CAS 104987-11-3

Tacrolimus

Description:

Tacrolimus, with the CAS number 104987-11-3, is an immunosuppressive drug primarily used to prevent organ rejection in transplant patients and to treat certain autoimmune conditions. It is a macrolide lactone derived from the bacterium Streptomyces tsukubaensis. Tacrolimus functions by inhibiting T-lymphocyte activation and proliferation, primarily through the inhibition of calcineurin, a critical enzyme in T-cell signaling. This mechanism helps to suppress the immune response. The substance is typically administered in its topical form for skin conditions like atopic dermatitis or as an oral formulation for systemic use. Tacrolimus is lipophilic, which influences its absorption and distribution in the body. It has a relatively long half-life, necessitating careful monitoring of blood levels to avoid toxicity. Common side effects include increased risk of infections, nephrotoxicity, and neurotoxicity. Due to its potent immunosuppressive effects, tacrolimus is often used in conjunction with other immunosuppressants to enhance efficacy while minimizing adverse effects.

Formula: C₄₄H₆₉NO₁₂

InChI: InChI=1S/C44H69NO12/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/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1

InChI key: InChIKey=QJJXYPPXXYFBGM-LFZNUXCKSA-N

SMILES: O(C)[C@@H]1[C@@]2(O[C@](O)([C@H](C)C1)C(=O)C(=O)N3[C@](C(=O)O[C@H](\C(=C\[C@H]4C[C@@H](OC)[C@H](O)CC4)\C)[C@H](C)[C@@H](O)CC(=O)[C@H](CC=C)/C=C(\C)/C[C@H](C)C[C@@H]2OC)(CCCC3)[H])[H]

Synonyms:

• 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-tetramethyl-8-(2-propenyl)-, (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-
• 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)-, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-
• FR 900506
• 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-tetramethyl-8-(2-propen-1-yl)-, (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-
• (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

(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

CAS: 104987-11-3

Formula: C₄₄H₆₉NO₁₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 804.0182

Ref: IN-DA0039L0

Tacrolimus

CAS: 104987-11-3

Formula: C₄₄H₆₉NO₁₂

Color and Shape: White To Off-White Solid

Molecular weight: 804.03

Ref: 4Z-T-391

Tacrolimus

CAS: 104987-11-3

Tacrolimus

Purity: ≥98%

Molecular weight: 804.02g/mol

Ref: 54-BUP15701

FK-506

CAS: 104987-11-3

FK-506

Formula: C₄₄H₆₉NO₁₂

Purity: By hplc: 99.91% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 804.01816g/mol

Ref: 54-BIF1003

Tacrolimus Monohydrate

CAS: 104987-11-3, 109581-93-3

Formula: C₄₄H₆₉NO₁₂·H₂O

Purity: >80.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 822.05

Ref: 3B-M2258

Tacrolimus

CAS: 104987-11-3

Formula: C₄₄H₆₉NO₁₂

Purity: 95%~99%

Molecular weight: 804.031

Ref: BP-BP1358

Tacrolimus

CAS: 104987-11-3

Tacrolimus (Fujimycin) can bind FKBP12 to form a high-affinity complex (Ki: 0.2 nM) which inhibits the activity of the calcium/calmodulin-dependent protein

Formula: C₄₄H₆₉NO₁₂

Purity: 98% - 99.94%

Color and Shape: White Or Off-White Crystalline Powder

Molecular weight: 804.02

Ref: TM-T2144

Tacrolimus

CAS: 104987-11-3

Formula: C₄₄H₆₉NO₁₂

Molecular weight: 804.03

Ref: ST-EA-CP-T39000

Tacrolimus (FK506)

CAS: 104987-11-3

Applications An immunosuppressant that blocks T cell proliferation in vitro by inhibiting the generation of several lymphokines, especially IL-2. Shown to inhibit the activity of FK-506 binding protein, thereby reversing its effects on sarcoplasmic reticulum Ca+2 release.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Asano, K., et al.: In Vivo, 10, 537 (1996), McCall, E., et al.: Circ. Res., 79, 1110 (1996), Raufman, J.P., et al.: J. Biol. Chem., 271, 19877 (1996), Rokaw, M.D., et al.: Am. J. Physiol., 271, C194 (1996), Knoll, G.A., and Bell, R.C.: Brit. Med. J., 318, 1104 (1999)

Formula: C₄₄H₆₉NO₁₂

Color and Shape: Neat

Molecular weight: 804.02

Ref: TR-F370000

Tacrolimus - Bio-X ™

CAS: 104987-11-3

Tacrolimus is a calcineurin inhibitor drug that is used for the prevention of rejection after an organ transplant. This drug can also be used in the treatment of severe atopic dermatitis. Tacrolimus’ mechanism of action is not well known however it is understood that this drug inhibits T-lymphocyte activation by binding to an intracellular protein called FKBP-12. This drug also has anti-inflammatory properties.

Formula: C₄₄H₆₉NO₁₂

Purity: Min. 95%

Color and Shape: White Off-White Powder

Molecular weight: 804.02 g/mol

Ref: 3D-BT164430

Tacrolimus

CAS: 104987-11-3

Antirheumatic; immunosuppressant; neuroprotective; neuroregenerative

Formula: C₄₄H₆₉NO₁₂

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 804.02 g/mol

Ref: 3D-AT23293

Everolimus, Cyclosporine and Tacrolimus Mix Standard

Controlled Product

CAS: 104987-11-3, 159351-69-6, 59865-13-3

Formula: MixtureVisitourWebsite

Color and Shape: Mixture

Molecular weight: Mixture - Visit our Website

Ref: TR-E608165

FK-506 (Tacrolimus)

CAS: 104987-11-3

FK-506 is an immunosuppressant that is produced by fermentation. It is used to prevent the rejection of transplanted organs and to treat a number of autoimmune diseases, including rheumatoid arthritis and multiple sclerosis. FK-506 binds to the IL-2 receptor on T-cells and inhibits their proliferation, thereby preventing activation of other immune cells. FK-506 has been shown to be effective in treating a number of diseases, including myocardial infarcts, coronary heart disease, and oral hypoglycaemic. The optimum concentration for this drug is not known, but it appears that higher concentrations are more beneficial in treating some conditions.

Formula: C₄₄H₆₉NO₁₂

Purity: Min. 95%

Molecular weight: 804 g/mol

Ref: 3D-INT-3098-PI