8-Methoxypsoralen

SKU: M0156

Category: Phytochemicals

Synonyms: 8-MP , 8-MOP , 8-Methoxy-6,7-furanocoumarin , 9-Methoxyfuro[3,2-g][1]benzopyran-7-one , 5-Demethoxyisoimpinellin , Ammoidin , Methoxsalen , Xanthotoxin; 298-81-7
CAS-Number: C₁₂H₈O₄
Molecular Formula: 216.19
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥95% (HPLC)
Identity: 1H-NMR
Appearance: White to yellow powder

Properties

Melting Point: 148-150°C (lit.)
Solvents: water (slighly), acetic acid

Long Term Storage: -20°C
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.
Handling Advice: Protect from light and moisture.
Short Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods
Signal word: Warning
GHS Symbol: GHS07+GHS08
Precautionary statements: P280
Hazard statements: H302-H317

Description: Methoxsalen (8-Methoxypsoralen) is a potent tricyclic furocoumarin suicide inhibitor of CYP (cytochrome P-450). Has more potency than 5-MOP, 5-OH-P, DH-8-MOP and psoralen in inhibiting CYP2B1 (cytochrome P-450 2B1). Completely inhibits the metabolism of nicotine in vitro. Inhibits the metabolism of caffeine. Methoxsalen is a drug with photoactivating properties used to treat psoriasis, eczema, vitiligo and some cutaneous lymphomas in conjunction with exposing the skin to UVA light. Upon photoactivation, ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms.
References: (1) A. Lassus, et al., Photodermatol. 1, 170 (1984) , (2) F.A. de Wolff, et al., Clin. Pharmacokinet. 11, 62 (1986) , (3) G. Labbe, et al., Biochem. Pharmacol. 36, 907 (1987) , (4) D.C. Mays, et al., Clin. Pharmacol. Ther. 42, 621 (1987) , (5) G. Labbe, et al., J. Pharmacol. Exp. Ther. 250, 1034 (1989) , (6) H.G. Jeong, et al., BBRC 208, 1124 (1995) , (7) J.H. Gwang, Cancer Lett. 109, 115 (1996) , (8) M. Farhadi, et al., Cell J. 15, 348 (2014) , (9) D. Bagdas, et al., Neuropharmacol. 85, 67 (2014)
InChi Key: QXKHYNVANLEOEG-UHFFFAOYSA-N
Smiles: COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2

Methoxsalen (8-Methoxypsoralen) is a potent tricyclic furocoumarin suicide inhibitor of CYP (cytochrome P-450). Has more potency than 5-MOP, 5-OH-P, DH-8-MOP and psoralen in inhibiting CYP2B1 (cytochrome P-450 2B1). Completely inhibits the metabolism of nicotine in vitro. Inhibits the metabolism of caffeine. Methoxsalen is a drug with photoactivating properties used to treat psoriasis, eczema, vitiligo and some cutaneous lymphomas in conjunction with exposing the skin to UVA light. Upon photoactivation, ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms.

Artikelnummer: M0156 Kategorie: Phytochemicals

Zusätzliche Information

Zusätzliche Information

Synonyms	8-MP, 8-MOP, 8-Methoxy-6,7-furanocoumarin, 9-Methoxyfuro[3,2-g][1]benzopyran-7-one, 5-Demethoxyisoimpinellin, Ammoidin, Methoxsalen, Xanthotoxin
Purity	≥95% (HPLC)
Appearance	White to yellow powder
CAS-Number	298-81-7
Molecular Formula	C12H8O4
Molecular Weight	216.19
Identity	1H-NMR
Solvents	water (slighly), acetic acid
Melting Point	148-150°C (lit.)
Smiles	COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2
InChi Key	QXKHYNVANLEOEG-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Hazard statements	H302-H317
Precautionary statements	P280
GHS Symbol	GHS07+GHS08
Signal word	Warning
Transportation	Not dangerous goods
References	(1) A. Lassus, et al., Photodermatol. 1, 170 (1984), (2) F.A. de Wolff, et al., Clin. Pharmacokinet. 11, 62 (1986), (3) G. Labbe, et al., Biochem. Pharmacol. 36, 907 (1987), (4) D.C. Mays, et al., Clin. Pharmacol. Ther. 42, 621 (1987), (5) G. Labbe, et al., J. Pharmacol. Exp. Ther. 250, 1034 (1989), (6) H.G. Jeong, et al., BBRC 208, 1124 (1995), (7) J.H. Gwang, Cancer Lett. 109, 115 (1996), (8) M. Farhadi, et al., Cell J. 15, 348 (2014), (9) D. Bagdas, et al., Neuropharmacol. 85, 67 (2014)
Quantity	5 g, Bulk