Caspofungin acetate CAS 179463-17-3
Introduction:Basic information about Caspofungin acetate CAS 179463-17-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Caspofungin acetate Basic information
| Product Name: | Caspofungin acetate |
| Synonyms: | Casp ungin Acetate;Caspofungin acetate;(3S,6S,9S,11R,15S,18S,20R,21S,24S,25S)-21-(2-Aminoethylamino)-3-[3-amino-1(R)-hydroxypropyl]-6-[1(S),2(S)-dihydroxy-2-(4-hydroxyphenyl)ethyl]-18-(10,12-dimethyltetradecanamido)-11,20,25-trihydroxy-15-[1(R)-hydroxyethyl]-1,4,7,13,16,22-hexaazatricyclo[22.3.0.0(9,13)]heptacosane-2,5,8,14,17,23-hexaone diacetate;Cancidas;Caspofungin acetate [USAN:BAN:JAN];Caspofungin Acetate (L 743872;Caspofungin Acetate for lnjection;Cancidas, ≥98% |
| CAS: | 179463-17-3 |
| MF: | C54H92N10O17 |
| MW: | 1153.38 |
| EINECS: | 605-859-0 |
| Product Categories: | API;Amines;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol File: | 179463-17-3.mol |
Caspofungin acetate Chemical Properties
| Melting point | >105°C (dec.) |
| storage temp. | -20°C |
| solubility | H2O: soluble15mg/mL (clear solution) |
| form | powder |
| color | white to beige |
| Water Solubility | H2O: 15mg/mL (clear solution) |
| InChIKey | OGUJBRYAAJYXQP-LLXMLGLCSA-N |
Safety Information
| WGK Germany | 3 |
| RTECS | TP8046500 |
| Storage Class | 11 - Combustible Solids |
| Description | Caspofungin is the first in a new class of antifungal agents named echinocandin to belaunched in the US for the parenteral treatment of invasive aspergillosis in patientsrefractory to, or intolerant of other antifungal therapies such as amphotericin-B1 lipidformulation of amphotericin-B and/or itraconazole. Caspofungin is a water soluble, stable,aza-substituted semisynthetic derivative of pneumocandin B, a fermentation product of thefungus Zalerion arboricola. Since fungi and humans are both eukaryotes, new antifungalagents must focus on fungus-specific targets in order to minimize potential toxicity in thehuman host. In this respect, the lipopeptide caspofungin, inhibits the synthesis of 1,3-beta-D-glucans present only in the fungal cell wall, which leads to the specific lysis of thepathogenic cells. The compound is fungicidal rather than fungistatic, an unusual featureamong antifungal agents. Caspofungin has activity in vitro and in vivo against a range ofCandida species (including azole and amphotericin B resistant Candida) and also againstAspergillus, an important pathogen which is not susceptible to fluconazole. Caspofunginwas generally more active than amphotericin B, flucytosine, fluconazole and itraconazoleagainst Candida species. Cryptococcus is not susceptible to caspofungin. Caspofunginhas a half-life in human beings around 10 hours. Unlike the azoles, caspofungin does notinhibit cytochrome P450. The drug has been given intravenously with loading dose of 70rag, followed by 50 mg daily to be effective in invasive aspergillosis refractory to priorantifungal therapy. Most of the side effects were mild and comprised fever,thrombophlebitis, headache, nausea, rash and flushing. |
| Description | Caspofungin is an antifungal compound that is classified as an echinocandin, as it acts by noncompetititvely inhibiting the enzyme 1,3- |
| Chemical Properties | White Solid |
| Originator | Merck & Co (US) |
| Uses | Calcium antagonist, coronary vasodilator, anti-inflammatory, analgesic |
| Uses | Caspofungin acetate is a semi-synthetic analogue of pneumocandin B0 with improved water solubility, a significant limitation in the development of the echinocandin class as pharmaceuticals. Caspofungin acetate acts by inhibiting the synthesis of β-(1,3)-D-glucan, an essential component of the cell wall of susceptible fungi. |
| Uses | Caspofungin Diacetate is an impurity of Caspofungin Acetate(C184900) which is an echinocandin that inhibits the synthesis of β (1,3)-D-glucan, an integral component of the fungal cell wall. An antifungal drug used in the treatment of invasive fungal infections. |
| Definition | ChEBI: The diacetate salt of caspofungin. It is used for the treatment of invasive candidiasis, and of aspergillosis in patients who are refractory to, or intolerant of, other therapy. |
| Brand name | Cancidas(Merck). |
| Biochem/physiol Actions | Caspofungin is an echinocandin antifungal that inhibits 1,3-β-D-glucan synthase, which is required for cell wall synthesis, thereby disturbing the integrity of the fungal cell wall. |
| Veterinary Drugs and Treatments | Caspofungin has potential for treating invasive aspergillosis or disseminatedcandidal infections in companion animals although little,if any, information on its use in dogs or cats is available. |
| References | [1] VALéRIE LETSCHER-BRU Raoul H. Caspofungin: the first representative of a new antifungal class.[J]. Journal of Antimicrobial Chemotherapy, 2003, 51 3: 513-521. DOI: 10.1093/jac/dkg117 [2] M A PFALLER. In vitro activities of caspofungin compared with those of fluconazole and itraconazole against 3,959 clinical isolates of Candida spp., including 157 fluconazole-resistant isolates.[J]. Antimicrobial Agents and Chemotherapy, 2003, 47 3: 1068-1071. DOI: 10.1128/aac.47.3.1068-1071.2003 [3] S. PEREA. In Vitro Interaction of Caspofungin Acetate with Voriconazole against Clinical Isolates of Aspergillus spp[J]. Antimicrobial Agents and Chemotherapy, 2002, 46 1: 3039-3041. DOI: 10.1128/aac.46.9.3039-3041.2002 [4] H. LEATHER J W. Caspofungin[J]. Drugs, 2012, 61 1: 1130-1131. DOI: 10.2165/00003495-200161080-00009 [5] G K ABRUZZO. Evaluation of the echinocandin antifungal MK-0991 (L-743,872): efficacies in mouse models of disseminated aspergillosis, candidiasis, and cryptococcosis.[J]. Antimicrobial Agents and Chemotherapy, 1997, 41 11: 2333-2338. DOI: 10.1128/aac.41.11.2333 |
