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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 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

Raw materials

Preparation Products

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Tacrolimus Monohydrate Suppliers

HUBEI MICRO PHARMACEUTICAL
Tel
18627055345
Email
info@micropharm.cn
Country
China
ProdList
65
Advantage
58
Shanghai Mokai Pharmaceutical Technology Co., Ltd.
Tel
021-60951261 18601606476
Email
nancy@mkpharma.cn
Country
China
ProdList
453
Advantage
58
Shanghai Zhibang Biological Medicine Co., LTD
Tel
021-54285032 18116461626
Fax
021-54285032
Email
25493162@qq.com
Country
China
ProdList
133
Advantage
58
Jiangxi ravel Biotechnology Co.,Ltd
Tel
400-880-2824 15608648206
Email
1987516016@qq.com
Country
China
ProdList
2608
Advantage
58
Hubei wei shi reagent group ltd., company
Tel
027-59101766 13125137661
Email
2853877621@qq.com
Country
China
ProdList
2960
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
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View Lastest Price from Tacrolimus Monohydrate manufacturers

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
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
Weijer International Trade (Hebei) Co., Ltd
Product
Tacrolimus 109581-93-3
Price
US $50.00/KG
Min. Order
1KG
Purity
>99%
Supply Ability
20tons
Release date
2023-03-16

109581-93-3, Tacrolimus MonohydrateRelated Search:


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  • 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
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  • [3R[E(1S,3S,4S)
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  • Tacrolimus Reference Standard
  • 109581-93-3
  • C44H69NO12H2O
  • Cell Signaling and Neuroscience
  • Kinase/Phosphatase Biology
  • Protein Phosphatase 2B (Calcineurin/PP2B)
  • Serine/Threonine Phosphatase Inhibitors
  • BioChemical
  • Cell Biology
  • Signalling