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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
Molecular Weight:
386.83
MDL Number:
MFCD00070403
MOL File:
22189-32-8.mol
Last updated:2024-03-16 15:55:18

Spectinomycin dihydrochloride pentahydrate Properties

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
FDA UNII HWT06H303Z

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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.
NFPA 704
0
3 0

Spectinomycin dihydrochloride pentahydrate price More Price(41)

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

Spectinomycin dihydrochloride pentahydrate Chemical Properties,Uses,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 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.

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.

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.

Spectinomycin dihydrochloride pentahydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Career Henan Chemica Co
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View Lastest Price from Spectinomycin dihydrochloride pentahydrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Spectinomycin dihydrochloride pentahydrate pictures 2023-04-12 Spectinomycin dihydrochloride pentahydrate
22189-32-8
US $15.00 / Kg/Bag 1Kg/Bag 99.8% 5000tons/year Wuhan Dujiang Industrial Co., Ltd.
Spectinomycin Dihydrochloride Pentahydrate pictures 2023-01-31 Spectinomycin Dihydrochloride Pentahydrate
22189-32-8
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Spectinomycin dihydrochloride pentahydrate USP/EP/BP pictures 2021-07-17 Spectinomycin dihydrochloride pentahydrate USP/EP/BP
22189-32-8
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited

Spectinomycin dihydrochloride pentahydrate Spectrum

SPECTINOMYCIN 2HCL SPECTINOMYCIN DIHYDROCHLORIDE PENTAHYDRATE SPECTINOMYCIN, DIHYDROCHLORIDE, PENTAHYDRATE, STREPTOMYCES SPECIES U-18409AE M 141 ACTINOSPECTACIN DIHYDROCHLORIDE PENTAHYDRATE ACTINOSPECTACIN DIHYDROCHLORIDE espectinomicinadihydrochloridepentahydrate m141dihydrochloridepentahydrate SPECTINOMYCIN.2HCLRESEARCH GRADE Spectinomycin Hydrochloride (200 mg)G0C310650ug/mg(ai) Spectinomycin Hydrochloride (200 mg) 2alpha,4abeta,5abeta,6beta,7beta,8beta,9alpha,9aalpha,10abeta)]-Decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis-(methylamino)-4H-pyrano[2,3-b][1,4]benzodioxin-4-one dihydrochloride pentahydrate Togamycin dihydrochloride pentahydrate D00869 Spectinomycin hydrochloride (jp15/usp) Spectinomycin hydrochloride hydrate Trobicin (tn) SpectinoMycin-2HCl pentahydrate research grade Spectinomycin Hcl Sterile EP 5 Spectinomycin dihydrochloride pentahydrate, 650 IU/mg SPECTINOMYCIN DIHYDROCHLORIDE PENTAH SPECTINOMYCIN DIHYDROCHLORIDE PENTAHYDRATE from Streptomyces sp. spectogard Spectinomycin HCL USP/BP SPECTINOMYCIN DIHYDROCHLORIDE CELL*CULTU RE TESTED SPECTINOMYCIN DIHYDROCHLORIDE PENT SPECTINOMYCIN DIHYDROCHLORIDE GAMMA-*IRR ADIATED MOL SPECTINOMYCIN DIHYDROCHLORIDE HYDRATE, B 4H-Pyrano2,3-b1,4benzodioxin-4-one, decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, dihydrochloride, pentahydrate, (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)- SOECTINOMYCINHYDROCHLORIDEPENTAHYDRATE Dihydrochloride pentahydrate Spectinomycin hcl /Spectinomycin hydrochloride Spectinomycin dihydrochloride pentahydrate, potency: ≥603 μg/mg 4H-Pyrano[2,3-b][1,4]benzodioxin-4-one,decahydro-4a,7,9-trihydroxy-2-methyl-6,8-bis(methylamino)-, hydrochloride,hydrate (1:2:5), (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)- Spectinomycin dihydrochloride pentahydrate, >=779 u/mg Spectinomycin for system suitability CRS Spectinomycin hydrochloride CRS Spectinomycin,≥98% Spectinomycin dihydrochL (2R,4aR,5aR,6S,7S,8R,9S,9aR,10aS)-4a,7,9-Trihydroxy-2-methyl-6,8-bis(methylamino)decahydro-4H-benzo[b]pyrano[2,3-e][1,4]dioxin-4-one dihydrochloride pentahydrate Spectinomycin Dihydrochloride Pentahydrate Sterile Spectinomycin dihydrochloride pentahydrate USP/EP/BP Spectinomycin dihydrochloride 5-hydrate Spectinomycin Hydrochloride (1618003) SPECTINOMYCIN PENTAHYDRATE DIHYDROCHLORIDE SPECTINOMYCIN HCL SPECTINOMYCIN HYDROCHLORIDE Spectinomycin 2HCl 5H2O 22189-32-8 C14H24N2O72HCl5H2O C14H24N2O72ClH5H2O C14H36Cl2N2O12 BioChemical Antibiotics Antibiotics A to Z Antibiotics N-S Inhibitors