(+)-griseofulvin

7-chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione

CAS: 126-07-8 C17 H17 Cl O6 MW: 352.76969000

Identification

Name(+)-griseofulvin
IUPAC(2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
CAS Number126-07-8
EINECS204-767-4
FDA UNII32HRV3E3D5
Molecular FormulaC17 H17 Cl O6
Molecular Weight352.76969000
MDL NumberMFCD00082343
Nikkaji NumberJ4.418K
Beilstein0095226
XlogP32.20 (est)

Regulatory

Physical Properties

Appearance white to pale cream crystalline powder (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 220.00 °C. @ 760.00 mm Hg
Boiling Point 570.40 °C. @ 760.00 mm Hg (est)
Flash Point 442.00 °F. TCC ( 228.00 °C. ) (est)
logP (o/w) 2.180
Soluble in water, 81.96 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 200 mg/kg
Dermal Toxicitysubcutaneous-mouse LD50 > 12000 mg/kg
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorypharmaceuticals / chemical synthisis
Recommendation for (+)-griseofulvin usage levels up tonot for fragrance use.
Recommendation for (+)-griseofulvin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

amudane biogrisin-FP (1'S,6'R)-7- chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione (1'S-trans)- 7- chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-cyclohex-2'-ene)-3,4'-dione 1'S-trans)- 7- chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-cyclohex-2'-ene)-3,4'-dione 7- chloro-2',4,6-trimethoxy-6'beta-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione (2S,5'R)-7- chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione 7- chloro-4,6-dimethoxycoumaran-3-one-2-spiro-1'-(2'-methoxy-6'-methylcyclohex-2'-en-4'-one) 7- chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione delmofulvina fulcin fulcine fulvican grisactin fulvicin fulvicin bolus fulvicin P/G fulvicin P/G 165 fulvicin P/G 330 fulvicin-P/G fulvicin-U/F fulvicin-U/F Powder and Tablets fulvidex fulvina fulvinil fulvistatin fungivin greosin gresfeed gricin grifulin grifulvin grifulvin V gris-PEG grisactin grisactin ultra grisactin V griscofulvin grisefuline griseo griseofulvin griseofulvin [USP:INN:BAN:JAN] griseofulvin [USP:INN] griseofulvin forte griseofulvin microsize griseofulvin-forte griseofulvina griseofulvine griseofulvinum griseomix grisetin grisofulvin grisovin grizeofulvin grysio guservin lamoryl likuden murfulvin neo-fulcin poncyl spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)- 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-, (2S-trans)- spirofulvin ultragris-165 ultragris-330 xuanjing PubMed: An in vitro antibacterial and antifungal effects of cadmium(II) complexes of hexamethyltetraazacyclotetradecadiene and isomers of its saturated analogue. PubMed: Effects of added surfactant on swelling and molecular transport in drug-loaded tablets based on hydrophobically modified poly(acrylic acid). PubMed: Thermal gelation of aqueous hydroxypropylmethylcellulose solutions with SDS and hydrophobic drug particles. PubMed: Metabolite profiling using liquid chromatography/quadrupole time-of-flight mass spectrometry for the identification of a suitable marker and target matrix of griseofulvin use in bovines. PubMed: Organized polysaccharide fibers as stable drug carriers. PubMed: Synthesis of 4'-thiosemicarbazonegriseofulvin and its effects on the control of enzymatic browning and postharvest disease of fruits. PubMed: Microscopic fungi recovered from honey and their toxinogenity. PubMed: Synthesis and fungicidal activity of novel 3-(substituted/unsubstituted phenylselenonyl)-1-ribosyl/deoxyribosyl-1H-1,2,4-triazole. PubMed: Fungal toenail infections. PubMed: Fungi on wheat bran and their toxinogenity. 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PubMed: Characterization of molds from dry-cured meat products and their metabolites by micellar electrokinetic capillary electrophoresis and random amplified polymorphic DNA PCR. PubMed: The systemic treatment of onychomycosis. PubMed: Solid-state fermentation for production of griseofulvin on rice bran using Penicillium griseofulvum. PubMed: Supercritical carbon dioxide extraction of griseofulvin from the solid matrix obtained after solid-state fermentation. PubMed: Determination of Penicillium mycotoxins in foods and feeds using liquid chromatography-mass spectrometry. PubMed: Food-drug interactions. PubMed: Ciclopirox nail lacquer and podiatric practice. PubMed: Oral griseofulvin remains the treatment of choice for tinea capitis in children. PubMed: The evolving role of itraconazole, fluconazole and terbinafine in the treatment of tinea capitis. PubMed: Use of propolis and ultragriseofulvin to inhibit aflatoxigenic fungi. PubMed: [Influence of foods on the absorption of antimicrobial agents]. PubMed: Current issues in onychomycosis. PubMed: Update on the management of onychomycosis: highlights of the Third Annual International Summit on Cutaneous Antifungal Therapy. PubMed: Estimation of the increase in solubility of drugs as a function of bile salt concentration. PubMed: The systemic treatment of onychomycosis. PubMed: Interactions of warfarin with drugs and food. PubMed: Management errors leading to unnecessary hospitalization for kerion. PubMed: Estrogen dose in oral contraceptives: FDA committee examines safety and utility of 50 mcg estrogen OCs. PubMed: Pharmacokinetic optimisation of oral antifungal therapy. PubMed: Influence of higher rates of agitation on release patterns of immediate-release drug products. PubMed: Mycotoxins and mycotoxigenic moulds in nuts and sunflower seeds for human consumption. PubMed: Is a diurnal rhythm in bioavailability caused by a rhythm in intestinal absorption? PubMed: Differentiation of Penicillium griseofulvum Dierckx isolates by enzyme assays and by patulin and griseofulvin analyses. PubMed: The bioavailability of griseofulvin from microsized and ultramicrosized tablets in nonfasting volunteers. PubMed: In vitro dissolution profile of water-insoluble drug dosage forms in the presence of surfactants. PubMed: Standardized high-performance liquid chromatography of 182 mycotoxins and other fungal metabolites based on alkylphenone retention indices and UV-VIS spectra (diode array detection). PubMed: Cyclopiazonic acid production by cultures of Aspergillus and Penicillium species isolated from dried beans, corn meal, macaroni, and pecans. PubMed: Indirect spectrophotometric methods for the determination of antibiotics with iodine or periodate, and metol and sulphanilamide. PubMed: Metabolic mechanisms of drug-nutrient interactions. PubMed: Bioavailability of griseofulvin plain tablets in stomach-emptying controlled rabbits and the correlation with bioavailability in humans. PubMed: Pharmacologic review: a review of the literature of ketoconazole therapy in the treatment of tinea pedis and onychomycosis. PubMed: Effect of food on the bioavailability of griseofulvin from microsize and PEG ultramicrosize (GRIS-PEG) plain tablets. PubMed: Physiological criteria and mycotoxin production as AIDS in identification of common asymmetric penicillia. PubMed: [Carcinogenic fungi (author's transl)]. PubMed: [Foods as interfering factors in pharmacotherapy--shown by various examples]. PubMed: Carcinogens occurring naturally in foods. PubMed: Mycotoxin-producing potential of mold flora of dried beans. PubMed: Brine shrimp (Artemia salina L.) larvae as a screening system for fungal toxins. PubMed: NATURAL, METALLIC AND OTHER SUBSTANCES, AS CARCINOGENS.