ChemicalBook > Product Catalog >Biochemical Engineering >Inhibitors >Immunosuppressants >Tacrolimus Monohydrate

Tacrolimus Monohydrate

Tacrolimus Monohydrate Structure
CAS No.
109581-93-3
Chemical Name:
Tacrolimus Monohydrate
Synonyms
Tacrolimus monohydrate;FK-506;135175;CS-1308;Tacarolimus;[3R[E(1S,3S,4S);tacrolimushydrate;FK-506 MONOHYDRATE;Tacrolimus (150 mg);FR900506 monohydrate
CBNumber:
CB4772400
Molecular Formula:
C44H71NO13
Molecular Weight:
822.05
MOL File:
109581-93-3.mol
MSDS File:
SDS
Modify Date:
2024/6/21 10:44:34

Tacrolimus Monohydrate Properties

Melting point 127-129°
alpha D23 -84.4° (c = 1.02 in chloroform)
storage temp. -20°C
solubility DMSO: soluble20mg/mL
form powder
color White to Almost white
Merck 14,9025
InChIKey NWJQLQGQZSIBAF-MLAUYUEBSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
Hazard Codes  T
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  KD4201200
HazardClass  6.1
PackingGroup  III
HS Code  2934990002
Toxicity LD50 i.p. in mice: >200 mg/kg (Kino); LD50 in male, female rats (mg/kg): 57.0, 23.6 i.v.; 134, 194 orally (Ohara)
NFPA 704
0
2 0

Tacrolimus Monohydrate price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1809 Tacrolimus Pharmaceutical Secondary Standard; Certified Reference Material 109581-93-3 150MG ₹48160.43 2022-06-14 Buy
Sigma-Aldrich(India) F4679 FK-506 monohydrate ≥98% (HPLC) 109581-93-3 5MG ₹29270.8 2022-06-14 Buy
TCI Chemicals (India) M2258 Tacrolimus Monohydrate 109581-93-3 10MG ₹10200 2022-05-26 Buy
TCI Chemicals (India) M2258 Tacrolimus Monohydrate 109581-93-3 50MG ₹22900 2022-05-26 Buy
Product number Packaging Price Buy
PHR1809 150MG ₹48160.43 Buy
F4679 5MG ₹29270.8 Buy
M2258 10MG ₹10200 Buy
M2258 50MG ₹22900 Buy

Tacrolimus Monohydrate Chemical Properties,Uses,Production

Uses

immune suppressant, antifungal

Uses

FK-506 monohydrate (Tacrolimus Monohydrate) has been used:

  • as an immunosuppressive agent in coculture medium to study the effect of immunologic reaction
  • as a calcineurin inhibitor, in anhydrous Me2SO solution
  • to treat retinal pigment epithelial cells to measure possible cytotoxicity

Definition

ChEBI: A hydrate that is the monohydrate form of tacrolimus.

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 .

Safety Profile

A poison by ingestion and intravenous routes. When heated to decomposition it emits toxic vapors of NOx.

in vitro

Tacrolimus monohydrate (FK506 monohydrate; Fujimycin monohydrate; FR900506 monohydrate) inhibits calcium-dependent events, such as IL-2 gene transcription, NO synthase activation, cell degranulation, and apoptosis. Tacrolimus also potentiates the actions of glucocorticoids and progesterone by binding to FKBPs contained within the hormone receptor complex, preventing degradation. The agent may enhance the expression of the TGFβ-1 gene in a fashion analogous to that demonstrated for CsA. T cell proliferation in response to ligation of the T cell receptor is inhibited by Tacrolimus. Treatment with a low concentration of Tacrolimus (FK506,10 μg/L) does not significantly affect the proliferation of MH3924A cells (P=0.135). Upon treatment with higher concentrations of Tacrolimus (100-1,000 μg/L), the proliferation of MH3924A cells is significantly enhanced (P<0.01). Treatment with AMD3100 at any concentration (10, 50 or 100 μg/L) has no obvious effect on MH3924A cell proliferation (P>0.05). However, when different concentrations of AMD3100 are combined with 100 μg/L Tacrolimus, the in vitro proliferation of MH3924A cells is increased (P<0.01).

Tacrolimus Monohydrate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 255)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Viruj Pharmaceuticals Pvt Ltd +91-9441591589 +91-9441591589 Hyderabad, India 33 58 Inquiry
Fishfa Biogenics +91-9978999731 +91-9978910668 Gujarat, India 4 58 Inquiry
Concord Biotech Limited +91-2714398200 +91-2714398200 Gujarat, India 22 58 Inquiry
Molsyns Research +91-9586858886 +91-9586858886 Gujarat, India 418 58 Inquiry
BIOCON LIMITED +91 80 2808 2808 New Delhi, India 12 58 Inquiry
CONCORD BIOTECH LIMITED +91 79 68138700 New Delhi, India 11 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry

Tacrolimus Monohydrate Spectrum

15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-, monohydrate, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]- TACROLIMUS HYDRATE/TSUKUBAENOLIDE HYDRATE (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-Hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)tetrone Tacrolimus (150 mg) (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-Hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-Methoxycyclohexyl]-1-Methylethenyl]-14,16-diMethoxy-4,10,12,18-tetraMethyl-8-(2-propen-1-yl)- FK-506 monohydrate, >=98% Tacrolimus /FK506 monohydrate ,8s*,9e,12r*,14r*,15s*,16r*,18s*,19s*,26ar*))- 18-tetramethyl-8-(2-propenyl)-,monohydrate,(3s-(3r*(e(1s*,3s*,4s*)),4s*,5r* 3-(2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl)-14,16-dimethoxy-9,10,12, tacrolimushydrate tsukubaenolidehydrate FK-506 MONOHYDRATE Tacarolimus 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-te Tacrolimus Monohydrate CAS 109581-93-3 FK506 Monohydrate[Tacrolimus Hydrate] 135175 CS-1308 FK 506 monohydrate, Tacrolimus Tacrolimus monohydroate TacrolimusMonohydrate> Tacrolimus monohydrate CRS FR900506 monohydrate Tacrolimus monohydrate (Fujimycin monohydrate [3R[E(1S,3S,4S) (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-Hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone monohydrate Tacrolimus monohydrate (Y0001926) Tacrolimus (1642802) FK-506 Tacrolimus monohydrate Lecithin Impurity 9 (L-α-Phosphatidylinositol) Tacrolimus USP/IP/PH.Eur Tacrolimus Reference Standard FK-506|||FR 900506|||Prograf|||FR900506|||Tacrolimus hydrate|||LCP-Tacro|||FK 506 109581-93-3 C44H69NO12H2O Cell Signaling and Neuroscience Kinase/Phosphatase Biology Protein Phosphatase 2B (Calcineurin/PP2B) Serine/Threonine Phosphatase Inhibitors BioChemical Cell Biology Signalling