmed cell. In addition, 5-MOP and 8-MOP work as Cytochrome P450 inhibitors. (The product is for research purpose only.)
References
- The evolution of photochemotherapy with psoralens and UVA (PUVA): 2000 BC to 1992 AD (a review)
- 5-Methoxypsoralen: a review of its effects in psoriasis and vitiligo (a review)
- Photoreactivity of Furocoumarins and DNA in PUVA Therapy: Formation of Psoralen－Thymine Adducts
- Mechanism-Based Inactivation of Cytochrome P450 2B1 by 8-Methoxypsoralen and Several Other Furanocoumarins
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