5-Methoxypsoralen

HCID 2355CAS 484-20-8

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Basic information

Standard SMILES
COc1c2ccoc2cc2oc(=O)ccc12
InChIKey
BGEBZHIAGXMEMV-UHFFFAOYSA-N
Molecular formula
C12H8O4
Average molar mass
216.192 g/mol
Monoisotopic mass
216.04225874

Names & identifiers

Preferred name
5-Methoxypsoralen
IUPAC
4-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one
English name
Bergapten
Molecular formula
C12H8O4
Molecular weight
216.19

Names & synonyms

5-METHOXYPSORALENMAJUDIN5-MOPBergaptene4-MOPGeralenHERACLINNSC 95437BERGAPTENBergaptan

Database identifiers

CAS
484-20-8
PubChem CID
2355
DTXSID
DTXSID1025560
ChEMBL
CHEMBL24171
ChEBI
CHEBI:18293
UNII
4FVK84C92X
EC Number
207-604-5
Nikkaji
J12.563F

Properties

Physicochemical properties

Melting point
190 · 190-193 °C(lit.)
Boiling point
276.6 °C · 276.6°C (rough estimate)
Density
1.1344 · 1.1344 (rough estimate)
refractive index
1.427 · 1.4270 (estimate)
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

Safety & regulation

Safety data

F
8-10
PPE
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk
2
rtecs
LV1300000
hs_code
29322090
risk_code
43-45

Chemistry & industry

Applications · 8 items

DescriptionBergapten exists in roots, stems, and leaves of a variety of Rutaceae, Umbelliferae, and leguminous plants such as ephedra, fennel, and vetch.

HistoryIt was first isolated from a plant called Ammi majus L in 1947. It was first synthesized by JEAN and JACQUES in 1982. The efficacy of psoralen in the treatment of psoriasis and other skin diseases has been studied in modern medicine, and more and more studies have proven that the extracts and derivatives of psoralen have significant effect on the treatment of various skin diseases. Bergapten used in the treatment of PUVA (psoralen plus ultraviolet) and treatment of vitiligo has more than 20years of history. 8-Methoxypsoralen in the treatment of psoriasis frequently has a problem of phototoxicity and drug intolerance. Therefore, researchers have studied 5-MOP (5-methoxypsoralen) on this basis. The results showed that the 5-methoxypsoralen has a close effect and fewer side effects of the treatment companies with the 8-methoxypsoralen with a double dose.

UsesHas been used to promote tanning in suntan preparations.

Usesantipsoriatic, antiinflammatory

UsesNaturally occurring analog of Psoralen ( P839800) and metabolite of 8-Methoxy Psoralen (M260795). Antipsoriatic.

UsesA psoralen phytotoxic citrus essential oil found in bergamont

UsesNaturally occurring analog of psoralen and isomer of methoxsalen. Found in a wide variety of plants. Antipsoriatic

General DescriptionGrayish-white microcrystalline powder or yellow fluffy solid.

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]

Additional notes

DefinitionChEBI: A 5-methoxyfurocoumarin that is psoralen substituted by a methoxy group at position 5.

Related reactions

3 records

Linked notes

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