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CAS No 104987-11-3 , Tacrolimus

  • Name: Tacrolimus
  • Synonyms: 104987-11-3; Fujimycin; Tacrolimus anhydrous;Prograf; Modigraf; Protopic;Tacrolimus; Protopy; Advagraf; Tsukubaenolide;
  • CAS Registry Number:
  • Transport: UN 2811 6
  • Density: 1.19 g/cm3
  • Refractive index: 1.549
  • Water Solubility: DMSO: >3 mg/mL
  • Safety Statements: S45-S36-S26
  • Hazard Symbols: Xi: Irritant;T: Toxic;
  • Molecular Weight: 804.01816
  • InchiKey: QJJXYPPXXYFBGM-LFZNUXCKSA-N
  • 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
  • Risk Statements: R25-R36/37/38
  • Molecular Formula: C44H69NO12
  • Molecular Structure:CAS No:104987-11-3 Tacrolimus

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References of Tacrolimus
Title: Tacrolimus
CAS Registry Number: 104987-11-3
CAS Name: (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-propenyl)-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
Synonyms: 17-allyl-1,14-dihydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetraone
Molecular Formula: C44H69NO12
Molecular Weight: 804.02
Percent Composition: C 65.73%, H 8.65%, N 1.74%, O 23.88%
Literature References: Macrolide isolated from Streptomyces tsukubaensis no. 9993: M. Okuhara et al., EP 184162 (1986 to Fujisawa); and characterization: T. Kino et al., J. Antibiot. 40, 1249 (1987). Structure determn: H. Tanaka et al., J. Am. Chem. Soc. 109, 5031 (1987). Total synthesis of (-)-form: T. K. Jones et al., J. Am. Chem. Soc. 111, 1157 (1989). In vitro immunosuppressant activity in comparison with cyclosporin, q.v.: T. Kino et al., J. Antibiot. 40, 1256 (1987). Toxicology: K. Ohara et al., Transplant. Proc. 22, 83 (1990). Symposium on pharmacology and clinical trials: ibid. 23, 2709-3376 (1991). Review of mechanism of action: G. Wiederrecht et al., Ann. N.Y. Acad. Sci. 696, 9-19 (1993); of clinical trials in comparison with cyclosporin in renal transplantation: G. A. Knoll, R. C. Bell, Br. Med. J. 318, 1104-1107 (1999). Review of use in dermatoses: A. K. Gupta et al., J. Eur. Acad. Dermatol. Venereol. 16, 100-114 (2002).
 
Derivative Type: Monohydrate
CAS Registry Number: 109581-93-3
Manufacturers' Codes: FK-506; FR-900506
Trademarks: Prograf (Fujisawa); Protopic (Fujisawa)
Molecular Formula: C44H69NO12.H2O
Molecular Weight: 822.03
Percent Composition: C 64.29%, H 8.71%, N 1.70%, O 25.30%
Properties: Colorless prisms from acetonitrile, mp 127-129°. [a]D23 -84.4° (c = 1.02 in chloroform). Sol in methanol, ethanol, acetone, ethyl acetate, chloroform, diethyl ether; sparingly sol in hexane, petroleum ether. Insol in water. 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).
Melting point: mp 127-129°
Optical Rotation: [a]D23 -84.4° (c = 1.02 in chloroform)
Toxicity data: 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)
 
Therap-Cat: Immunosuppressant.
Keywords: Immunosuppressant.