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4-O-(Carboxymethyl)rifamycin

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4-O-(Carboxymethyl)rifamycin Basic information

Product Name:
4-O-(Carboxymethyl)rifamycin
Synonyms:
  • Rifamycin impurity A
  • Rifaximin EP Impurity B
  • Rifaximin impurity B (EP)
  • Rifaximin Impurity 2 (Rifaximin EP Impurity B)
  • Rifamycin, 4-O-(carboxymethyl)-
  • 4-O-(Carboxymethyl)rifamycin
  • Nacimycin
  • Nancimycin
CAS:
13929-35-6
MF:
C39H49NO14
MW:
755.8
EINECS:
237-697-8
Product Categories:
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
13929-35-6.mol
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4-O-(Carboxymethyl)rifamycin Chemical Properties

Melting point:
300° (dec 160-164°)
alpha 
D20 -11° (methanol)
Boiling point:
730.16°C (rough estimate)
Density 
1.2421 (rough estimate)
refractive index 
1.5350 (estimate)
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Sonicated)
pka
2.69±0.10(Predicted)
BRN 
604953
Stability:
Unstable in solution
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Safety Information

Toxicity
LD50 in mice (mg/kg): 2040 i.v., >3000 i.p., s.c., and orally (Sensi, 1964)
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4-O-(Carboxymethyl)rifamycin Usage And Synthesis

Uses

Rifamycin B (Rifaximin EP Impurity B) is a Rifamycin (R508200) derivative as antibacterial agent.

Uses

A Rifamycin (R508200) derivative as antibacterial agent.

Definition

ChEBI: Rifamycin B is a carboxylic acid, an acetate ester, an organic heterotetracyclic compound and a member of rifamycins. It is a conjugate acid of a rifamycin B(2-).

Purification Methods

Rifamycin B forms yellow needles from *C6H6. Its solubilities are: H2O (0,027%), MeOH (2.62%) and EtOH (0.44%). It has UV max at 223, 304 and 245nm (A 1cm 555, 275 and 220). [Oppolzer & Prelog Helv Chim Acta 56 2287 1973, Oppolzer et al. Experientia 20 336 1964, X-ray: Brufani et al. Experientia 20 339 1964.]

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