CAS 14487-05-9

Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone

Description:

Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone, commonly known by its CAS number 14487-05-9, is a derivative of rifamycin, a class of antibiotics primarily used to treat bacterial infections, particularly tuberculosis. This compound features a complex structure characterized by a lactone ring, which contributes to its biological activity. The presence of the carboxymethyl group enhances its solubility and may influence its pharmacokinetic properties. Rifamycins are known for their mechanism of action, which involves the inhibition of bacterial RNA synthesis by binding to the DNA-dependent RNA polymerase. This specific derivative may exhibit unique properties compared to other rifamycins, potentially affecting its efficacy and spectrum of activity. Additionally, the compound's stability, solubility, and interaction with biological systems are critical for its therapeutic applications. As with other antibiotics, resistance development is a significant concern, necessitating careful use and ongoing research into its pharmacological profile.

Formula: C₃₉H₄₇NO₁₄

InChI: InChI=1S/C39H47NO14/c1-17-11-10-12-18(2)37(48)40-24-15-39(51-16-26(42)53-39)29-27(33(24)46)32(45)22(6)35-28(29)36(47)38(8,54-35)50-14-13-25(49-9)19(3)34(52-23(7)41)21(5)31(44)20(4)30(17)43/h10-15,17,19-21,25,30-31,34,43-45H,16H2,1-9H3,(H,40,48)/b11-10+,14-13+,18-12-/t17-,19+,20+,21+,25-,30-,31+,34+,38-,39?/m0/s1

InChI key: InChIKey=RAFHKEAPVIWLJC-KQOHHTLASA-N

SMILES: O=C1C=2C=3C4(C=C5C(=O)C3C(O)=C(C)C2O[C@]1(C)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)N5)OC(=O)CO4

Synonyms:

• Rifamycin, 4-O-(carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-, γ-lactone
• Spiro[1,3-dioxolane-2,9′(6′H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan], rifamycin deriv.
• Rifomycin O
• Acetic acid, [(1,2,6,9-tetrahydro-5,9,17,19,21-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,6,11-trioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-9-yl)oxy]-, γ-lactone, 21-acetate
• Spiro[1,3-dioxolane-2,9′(6′H)-[2,7](epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan]-1′,4,6′,11′(2′H)-tetrone, 5′,17′,19′,21′-tetrahydroxy-23′-methoxy-2′,4′,12′,16′,18′,20′,22′-heptamethyl-, 21′-acetate

Rifamycin O (4-O-(Carboxymethyl)-1-deoxy-1,4-dihydro-4-hydroxy-1-oxo-rifamycin γ-Lactone)

CAS: 14487-05-9

Heterocyclic compounds with oxygen hetero-atom(s) only, nesoi

Formula: C₃₉H₄₇NO₁₄

Color and Shape: Yellow Pale Yellow Solid

Molecular weight: 753.29966

Ref: 45-1A03810

Rifamycin O

CAS: 14487-05-9

Formula: C₃₉H₄₇NO₁₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 753.7888

Ref: IN-DA00AOG1

Rifaximin EP Impurity F (Rifamycin O)

CAS: 14487-05-9

Formula: C₃₉H₄₇NO₁₄

Color and Shape: Yellow Solid

Molecular weight: 753.80

Ref: 4Z-R-3514

Rifamycin O

CAS: 14487-05-9

Ref: 7W-GW2191

Rifamycin O

CAS: 14487-05-9

Impurity Rifaximin EP Impurity F
Applications Rifamycin O (Rifaximin EP Impurity F) is a Rifaximin intermediate.
References Vohra, R., et al.: Biotechnol. Lett., 11, 851 (1989), Bacchi, A., et al.: J. Med. Chem., 41, 2319 (1998),

Formula: C₃₉H₄₇NO₁₄

Color and Shape: Neat

Molecular weight: 753.79

Ref: TR-R508190

Rifamycin O

CAS: 14487-05-9

Rifamycin O is a rifamycin antibiotic with action on bacterial RNA polymerase to inhibit transcription and is used for treating tuberculosis and travelers' diarrhea.

Formula: C₃₉H₄₇NO₁₄

Purity: Min. 95%

Color and Shape: Slightly Yellow Yellow Powder

Molecular weight: 753.79 g/mol

Ref: 3D-AR27729

Rifaximin EP Impurity F

CAS: 14487-05-9

Formula: C₃₉H₄₇NO₁₄

Molecular weight: 753.8

Ref: ST-EA-CP-R42009

Rifamycin O

CAS: 14487-05-9

Rifamycin O is a useful organic compound for research related to life sciences. The catalog number is T65421 and the CAS number is 14487-05-9.

Formula: C₃₉H₄₇NO₁₄

Color and Shape: Solid

Molecular weight: 753.798

Ref: TM-T65421