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CAS No.: | 126-07-8 |
---|---|
Name: | (+)-Griseofulvin |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C17H17ClO6 |
Molecular Weight: | 352.771 |
Synonyms: | Spiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione,7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)-;7-Chloro-2',4,6-trimethoxy-6'b-methylspiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione;Amudane;Curling factor;Fulcin;Fulvicin;Fulvicin P/G;Fulvicin U/F;Fulvidex;Fulvina;Fulvinil;Fulvistatin;Gricin;Grifulin;Grifulvin;Gris-PEG;Grisactin;Grisefulin;Griseofulvin, (+)-;Grisofulvin;Grisovin;Grysio;Idifulvin;Likuden;Polygris;Poncyl;Spirofulvin;Xuanjing; |
EINECS: | 204-767-4 |
Density: | 1.38 g/cm3 |
Melting Point: | 218-220 °C(lit.) |
Boiling Point: | 570.4 °C at 760 mmHg |
Flash Point: | 228 °C |
Solubility: | practically insoluble in water |
Appearance: | crystalline solid |
Hazard Symbols: | T,Xn |
Risk Codes: | 60-61-40-43-45 |
Safety: | 53-22-36/37/39-45 |
PSA: | 71.06000 |
LogP: | 2.81030 |
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; | 95% |
diazomethane
(2S,2'R)-7-chloro-4,6-dimethoxy-2'-methyl-3H-spiro[benzofuran-2,1'-cyclohexane]-3,4',6'-trione
A
(2S,6'R)-(7-chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1'-(4'-methoxy-6'-methylcyclohex-3'-ene-2'-one)
B
griseofulvin
Conditions | Yield |
---|---|
With diethyl ether |
methanol
A
(2S,6'R)-(7-chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1'-(4'-methoxy-6'-methylcyclohex-3'-ene-2'-one)
B
griseofulvin
Conditions | Yield |
---|---|
With hydrogenchloride |
sodium methylate
(+)-epigriseofulvin
griseofulvin
(-)-dihydrogriseofulvin
A
(-)-2',3'-dihydrodehydrogriseofulvin
B
griseofulvin
Conditions | Yield |
---|---|
With selenium(IV) oxide In tert-butyl alcohol for 10h; Heating; |
Conditions | Yield |
---|---|
Product distribution; microbal transformation by seven streptomyces species; |
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; pH 7.0 phosphate buffer; Streptomyces cinereocrocatus cell-free culture; NADPH In water; acetone at 28℃; for 5h; Product distribution; effect of NADH/NADPH ratio; |
Conditions | Yield |
---|---|
In water; acetone at 28℃; for 72h; Streptomyces cinereocrocatus NRRL 3443; |
Conditions | Yield |
---|---|
Product distribution; microbal transformation by seven streptomyces species; |
diazomethane
A
(2S,6'R)-(7-chloro-4,6-dimethoxy-benzofuran-3-on)-2-spiro-1'-(4'-methoxy-6'-methylcyclohex-3'-ene-2'-one)
B
griseofulvin
Conditions | Yield |
---|---|
With diethyl ether |
Molecular Structure:
Molecular Formula: C17H17ClO6
Molecular Weight: 352.7663
IUPAC Name: (2S,5'R)-7-Chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
Synonyms of Griseofulvin (CAS NO.126-07-8): Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S,6'R)- ; Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)- ; Griseofulvin [USAN:INN:BAN:JAN] ; Fulvidex (Veterinary)
CAS NO: 126-07-8
Classification Code: Agricultural Chemical ; Anti-Infective Agents ; Antibiotics, antifungal ; Antifungal ; Antifungal Agents ; Drug / Therapeutic Agent ; Fungicide, bactericide, wood preservative ; Mutation data ; Natural Product ; Reproductive Effect ; Tumor data
Melting point: 218-220 °C
Index of Refraction: 1.583
Molar Refractivity: 85.27 cm3
Molar Volume: 255.1 cm3
Surface Tension: 52.5 dyne/cm
Density: 1.38 g/cm3
Flash Point: 228 °C
Enthalpy of Vaporization: 85.55 kJ/mol
Boiling Point: 570.4 °C at 760 mmHg
Vapour Pressure: 5.07E-13 mmHg at 25°C
Griseofulvin (CAS NO.126-07-8) is used both in animal and in humans, to treat rigworm infections of the skin and nails. It is used for the variety of goods to inhibit dermatophytes, including Paper Table is Trichophyton mentagrophytes, Trichophyton mentagrophytes Paper is a small genus spores. Right from tinea versicolor, a white beads containing bacteria and bacterial invalid. Inhibitory effect of the goods, to the vigorous growth of fungal effective. The sensitive goods for tinea capitis caused by fungi, onychomycosis, Diez watts ringworm, tinea pedis objects and body ringworm.
Griseofulvin (CAS NO.126-07-8) was ousted Penicillium (Penicilli-um griseofulvum) Training fermentation liquid extraction system of antibiotics.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | intravenous | 280mg/kg (280mg/kg) | Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960. | |
mouse | LD50 | oral | > 50gm/kg (50000mg/kg) | Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960. | |
mouse | LD50 | subcutaneous | > 12gm/kg (12000mg/kg) | Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960. | |
rat | LD50 | intraperitoneal | > 5gm/kg (5000mg/kg) | Toxicology and Applied Pharmacology. Vol. 2, Pg. 44, 1960. | |
rat | LD50 | intravenous | 400mg/kg (400mg/kg) | BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE | Nature. Vol. 182, Pg. 1320, 1958. |
rat | LD50 | oral | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 215, 1982. |
IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(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 Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 10 , 1976,p. 153.(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) . EPA Genetic Toxicology Program.
Hazard Codes of Griseofulvin (CAS NO.126-07-8): T,Xn
Risk Statements: 60-61-40-43-45
R60: May impair fertility.
R61: May cause harm to the unborn child.
R40: Limited evidence of a carcinogenic effect.
R43: May cause sensitization by skin contact.
R45: May cause cancer.
Safety Statements: 53-22-36/37/39-45
S53: Avoid exposure - obtain special instructions before use.
S22: Do not breathe dust.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: WG9800000
Confirmed carcinogen with experimental neoplastigenic and teratogenic data. Poison by intravenous and intraperitoneal routes. Moderately toxic by subcutaneous route. Human mutation data reported. Experimental reproductive effects. Used as an antibiotic, pharmaceutical, and veterinary drug. When heated to decomposition it emits toxic fumes of Cl−.
Precautions: Keep away from heat. Keep away from sources of ignition. Do not ingest. Do not breathe dust. Wear suitable protective clothing. If ingested, seek medical advice immediately and show the container or the label. Keep away from incompatibles such as oxidizing agents.
Storage: Keep container tightly closed. Keep container in a cool, well-ventilated area.