ERYTHROMYCIN STEARATE

PRODUCT IDENTIFICATION

CAS NO. 114-07-8 (Base), 643-22-1 (Stearate)
EINECS NO. 211-396-1
FORMULA

C37H67NO13-C18H36O2

MOL WT. 1018.59

H.S. CODE

2941.50.0000

TOXICITY

Women TDLo (Oral): 60mg/kg (60mg/kg). Gastrointestinal: changes in structure or function of endocrine pancreas. Gastrointestinal: nausea or vomiting
SYNONYMS Bristamycin; Qidmycin; Pfizer-e; Pantomicina; Wyamycin; Gallimycin;

Dowmycin E; Eratrex; Erypar; Ethril; Meberyt; Pantomicina; Erythromycin stearic acid salt; Abboticine; (2R,3S,4S,5R,6R,8R,10R,11R,12R,13R)-5- (3,4,6- Trideoxy -3-dimethylamino- beta-D-xylo- hexopyranosyloxy) -3- (2,6-dideoxy-3-C- methyl-3- O-methyl- alpha-L-Ribo- hexopyranosyl oxy)- 13-ethyl-6,11,12- trihydroxy -2,4,6,8,10,12- hexamethyl-9-oxo tridecan- 13-olide monostearate;

SMILES

O1[C@H](C[C@@]([C@H]([C@@H]1C)O)(C)OC)O[C@H]1[C@H](C)[ C@@H](O[C@@H]2O[C@@H](C[C@@H]([C@H]2O)N(C)C)C)[C@ @](C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@@](O)(C)[C@H] (OC(=O)[C@@H]1C)CC)(O)C.CCCCCCCCCCCCCCCCCC(O)=O

CLASSIFICATION

Antibacterial, Antibiotic, Anti-infective Agent, Gastrointestinal Agent, Macrolide

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE fine white to off white powder
MELTING POINT 100- 104 C
BOILING POINT

 

SPECIFIC GRAVITY

 

SOLUBILITY IN WATER <1 mg/mL at 22 C
SOLVENT SOLUBILITY >=100 mg/mL at 22 C (in ethanol)
pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS

Health: 1 Flammability: 1 Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY

Stable under ordinary conditions

GENERAL DESCRIPTION & EXTERNAL LINKS

ERYTHROMYCIN

The macrolides, derived from Streptomyces bacteria, are a group of antibiotics that inhibits protein synthesis by bacteria at the 50S ribosome. They are characterized by a macrocyclic ring (a large ring molecule with many functional groups bonded to it) and a large lactone ring in the molecular structure. They are usually used for respiratory tract, skin, and genitourinary infections. Erythromycins inhibits protein synthesis in some microorganisms and are used as an antibiotic against many kinds of infections caused by gram-positive bacteria, including some beta-hemolytic streptococci, pneumococci and staphylococci as well as gram-negative bacteria and some fungi. It is used also in the treatment of upper and lower respiratory tract infections caused by chlamydia trachomatis and intestinal amebiasis. It's application include the treatment of syphillis in patients who may be allergic to penicillin and the treating Legionnaire's disease.

Examples of macrolides are:

  • Azithromycin (CAS RN: 83905-01-5)
  • Brefeldin A (CAS RN: 20350-15-6)
  • Clarithromycin (CAS RN: 81103-11-9)
  • Erythromycin (CAS RN: 114-07-8)
  • Erythromycin Estolate (CAS RN: 3521-62-8)
  • Erythromycin Ethyl Succinate (CAS RN: 1264-62-6)
  • Erythromycin Stearate (CAS RN: 643-22-1)
  • Josamycin (CAS RN: 16846-24-5)
  • Kitasamycin (CAS RN: 1392-21-8)
  • Lincomycin Hydrochloride (CAS RN: 859-18-7)
  • Mepartricin (CAS RN: 11121-32-7)
  • Midecamycin (CAS RN: 35457-80-8)
  • Oleandomycin Phosphate (CAS RN: 7060-74-4)
  • Oleandomycin Triacetate (CAS RN: 2751-09-9)
  • Rokitamycin (CAS RN: 74014-51-0)
  • Roxithromycin (CAS RN: 80214-83-1)
  • Spiramycin (CAS RN: 8025-81-8)
  • Tylosin (CAS RN: 74610-55-2)
  • Tylosin Tartrate (CAS RN: 74610-55-2)
  • Virginiamycin M (CAS RN: 21411-53-0)

Wikipedia Linking: http://en.wikipedia.org/wiki/Erythromycin

http://ntp.niehs.nih.gov/
TOXICOLOGY AND CARCINOGENESIS STUDIES OF ERYTHROMYCIN STEARATE (CAS NO. 643-22-1) IN F344/N RATS AND B6C3F1 MICE (FEED STUDIES)

http://www.drugbank.ca/

Brand Mixtures
  1. Sans-Acne Solution (Alcohol Anhydrous + Erythromycin)
  2. Staticin Lot (Alcohol Anhydrous + Erythromycin + Laureth 4)
  3. Stievamycin Forte Gel (Erythromycin + Tretinoin)
  4. Stievamycin Gel (Erythromycin + Tretinoin)
  5. T-Stat Lot (Alcohol Anhydrous + Erythromycin)
  6. T-Stat Pad-Lot (Alcohol Anhydrous + Erythromycin)
Mechanism of Action Erythromycin acts by penetrating the bacterial cell membrane and reversibly binding to the 50 S subunit of bacterial ribosomes or near the P or donor site so that binding of tRNA (transfer RNA) to the donor site is blocked. Translocation of peptides from the A or acceptor site to the P or donor site is prevented, and subsequent protein synthesis is inhibited. Erythromycin is effective only against actively dividing organisms. The exact mechanism by which erythmromycin reduces lesions of acne vulgaris is not fully known: however, the effect appears to be due in part to the antibacterial activity of the drug.

https://www.imsa.edu/
OPTIMIZATION OF GROWTH MEDIA TO ENHANCE PRODUCTION OF ERYTHROMYCIN
Abstract:
Erythromycin is a naturally occurring macrolide antibiotic, produced by the bacteria Saccharopolyspora erythraea (S. erythraea). Prescribed for the treatment of a range of infectious diseases, from bronchitis, pneumonia, and whopping cough to acne and other skin infections, erythromycin has been a valuable tool in the medical community. The goal of this inquiry is to optimize erythromycin production by altering the growth medium. The yield was hypothesized to vary with modifications to the magnesium concentration, amino acid composition, and pH range of the bacterial growth media. Production can be determined by bioassay using Micrococcus luteus (M. luteus) as a susceptible microorganism. The quantity of erythromycin produced is proportional to an area of inhibition, a zone where M. luteus cannot grow, around the antibiotic sample. Various difficulties, including lack of a beginning media recipe, slow growth of the bacteria, and equipment problems were a hindrance to the acquisition of quantitative data. The results from this optimized growth media could be used to manufacture erythromycin more economically for medical and research purposes.

SALES SPECIFICATION

APPEARANCE

Fluffy colorless powder
IDENTIFICATION

Complies

ASSAY 86.0% min (Erythromycin Stearate)

 

620 mcg/mg min (on the anhydrous Erythromycin basis)

FREE STEARIC ACID

14.0% max

RESIDUE ON IGNITION

1.0% max

WATER

4.0% max

pH

7.0 - 10.0

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  

MACROLIDES