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MIDECAMYCIN

Product Name
MIDECAMYCIN
CAS No.
35457-80-8
Chemical Name
MIDECAMYCIN
Synonyms
medemycin;medecamycin;mydecamycin;sf837;Aboren;Myoxam;Midecin;Momicin;Macropen;SF 837A1
CBNumber
CB5175530
Molecular Formula
C41H67NO15
Formula Weight
813.97
MOL File
35457-80-8.mol
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MIDECAMYCIN Property

Melting point:
155℃ -156℃
Boiling point:
874℃
alpha 
D23 -67° (c = 1 in ethanol)
Density 
1.1651 (rough estimate)
refractive index 
1.6220 (estimate)
Flash point:
>110°(230°F)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form 
Solid
pka
6.9 in 50% aq ethanol
color 
White to Off-White
Water Solubility 
Soluble in methanol or ethanol. Insoluble in water
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Safety

RTECS 
OH4730600
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J66046
Product name
Midecamycin, 900 μg/mg
Packaging
500mg
Price
$180
Updated
2024/03/01
Alfa Aesar
Product number
J66046
Product name
Midecamycin, 900 μg/mg
Packaging
1g
Price
$258
Updated
2024/03/01
Usbiological
Product number
017648
Product name
Midecamycin
Packaging
1g
Price
$460
Updated
2021/12/16
Usbiological
Product number
257342
Product name
Midecamycin
Packaging
500mg
Price
$468
Updated
2021/12/16
TRC
Product number
M343250
Product name
Midecamycin(>85%)
Packaging
10g
Price
$1190
Updated
2021/12/16
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MIDECAMYCIN Chemical Properties,Usage,Production

Description

Midecamycin, a macrolide antibiotic having a 16-membered lactone ring, was found in the culture broth of Streptomyces mycarofaciens by Meiji Seika Kaisha in 1971. Under specific culture conditions, it is produced by the organism as a single component. Midecamycin shows almost the same antimicrobial spectrum and activity as kitasamycin. Although its serum and urine concentrations are low, it distributes in tissues at high concentration following oral administration.

Chemical Properties

White Solid

Originator

Medemycin,Meiji Seika,Japan,1974

Uses

A broad spectrum antibiotic

Uses

A 16-membered ring macrolide antibiotic used in ophthalmology as well as other medical fields.

Definition

ChEBI: Midecamycin is an organic molecular entity.

Manufacturing Process

The SF-837 strain, namely Streptomyces mycarofaciens identified as ATCC No. 21454 was inoculated to 60 liters of a liquid culture medium containing 2.5% saccharified starch, 4% soluble vegetable protein, 0.3% potassium chloride and 0.3% calcium carbonate at pH 7.0, and then stir-cultured in a jarfermenter at 28°C for 35 hours under aeration. The resulting culture was filtered directly and the filter cake comprising the mycelium cake was washed with dilute hydrochloric acid.
The culture filtrate combined with the washing liquid was obtained at a total volume of 50 liters (potency 150 mcg/ml). The filtrate (pH 8) was then extracted with 25 liters of ethyl acetate and 22 liters of the ethyl acetate phase was concentrated to approximately 3 liters under reduced pressure. The concentrate was diluted with 1.5 liters of water, adjusted to pH 2.0 by addition of 5N hydrochloric acid and then shaken thoroughly. The aqueous phase was separated from the organic phase and this aqueous solution was adjusted to pH 8 by addition of 3N sodium hydroxide and then extracted with 800 rnl of ethyl acetate. The resulting ethyl acetate extract was then shaken similarly together with 500 ml of aqueous hydrochloric acid to transfer the active substances into the latter which was again extracted with 400 ml of ethyl ether at pH 8.The ether extract was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give 16.5 g of light yellow colored powder.
12 g of this crude powder were dissolved in 200 ml of ethyl acetate and the solution was passed through a column of 600 ml of pulverized carbon which had been impregnated with ethyl acetate. The development was carried out using ethyl acetate as the solvent and the active fractions of eluate were collected to a total volume of 2,500 ml, which was then evaporated to dryness under reduced pressure to yield 5 g of a white colored powder. This powder was dissolved in 10 ml of benzene and the insoluble matters were filtered out. The filtered solution in benzene was then subjected to chromatographic isolation by passing through a column of 700 ml of silica gel which had been impregnated with benzene. The development of the active substances adsorbed on the silica gel was effected using a solvent system consisting of benzene-acetone (4:1), and the eluate was collected in fractions of each 20 ml. The active fractions No. 90-380 which gave a single spot in alumina thin layer chromatography and which could be recognized as containing the SF- 837 substance purely in view of the Rf-value of the single spot were combined together to a total volume of 4,000 ml, and then concentrated under reduced pressure to yield 1.5 g of white colored powder of a melting point of 122°C to 124°C which was found by analysis to be the pure SF-837 substance free base.

Therapeutic Function

Antibacterial

Pharmaceutical Applications

A naturally occurring metabolite of Streptomyces mycarofaciens, supplied as the native compound and as midecamycin acetate for oral administration.
It is rapidly and extensively metabolized and is said to exhibit less toxicity than earlier macrolides. It is of limited availability.

MIDECAMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

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MIDECAMYCIN Suppliers

MedChemexpress LLC
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View Lastest Price from MIDECAMYCIN manufacturers

.GZ HONESTCHEM CO.,LTD
Product
Midecamycin 35457-80-8
Price
US $1.00/g
Min. Order
300g
Purity
99.8%
Supply Ability
20 TONS
Release date
2021-07-09
Baoji Guokang Healthchem co.,ltd
Product
MIDECAMYCIN 35457-80-8
Price
US $238.10/g
Min. Order
100g
Purity
99%
Supply Ability
200kg
Release date
2021-06-10
Career Henan Chemical Co
Product
MIDECAMYCIN 35457-80-8
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

35457-80-8, MIDECAMYCINRelated Search:


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  • (4R,5S,6S,7R,9R,10R,11E,13E,16R)-6-(((2S,3R,4R,5S,6R)-4-(Dimethylamino)-3-hydroxy-5-(((2S,4R,5S,6S)-4-hydroxy-4,6-dimethyl-5-(propionyloxy)tetrahydro-2H-pyran-2-yl)oxy)-6-methyltetrahydro-2H-pyran-2-yl)oxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-ox
  • 35457-80-8
  • 3557-80-8
  • C41H67NO15
  • Pharmaceuticals
  • Carbohydrates & Derivatives
  • Chiral Reagents
  • Intermediates & Fine Chemicals