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Substance Name: Roxithromycin [USAN:INN:BAN:JAN]
RN: 80214-83-1
UNII: 21KOF230FA
InChIKey: RXZBMPWDPOLZGW-XMRMVWPWSA-N

Note

  • Semisynthetic derivative of erythromycin. It is concentrated by human phagocytes and is bioactive intracellularly. While the drug is active against a wide spectrum of pathogens, it is particularly effective in the treatment of respiratory and genital tract infections.

Molecular Formula

  • C41-H76-N2-O15

Molecular Weight

  • 837.0504
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
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Names and Synonyms

Name of Substance

  • Roxithromycin
  • Roxithromycin [USAN:INN:BAN:JAN]

MeSH Heading

  • Roxithromycin

Synonyms

  • BRN 4286925
  • CCRIS 3461
  • Erythromycin 9-(O-((2-methoxyethoxy)methyl)oxime)
  • Erythromycin, 9-(O-((2-methoxyethoxy)methyl)oxime)
  • Roxithromycin
  • Roxithromycine
  • Roxithromycine [French]
  • Roxithromycinum
  • Roxithromycinum [Latin]
  • Roxitromicina
  • Roxitromicina [Spanish]
  • RU 28965
  • RU 965
  • Rulide
  • UNII-21KOF230FA

Systematic Names

  • 9-(O-((2-Methoxyethoxy)methyl)oxime)erythromycin
  • Erythromycin, 9-(O-((2-methoxyethoxy)methyl)oxime)
  • Erythromycin, 9-(O-((2-methoxyethoxy)methyl)oxime), (9E)-

Registry Numbers

CAS Registry Number

  • 80214-83-1

FDA UNII

  • 21KOF230FA

System Generated Number

  • 0080214831

Structure Descriptors

InChI

1S/C41H76N2O15/c1-15-29-41(10,49)34(45)24(4)31(42-53-21-52-17-16-50-13)22(2)19-39(8,48)36(58-38-32(44)28(43(11)12)18-23(3)54-38)25(5)33(26(6)37(47)56-29)57-30-20-40(9,51-14)35(46)27(7)55-30/h22-30,32-36,38,44-46,48-49H,15-21H2,1-14H3/b42-31+/t22-,23-,24+,25+,26-,27+,28+,29-,30+,32-,33+,34-,35+,36-,38+,39-,40-,41-/m1/s1

InChIKey

RXZBMPWDPOLZGW-XMRMVWPWSA-N

Smiles

CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)C)[C@](C)(O)C[C@@H](C)\C(=N/OCOCCOC)\[C@H](C)[C@@H](O)[C@]1(C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 0.2gm/kg (200mg/kg)   Drugs in Japan Vol. -, Pg. 1471, 1995.
mouse LD50 intraperitoneal 148mg/kg (148mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 33, Pg. 787, 1991.
mouse LD50 oral 665mg/kg (665mg/kg)   Drugs in Japan Vol. -, Pg. 1471, 1995.
rat LD50 intraperitoneal 171mg/kg (171mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 33, Pg. 787, 1991.
rat LD50 oral 830mg/kg (830mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Chemotherapy Vol. 36(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.750 (none)   EST
Atmospheric OH Rate Constant 3.42E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.