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298-81-7

Basic Information
CAS No.: 298-81-7
Name: 7H-Furo[3,2-g][1]benzopyran-7-one,9-methoxy-
Article Data: 37
Cas Database
Molecular Structure:
Molecular Structure of 298-81-7 (7H-Furo[3,2-g][1]benzopyran-7-one,9-methoxy-)
Formula: C12H8O4
Molecular Weight: 216.193
Synonyms: 5-Benzofuranacrylicacid, 6-hydroxy-7-methoxy-, d-lactone (7CI);8-MOP;8-MP;8-Methoxy-6,7-furanocoumarin;8-Methoxy[furano-3',2':6,7-coumarin];8-Methoxypsoralene;Ammodin;Ammoidin;Deltapsoralen;Geroxalen;Meladinin;Meladinine;Meladoxen;Meloxine;Methoxa-Dome;Methoxsalen;Methoxsalene;NSC 45923;New-Meladinin;Oxsoralen;OxsoralenLotion;Oxsoralen-Ultra;Oxypsoralen;Puvalen;Puvamet;Uvadex;Xanthotoxin;Xanthotoxine;
EINECS: 206-066-9
Density: 1.368 g/cm3
Melting Point: 148-150 °C(lit.)
Boiling Point: 414.795 °C at 760 mmHg
Flash Point: 204.661 °C
Solubility: practically insoluble in water
Appearance: Crystalline Solid
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 22-43-46-45-34
Safety: 36/37-53-45-36/37/39-26
Transport Information: UN 3216
PSA: 52.58000
LogP: 2.54780
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Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 1 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 7 ,1987,p. 243.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 24 ,1980,p. 101.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of chemicals to Man . 24 ,1980,p. 101.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Specification

The Xanthotoxin is an organic compound with the formula C12H8O4. The IUPAC name of this chemical is 9-methoxyfuro[3,2-g]chromen-7-one. With the CAS registry number 298-81-7, it is also named as 6-Hydroxy-7-methoxy-5-benzofuranacrylic Acid d-Lactone. The product's categories are Intermediates & Fine Chemicals; Pharmaceuticals; Cytochrome P450 isozyme. Besides, it is a crystalline solid, which can be used in treatment of psoriasis and mycosis fungoides.

Physical properties about Xanthotoxin are: (1)ACD/LogP: 1.52; (2)ACD/LogD (pH 5.5): 1.523; (3)ACD/LogD (pH 7.4): 1.523; (4)ACD/BCF (pH 5.5): 8.463; (5)ACD/BCF (pH 7.4): 8.463; (6)ACD/KOC (pH 5.5): 160.531; (7)ACD/KOC (pH 7.4): 160.531; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 48.67 Å2; (11)Index of Refraction: 1.635; (12)Molar Refractivity: 56.587 cm3; (13)Molar Volume: 158.01 cm3; (14)Polarizability: 22.433×10-24cm3; (15)Surface Tension: 52.035 dyne/cm; (16)Density: 1.368 g/cm3; (17)Flash Point: 204.661 °C; (18)Enthalpy of Vaporization: 66.778 kJ/mol; (19)Boiling Point: 414.795 °C at 760 mmHg.

Preparation: this chemical can be prepared by 9-methoxy-7-oxo-7H-furo[3,2-g]chromene-6-carboxylic acid. This reaction will need reagent Copper powder, quinoline. The reaction time is 60 min by heating. The yield is about 72%.



Uses of Xanthotoxin: it can be used to produce 9-methoxy-furo[3,2-g]chromene-7-thione. It will need reagent phosphorus (V)-sulfide and xylene.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and can cause burns and cancer. Please avoid exposure - obtain special instructions before use. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical may cause sensitisation by skin contact and may cause sensitisation by inhalation and skin contact. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: COc1c2c(ccc(=O)o2)cc3c1occ3
(2)InChI: InChI=1/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3
(3)InChIKey: QXKHYNVANLEOEG-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3
(5)Std. InChIKey: QXKHYNVANLEOEG-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 505mg/kg (505mg/kg)   "Psoralens in Cosmetics and Dermatology, Proceedings of the International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris, Pergamon Press France, 1981Vol. -, Pg. 303, 1981.
mouse LD50 intraperitoneal 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.

mouse LD50 oral 423mg/kg (423mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
mouse LD50 subcutaneous 860mg/kg (860mg/kg)   Drugs in Japan Vol. 6, Pg. 837, 1982.
rat LD50 intraperitoneal 158mg/kg (158mg/kg)   Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
rat LD50 oral 791mg/kg (791mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
rat LD50 subcutaneous 1880mg/kg (1880mg/kg)   Drugs in Japan Vol. -, Pg. 1372, 1995.