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4-O-(Carboxymethyl)rifamycin

4-O-(Carboxymethyl)rifamycin Structure
CAS No.
13929-35-6
Chemical Name:
4-O-(Carboxymethyl)rifamycin
Synonyms
C01848;Nacimycin;Nancimycin;Rifomycin B;NCI-145-604;Rifamycin B CRS;Rifamycin impurity A;Rifaximin EP Impurity B;Rifamycin EP Impurity A;Rifaximin impurity B (EP)
CBNumber:
CB3913884
Molecular Formula:
C39H49NO14
Molecular Weight:
755.8
MOL File:
13929-35-6.mol
Modify Date:
2023/5/15 10:43:33

4-O-(Carboxymethyl)rifamycin 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

SAFETY

Risk and Safety Statements

Toxicity LD50 in mice (mg/kg): 2040 i.v., >3000 i.p., s.c., and orally (Sensi, 1964)

4-O-(Carboxymethyl)rifamycin Chemical Properties,Uses,Production

Uses

A Rifamycin (R508200) derivative as antibacterial agent.

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.]

4-O-(Carboxymethyl)rifamycin Preparation Products And Raw materials

Raw materials

Preparation Products

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Rifamycin impurity A Rifaximin EP Impurity B Rifamycin, 4-O-(carboxymethyl)- 4-O-(Carboxymethyl)rifamycin Nacimycin Nancimycin NCI-145-604 Rifomycin B C01848 Rifaximin impurity B (EP) Rifaximin Impurity 2 (Rifaximin EP Impurity B) Rifamycin EP Impurity A Rifaximin EP Impurity B (Rifamycin B) Rifamycin B CRS Rifamycin Impurity 1(Rifamycin EP Impurity A)(Rifamycin B) 4-O-(Carboxymethyl)-Rifamycin (Rifaximin Impurity) Rifaximin EP Impurity B(Rifamycin EP Impurity A) 13929-35-6 C39H49NO14 Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals