109581-93-3 Usage
Description
TACROLIMUS, also known as FK-506, is an immunosuppressive agent that belongs to the macrolide family of antibiotics. It is a hydrate in the form of FK-506 monohydrate and has potent immunosuppressive and antifungal properties. TACROLIMUS works by inhibiting the enzyme calcineurin, which plays a crucial role in the immune response. This inhibition helps prevent the activation of T-cells, thereby suppressing the immune system.
Uses
Used in Pharmaceutical Industry:
TACROLIMUS is used as an immunosuppressive agent for preventing organ rejection in transplant patients. It is particularly effective in reducing the risk of rejection after liver, kidney, and heart transplants.
Used in Research Applications:
TACROLIMUS is used as a calcineurin inhibitor in coculture medium to study the effects of immunologic reactions. This helps researchers understand the role of the immune system in various diseases and develop targeted therapies.
Used in Ophthalmology:
TACROLIMUS is used to treat retinal pigment epithelial cells to measure possible cytotoxicity. This application is crucial in the development of treatments for eye diseases and conditions related to the retinal pigment epithelium.
Used in Antifungal Treatments:
TACROLIMUS is used as an antifungal agent to treat various fungal infections. Its potent antifungal properties make it an effective treatment option for patients with severe or resistant fungal infections.
Biological Activity
Potent calcineurin (protein phosphatase 2B) inhibitor that requires FK 506-binding protein 12 (FKBP12) for activity (IC 50 = 3 nM). Inhibits secretion of IL-1, IL-2 (IC 50 = 1 nM), IL-3, IL-4, IL-6 (IC 50 = 35 nM), GM-CSF, TNF α (IC 50 = 10 nM), IFN γ and Myc from activated T-cells in vitro . Exhibits potent immunosuppressive, neuroprotective and anticonvulsant activity in vivo .
Biochem/physiol Actions
FK-506 also appears to inhibit Na+/Ca2+ exchange. FK-506 and its derivatives demonstrate significant neurodegenerative activity. This property seems to arise via different mechanisms. FK-506 is also useful in treating ophthalmologic complications such as corneal graft rejection, uveoretinitis and allergen induced conjunctivitis.
Safety Profile
A poison by ingestion and intravenous routes. When heated to decomposition it emits toxic vapors of NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 109581-93-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,9,5,8 and 1 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 109581-93:
(8*1)+(7*0)+(6*9)+(5*5)+(4*8)+(3*1)+(2*9)+(1*3)=143
143 % 10 = 3
So 109581-93-3 is a valid CAS Registry Number.
InChI:InChI=1/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1