(+)-Griseofulvin
- CAS No.
- 126-07-8
- Chemical Name:
- (+)-Griseofulvin
- Synonyms
- GRISEOFULVIN;Griseo;Grisovi;Gris-peg;Fulvicin;Grisactin;Grifulvin V;Grisofulvin;Grysio;Poncyl
- CBNumber:
- CB1766075
- Molecular Formula:
- C17H17ClO6
- Molecular Weight:
- 352.77
- MOL File:
- 126-07-8.mol
- Modify Date:
- 2024/9/5 22:20:32
| Melting point | 218-220 °C(lit.) |
|---|---|
| alpha | 354 º (c=1, dimethylform) |
| Boiling point | 469.04°C (rough estimate) |
| Density | 1.2579 (rough estimate) |
| refractive index | 1.4429 (estimate) |
| storage temp. | 2-8°C |
| solubility | Practically insoluble in water, freely soluble in dimethylformamide and in tetrachloroethane, slightly soluble in anhydrous ethanol and in methanol |
| form | Powder |
| color | White to yellow-white |
| Water Solubility | practically insoluble |
| λmax | 321nm(CHCl3)(lit.) |
| Merck | 14,4549 |
| BRN | 95226 |
| BCS Class | 2 (CLogP), 4 (LogP) |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO, ethanol, or DMF may be stored at -20° for up to 3 months. |
| InChIKey | DDUHZTYCFQRHIY-RBHXEPJQSA-N |
| LogP | 2.180 |
| CAS DataBase Reference | 126-07-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Griseofulvin(126-07-8) |
| IARC | 2B (Vol. Sup 7, 79) 2001 |
| EPA Substance Registry System | Griseofulvin (126-07-8) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H317-H351-H360FD | |||||||||
| Precautionary statements | P202-P261-P272-P280-P302+P352-P308+P313 | |||||||||
| Hazard Codes | T,Xn | |||||||||
| Risk Statements | 60-61-40-43-45 | |||||||||
| Safety Statements | 53-22-36/37/39-45 | |||||||||
| RIDADR | UN 1648 3 / PGII | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | WG9800000 | |||||||||
| HS Code | 29419090 | |||||||||
| Toxicity | LD50 oral in rat: > 10gm/kg | |||||||||
| NFPA 704 |
|
(+)-Griseofulvin price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | G4753 | Griseofulvin from Penicillium griseofulvum, 97.0-102.0% | 126-07-8 | 5G | ₹4849.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1534 | Griseofulvin Pharmaceutical Secondary Standard; Certified Reference Material | 126-07-8 | 1G | ₹9103.83 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | G4753 | Griseofulvin from Penicillium griseofulvum, 97.0-102.0% | 126-07-8 | 25G | ₹19322.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | G4753 | Griseofulvin from Penicillium griseofulvum, 97.0-102.0% | 126-07-8 | 50G | ₹28989.35 | 2022-06-14 | Buy |
| TCI Chemicals (India) | G0384 | (+)-Griseofulvin | 126-07-8 | 5G | ₹2200 | 2022-05-26 | Buy |
(+)-Griseofulvin Chemical Properties,Uses,Production
Chemical Properties
Crystalline Solid
Uses
It is an antifungal drug. It is used both in animal and in humans, to treat rigworm infections of the skin and nails. It is derived from the mold Penicillium griseofulvum.Environmental contaminants; Food contaminants.
Indications
Griseofulvin (Fulvicin, Grifulvin V) has been used safely and effectively for decades for dermatophyte infections of scalp and nails and for more widespread skin eruptions. However, infections in certain sites (e.g.. toenails) respond poorly. The drug is generally well tolerated, even in the long-term courses necessary for nail disease.
Definition
ChEBI: An oxaspiro compound produced by Penicillium griseofulvum. It is used by mouth as an antifungal drug for infections involving the scalp, hair, nails and skin that do not respond to topical treatment.
World Health Organization (WHO)
Griseofulvin, isolated from a penicillin producing mould, has been widely used as a systemically administered antifungal agent in man for over 20 years. It is effective in dermatophyte infections (including tinea barbae and tinea capitis) but it is inactive against yeasts and bacteria. Evidence that very high doses of griseofulvin are carcinogenic, teratogenic and fetotoxic in laboratory animals has led to an acceptance that it should not be used to treat trivial infections that respond to topical therapy. Oral formulations of griseofulvin are included in the WHO Model List of Essential Drugs. (Reference: (WHTAC1) The Use of Essential Drugs, 2nd Report of the WHO Expert Committee, 722, , 1985)
Antimicrobial activity
The spectrum of useful activity is restricted to dermatophytes causing skin, nail and hair infections (Epidermophyton, Microsporum and Trichophyton spp.). Resistance has seldom been reported.
General Description
White to pale cream-colored crystalline powder. Odorless or almost odorless. Tasteless. Sublimes without decomposition at 410°F.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
(+)-Griseofulvin is incompatible with strong oxidizing agents. .
Hazard
Possible carcinogen.
Fire Hazard
Flash point data for (+)-Griseofulvin are not available. (+)-Griseofulvin is probably combustible.
Pharmaceutical Applications
A fermentation product of various species of Penicillium, including Pen. griseofulvum. Available as fine-particle or ultrafine- particle formulations for oral use.
Mechanism of action
The mechanism of action of griseofulvin is through binding to the protein tubulin, which interferes with the function of the mitotic spindle and, thereby, inhibits cell division. Griseofulvin also may interfere directly with DNA replication. Griseofulvin is gradually being replaced by newer agents .
Pharmacokinetics
Absorption from the gastrointestinal tract is dependent on drug formulation. Administration with a high-fat meal will increase the rate and extent of absorption, but individuals tend to achieve consistently high or low blood concentrations. It appears in the stratum corneum within 4–8 h as a result of secretion in perspiration. However, levels begin to fall soon after the drug is discontinued, and within 48–72 h it can no longer be detected. It is metabolized in the liver, the metabolites being excreted in the urine. The elimination half-life is 9–21 h.
Clinical Use
Dermatophyte infections of hair, skin and nail
Side effects
Adverse reactions occur in about 15% of patients and include headache, nausea, vomiting, rashes and photosensitivity.
Metabolism
Griseofulvin is metabolized by the liver, and its metabolites are excreted in the urine. It is highly protein bound and, therefore, may have high tissue levels. However, tissue levels decrease and fall as soon as griseofulvin is discontinued such that its presence is no longer detectable 2 to 3 days after cessation of therapy.
Purification Methods
Crystallise it from *benzene or EtOH. Purify 2g of griseofulvin by chromatography on Alumina (40 x 1.5cm) and elute with *C6H6/MeOH (199:1) and follow the UV blue fluorescent band. [MacMillan J Chem Soc 1823 1959, Beilstein 18 III/IV 3160, 18/5 V 150.]
(+)-Griseofulvin Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Medi Pharma Drug House | +919930911911 | Mumbai, India | 143 | 58 | Inquiry |
| Innovative Synthetic Molecules | +91 40-24111684 | Hyderabad, India | 527 | 58 | Inquiry |
| Rumit International (part of Rumit Group of Companies) | 91-22-61418100 | Maharashtra, India | 75 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Healthy Life Pharma Private Limited | 08048372782Ext 850 | Mumbai, India | 19 | 58 | Inquiry |
| Gupta Drug Agencies | 09823717722 | Nagpur, India | 2 | 58 | Inquiry |
| Indogulf Group | 91-22-23455220 | Maharashtra, India | 249 | 58 | Inquiry |
Related articles
- What is griseofulvin used for?
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- Griseofulvin (MW 352.5 daltons) is a metabolite of Penicillium griseofulvum and P. janczewskii that disrupts the fungal mitoti....
- Mar 31，2022
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