Please log in to see the full text of this API!

Tacrolimus

  • Synonyms: FK-506, FR-900506, Fujimycin, L-679934
  • ATC: L04AA05
  • Use: Lorem 
  • Chemical name: Lorem ipsum dolor sit amet, consetetur sadipscing elitr, sed diam
  • Formula: Lorem ipsum dolor sit amet,
  • MW:804.03 g/mol
  • CAS-RN:104987-11-3
  • InChI Key: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

Substance Classes

Enzymes

Synthesis Path

  • Isolation:
  • A fermentation broth of Streptomyces tsukubaensis No. 9993 is filtered and the mycelial cake is extracted with acetone. The filtrate is combined with the acetone extract and passed through a column of Diaion HP-20. The dilution with 75 % aqueous acetone, by evaporation gives an oily residue that is extracted with ethyl acetate and submitted to column chromatography over silica gel.

























































Substances Referenced in Synthesis Path

CAS-RN Formula Chemical Name CAS Index Name
40635-66-3 C6H9ClO3 α-acetoxyisobutyryl chloride Propanoyl chloride, 2-(acetyloxy)-2-methyl-
106-95-6 C3H5Br allyl bromide 1-Propene, 3-bromo-
7643-75-6 C5H12O5 l-arabinitol L-Arabinitol
81927-55-1 C9H8Cl3NO benzyl trichloroacetimidate Ethanimidic acid, 2,2,2-trichloro-, phenylmethyl ester
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem
Lorem Lorem Lorem Lorem

Trade Names

Country Trade Name Vendor Annotation
D Lorem Lorem
Lorem Lorem
Lorem Lorem
F Lorem Lorem
Lorem Lorem
GB Lorem Lorem
I Lorem Lorem
J Lorem Lorem
USA Lorem Lorem
(wfm = withdrawn from market)

Formulations

  • Loremipsumdolorsitamet,consetetursadipscingelitr,seddiamnonumyeirmodtemporinviduntut

References

  • production and a pharmaceutical composition; isolation:

    • EP 999 999 (Fujisawa Pharmaceutical; appl. 11.6.1986; GB-prior. 5.2.1985, 1.4.1985).
  • synthesis of FK-506:

    • Ireland, R. et al.: J. Org. Chem. (JOCEAH) 61, 6856 (1996).
    • EP 999 999 (Fujisawa Pharmaceutical; appl. 18.7.1990; USA-prior. 11.1.1989, 30.6.1989).
  • synthesis of intermediates:

    • Danishefsky, S.J. et al.: J. Org. Chem. (JOCEAH) 55 (9), 2786 (1990).
    • Schreiber, S.L. et al.: J. Am. Chem. Soc. (JACSAT) 112 (4), 5583 (1990).
    • US 9 999 999 (Fujisawa Pharmaceutical; 10.7.1990; USA-prior. 23.3.1989).
  • alternative synthesis:

    • Shinkai, I. et al.: J. Am. Chem. Soc. (JACSAT) 111 (3), 1157 (1989).
    • Shinkai, I. et al.: Tetrahedron Lett. (TELEAY) 29 (3), 281 (1988).
Cookie-Einstellungen