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Spectinomycin dihydrochloride pentahydrate

Product Name
Spectinomycin dihydrochloride pentahydrate
CAS No.
22189-32-8
Chemical Name
Spectinomycin dihydrochloride pentahydrate
Synonyms
SPECTINOMYCIN HCL;SPECTINOMYCIN HYDROCHLORIDE;SPECTINOMYCIN PENTAHYDRATE DIHYDROCHLORIDE;M 141;D00869;U-18409AE;spectogard;Trobicin (tn);SPECTINOMYCIN 2HCL;Spectinomycin,≥98%
CBNumber
CB1177273
Molecular Formula
C14H27ClN2O8
Formula Weight
386.83
MOL File
22189-32-8.mol
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Spectinomycin dihydrochloride pentahydrate Property

Melting point:
205-207° (dec)
alpha 
D +14.8° (c = 0.42 in water)
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL, clear, faintly yellow
form 
powder
color 
white to off-white
Water Solubility 
Soluble in water.Soluble in water, methanol, dimethyl sulfoxide, ethanol and dimethyl formamide.
Merck 
14,8739
BRN 
5684150
InChIKey
DCHJOVNPPSBWHK-UXXUFHFZSA-N
CAS DataBase Reference
22189-32-8
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Safety

Safety Statements 
24/25
WGK Germany 
2
RTECS 
WG7400000
10
HS Code 
29419090
Toxicity
mouse,LD50,intramuscular,> 5gm/kg (5000mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Japanese Journal of Antibiotics. Vol. 29, Pg. 43, 1976.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
567570
Product name
Spectinomycin, Dihydrochloride, Pentahydrate, Streptomyces sp. - CAS 22189-32-8 - Calbiochem
Purity
A broad spectrum aminoglycoside antibiotic that contains two glucose moieties. Footprint studies indicate that spectinomycin exerts regional effects on ribosomal structure.
Packaging
10G
Price
$230
Updated
2024/03/01
Sigma-Aldrich
Product number
46738
Product name
Spectinomycin dihydrochloride pentahydrate
Purity
VETRANAL
Packaging
250mg
Price
$63.5
Updated
2024/03/01
Sigma-Aldrich
Product number
1618003
Product name
Spectinomycin hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
S0584
Product name
Spectinomycin Dihydrochloride Pentahydrate
Purity
>98.0%(N)(T)
Packaging
5g
Price
$76
Updated
2024/03/01
TCI Chemical
Product number
S0584
Product name
Spectinomycin Dihydrochloride Pentahydrate
Purity
>98.0%(N)(T)
Packaging
25g
Price
$278
Updated
2024/03/01
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Spectinomycin dihydrochloride pentahydrate Chemical Properties,Usage,Production

Description

Spectinomycin was found in the culture broth of Streptomyces spectabilis by Upjohn Co. in 1961. This antibiotic was intended for use in treating various infections, as are the other aminoglycoside antibiotics, but its activity is insufficient for clinical efficacy except against gonorrhea. Spectinomycin does not develop crossresistance with any other antibiotic and shows low toxicity; it is used by deep intramuscular injection for “single-session,” bolusinjection therapy of gonorrhea.

Chemical Properties

White or almost white, slightly hygroscopic powder.

Originator

Trobicin,Upjohn,US,1971

Uses

Spectinomycin Dihydrochloride Pentahydrate is a new animal drug application (ANADA) administered in the drinking water of chickens as an aid in the control of airsacculitis; Also, it is an aminocylcitol antibiotic.

Uses

Spectinomycin is an aminocyclitol antibiotic produced by S. spectabilis that is active against Gram-negative and Gram-positive bacteria. Spectinomycin inhibits protein synthesis by binding to the 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Mutations in the gene for ribosomal protein S5 prevents binding of spectinomycin and contributes to bacterial resistance.

Uses

Aminocyclotol antibacterial.

Definition

ChEBI: A hydrate that is the pentahydrate form of spectinomycin hydrochloride. An antibiotic that is active against gram-negative bacteria and used to treat gonorrhea.

Manufacturing Process

A lyophilized culture of Streptomyces spectabilis, NRRL 2792, was used to seed the following sterile agar medium on tubed slants:Tryptone 5 K2HPO4 0.5 NaCl 0.5 FeSO4 0.1 Agar 20
Deionized water to make 1 liter
The slants were incubated for 7 days at 30°C, after which time sporulation was complete. The spores from the agar slants were used, in an aqueous suspension, to inoculate 100 ml of preseed medium in a 500 ml Erlenmeyer flask. The sterile preseed medium consisted of:
Grams Dried whole yeast 10 Glucose 10 Pancreatic digest of 5 casein (N-Z-Amine B)
Tap water to make 1 liter adjusted to pH 7.2 before sterilizing
The seed flash was incubated for 24 hours at 32°C on a reciprocating shaker after which it was used as an inoculum for a 20 liter seed fermenter in the amount of approximately 5%. the 20 liter seed fermenter contained a sterile medium consisting of:
Grams Glucose 15 Cornstarch 25 Distiller's solubles 15 Brewer's yeast 10 Corn steep liquor 20
Tap water to make 1 liter adjusted to pH 7.2 before sterilizing
The 20 liter seed fermenter was incubated for 24 hours at 32°C and aerated at the rate of 6 standard liters or about 0.2 standard cubic feet of air per minute and agitated with a sweep stirrer. The 20 liter seed fermenter was used to inoculate 250 liters of the same medium in a 100 gallon fermentation tank. 1,200 ml of lard oil were added during the fermentation to control foaming. The tank was agitated with a propeller and aerated at the rate of 75 standard liters of air per minute. After 96 hours of fermentation the beer assayed 500 mcg/ml (18.3 mcg/mg on a dry basis) of actinospectacin. Actinospectacin is assayed by its activity against Klebsiella pneumoniae by standard agar diffusion procedure and based on crystalline actinospectacin sulfate according to US Patent 3,234,092.

Therapeutic Function

Antibacterial

General Description

A broad spectrum aminoglycoside antibiotic that contains two glucose moieties. Footprint studies indicate that spectinomycin exerts regional effects on ribosomal structure. A resistance gene (aph) which encodes a spectinomycin has been cloned from Legionella pneumophila (disease agent for Legionnaire’s disease) kinase and expressed in E. coli. Potency: ≥500 μg/mg.

Biological Activity

spectinomycin is an aminocyclitol antibiotic produced by s. spectabilis with activity against gram-negative bacterial species. spectinomycin has been used for the treatment of gonorrhea, where it inhibits microbial protein synthesis by binding to the 30s ribosomal subunit, protects the n‐7 position of e. coli 16s rrna residue g1064 from methylation by dimethyl sulfate. binding of spectinomycin at this location is thought to stabilize helix 34, inhibiting the binding of elongation factor g, thereby blocking translocation of peptidyl‐trnas from the ribosomal a site to the p site [1].spectinomycin selectively inhibited protein synthesis in cells and in extracts of e. coli. mutations to high-level resistance to this antibiotic map close to the streptomycin locus, and the site of action of spectinomycin, like that of streptomycin, is the 30s ribosomal subunit, as shown by experiments with reconstituted 70s ribosomes containing subunits from sensitive and from resistant ribosomes [2].

Biochem/physiol Actions

Mode of Action: Spectinomycin acts by inhibiting protein synthesis and elongation by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation.Mode of Resistance: A mutation in rpsE, the gene for ribosomal protein S5, prevents the binding of spectinomycin. Resistance is also conferred by the aminoglycoside-3′-adenyltransferase gene (aadA). Antimicrobial spectrum: Spectinomycin acts against gram-negative and gram-positive bacteria.

References

[1] zimmerman j m, maher l j. in vivo selection of spectinomycin‐binding rnas[j]. nucleic acids research, 2002, 30(24): 5425-5435.
[2] davies j, anderson p, davis b d. inhibition of protein synthesis by spectinomycin[j]. science, 1965, 149(3688): 1096-1098.

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Preparation Products

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View Lastest Price from Spectinomycin dihydrochloride pentahydrate manufacturers

Ouhuang Engineering Materials (Hubei) Co., Ltd
Product
Spectinomycin dihydrochloride pentahydrate 22189-32-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99.8%
Supply Ability
10000ton
Release date
2024-04-25
Hebei Guanlang Biotechnology Co., Ltd.
Product
Spectinomycin dihydrochloride pentahydrate 22189-32-8
Price
US $10.00/Kg/Drum
Min. Order
1KG
Purity
99.5%
Supply Ability
100
Release date
2020-11-17
Dideu Industries Group Limited
Product
Spectinomycin dihydrochloride pentahydrate 22189-32-8
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-16

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