Tacrolimus Monohydrate

Product Name: Tacrolimus Monohydrate
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
Formula Weight: 822.05
MOL File: 109581-93-3.mol

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Tacrolimus Monohydrate Property

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
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+;/s3
InChIKey: NWJQLQGQZSIBAF-MLAUYUEBSA-N
SMILES: O([C@H]1C[C@@H](C)[C@@]2(C(C(N3CCCC[C@@]3([H])C(O[C@@H]([C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)C=C(C)C[C@H](C)C[C@H](OC)[C@@]1([H])O2)/C(/C)=C/[C@@H]1CC[C@@H](O)[C@H](OC)C1)=O)=O)=O)O)C.O |t:30,&1:1,3,5,13,17,18,20,25,33,36,39,45,48,50,r|

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Safety

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Danger
Hazard statements: H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0001926
Product name: Tacrolimus monohydrate
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: Y0001926
Price: $601
Updated: 2024/03/01

Sigma-Aldrich

Product number: F4679
Product name: FK-506 monohydrate
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $271
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1642802
Product name: Tacrolimus
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 100MG
Price: $1480
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1642802
Product name: Tacrolimus
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 150mg
Price: $1590
Updated: 2024/03/01

Sigma-Aldrich

Product number: Y0001933
Product name: Tacrolimus for system suitability
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: Y0001933
Price: $212
Updated: 2023/06/20

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Tacrolimus Monohydrate Chemical Properties,Usage,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 .

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.

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

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Tacrolimus Monohydrate Suppliers

Americas 1 CHINA 213 Europe 1 Germany 1 India 14 Japan 1 Switzerland 1 United Kingdom 6 United States 21 Global 259

Shanghai Mokai Pharmaceutical Technology Co., Ltd.

Tel: 021-60951261 18601606476
Email: nancy@mkpharma.cn
Country: China
ProdList: 453
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Shanghai Zhibang Biological Medicine Co., LTD

Tel: 021-54285032 18116461626
Fax: 021-54285032
Email: 25493162@qq.com
Country: China
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Jiangxi ravel Biotechnology Co.,Ltd

Tel: 400-880-2824 15608648206
Email: 1987516016@qq.com
Country: China
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Hubei wei shi reagent group ltd., company

Tel: 027-02759101766 13125137661
Email: 2853877621@qq.com
Country: China
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HUBEI MICRO PHARMACEUTICAL

Tel: 18627055345
Email: info@micropharm.cn
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Shanghai Boyle Chemical Co., Ltd.

Tel
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Email: sales@boylechem.com
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J & K SCIENTIFIC LTD.

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Email: jkinfo@jkchemical.com
Country: China
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Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 021-61259108 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
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3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15839
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TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
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ProdList: 24529
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View Lastest Price from Tacrolimus Monohydrate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Tacrolimus monohydrate 109581-93-3
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 98%-102%
Supply Ability: 500G
Release date: 2021-06-09

Hangzhou Hyper Chemicals Limited

Product: Tacrolimus Monohydrate 109581-93-3
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%, USP
Supply Ability: 1,000KG
Release date: 2024-05-22

Wuhan Boyuan Import & Export Co., LTD

Product: Tacrolimus Monohydrate 109581-93-3
Price: US $30.00-25.00/KG
Min. Order: 1KG
Purity: 99.50%
Supply Ability: 20tons
Release date: 2023-07-13

109581-93-3, Tacrolimus MonohydrateRelated Search:

TacroliMus Methyl Acryl Aldehyde Δ23-FK-506 8-EpitacroliMus Tacrolimus N-LAUROYL-L-ALANINE Tacrolimus Monohydrate Ethyl1-butyl-2-piperidinecarbxylate Ascomycin N-LAUROYLSARCOSINE H-HOMOPRO-OME HCL 1-(2-methylpiperidin-1-yl)acetone

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%

Tacrolimus /FK506 monohydrate

Tacrolimus Monohydrate CAS 109581-93-3

,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

FK506 Monohydrate[Tacrolimus Hydrate]

135175

CS-1308

FK 506 monohydrate, Tacrolimus

Tacrolimus monohydroate

TacrolimusMonohydrate&gt

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)

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