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: OC1=C2C3=C4O[C@@](C)(C3=O)O/C=C/[C@H](OC)[C@@H](C)[C@@H](OC(C)=O)[C@H](C)[C@H](O)[C@H](C)[C@@H](O)[C@@H](C)\C=C\C=C(\C)/C(=O)NC(C(O)=C2C(O)=C4C)=C1C=NN5CCNCC5

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
• NSC 143416
• Rifampicin AF/AP
• Rifamycin, 3-[(1-piperazinylimino)methyl]-
• N-Desmethyl Rifampicin Q: What is the CAS Number of
• Rifampicin Impurity 11
• N-Demethyl Rifampin
• Rifampicin N-Demethyl Impurity
• N-Desmethyl Rifampicin
• N-Desmethyl RifampicinQ: What is
• N-Demethyl Rifampin USP/EP/BP
• Desmethyl Rifampicin
• N-Demethyl rifampin ,98%
• N-Demethylrifampin Impurity
• Rifampicin AF/A
• N-Desmethyl Rifampicin Q: What are the applications of

3-[(1-Piperazinylimino)methyl]rifamycin

CAS: 13292-45-0

Formula: C₄₂H₅₆N₄O₁₂

Color and Shape: Solid

Molecular weight: 808.9136

Ref: IN-DA0011E8

3-[(1-Piperazinylimino)methyl]rifamycin

CAS: 13292-45-0

3-[(1-Piperazinylimino)methyl]rifamycin

Purity: 98%

Molecular weight: 808.91g/mol

Ref: 54-OR1075560

N-Desmethyl Rifampicin

CAS: 13292-45-0

Formula: C₄₂H₅₆N₄O₁₂

Molecular weight: 808.93

Ref: 4Z-R-2313

N-Demethyl Rifampicin-d8

Controlled Product

CAS: 13292-45-0

Stability Light Sensitive
Applications Labelled N-Demethyl Rifampicin (D231250). N-Demethyl Rifampicin is a metabolite of Rifampicin (R508000).
References Marsili, L., et al.: J. Antibiot., 37, 1209 (1984), Nikaido, H., et al.: Antimicrob. Ag. Chemother., 37, 1393 (1993), Piddock, L., et al.: J. Antimicrob. Chemother., 45, 159 (2000),

Formula: C₄₂H₄₈D₈N₄O₁₂

Color and Shape: Red Crystalline Powder

Molecular weight: 816.96

Ref: TR-D231252

N-Demethyl Rifampicin

Controlled Product

CAS: 13292-45-0

Applications N-Demethyl Rifampicin is a metabolite of Rifampicin (R508000).
References Marsili, L., et al.: J. Antibiot., 37, 1209 (1984), Nikaido, H., et al.: Antimicrob. Ag. Chemother., 37, 1393 (1993), Piddock, L., et al.: J. Antimicrob. Chemother., 45, 159 (2000),

Formula: C₄₂H₅₆N₄O₁₂

Color and Shape: Red Crystalline Powder

Molecular weight: 808.91

Ref: TR-D231250

N-Demethyl rifampin

CAS: 13292-45-0

N-Demethyl rifampin is a metabolite of rifampin, which is a natural product derivative. Rifampin itself is a well-known antibiotic derived from the bacterium *Amycolatopsis rifamycinica*. N-Demethyl rifampin is formed through the metabolic process where rifampin undergoes demethylation. This transformation occurs primarily in the liver, mediated by the cytochrome P450 enzyme system.

Formula: C₄₂H₅₆N₄O₁₂

Purity: Min. 95%

Molecular weight: 808.91 g/mol

Ref: 3D-AD21013