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3-[(1-Piperazinylimino)methyl]rifamycin

CAS 13292-45-0: 3-[(1-Piperazinylimino)methyl]rifamycin

Description:3-[(1-Piperazinylimino)methyl]rifamycin, identified by its CAS number 13292-45-0, is a synthetic derivative of rifamycin, a class of antibiotics known for their efficacy against bacterial infections, particularly tuberculosis. This compound features a piperazine moiety, which enhances its pharmacological properties, potentially improving its ability to penetrate bacterial cell walls and interact with RNA polymerase, thereby inhibiting bacterial RNA synthesis. The presence of the piperazinyl group may also contribute to its solubility and bioavailability. Typically, rifamycins exhibit broad-spectrum antibacterial activity, and modifications like the one seen in this compound can lead to variations in potency and spectrum of activity. Additionally, the compound may possess unique pharmacokinetic properties, influencing its absorption, distribution, metabolism, and excretion. As with many antibiotics, the development of resistance is a critical consideration, necessitating ongoing research into its efficacy and potential applications in treating resistant bacterial strains. Overall, 3-[(1-Piperazinylimino)methyl]rifamycin represents a noteworthy example of medicinal chemistry aimed at enhancing antibiotic effectiveness.

Formula:C42H56N4O12

InChI:InChI=1/C42H56N4O12/c1-20-11-10-12-21(2)41(54)45-32-27(19-44-46-16-14-43-15-17-46)36(51)29-30(37(32)52)35(50)25(6)39-31(29)40(53)42(8,58-39)56-18-13-28(55-9)22(3)38(57-26(7)47)24(5)34(49)23(4)33(20)48/h10-13,18-20,22-24,28,33-34,38,43-44,48-50,52H,14-17H2,1-9H3,(H,45,54)/b11-10+,18-13+,21-12+,27-19+/t20-,22+,23+,24+,28-,33-,34+,38?,42-/m0/s1

InChI key:InChIKey=FKKVFHDDYXJFFL-OHOYAWCWSA-N

SMILES:O=C(OC1C(C)C(OC)C=COC2(OC3=C(C2=O)C4=C(O)C(C=NN5CCNCC5)=C(NC(=O)C(=CC=CC(C)C(O)C(C)C(O)C1C)C)C(O)=C4C(O)=C3C)C)C

  • Synonyms:
  • (2S,8E,16S,17S,18R,19R,20R,22R,23S,24E)-5,6,17,19-tetrahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,9,11-trioxo-8-[(piperazin-1-ylamino)methylidene]-1,2,8,9-tetrahydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan, rifamycin deriv.
  • 2,7-(Epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-1,11(2H)-dione, 5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-(N-1-piperazinylformimidoyl)-, 21-acetate
  • 3-Piperazinoiminomethyl Rifamycin SV
  • 3-[(1-Piperazinylimino)methyl]-rifamycin
  • 4-N-Demethylrifampicin
  • Af/Ap
  • Demethylrifampicin
  • N-Demethylrifampicin
  • N-Demethylrifampin
  • See more synonyms
  • NSC 143416
  • Rifampicin AF/AP
  • Rifamycin, 3-[(1-piperazinylimino)methyl]-
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Rifamycin, 3-[(1-piperazinylimino)methyl]-

CAS:13292-45-0

Ref: IN-DA0011E8

Undefined sizeTo inquire
Estimated delivery in United States, on Monday 10 Mar 2025
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Ref: 4Z-R-2313

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Estimated delivery in United States, on Tuesday 11 Mar 2025
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N-Demethyl Rifampicin-d8

Controlled Product
CAS:13292-45-0

Ref: TR-D231252

1mg291.00 €
10mg1,921.00 €
Estimated delivery in United States, on Thursday 20 Mar 2025
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N-Demethyl Rifampicin

Controlled Product
CAS:13292-45-0

Ref: TR-D231250

1mg248.00 €
10mg1,212.00 €
25mg2,442.00 €
Estimated delivery in United States, on Thursday 20 Mar 2025
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N-Demethyl rifampin

CAS:13292-45-0

Ref: 3D-AD21013

1mg489.00 €
2mg629.00 €
5mg998.00 €
10mg1,628.00 €
25mg3,318.00 €
Estimated delivery in United States, on Monday 21 Apr 2025
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