TACROLIMUS

CAS No.：109581-93-3

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Tacrolimus Monohydrate Basic information

Product Name:	Tacrolimus Monohydrate
Synonyms:	FK-506;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)-;Tacrolimus monohydrate;FK-506 monohydrate, >=98%
CAS:	109581-93-3
MF:	C44H71NO13
MW:	822.05
EINECS:
Product Categories:	Signalling
Mol File:	109581-93-3.mol

Tacrolimus Monohydrate Chemical 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 Information

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)

MSDS Information

Tacrolimus Monohydrate Usage And Synthesis

Uses	immune suppressant, antifungal
Uses	FK-506 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 .
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.

Tacrolimus Monohydrate Preparation Products And Raw materials

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