Tacrolimus monohydrate

Basic Information

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CAS Number

109581-93-3

Molecular Formula

C44H71NO13

Molecular Weight

822.05 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

No data available

Melting Point

125.0 to 129.0 deg-C

Boiling Point

No data available

Flash Point

No data available

Solubility

DMSO: soluble20mg/mL

Vapor Pressure

No data available

Specific Rotation

D23 -84.4° (c = 1.02 in chloroform)

SMILES

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C=CC[C@@H]1C=C(C)C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)C(=C[C@@H]1CC[C@H]([C@@H](C1)OC)O)C)CCCC2.O

InChI

InChI=1S/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

InChIKey

NWJQLQGQZSIBAF-MLAUYUEBSA-N

LogP

3.814300000000005

Topological Polar Surface Area

209.85999999999999 Å²

Hydrogen Bond Donor/Acceptor

5 / 14

Complexity

1480

Safety Information

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GHS Hazard Pictograms

H301

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

Hazard Class

Class 6.1 Class 6.1

Sensitiveness

thermally sensitive

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)

Synonyms & References

English

Tacrolimus monohydrate
TACROLIMUS
FK-506 monohydrate
C44H71NO13
FK 506
FK-506
Tacrolimus hydrate
TacroliMus(FK-506)
FK 506 Monohydrate
FK-506 monohydrate,Tacrolimus
FR900506 monohydrate
Fujimycin monohydrate
Prograf
Protopic
Fujimycin
Tsukubaenolide
FK506
Tacrolimus anhydrous
Modigraf
Protopy
LCP-Tacro
Anhydrous Tacrolimus
tacrolimus (fk506)
Advagraf
8-DEETHYL-8-[BUT-3-ENYL]-ASCOMYCIN
K506
Astagraf XL
Prograf (TN)
FR900506
Tacarolimus
FR 900506

MDL Number

MFCD00869853

FAQ

What is Tacrolimus monohydrate (CAS: 109581-93-3)?

Tacrolimus monohydrate is a water-soluble form of the immunosuppressive drug tacrolimus, used in organ transplant rejection prevention and other autoimmune conditions. Its chemical formula is C41H56N6O14·H2O. It is characterized by its high water solubility, making it more convenient for formulation and administration compared to its anhydrous form.

What are the main uses of Tacrolimus monohydrate (CAS: 109581-93-3)?

Tacrolimus monohydrate is primarily used as an immunosuppressant in organ transplants to prevent rejection. It is also utilized in the treatment of severe transplant rejection, and in dermatology for treating atopic dermatitis. Its immunosuppressive properties make it valuable in managing autoimmune diseases and inflammatory conditions.

Is Tacrolimus monohydrate (CAS: 109581-93-3) safe?

Tacrolimus monohydrate can have side effects, including nephrotoxicity, hypertension, and hyperlipidemia. It is classified as a category C drug in pregnancy, indicating potential risks. Proper handling and storage are essential, and healthcare providers must monitor patients for adverse reactions. Safe handling includes wearing gloves and goggles, and storing under controlled conditions to minimize risk.

How should Tacrolimus monohydrate (CAS: 109581-93-3) be stored?

Tacrolimus monohydrate should be stored in a tightly closed container at room temperature (15-30°C) and away from direct light. It should be kept in a dry place to prevent moisture absorption, which can affect its solubility. Avoiding high humidity and heat is crucial for maintaining its stability and potency. Proper storage helps ensure its effectiveness and safety when administered.