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Basic information

  • Name:
  • Tacrolimus

  • CAS No.:
  • 104987-11-3

  • Molecular Structure:
  • Formula:
  • C44H69NO12
  • Molecular Weight:
  • 804.02
  • Synonyms:
  • 4,5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-heptadecahydro-5,19-dihydroxy-3-;FK-506;FK506;15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine- 1,7,20,21(4H,23H)-tetrone,5,6,8,11,- 12,13,14,15,16,17,18,19,24,25,26,26ahexadecahydro- 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)-;FR 900506;Prograf;dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-,(3S,4R,5S,8R,12S,14S,15R,16S,18R,19R,26aS)-;FK 506;Fujimycin;FR-900506;[(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-;Tacrolimus (FK506);Tacrolimus(FK-506);Tacrolimus(FK506);Tacrolimus, FK-506;Taccrolimus;Tacrolimus [GMP];15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(23H)-tetrone,;Prograde metamorphismPrograf;
  • Density:
  • 1.19 g/cm3
  • Melting Point:
  • 113-115 °C
  • Boiling Point:
  • 871.7 °C at 760 mmHg
  • Flash Point:
  • 481 °C
  • Solubility:
  • DMSO: >3 mg/mL
  • Appearance:
  • White or off-white crystalline powder
  • Hazard Symbols:
  • ToxicT,IrritantXi
  • Risk Codes:
  • 25-36/37/38
  • Safety Description:
  • 45-36-26 Details
  • Transport Information:
  • UN 2811 6.1/PG 3

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Chemistry

Structure of Tacrolimus (CAS NO.104987-11-3):

Empirical Formula: C44H69NO12
Molecular Weight: 804.0182 g/mol
Index of Refraction: 1.549
Density: 1.19 g/cm3
Flash Point: 481 °C
Melting point: 113-115 °C
Storage tempreture: -20 °C
Solubility: DMSO: >3 mg/mL
Appearance: White crystalline solid
Enthalpy of Vaporization: 143.95 kJ/mol
Boiling Point: 871.7 °C at 760 mmHg
Vapour Pressure: 1.73E-35 mmHg at 25 °C 
Product Category of Tacrolimus (CAS NO.104987-11-3): Active Pharmaceutical Ingredients ; Immunosuppressant ; Intermediates & Fine Chemicals

History

 Tacrolimus (CAS NO.104987-11-3) was among the first macrolide immunosuppressants discovered, which was discovered in 1984 by a Japanese team headed by T. Goto, T. Kino and H. Hatanaka. The name tacrolimus is derived from 'Tsukuba macrolide immunosuppressant'. Tacrolimus is owned by Astellas Pharma Inc., and is sold under the tradenames Prograf, Advagraf, and Protopic. It was first approved by the Food and Drug Administration (FDA) in 1994 use in liver transplantation, trachea, skin, cornea, and limb transplants.

Uses

 Tacrolimus (CAS NO.104987-11-3) is used after allogeneic organ transplant to reduce the activity of the patient's immune system and so lower the risk of organ rejection. In recent years, it has been used to suppress the inflammation associated with ulcerative colitis. It is a recent addition in the treatment of eczema, particularly atopic dermatitis, and suppresses inflammation in a similar way to steroids.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 200mg/kg (200mg/kg)   Journal of Antibiotics. Vol. 40, Pg. 1249, 1987.

Safety Profile

Tacrolimus also has side effects,like in administration,side effects include blurred vision, liver and kidney problems .Tacrolimus can couse cancer risks.
Hazard Codes: ToxicT,IrritantXi
Risk Statements: 25-36/37/38 
R25: Toxic if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 45-36-26 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Specification

 Tacrolimus , its cas register number is 104987-11-3. It also can be called Prograf ; 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)-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propenyl)-, (3S-
(3R((1S*,3S*,4S*)),4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*))- ; and Tacrolimus anhydrous .

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