ChemicalBook > CAS DataBase List > Spiramycin

Spiramycin

Product Name
Spiramycin
CAS No.
8025-81-8
Chemical Name
Spiramycin
Synonyms
LEUCOMYCIN;espiramicin;Spiramycine;Spiramycin Ep;KITASAMYCIN BASE;5337r.p.;r.p.5337;rovamycin;nsc-64393;sequamycin
CBNumber
CB0396400
Molecular Formula
C43H74N2O14
Formula Weight
843.05
MOL File
8025-81-8.mol
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Spiramycin Property

Melting point:
126-128 °C
Boiling point:
914℃
alpha 
D20 -80° (methanol)
refractive index 
81 ° (C=2, 10% AcOH)
Flash point:
>110°(230°F)
storage temp. 
2-8°C
solubility 
ethanol: 50 mg/mL, clear to slightly hazy, light-yellow
form 
powder
color 
white to light yellow
optical activity
[α]/D -85 to -80° in water (Specific rotation (dry basis))
Water Solubility 
Soluble in methanol. Slightly soluble in water
Merck 
14,8752
CAS DataBase Reference
8025-81-8
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
1
RTECS 
WG9400000
10
HS Code 
29419090
Hazardous Substances Data
8025-81-8(Hazardous Substances Data)
Toxicity
LD50 in rats (mg/kg): 9400 orally; 1000 s.c.; 170 i.v. (Sous)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S9132
Product name
Spiramycin
Packaging
1g
Price
$109
Updated
2024/03/01
Sigma-Aldrich
Product number
46745
Product name
Spiramycin from Streptomyces sp.
Purity
VETRANAL
Packaging
100mg
Price
$58.2
Updated
2024/03/01
TCI Chemical
Product number
S0575
Product name
Spiramycin
Purity
>90.0%(HPLC)
Packaging
5g
Price
$116
Updated
2024/03/01
TCI Chemical
Product number
S0575
Product name
Spiramycin
Purity
>90.0%(HPLC)
Packaging
25g
Price
$400
Updated
2024/03/01
Alfa Aesar
Product number
J66194
Product name
Spiramycin
Purity
90%
Packaging
1g
Price
$54.7
Updated
2022/04/27
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Spiramycin Chemical Properties,Usage,Production

Description

Spiramycin was found in the culture broth of Streptomyces ambofaciens by Rhone Poulenc in 1954 and its acetate was synthesized by Kyowa Hakko Kogyo Co. in 1965. This antibiotic consists of three closely related macrolide components, I, II, and III, whose ratio is 2 : 1 : 1. Spiramycin shows almost the same antimicrobial spectrum and activity as the other macrolides, but its acetate, acetylspiramycin, has much better pharmacokinetic properties and activity in vivo.

Chemical Properties

An antibiotic substance.

Originator

Rovamycine,Specia,France,1972

Uses

antibacterial

Uses

vitamin A

Uses

Spiramycin I (foromacidin A) is the major analogue of a complex of 16-membered macrocyclic lactones produced by S. ambofaciens and S. spiramyceticus that have broad spectrum antibiotic activity. Spiramycins are unusual among the macrocyclic lactones in that they contain two basic sugars. Spiramycin complex has been used in both human and animal health but its use has not been widespread.

Manufacturing Process

The process for producing spiramycin comprises inoculating an aqueous nutrient medium with a culture of the NRRL No. 2420, allowing aerobic fermentation to take place and separating from the culture medium the spiramycin thus formed. The culture medium also contains the antibiotic substance known as Congocidin which, however, does not possess the same useful properties as spiramycin and which can be isolated in crystalline form. The separation of the two antibiotic substances is readily achieved.

brand name

Rovamycin (Rhone-Poulenc Rorer).

Therapeutic Function

Antibacterial

Antimicrobial activity

Enterobacteriaceae are resistant. Spiramycin is also active against anaerobic species: Actinomyces israelii (MIC 2–4 mg/L), Cl. perfringens (MIC 2–8 mg/L) and Bacteroides spp. (MIC 4–14 mg/L). It is also active against Tox. gondii.

Hazard

Poison; moderately toxic; teratogen; muta- gen; can cause hypermotility, diarrhea, nausea, or vomiting.

Pharmaceutical Applications

A fermentation product of Streptomyces ambofaciens, composed of several closely related compounds. Spiramycin 1 is the major component (c. 63%); spiramycins 2 and 3 are the acetate and monopropionate esters, respectively. It is available for oral administration and as spiramycin adipate for intravenous infusion. Spiramycins are relatively stable in acid conditions. A derivative, acetylspiramycin, is available in Japan.

Pharmacokinetics

Oral absorption: Variable
Cmax 1 g oral: 2.8 mg/L after 2 h
Plasma half-life:4–8h
Volume of distribution :383 L
Plasma protein binding :15%
In healthy volunteers given 2 g orally followed by 1 g every 6 h, peak plasma levels were 1.0–6.7 mg/L. After 1 g orally the AUC was 10.8 mg.h/L, with an apparent elimination halflife of 2.8 h. It is widely distributed in the tissues. It does not reach the CSF. Levels 12 h after a dose of 1 g were 0.25 mg/L in serum, 5.3 mg/L in bone and 6.9 mg/L in pus. Levels of 10.6 mg/L have been found 4 h after dosing in saliva, and concentrations at least equal to those in the serum are seen in bronchial secretions. A concentration of 27 mg/g was found in prostate tissues after repeated dosage. Only 5–15% is recovered from the urine. Most is metabolized, but significant quantities are eliminated via the bile, in which concentrations up to 40 times those in the serum may be found.

Side effects

Spiramycin is generally well tolerated, the most common adverse reactions being gastrointestinal disturbances, notably abdominal pain, nausea and vomiting, rashes and sensitization following contact.

Spiramycin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Spiramycin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Spiramycin 8025-81-8
Price
US $1.00/Kg/Bag
Min. Order
1KG
Purity
96.0%-103.0%,EP97
Supply Ability
200kg/month
Release date
2021-06-01
Baoji Guokang Bio-Technology Co., Ltd.
Product
Spiramycin 8025-81-8
Price
US $255.00/Kg/Bag
Min. Order
1KG
Purity
99
Supply Ability
100kg
Release date
2021-06-02
Shaanxi Dideu Medichem Co. Ltd
Product
Spiramycin 8025-81-8
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-07

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