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Erythromycin ethylsuccinate(CAS No. 1264-62-6)

Erythromycin ethylsuccinate C43H75NO16 (cas 1264-62-6) Molecular Structure

1264-62-6 Structure

Identification and Related Records

【Name】
Erythromycin ethylsuccinate
【CAS Registry number】
1264-62-6
【Synonyms】
Durapaediat
E-Mycin e
Eritrocina
EryPed
ErythroES
Erythro-Holz
Erythrocin ethyl succinate
Esinol
Evesin
Refkas
Sigapedil
Erythromycinethyl succinate (6CI)
Erythromycin, 2'-(ethyl succinate) (7CI)
Succinic acid, ethyl ester, monoester with erythromycin (8CI)
Anamycin
Arpimycin
【EINECS(EC#)】
215-033-8
【Molecular Formula】
C43H75NO16 (Products with the same molecular formula)
【Molecular Weight】
862.0527
【Inchi】
InChI=1S/C43H75NO16/c1-15-29-43(11,52)36(48)24(5)33(47)22(3)20-41(9,51)38(25(6)34(26(7)39(50)57-29)59-32-21-42(10,53-14)37(49)27(8)56-32)60-40-35(28(44(12)13)19-23(4)55-40)58-31(46)18-17-30(45)54-16-2/h22-29,32,34-38,40,48-49,51-52H,15-21H2,1-14H3/t22-,23-,24+,25+,26-,27+,28+,29-,32+,34+,35-,36-,37+,38-,40+,41-,42-,43-/m1/s1
【InChIKey】
NSYZCCDSJNWWJL-YXOIYICCSA-N
【Canonical SMILES】
CCC1C(C(C(C(=O)C(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)OC(=O)CCC(=O)OCC)(C)O)C)C)O)(C)O
【Isomers smiles】
CC[C@@H]1[C@@]([C@@H]([C@H](C(=O)[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H]
(C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H]
(C[C@H](O3)C)N(C)C)OC(=O)CCC(=O)OCC)(C)O)C)C)O)(C)O

Chemical and Physical Properties

【Appearance】
White to yellowish Crystalline solid
【Density】
1.21 g/cm3
【Melting Point】
219-224 C
【Boiling Point】
874.1 °C at 760 mmHg
【Vapour】
4.94E-31mmHg at 25°C
【Flash Point】
482.4 °C
【Water】
Very slightly soluble in cold water
【Solubilities】
Very slightly soluble in cold water
【Color/Form】
WHITE OR SLIGHTLY YELLOW, CRYSTALLINE POWDER
【Stability】
Stable.
【Storage temp】
Keep in a cool, dry, well-ventilated area in a sealed container.
【Spectral properties】
INDEX OF REFRACTION: 1.490 (ALPHA), 1.515 (BETA), 1.567 (GAMMA)
【Computed Properties】
Molecular Weight:862.0527 [g/mol]
Molecular Formula:C43H75NO16
XLogP3:3.4
H-Bond Donor:4
H-Bond Acceptor:17
Rotatable Bond Count:14
Tautomer Count:6
Exact Mass:861.508585
MonoIsotopic Mass:861.508585
Topological Polar Surface Area:226
Heavy Atom Count:60
Formal Charge:0
Complexity:1450
Isotope Atom Count:0
Defined Atom Stereocenter Count:18
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1

Safety and Handling

【Hazard Codes】
Xn:Harmful
【Risk Statements】
R42/43
【Safety Statements 】
S36
【Safety】

Safety Information of Erythromycin ethylsuccinate (CAS NO.1264-62-6):
Hazard Codes: XnHarmful,XiIrritant
Risk Statements: 42/43-36/37/38??
Safety Statements: 36-26
WGK Germany: 2
RTECS: WM9800000
Hazardous Substances Data: 1264-62-6(Hazardous Substances Data)??

【Formulations/Preparations】
PEDIAMYCIN (EES 400): TABLETS (CHEWABLE) 200 MG; GRANULES FOR DROPS (SUSPENSION) 100 MG/2.5 ML; GRANULES FOR SUSPENSION 200 MG/5 ML; SUSPENSION 200 MG/5 ML. ERYTHROCIN ETHYLSUCCINATE: INJECTION (SOLUTION) 50 MG/ML.
【Specification】

?Erythromycin ethylsuccinate , its CAS NO. is 1264-62-6, the synonyms are EryPed ; Erythromycin 2'-(ethyl succinate) ; Erythromycin, mono(ethyl succinate) ; Erythromycin, mono(ethyl succinate) (ester) ; Erythroped ; Pediamycin ; Pediamycin 400 ; Wyamycin E ; Erythromycin 2'-(ethyl butanedioate) ; Succinic acid, monoethyl ester, monoester with erythromycin .?

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

ERYTHROMYCIN IS ESTERIFIED AT THE 2' POSITION BY REACTING IT WITH ETHYL 3-CHLOROFORMYLPROPIONATE [CLCOCH2CH2CO2ET] IN DRY ACETONE IN THE PRESENCE OF SODIUM BICARBONATE.
【Usage】

Medication.

Biomedical Effects and Toxicity

【Pharmacological Action】
- Substances that reduce the growth or reproduction of BACTERIA.
- Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
- Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.
- Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins.
【Therapeutic Uses】
Antibiotics, Macrolide; Enzyme Inhibitors; Gastrointestinal Agents; Protein Synthesis Inhibitors
RELATIVELY NONIRRITATING...& THUS IS WELL SUITED TO IM INJECTION. ...ITS ACTIONS & USES ARE ESSENTIALLY THOSE OF ERYTHROMYCIN...INTO WHICH IT IS CONVERTED IN THE BODY.
ERYTHROMYCIN IS...ANTIMICROBIAL... ERYTHROMYCIN IS.../ACTIVE/ AGAINST MOST GRAM-POSITIVE BACTERIA, MANY ANAEROBES...& LEGIONNAIRE'S BACILLUS. /ERYTHROMYCIN/
ERYTHROMYCIN MAY BE...BACTERIOSTATIC OR BACTERICIDAL DEPENDING ON NATURE OF MICROORGANISM & CONCN OF DRUG. ...MOST EFFECTIVE IN VITRO AGAINST GRAM-POSITIVE COCCI SUCH AS STAPHYLOCOCCUS AUREUS (PENICILLIN G SENSITIVE OR RESISTANT), GROUP A STREPTOCOCCI, ENTEROCOCCI & PNEUMOCOCCI; MANY GRAM-POSITIVE BACILLI... /ERYTHROMYCIN/
A REVIEW OF THE ANTIMICROBIAL SPECTRUM, PHARMACOLOGY & THERAPEUTIC USE OF ERYTHROMYCIN & ITS DERIVATIVES. (REF 24).
【Biomedical Effects and Toxicity】
ERYTHROMYCIN ETHYLSUCCINATE IS PARTIALLY DISSOCIATED IN INTESTINE; BOTH ERYTHROMYCIN & UNDISSOCIATED ESTER ARE ABSORBED &, IN THE BLOOD, THE ESTER IS HYDROLYZED TO RELEASE FREE ERYTHROMYCIN.
ERYTHROMYCIN ETHYLSUCCINATE...IS ADEQUATELY ABSORBED FOLLOWING ORAL ADMINISTRATION, PARTICULARLY WHEN THE STOMACH IS EMPTY. PEAK CONCENTRATIONS IN PLASMA ARE 1.5 UG/ML (0.5 UG/ML OF BASE) 1 TO 2 HR AFTER ADMINISTRATION OF A 500 MG TABLET.
IN PATIENTS, MEAN BILE LEVELS OF ERYTHROMYCIN WERE APPROXIMATELY 10 TIMES HIGHER THAN CORRESPONDING SERUM CONCN 1 HR AFTER IV (ERYTHROMYCIN LACTOBIONATE) & IM (ERYTHROMYCIN SUCCINATE) INJECTION.
IN HEALTHY ADULT SUBJECTS & IN ADULT PATIENTS WITH BRONCHIAL INFECTIONS, PHARMACOKINETICS OF VARIOUS FORMULATIONS OF ERYTHROMYCIN WERE STUDIED. ERYTHROMYCIN ETHYLSUCCINATE WAS BETTER THAN ERYTHROMYCIN STEARATE FOR ORAL TREATMENT IN THAT IT WAS RAPIDLY & CONSISTENTLY ABSORBED.

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